South Pasadena Florida Homes for Sale

South Pasadena Florida Homes for Sale

$249,999
2 Beds ⋅ 2 Baths ⋅ TB8522424 MLS ⋅ Chateau Tower BLDG.
Your Dream Waterfront Escape Awaits at Chateau Towers! Welcome home to this bright and welcoming 2-bedroom, 2-bathroom condo. Perfectly nestled in a park-like setting, this charming home treats you to soothing water views and cool breezes from your own private outdoor patio. The spacious main bedroom is a comfortable retreat, boasting its own ensuite bathroom and a roomy walk-in closet. Living here feels like being on a permanent vacation. Spend your mornings paddleboarding on Boca Ciega Bay and your afternoons lounging by the heated community pool or playing a game of tennis. The building offers a friendly, secure atmosphere with no age restrictions, on-site management, and fantastic social spaces including a recreation room and billiards. With the beach just a short bike ride away and Gulfport’s art district right around the corner, you are perfectly placed to enjoy the best of the coast. Fully intact with no storm damage and a completed milestone structural inspection, this worry-free gem is ready for its next owner

7050 Sunset Drive S Unit 216, South Pasadena

Listing courtesy of PARK PROPERTY GROUP. 727-216-6591
$995,990
3 Beds ⋅ 3 Baths ⋅ TB8523067 MLS
Pre-Construction. To be built. WinWay Homes offers a 3 Bed, 2 Bath, 1 Half Bath, 2 Car Garage, 2166 sf custom home located in Gulfport in the beautiful historical district. The spacious open floor plan features a stunning granite island overlooking the open family and dinning looking out 12' sliding glass doors. Relax with a beverage on a large covered lanai with enough room to add an optional pool and outdoor kitchen in the backyard. The master suite with spacious walk-in closet and double french glass doors leading to 372sf covered lanai. The master bath with a spa-inspired floor to ceiling walk-in wet area, with optional multiple shower heads, and free-standing tub offers the ultimate tranquil experience. Standard features will include shaker cabinetry, tile backsplash, granite vanity in all bathrooms, energy efficient water heater, LED lighting, in wall pest control, USB outlets, ventilated shelving, 2-10 home warranty, land tile flooring. Additional options will be offered including, gourmet kitchen, privacy fence, pool and spa, and the list continues. Exterior features include optional brick paver drive and sidewalk, James Hardie shake siding, and custom-tailored landscaping. Contract now to choose your options, colors, and styles. Additional Floorplans Available.

5631 23rd Avenue S, South Pasadena

Listing courtesy of WINWAY REALTY. 813-283-0670
$335,000
2 Beds ⋅ 2 Baths ⋅ TB8522122 MLS ⋅ Santa Maria BLDG.
Under contract-accepting backup offers. Virtually Staged. MAJOR PRICE REDUCTION! MOTIVATED SELLER! Welcome to Harbourside! St. Pete Beach's premier pet-friendly, 24-hour guard-gated waterfront community. Offering Boca Ciega Bay views, resort-style amenities, and exceptional value, this highly desirable first-floor corner residence presents an outstanding opportunity to enjoy the Florida waterfront lifestyle at an attractive price point. With nearly 1,500 square feet of living space, this 2 bedroom/ 2 bath residence combines comfort, convenience, and peace of mind with hurricane-impact windows and sliding glass doors, a completed community roof replacement, and easy first-floor access with no elevator required. ROOF 2024, A/C 2017. Inside, you'll find a bright and inviting interior featuring updated flooring, modern lighting, and abundant natural light throughout. The corner-unit location enhances privacy while showcasing tranquil water views. The spacious primary suite overlooks Boca Ciega Bay and features an updated en-suite bathroom with a granite vanity and walk-in shower. The enclosed Florida room extends the living space and creates the perfect setting for morning coffee, evening sunsets, or simply enjoying the peaceful waterfront scenery. Accessible from both the living room and primary suite, it offers a seamless connection to Florida's indoor-outdoor lifestyle. The kitchen has an open concept with granite countertops, shaker-style cabinetry, and stainless-steel appliances, while the adjacent dining area provides an inviting space for everyday living and entertaining. A full-size laundry room with additional storage adds convenience, and the split-bedroom floor plan offers privacy and comfort for family and guests. The residence is vacant and partially furnished, creating an easy opportunity for immediate enjoyment, seasonal use, or full-time waterfront living. Harbourside residents enjoy an exceptional collection of resort-style amenities, including a waterfront clubhouse, heated pool and spa, fitness center, sauna, tennis courts, pickleball courts, shuffleboard, outdoor grilling areas, and a scenic 1.5-mile waterfront trail winding throughout the beautifully landscaped community. Boating enthusiasts will appreciate the private marina, with boat slips available for purchase or lease, while electric vehicle charging stations and 24-hour guard-gated security provide added convenience and peace of mind. Ideally located just minutes from award-winning Gulf beaches, waterfront dining, shopping, and vibrant downtown St. Petersburg, this residence presents an outstanding opportunity to enjoy the best of coastal living. Whether you're seeking a primary residence, seasonal retreat, or waterfront living without the premium price tag often associated with St. Pete Beach, this residence offers exceptional value within one of the area's most established waterfront communities.

7871 Sailboat Key Boulevard S Unit 108, South Pasadena

Listing courtesy of COLDWELL BANKER REALTY. 727-581-9411
$1,350,000
TB8522350 MLS
PRIME LOCATION in the heart of Gulfport's vibrant waterfront district, this exceptional 5 unit commercial property presents a rare turnkey opportunity for investors seeking to capitalize on the area's thriving vacation rental market. Just STEPS from Gulfport Beach and Boca Ciega Bay, guests can enjoy a walkable coastal lifestyle surrounded by waterfront dining, boutique shopping, art galleries, fishing, boating, and year-round community events. Recently renovated with a fresh coastal aesthetic, the property features 5 attractive units showcasing luxury vinyl plank flooring, updated kitchens and bathrooms, contemporary fixtures, and bright, open living spaces designed to appeal to today's travelers. Tropical landscaping, charming curb appeal, and ample on-site parking further enhance the property's welcoming beach-town atmosphere. One of Gulfport's greatest attractions is its unique blend of Old Florida charm and vibrant local culture. Guests can stroll to the popular Tuesday Fresh Market, enjoy waterfront events at the Historic Casino Ballroom, explore nearby walking trails and nature preserves, or spend the day kayaking, paddleboarding, and fishing along Boca Ciega Bay. The area's lively arts scene, independent restaurants, and welcoming small-town feel continue to draw visitors seeking an authentic Florida experience. Ideally located just MINUTES from St. Pete Beach, Downtown St. Petersburg, and many of Tampa Bay's premier attractions, this beautifully renovated 5 unit property offers an exceptional opportunity to generate short-term rental income in one of Pinellas County's most sought-after waterfront destinations.

3101 Beach Boulevard S Unit 1-5, South Pasadena

Listing courtesy of MIHARA & ASSOCIATES INC.. 813-960-2300
$1,350,000
5 Beds ⋅ 5 Baths ⋅ TB8522343 MLS
PRIME LOCATION in the heart of Gulfport's vibrant waterfront district, this exceptional 5 unit commercial property presents a rare turnkey opportunity for investors seeking to capitalize on the area's thriving vacation rental market. Just STEPS from Gulfport Beach and Boca Ciega Bay, guests can enjoy a walkable coastal lifestyle surrounded by waterfront dining, boutique shopping, art galleries, fishing, boating, and year-round community events. Recently renovated with a fresh coastal aesthetic, the property features 5 attractive units showcasing luxury vinyl plank flooring, updated kitchens and bathrooms, contemporary fixtures, and bright, open living spaces designed to appeal to today's travelers. Tropical landscaping, charming curb appeal, and ample on-site parking further enhance the property's welcoming beach-town atmosphere. One of Gulfport's greatest attractions is its unique blend of Old Florida charm and vibrant local culture. Guests can stroll to the popular Tuesday Fresh Market, enjoy waterfront events at the Historic Casino Ballroom, explore nearby walking trails and nature preserves, or spend the day kayaking, paddleboarding, and fishing along Boca Ciega Bay. The area's lively arts scene, independent restaurants, and welcoming small-town feel continue to draw visitors seeking an authentic Florida experience. Ideally located just MINUTES from St. Pete Beach, Downtown St. Petersburg, and many of Tampa Bay's premier attractions, this beautifully renovated 5 unit property offers an exceptional opportunity to generate short-term rental income in one of Pinellas County's most sought-after waterfront destinations.

3101 Beach Boulevard S Unit 1-5, South Pasadena

Listing courtesy of MIHARA & ASSOCIATES INC.. 813-960-2300
$650,000
TB8519746 MLS
Rare 0.58-Acre Homesite in Historic Pasadena-on-the-Gulf — St. Petersburg's Most Coveted Address. One of the largest residential parcels available in St. Petersburg. 25,000+ square feet (168.8' x 150') of fully fenced land with alley access in the storied Pasadena-on-the-Gulf neighborhood — a rare find in today's market, where lots this size simply don't come up. Built on 1920s land-boom history by developer Jack Taylor and golf legend Walter Hagen, Pasadena-on-the-Gulf remains one of St. Petersburg's most desirable Mediterranean-inspired waterfront communities. Minutes to Gulf beaches, downtown St. Pete, top dining, marinas, and parks. The opportunity: Build a custom luxury estate, a private family compound, or explore multi-homesite potential (subject to City of St. Petersburg approval). This is the kind of flexibility and scale that's nearly impossible to find close to the water in St. Pete today. Whether you're envisioning a signature residence, a multigenerational retreat, or a strategic land investment, 698 Villa Grande Avenue South is a blank canvas in an established, high-demand neighborhood. AI-generated renderings illustrate one possible two-lot development concept. Buyers should independently verify zoning, lot-splitting, and development potential with the City of St. Petersburg.

698 Villagrande Avenue S, South Pasadena

Listing courtesy of KELLER WILLIAMS ST PETE REALTY. murraycoleman@kw.com
$375,000
2 Beds ⋅ 2 Baths ⋅ TB8521650 MLS ⋅ 3120 BLDG.
Virtually Staged. Have you been dreaming of living in a village where your morning walks to the coffee shop are followed by a lazy strolls along the beach while sailboats bob in the water? Or do you prefer to walk outside your door to the vibrancy of village festivals, live music, Tuesday morning makers markets and restaurants and boutiques surround you? This special opportunity affords you that village life. The residence is a two bedroom townhouse in a quaint 8 unit building where neighbors gather for evening sunsets or enjoy a beverage and conversation. The first floor kitchen, living and dining room are tiled, freshly painted and have a convenient bath for visitors. There is a large patio with gated access directly onto the village boardwalk and is perfect for bike storage and al fresco dining. The upstairs two bedrooms, bath and laundry closet are split and have ample space with plenty of storage. The windows and doors are impact, keeping you insulated and worry-free. The kitchen is the perfect size with all of the amenities you would expect, including a bar counter for eating, visiting or browsing the latest recipe. The community is well run with minimal maintenance and therefore low maintenance fees. Two reserved parking spaces come with the unit and there is always ample street parking for guests. Outside of Gulfport, the home is located 15 minutes to downtown St. Pete and 10 minutes from St. Pete Beach and Treasure Island beaches. Both airports are a short drive and you have east access to all that Tampa Bay has to offer. These opportunities don't come around often so take advantage of this one while you can.

3120 Beach Boulevard S Unit 1, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 727-380-2067
$239,000
1 Beds ⋅ 2 Baths ⋅ TB8520909 MLS ⋅ Diplomat BLDG.
A million dollar view out the windows of this special condo, with the Don ce Sar Hotel (the pink one) right in the center. And look down to see dolphin, manatee, rays and other sea creatures right in front of your home. It's amazing! You also have the "old fishing village" of Gulfport with tons of nice shops and restaurants , live music everywhere, and a Tuesday fresh market year round. This could be your winter "get away" or your full time residence with all the space in this oversized one bedroom home. The monthly maintenance includes everything except your electric which makes budgeting easy. Town Shores has all the amenities and includes four heated pools, clubhouse with billiards, small gym, lounge and meeting/party space and adjacent are the tennis, pickleball, bocce and shuffleboard courts. The marina is quite nice and first come, first served. And a mere 12 minutes or so away is downtown St Pete and about 12 min. in the other direction you have your choice of sandy beaches. Museums and restaurants or sand in your toes and a good book - either way is fun , interesting and so easy to get to. And also easy to get to are the Pinellas/Clearwater Airport or Tampa Airport at about 25 min. from our special little town of Gulfport. Come check us out and stay and play.

5980 Shore Boulevard S Unit 909, South Pasadena

Listing courtesy of LUXURY & BEACH REALTY INC. 727-800-5906
$1,190,000
6 Beds ⋅ 5 Baths ⋅ TB8512434 MLS
PRICED $160,000 UNDER APPRAISED VALUE! Sellers say "Our grandkids aren't getting any younger and we wanted to be near them. Let's Sell!" Exceptional Renovated Estate with Income Producing Turn Key Guest House (ADU), Detached Garage & Resort-Style Pool Oasis.  ~ Major (2024) Updates: ~Hardie Siding ~ Impact Windows & Doors ~ Tankless Water Heater ~ Water Softener ~ Reverse Osmosis ~ Fences~ Exterior Lighting ~ 30-amp RV/boat Hookup. In (2023), ~ New Roof & Gutters on all 3 buildings ~ Behind the walls, virtually every major system has been upgraded, including all new (2024) ~Plumbing ~Water Service Line ~ Sewer Lines ~ HVAC & Ductwork ~ Insulation ~Extensive Electrical Upgrades.  A newly installed Natural Gas Line has also been stubbed for a future gas range or fireplace. Welcome to a truly one-of-a-kind property where timeless character, modern luxury, and exceptional flexibility come together. Situated on an expansive .33-acre lot, this meticulously renovated estate features a stunning 4-bedroom, 4-bath main residence, a separate 2-bedroom, 1-bath guest house, gorgeous pool & courtyard; creating tremendous value and flexibility for multigenerational living, guest accommodations, a home office, or rental income.  From the moment you step inside, you'll appreciate the seamless blend of original charm and high-end updates. Beautifully refinished original oak hardwood floors welcome you into the home, while elegant arched doorways and coved ceilings in the front portion of the house pay homage to its classic 1950s architecture. The thoughtfully designed floor plan offers two spacious living rooms and a bonus room plus a split bedroom plan. The spacious eat-in kitchen is designed for entertaining, featuring granite countertops, stainless steel appliances, abundant cabinetry. Upstairs, each bedroom enjoys the convenience of its own luxury ensuite bathrooms. The primary suite serves as a true retreat, featuring a massive glass-enclosed walk-in shower, soaking tub, designer finishes, and walk-in closet. Step outside and discover your own private tropical paradise. The beautifully refinished pool is surrounded by elegant travertine pavers, creating the perfect setting for relaxing, entertaining, and enjoying Florida's year-round sunshine. Mature oak trees, swaying palm trees, and a vibrant butterfly garden create a lush, park-like setting. The detached 2-bedroom, 1-bath ADU is equally impressive, offering in-unit washer/dryer and a fresh coastal aesthetic with bright finishes. Beyond its beauty, this property offers unmatched peace of mind with extensive and complete recent renovations and infrastructure improvements. Rarely does a property offer this combination of historic character, luxury finishes, flexible living arrangements, and extensive infrastructure improvements. Adding to its appeal, the property is located in a desirable X flood zone, offering added peace of mind. Enjoy a highly walkable lifestyle with nearby restaurants, parks, just moments from your doorstep. The award-winning beaches of St. Pete Beach are just minutes away, while vibrant St. Petersburg offers some of the region's finest dining, rooftop bars, nightlife, waterfront parks, galleries, museums, and cultural attractions. Convenient access to St. Pete–Clearwater Airport and Tampa International Airport makes travel effortless. This is a rare opportunity to enjoy the best of Florida living—privacy, luxury, convenience, and location—all in one exceptional property.

6921 Mango Avenue S, South Pasadena

Listing courtesy of FLORIDA DRIVEN REAL ESTATE. 727-492-5013
$1,200,000
3 Beds ⋅ 3 Baths ⋅ TB8521145 MLS
Welcome to this beautifully updated home featuring mature, lush landscaping that creates exceptional curb appeal, and a private outdoor retreat. The property offers an oversized, two car garage a durable metal roof and a paver driveway that enhances both beauty and functionality. Inside you’ll find three spacious bedrooms and three full bathrooms with the kitchen and all bathrooms tastefully remodeled. The open concept floor plan is highlighted by soaring 26 foot ceilings, creating an impressive sense of space and natural light throughout the home. Luxury vinyl plank flooring has been installed throughout the main living areas downstairs while the upstairs retains its original hardwood flooring, adding warmth and character. The updated kitchen is equipped with natural gas cooking, and the home also features a natural gas water heater and dryer for added efficiency. Outdoor living is a dream with a very large wooden deck, perfect for entertaining along with additional private decks accessible from two of the bedrooms. Additional upgrades include a tankless water heater installed just three years ago and gladiator storage systems in the garage, providing exceptional organization, and storage. This meticulously maintained home combines modern updates, thoughtful upgrades and outstanding indoor outdoor living in a truly inviting setting!

735 79th Circle S, South Pasadena

Listing courtesy of COASTAL HOME ADVISORS RE. 727-977-8500
$279,900
2 Beds ⋅ 2 Baths ⋅ OM726914 MLS ⋅ Ambassador BLDG.
Virtually Staged. ### Waterfront Luxury Meets Resort-Style Living in South Pasadena Welcome to **7400 Sun Island Drive S, Unit 111**, a beautifully updated **2-bedroom, 2-bath waterfront condominium** nestled within the highly sought-after **55+ gated community of Bay Island**. This first-floor end unit offers the perfect blend of comfort, convenience, and coastal lifestyle with breathtaking water views and an abundance of natural light. Step inside to discover an inviting open-concept layout featuring a spacious living and dining area, stylish tile flooring, ceiling fans throughout, and a bright kitchen complete with **granite countertops, stainless steel appliances, two-tone cabinetry, and a charming breakfast nook**. Both bathrooms have been tastefully updated with granite countertops and modern vanities, while the primary suite offers a walk-in shower and private access to one of two outdoor patio spaces. The guest bathroom features a walk-in therapeutic tub for added comfort and accessibility. Enjoy Florida living at its finest with **two private patio areas**, including a peaceful retreat off the primary bedroom and an additional paver patio accessible from the living area—perfect for morning coffee, evening sunsets, or simply enjoying the waterfront setting. Bay Island is renowned for its resort-style amenities, including: * 24-hour gated security * Six heated swimming pools * Two hot tubs * Clubhouse and social activities * Fitness center * Tennis and pickleball courts * Marina and fishing areas * Scenic waterfront walking paths * Billiards, card rooms, and hobby spaces * Active social calendar and community events Ideally located just minutes from **St. Pete Beach, Corey Avenue shops and dining, Gulf beaches, downtown St. Petersburg, and endless entertainment options**, this home offers the perfect opportunity to enjoy maintenance-free waterfront living in one of Pinellas County's premier active adult communities. Whether you're looking for a seasonal retreat or a full-time residence, this move-in-ready waterfront gem delivers the lifestyle you've been dreaming about. Schedule your private showing today!

7400 Sun Island Drive S Unit 111, South Pasadena

Listing courtesy of EXP REALTY LLC. 888-883-8509
$645,000
3 Beds ⋅ 2 Baths ⋅ TB8520895 MLS
Experience the laid-back Gulf Coast lifestyle in this well-maintained 3-bedroom, 2-bath home with a private heated pool, ideally situated just minutes from the beach. Located directly across from a neighborhood playground and less than 5 minutes to beautiful St. Pete Beaches. Positioned outside city limits with few restrictions, the home has a proven history as a successful short-term rental, creating an excellent opportunity for investors seeking turn key income, or buyers looking for a personal getaway near the water. Inside, the thoughtfully designed floor plan centers around a bright kitchen featuring concrete countertops and easy access to the living and dining spaces. Large sliding glass doors bring in natural light and create a seamless connection to the pool area and expansive backyard, making indoor-outdoor living effortless. This spacious home serves as a private retreat with its own exterior entrance, dual walk-in closets, a beautifully renovated en-suite bathroom, and a dedicated laundry area. The outdoor space is equally impressive, offering ample parking, room for a boat or trailer behind an oversized gate, a storage shed, and a fire pit area perfect for relaxing evenings by the pool. NEW ROOF, NEW AC 2026

6400 Pelican Drive S, South Pasadena

Listing courtesy of REALTY ONE GROUP INNOVATION. 561-501-0055
$359,000
2 Beds ⋅ 2 Baths ⋅ TB8520252 MLS ⋅ 2 BLDG.
Welcome to your own slice of paradise in Pelican Bay, located within the prestigious gated waterfront community of Pasadena Yacht & Country Club. Situated on the fifth floor, this spacious 2-bedroom, 2-bath condominium offers 1,476 square feet of well-designed living space with peaceful water and tropical community views that create a true Florida coastal lifestyle. Floor-to-ceiling sliding glass doors fill the home with natural light and open to an impressive 33-foot private balcony, providing the perfect setting for morning coffee, outdoor dining, entertaining guests, or simply enjoying the tranquil surroundings. The thoughtfully designed split-bedroom floor plan offers both privacy and functionality, while the expansive living and dining areas create an inviting space for everyday living and entertaining. The primary suite serves as a relaxing retreat with direct balcony access, and the generously sized second bedroom is ideal for guests, a home office, or flexible living space. Interior laundry, abundant closet space, and additional storage provide everyday convenience. Lovingly maintained, this residence presents an exceptional opportunity to update and personalize to your own style while enjoying one of Pinellas County's most desirable waterfront communities. Pelican Bay residents enjoy secure gated entry, a private heated pool, sauna, clubhouse, two mezzanine lounges, and a dedicated event and entertainment room. This pet-friendly community is ideally located just minutes from St. Pete Beach, Treasure Island, Gulfport, vibrant downtown St. Petersburg, waterfront parks, marinas, championship golf courses, shopping, dining, entertainment, medical facilities, and Tampa International Airport. Whether you're searching for a primary residence, seasonal retreat, or low-maintenance Florida condominium, this home offers spacious living, outstanding amenities, and an exceptional location to enjoy the very best of the Gulf Coast lifestyle.

5940 Pelican Bay Plaza S Unit 504, South Pasadena

Listing courtesy of REALTY EXPERTS. 727-888-1000
$295,000
1 Beds ⋅ 2 Baths ⋅ TB8520147 MLS ⋅ 1 BLDG.
Discover turnkey living in this beautifully remodeled condo, perfectly situated in the sought-after gated community of Pasadena Cove in South Pasadena. This bright and open 1-bedroom, 1.5-bath home has been thoughtfully updated with hurricane-rated windows and a sliding door, luxury vinyl plank flooring throughout, and a brand-new in-unit washer and dryer for modern convenience. The chef’s kitchen showcases quartz countertops, new stainless steel appliances, soft-close shaker cabinetry, under-cabinet lighting, and a sleek tile backsplash. The spacious living area extends seamlessly to a private patio, accessible from both the living room and bedroom—an ideal retreat for morning coffee or evening relaxation. Pasadena Cove residents enjoy resort-style amenities including a heated pool and spa, clubhouse with full kitchen, fitness center, and billiards room. All this, just minutes from shopping, dining, Boca Ciega Bay, and a short drive to world-famous St. Pete Beach. This home truly combines style, comfort, and convenience in a prime location. Schedule your private tour today and see why life at Pasadena Cove feels like paradise!

1324 Pasadena Avenue S Unit 204, South Pasadena

Listing courtesy of BRUMMEL PROPERTIES. 855-278-6635
$435,000
3 Beds ⋅ 2 Baths ⋅ TB8517996 MLS
This one's for the person who wants a home that bends to fit real life, not the other way around. Just minutes from Gulfport's waterfront and downtown St. Petersburg, this 3-bedroom home leads with flexibility. Step into a bright, welcoming living room that flows straight into the heart of the house. The kitchen's eat-in dining area makes it easy to gather for everyday meals without needing a separate dining room. Two bedrooms sit within the main living area, with the full bath tucked toward the back for privacy. Then there's the third bedroom, and it's the kind of space that changes how you use the whole house. It has its own door to the outside, which makes it easy to use as a guest room, a home office, a hobby room, a fitness space, or a quiet retreat when you just need somewhere separate from the main living area. However you need it to function this year, it'll flex again next year. Out back, a TROPICAL BACKYARD OASIS is waiting. Lush landscaping and an expansive paver patio set up the space for outdoor dining, entertaining, or just sitting outside with a coffee. The FULLY FENCED YARD adds privacy without sacrificing the charm. Location does a lot of the work here too. You're minutes from Gulfport's Arts District, waterfront restaurants, boutique shopping, galleries, parks, and a steady calendar of community events, with Downtown St. Petersburg and the Gulf beaches just a short drive out. It's the kind of spot that gives you neighborhood charm without giving up city convenience. Recent updates include a ROOF (2015), HVAC (2015), ELECTRICAL PANEL (2022), and UPDATED PLUMBING TO THE MAIN SEWER LINE, so the big-ticket items are already handled. Homes with this much flexibility, outdoor living, and location rarely sit for long. Schedule your private tour today.

1213 55th Street S, South Pasadena

Listing courtesy of KINEST REALTY. 727-212-0021
$355,000
3 Beds ⋅ 1 Baths ⋅ TB8517824 MLS
Fantastic opportunity to own this well-maintained block home in desirable Pasadena Bear Creek Estates, located in Flood Zone X. Offering a versatile floor plan larger than many neighboring homes, this property features three bedrooms, one full bath, a spacious living room with indoor laundry, a large dining room/flex space, and an expansive updated kitchen. Thermal-pane windows with AstroGuard nylon hurricane shutters and a durable metal roof provide peace of mind for years to come. The fully fenced backyard is designed for easy enjoyment, featuring patio and outdoor seating areas along with low-maintenance turf that stays green year-round. With generous indoor and outdoor living space, this home offers endless possibilities to customize and enjoy a lifestyle tailored to your needs. Ideally located just minutes from the Gulf beaches, the charming community of Gulfport, and vibrant downtown St. Petersburg, this lovingly cared-for home is move-in ready and waiting for its next owner. Schedule your private showing today!

6250 5th Avenue S, South Pasadena

Listing courtesy of COLDWELL BANKER REALTY. 727-822-9111
$249,000
2 Beds ⋅ 2 Baths ⋅ TB8519596 MLS ⋅ Manchester BLDG.
Welcome Home to Town Shores of Gulfport! Experience the best of Florida waterfront living in this vibrant 55+ community nestled along the scenic shores of Boca Ciega Bay in the charming and friendly town of Gulfport. This spacious corner-unit condominium offers approximately 1,250 square feet of comfortable living space, featuring 2 bedrooms, 2 bathrooms, an open-concept floor plan, abundant natural light from multiple windows, and beautiful water views. The well-appointed island kitchen provides ample storage, a gas range, and plenty of space for preparing meals and entertaining guests. The bright and airy living areas create an inviting atmosphere that perfectly complements the relaxed coastal lifestyle. Beyond the residence itself, Town Shores offers an exceptional array of amenities and activities designed for active living. Residents enjoy multiple heated pools, pickleball and tennis courts, bocce ball, art programs, a marina, kayak storage, and a full calendar of social events and community activities. Located just steps from the beach and only a few blocks from Gulfport's lively Beach Boulevard district, you'll find an eclectic mix of restaurants, art galleries, boutiques, and waterfront bars. Whether you're seeking casual dining, fine cuisine, local art, or vibrant nightlife, Gulfport's unique charm is right outside your door. Come discover why Town Shores is more than a place to live—it's a welcoming waterfront lifestyle.

6025 Shore Boulevard S Unit 415, South Pasadena

Listing courtesy of BAIRD REALTY GROUP. 727-360-4900
$1,264,000
4 Beds ⋅ 3 Baths ⋅ TB8519370 MLS
Charming Waterfront View Home with Pool and Timeless Character! Situated just across from the water along scenic Sunset Drive S, this beautifully maintained home offers picturesque water views and a wonderful blend of classic charm and modern updates. Gleaming original oak floors have been professionally refinished and extend through the living room, dining room, kitchen, and two bedrooms, preserving the home's appeal. Designed for both everyday living and entertaining, the spacious floor plan features four bedrooms, two and a half baths, and an inviting formal dining room ideal for hosting family and friends. French doors from the family room open to a private backyard oasis complete with a sparkling pool perfect for relaxing on warm Florida days. Recent improvements include impact-resistant double pane windows installed in 2023, a new roof in 2022, and thoughtfully updated kitchen and baths. Alley access leads to the garage, adding convenience and functionality. Lovingly maintained with exceptional attention to detail, this special home has retained the warmth and character of a true family residence while benefiting from numerous modern updates. Don't miss the opportunity to experience its charm, water views, and inviting lifestyle - schedule your showing today!

110 Sunset Drive S, South Pasadena

Listing courtesy of CALDWELL REALTY. 727-321-1212
$1,350,000
TB8518220 MLS
IMPOSSIBLE TO REPLICATE. A once-in-a-generation opportunity to acquire 1.55 acres inside Pasadena Yacht & Country Club. Positioned on the 18th fairway, this extraordinary homesite is among the largest in the community and offers the opportunity for a grand custom estate or possible subdivision. Enjoy golf, tennis, marina, dining, fitness, and gated security just minutes from Gulf beaches and vibrant downtown St. Pete. Build the legacy property you've always imagined.

6064 Pasadena Point Boulevard S, South Pasadena

Listing courtesy of SMITH & ASSOCIATES REAL ESTATE. 813-839-3800
$410,000
2 Beds ⋅ 2 Baths ⋅ TB8519178 MLS ⋅ Admiral BLDG.
Under contract-accepting backup offers. Breathtaking waterfront living awaits from the 11th floor of the Admiral Building in the highly sought-after Bay Island gated 55+ community. This beautifully updated condo offers panoramic views of Boca Ciega Bay from the rear and Gulf of Mexico views from the front, with the unique opportunity to enjoy both stunning sunrises and spectacular sunsets throughout the year. The spacious open-concept living and dining area features sliding glass doors that open to an expansive 26-foot balcony, creating the perfect setting to relax and take in the ever-changing waterfront scenery. The open kitchen is designed for both style and function, featuring wood cabinetry, granite countertops, a decorative backsplash, stainless steel appliances, a large breakfast bar, generous pantry space, and abundant storage. Both the primary suite and guest bedroom enjoy beautiful water views, large walk-in closets, and updated en-suite bathrooms. Additional conveniences include an in-unit laundry closet, private balcony storage, a storage closet outside the front door, and an assigned climate-controlled walk-in storage unit on the ground floor. Bay Island offers an exceptional resort-style lifestyle with six heated pools, including the iconic Y-shaped pool beside the Admiral Building, a jacuzzi spa, marina with boat slips (subject to availability), tennis and pickleball courts, waterfront walking paths, tiki huts, grilling stations, dog-friendly areas, and a newly renovated clubhouse featuring a fitness center, sauna, billiards room, card room, library with WiFi, and commercial kitchen. A full-time social director coordinates numerous activities and events throughout the year. Ideally located in South Pasadena, the community is approximately a 15-minute walk to St. Pete Beach and just minutes from downtown St. Petersburg. The SunRunner rapid transit stop is conveniently located directly outside the community gates, providing easy and affordable access to St. Pete Beach, the Don CeSar area, downtown St. Petersburg, shopping, dining, and entertainment. Additional highlights include electric hurricane shutters, completed milestone inspections, and no outstanding assessments, providing valuable peace of mind. Also mile and half walking path. Whether you’re seeking an active coastal lifestyle or a peaceful waterfront retreat, this move-in-ready residence offers the very best of Florida living.

7300 Sun Island Drive S Unit 1103, South Pasadena

Listing courtesy of AVALON GROUP REALTY. 727-262-7920
$645,000
2 Beds ⋅ 2 Baths ⋅ TB8518361 MLS ⋅ Beachwalker/9 BLDG.
Under contract-accepting backup offers. This spacious corner unit in Harbourside is move-in ready with many updates. The unit has a wide open view of the Intracoastal to the west for beautiful sunsets. The Open Floor plan offers a spacious living area with Dining Room/Living Room combo and a pass-through from the Kitchen for entertaining. 9' ceilings add to the spacious feel. The Kitchen has quartz countertops, updated cabinets and newer stainless steel appliances, plus an eat-in area. The flooring is tile throughout. The Living Area has crown molding and resurfaced ceilings and a view of the pool and waterfront with access to the balcony. The Primary Bedroom has access to the balcony also and a totally remodeled ensuite bathroom and a walk-in closet. The Primary Bathroom has a large shower. The Bonus Room has access to the balcony. The Guest Bedroom is set up for an office with a built in desk and cabinets, it also features twin Murphy beds with built-in drawers & cabinets. Hurricane shutters for all windows and sliding glass doors to provide added peace of mind. New washer and dryer in 2024. Harbourside is a guard gated (24 hour) complex with many amenities including pool, his and hers fitness centers, shuffleboard, pickleball, tennis, hot tub, electric car charging stations, car wash stations, recently renovated clubhouse with many social events throughout the year, library, card room, billiards room, arts and crafts room, wood working area, yoga and water exercise classes. There is a 1.5 mile walkway around the complex along the waterfront which is lit up for nightly walks. Come see what resort living in Florida is all about. You can live your tropical, island dream here in Harbourside.

7974 Sailboat Key Boulevard S Unit 301, South Pasadena

Listing courtesy of COASTAL PROPERTIES GROUP. 727-493-1555
$395,000
2 Beds ⋅ 1 Baths ⋅ TB8517805 MLS
Experience all the tranquility with this gorgeous slice of heaven in the Pasadena Best Location. This unique oversized lot allows you to dream and craft your own masterpiece in both the front and backyards. This concrete block one story rancher has a newer roof, solar system with Tesla Battery to provide continuous energy during a possible blackout which powers the entire home. It has a hot tub, paver patio with overhead cover has three (sheds) for storage. A pedestrian gate in the rear of the backyard allows another walking path through a tropical oasis. The house has upgraded floors, beautiful granite counter tops, upgraded stainless steel appliances and chair molding. A second large flex room is an option for another large bedroom, entertainment area or play room. The large front yard double wide driveway holds up to 6-8 cars comfortably. Install a RV hook up, store a large boat or build out a your favorite build out. Kick back and read a book in all the serenity Only a 6 min walk to the Mariner and gorgeous views on Boca Ciega Bay. NO CDD, HOA! Call for a private showing. Easy to show.

721 Oleander Way S, South Pasadena

Listing courtesy of EXIT BAYSHORE REALTY. 813-839-6869
$358,250
TB8518136 MLS
Exceptional opportunity to build your dream home just one mile from the sugar sands of Treasure Island Beach! Situated on a desirable corner lot in the highly sought-after Causeway Isles neighborhood, this flood-damaged property offers incredible potential for investors, builders, or buyers looking to create their own coastal retreat. Build new and take advantage of the opportunity to enjoy gorgeous near-360-degree water views and breathtaking sunsets from a second-story or higher residence. Enjoy the best of Florida living with the ability to bike or walk to the beach, a short drive to vibrant downtown St. Petersburg, and convenient access to countless restaurants, shopping destinations, and beach favorites, including Sloppy Joe’s, Middle Grounds, and Ricky T's. The nearby beachfront area hosts beloved local events throughout the year, such as the Sanding Ovations sand sculpture festival, kite festivals, and the weekly Sunday Sunset Drum Circle. Whether you choose to renovate the existing home or start fresh, this is a rare chance to secure a property in one of the area's most desirable waterfront communities and make it your own piece of paradise at an exceptional value.

7901 Causeway Boulevard S, South Pasadena

Listing courtesy of DALTON WADE INC. 888-668-8283
$465,000
4 Beds ⋅ 2 Baths ⋅ O6415845 MLS
This charming house is located at 6631 Rosati Ln S in the vibrant city of Saint Petersburg, FL. It has a seawall, boat dock and access to the Gulf. The fourth bedroom uses a window AC unit. Its 10 x 20 and adds 200 more sq ft. It sits at the dead end of Rosati Lane so 0 through traffic. ROUGHLY 5 acres of canal and mangroves surround instead of houses creating great privacy within its location. 5 minute walk to Publix, Winn Dixie, restaurants, hair salon and so much more. The property a wonderful opportunity for those looking to enjoy the Florida lifestyle. It's designed to deliver comfort and functionality, catering to various lifestyle needs. With its appealing facade, the home promises an inviting atmosphere. The location provides easy access to the amenities and attractions of Saint Petersburg, making it a desirable choice for homebuyers. Whether you're looking to settle down or find a place to unwind, this house presents a fantastic setting. Explore the possibilities and imagine making this house your home. Sea water aquarium is your backyard.

6631 Rosati Lane S, South Pasadena

Listing courtesy of BEYCOME OF FLORIDA LLC. 844-239-2663
$358,250
3 Beds ⋅ 2 Baths ⋅ TB8517212 MLS
Incredible opportunity to renovate or rebuild your dream home just one mile from the sugar sands of Treasure Island Beach! Situated on a corner lot in the highly sought-after Causeway Isles neighborhood, this flood-damaged property offers incredible potential for investors, builders, or buyers looking to create their own coastal retreat. The home was remediated immediately following the 2024 storms and features a 2022 roof, new 200 amp electric panel, along with hard-wired electrical, and building permits already in place. Whether you're planning a renovation or envisioning a custom rebuild, these improvements provide a strong head start on bringing your vision to life. Enjoy the best of Florida living with a short bike ride or walk to the beach, a quick drive to vibrant downtown St. Petersburg, and convenient access to countless restaurants, shopping destinations, and beach favorites, including Sloppy Joe's, Middle Grounds Grill, and Ricky T's. The nearby beachfront path hosts beloved local events throughout the year, such as the Sanding Ovations sand sculpture festival, kite festivals, and the weekly Sunday Sunset Drum Circle. Whether you choose to renovate the existing home or start fresh, this is a rare chance to secure a property in one of the area's most desirable waterfront communities and make it your own piece of paradise at an exceptional value.

7901 Causeway Boulevard S, South Pasadena

Listing courtesy of DALTON WADE INC. 888-668-8283
$379,900
2 Beds ⋅ 2 Baths ⋅ TB8517171 MLS ⋅ 1324 BLDG.
Welcome to Pasadena Cove, a gated, all-age, pet-friendly waterfront community in the heart of South Pasadena. Ideally located just minutes from the white sandy beaches of St. Pete Beach, the vibrant waterfront district of Gulfport, and downtown St. Petersburg, this beautifully maintained community offers the perfect Florida lifestyle. This move-in-ready corner unit features 2 bedrooms, 2 bathrooms, and approximately 1,250 square feet of thoughtfully designed living space with an open floor plan and abundant natural light. Enjoy tranquil pond and fountain views from your private balcony, creating a peaceful tropical retreat right outside your door. The spacious primary suite offers direct balcony access, a walk-in closet, and a private en-suite bathroom, making it the perfect place to enjoy your morning coffee or unwind at the end of the day. Both bedrooms are equipped with hurricane shutters for added peace of mind, and the convenience of an in-unit laundry room makes everyday living effortless. Covered parking is located just steps from the unit, and the nearby SunRunner transit line provides easy access to beaches, dining, shopping, and entertainment. Residents of Pasadena Cove enjoy an impressive array of resort-style amenities, including a sparkling pool and spa, fitness center, billiards room, clubhouse with an updated kitchen and gathering space, and beautifully landscaped grounds. Follow the walking paths to the community marina overlooking Boca Ciega Bay, where boat slips may be available for purchase or lease. Additional community features include RV parking, a car wash station, and an air pump area. Whether you're searching for a year-round residence, seasonal getaway, or tropical retreat, this exceptional property offers comfort, convenience, and the very best of Florida living. Schedule your private showing today.

1324 Pasadena Avenue S Unit 201, South Pasadena

Listing courtesy of BRUMMEL PROPERTIES. 855-278-6635
$450,000
2 Beds ⋅ 1 Baths ⋅ L4962583 MLS
Welcome to your own private tropical retreat in the heart of St. Petersburg. Tucked behind a lush canopy of mature trees, towering bamboo, and vibrant bougainvillea, this charming 2-bedroom, 1-bath home at 6330 Emerson Ave S offers 1,350 square feet of living space and one of the most unique, nature-immersed lots in the 33707 zip code. Inside, you’ll find an open living and dining layout anchored by a striking white painted brick fireplace a rare find in Florida. The kitchen features granite look countertops, white cabinetry, a gas range, and a charming pass-through peninsula that connects the kitchen to the living area. Both bedrooms are generously sized with tile flooring and ceiling fans, and the enclosed Florida room adds additional flexible living space perfect for a sunroom, studio, or reading nook. Step outside and the property truly comes alive. A brick paver patio leads to a concrete walkway winding through an enchanting backyard that feels like its own private botanical garden. The fully fenced yard features raised garden beds, mature tropical plantings, multiple seating areas, and a detached workshop/outbuilding ideal for a hobbyist, gardener, or creative. The screened back room provides a seamless indoor-outdoor flow and additional covered space to enjoy the outdoors year-round. Whether you’re a nature lover, urban gardener, or someone craving privacy and character in an increasingly crowded market, this property delivers something truly rare. Located minutes from the Gulf beaches, Gulfport’s arts district, and downtown St. Pete, this is Old Florida living at its finest priced for the buyer who sees the potential.

6330 Emerson Avenue S, South Pasadena

Listing courtesy of S & D REAL ESTATE SERVICE LLC. 863-824-7169
$239,000
2 Beds ⋅ 2 Baths ⋅ TB8515864 MLS ⋅ Pasadena Cove Condo BLDG.
One or more photo(s) has been virtually staged. Opportunity awaits in the sought-after waterfront community of Pasadena Cove. This ground-floor, 2-bedroom, 2-bath residence offers a comfortable split-bedroom floor plan, a spacious primary suite with walk-in closet, in-unit laundry, and a screened patio perfect for enjoying Florida's year-round sunshine. The home is ready for its next chapter and presents an excellent opportunity for a new owner to personalize the interior to reflect their own style and vision. With over 1,000 square feet of living space and a desirable first-floor location, the possibilities are endless. Pasadena Cove residents enjoy a resort-style lifestyle with gated entry, a waterfront clubhouse, heated pool and spa, fitness center, marina access, walking paths, and a full calendar of community activities. Ideally located just minutes from St. Pete Beach, downtown St. Petersburg, shopping, dining, and everyday conveniences. This is your chance to own in one of South Pasadena's most desirable waterfront communities. Seller is willing to pay the HOA fee for the first month.

1332 Pasadena Unit 102, South Pasadena

Listing courtesy of SMITH & ASSOCIATES REAL ESTATE. 727-342-3800
$257,000
2 Beds ⋅ 2 Baths ⋅ TB8516485 MLS ⋅ Manchester BLDG.
WATERFRONT PARADISE IN THE HIGHLY SOUGHT-AFTER MANCHESTER BUILDING AT TOWN SHORES! Welcome to 6025 Shore Blvd S, Unit 106, Gulfport, FL 33707 — a rare opportunity to own a first-floor FULLY REMODELED waterfront residence in one of Town Shores’ most desirable buildings. Perfectly positioned directly on the water, this unit offers breathtaking views and front-row seats to Florida’s spectacular sunsets right from your own patio. Located in the coveted Manchester Building, this home combines convenience, comfort, and an unbeatable waterfront lifestyle. Enjoy easy first-floor access with no elevators required while taking advantage of the serene waterfront setting that makes Town Shores one of Gulfport’s premier 55+ communities. Wake up each morning to sparkling water views and enjoy watching dolphins, seabirds, and boats pass by from the comfort of your home. The open and inviting layout is ideal for both everyday living and entertaining guests. Immaculately remodeled with gorgeous cabinetry in the bedroom for extra storage, beautiful granite countertops with stainless steel appliances, crown molding throughout, brand new tile flooring and on site laundry facilities. Town Shores offers an exceptional array of amenities, including multiple heated pools, a clubhouse, fitness center, tennis and pickleball courts, shuffleboard, social activities, walking paths, and a marina. The HOA covers water, gas, trash, recycling, cable and internet!!! Just minutes away, you’ll find the vibrant waterfront downtown Gulfport district, known for its charming restaurants, art galleries, boutiques, festivals, and beach. Whether you’re seeking a year-round residence, seasonal retreat, or waterfront investment opportunity, this exceptional Manchester Building condo delivers the very best of Gulf Coast living. Don’t miss your chance to own one of the most desirable waterfront locations in Town Shores!

6025 Shore Boulevard S Unit 106, South Pasadena

Listing courtesy of LPT REALTY, LLC. 877-366-2213
$1,449,000
3 Beds ⋅ 4 Baths ⋅ O6414507 MLS
**Old Pasadena Masterpiece: European Grandeur Meets Vibrant Coastal Living** Nestled in the highly desirable Old Pasadena neighborhood, this striking estate perfectly marries Old World romance with modern luxury. Situated on a gorgeous, historic street surrounded by beautiful homes and classic brick roads, this custom-built residence showcases an exquisite blend of authentic Italian and Spanish architectural features. Enjoy the ultimate St. Pete lifestyle-peacefully tucked away just minutes from the pristine sand of the Gulf beaches, yet an easy drive to the electric energy, world-class dining, museums, and waterfront nightlife of vibrant Downtown St. Petersburg. Pass through the entryway to discover jaw-dropping 22-foot high ceilings and floor-to-ceiling windows that flood the home with natural light. The sprawling main floor features premium travertine floors running through most of the house, anchored by a magnificent grand staircase and punctuated by extra-large statement chandeliers that elevate the home's palatial feel. Designed with the entertainer in mind, the property boasts an expansive, private courtyard with an incredible amount of space to host unforgettable parties, intimate dinners, or large-scale gatherings under the stars. This architectural gem provides an unparalleled balance of neighborhood charm, beachside relaxation, and a buzzing downtown scene.

411 72nd Street S, South Pasadena

Listing courtesy of BEYCOME OF FLORIDA LLC. 844-239-2663
$347,000
2 Beds ⋅ 1 Baths ⋅ TB8516447 MLS
Want to watch the sunset every night from your front porch? Here’s your opportunity to own an affordable, solid-built block home just minutes from all the attractions that make St.Petersburg one of the most desirable locations to live. The home is a 2 bedroom and 1 bathroom which has been recently updated. The Terrazzo flooring has been beautifully refurbished, newly updated bathroom with new tile flooring and bathroom fixtures, the interior and exterior have been beautifully painted, the a.c. unit has been well maintained with 2 additional services left on the contract, and the landscaping has been completely updated with mostly shell with two handsome Sylvester palm trees that sit perfectly in the front of the home. This home is situated on a prime corner lot across the street from a charming waterfront park right on Boca Ciega Bay. The larger corner lot has room for extra parking for a boat, RV and room for a pool to be added. It’s in the heart of South Pasadena, just a few blocks from the Palms of Pasadena Hospital, the local fire station, and major grocery stores. Many residents enjoy walking and riding their bikes just over the Corey Causeway Bridge which leads to St. Pete Beach and Treasure Island. Condé Nast Traveler has named St. Pete Beach as one of the nicest beaches to visit in the U.S. St. Petersburg has a vibrant downtown and waterfront, with great museums, restaurants, shops, and entertainment. Plus, Tampa International and Clearwater International airports are both within a 30 minutes’ drive. Whether you're looking for a primary residence or an investment opportunity, this home places you in the center of one of Florida’s best small towns and beach locations. Call me for your own private showing.

1404 Corey Way S, South Pasadena

Listing courtesy of LUXURY & BEACH REALTY INC. 727-800-5906
$139,000
1 Beds ⋅ 1 Baths ⋅ TB8508980 MLS ⋅ 6960 A BLDG.
This beautifully updated ground-floor 1 bedroom, 1 bath condo with 2023 PGT impact windows at Les Chateaux in South Pasadena offers a move-in ready opportunity to enjoy comfortable Florida living. Ideally situated within the community, the unit is conveniently located just steps from the community pool and laundry facilities. Inside, the open layout flows seamlessly from the living area into the dining space, creating an inviting atmosphere for everyday living and entertaining. The kitchen features a desirable walk-through design, a feature not found in all units, along with all-new finishes and updates throughout. The spacious bedroom offers a generous walk-in closet, while the beautifully renovated bathroom includes a modern walk-in shower. Impact-rated windows and doors provide added peace of mind and energy efficiency. New HVAC and heat pump. With tasteful updates throughout and a prime ground-floor location, this condo is the perfect full-time residence or seasonal retreat in the heart of South Pasadena.

6960 Sunset Drive S Unit 1A, South Pasadena

Listing courtesy of SMITH & ASSOCIATES REAL ESTATE. 727-342-3800
$720,000
3 Beds ⋅ 3 Baths ⋅ TB8516236 MLS
Welcome home to 1308 Marion Dr S, a fully renovated, move-in-ready masterpiece on a premium corner lot in the sought-after Pasadena Golf Club Estates neighborhood of St. Petersburg, FL, 33707. This 3-bedroom, 3-bathroom home has been reimagined from top to bottom, offering a level of craftsmanship and comfort rarely found at this price point. Picture morning coffee on the covered patio, the hum of the neighborhood just far enough away, and afternoons that end with the low Florida sun over your private, low-maintenance backyard retreat. Curb appeal starts the moment you arrive: a professionally landscaped corner lot framed by lush new plantings, hurricane-rated impact windows, and an upgraded slider door that speaks to the quality invested throughout. Step inside and feel the open floor plan breathe: wood-look tile and luxury vinyl flooring flow seamlessly room to room, warm underfoot, effortlessly elegant, and built for real life. The gourmet kitchen is where this home comes alive: brand-new solid wood cabinetry, thick quartz countertops, premium stainless steel appliances, and designer finishes create a space made for slow Sunday breakfasts and dinner parties that spill into the evening. A permitted 2022 addition expands the living footprint to 1,900+ square feet, adding genuine flexibility with a full interior laundry room featuring a utility sink and custom storage, because a home should adapt to how you actually live. The garage is a hidden gem: spray foam insulated floor to ceiling with its own dedicated mini-split HVAC, ready year-round as a workshop, home gym, studio, or flex space few homes in this neighborhood can offer. Outside, a covered patio, artificial turf, designer pavers, and fresh landscaping deliver the Florida lifestyle without the upkeep, backed by a full gutter system and a completely overhauled irrigation system with a new pump. Beneath the beauty, this home performs: upgraded plumbing supply lines, a secondary water heater in the laundry room, a newer AC unit (one of two systems), dual roofs (main home 2017, addition 2022), and custom window treatments throughout mean peace of mind for years to come. And then there's the location, the final luxury. Pasadena Golf Club Estates sits minutes from the #1-rated Gulf Coast beaches, with St. Pete Beach and Treasure Island just moments away. I-275 puts downtown St. Petersburg, Tampa, and the whole Tampa Bay region within easy reach, alongside world-class dining, shopping, and the Pasadena Yacht and Country Club. Fully renovated, storm-hardened, and thoughtfully expanded homes like this rarely come to market in Pasadena Golf Club Estates. Schedule your private tour today and feel the difference between a house and a home. KEY FEATURES: 3 bed | 3 bath | ~1,900 sf | Corner lot | Gourmet quartz kitchen | Hurricane-rated windows & slider | Wood-look tile + LVP flooring | Spray foam garage + mini split | Interior laundry room w/ sink | Secondary water heater | Newer AC (1 of 2) | Upgraded plumbing | New sprinkler pump | Roof 2017 / Addition roof 2022 | Full gutters | Covered patio | Pavers & artificial turf | New landscaping | Window treatments | Minutes to St. Pete Beach | Near I-275, shopping & dining

1308 Marion Drive S, South Pasadena

Listing courtesy of LUXURY & BEACH REALTY INC. 727-800-5906
$350,000
3 Beds ⋅ 1 Baths ⋅ TB8515780 MLS
Under contract-accepting backup offers. Back on the market due to the buyer's financing falling through. Location! Walk or bike to Gulfport's vibrant downtown waterfront while enjoying the peace of being outside a flood zone. Situated directly across the street from Tangerine Nature Park, offering trails and charming footbridges, and just one block from Tomlinson Park, which includes a beautiful playground, pond, nature boardwalk, fitness area, and baseball field. Nestled on a peaceful street and surrounded by Gulfport's iconic, brightly painted bungalows, this location perfectly captures the charm and character that make the area so beloved. This turnkey residence offers 3 bedrooms (3rd bedroom is versatile that can also serve as a formal dining room, playroom, or home office) along with 1 bathroom and 1,053 square feet of living space. Step inside to an open floor plan featuring a spacious living room, dining area, and a fully updated kitchen completed in 2021. Everything you see stays, including countertop appliances, dishware, silverware, and more. The bathroom has also been tastefully updated with trendy subway tile walls and a hexagon-inspired mosaic tile floor. Off the back of the home is an attached bonus room that could easily be converted into additional living space and a second bathroom, as it already has a toilet, plumbing, and electrical connections in place. The backyard features a storage shed and a fenced yard with alley access. There is also plenty of room to add a future pool. The washer, dryer, and water heater are currently located in a backyard shed but can easily be relocated back to the attached storage room, where they were previously wired and plumbed. Come experience life in one of the most beloved artsy communities, where everything you need is right at your fingertips. Enjoy being just steps from Clay Works Clay Studio (on the same street), charming cafes, the Gulfport Library, pickleball courts, and the Pasadena Yacht and Country Club. The Blueberry Patch, a unique artist retreat known for its open mic nights, live music, and creative atmosphere, is also just around the corner. Beyond the neighborhood's vibrant local scene, the Gulf beaches and downtown St. Petersburg are only a short drive away. This is more than just a home, it's a lifestyle filled with creativity, community, and endless opportunities to enjoy everything Gulfport has to offer!

5213 Tangerine Avenue S, South Pasadena

Listing courtesy of DALTON WADE INC. 888-668-8283
$243,500
2 Beds ⋅ 2 Baths ⋅ TB8514320 MLS ⋅ Lancaster BLDG.
Virtually Staged. First-Floor Waterfront Living in Gulfport’s Premier 55+ Community! Welcome to Lancaster Building #108 at Town Shores, where stunning waterfront views and effortless coastal living come together in one beautifully renovated residence. This exceptional first-floor condominium offers 2 bedrooms, 2 bathrooms, and 1,120 square feet of thoughtfully updated living space, along with the rare convenience of dedicated covered parking located directly outside your front door. Enjoy breathtaking water views from the comfort of your home, where dolphins are often spotted playing just beyond your windows. Renovated from the studs up, this move-in-ready residence delivers modern comfort and peace of mind with impact-rated windows, a new electrical panel, water heater, HVAC system, kitchen, bathrooms, interior and exterior doors, and updated closets. Inside, wide-plank porcelain tile flooring flows throughout the home, creating a bright, cohesive aesthetic. A neutral color palette, enhanced by custom crown molding, provides a timeless backdrop for any décor. The beautifully redesigned kitchen features crisp white shaker-style cabinetry with under-cabinet lighting and crown molding, a large pantry with pull-out shelving, quartz countertops, a custom tile backsplash, and a stainless-steel appliance package. The spacious primary suite is positioned at the rear of the residence to maximize privacy and water views. It features dual closets, a sliding glass door with built-in blinds, and an updated en-suite bathroom with a walk-in shower accented by stacked subway tile. The guest bedroom is located near the front of the home and is conveniently adjacent to the hall bathroom, which features a tub/shower combination and matching subway tile finishes. Residents of Town Shores enjoy an active, resort-style lifestyle with four community pools, tennis courts, pickleball courts, a clubhouse, bingo, and an extensive calendar of social events and activities. Ideally located just steps from Gulfport’s charming waterfront district, you’ll enjoy easy access to Beach Boulevard, the Gulfport Marina, the Senior Center, library, locally owned restaurants, waterfront parks, and an eclectic collection of boutiques, galleries, and shops. The monthly condominium fee of $801 includes natural gas, cable, internet, water, sewer, trash, exterior building maintenance, grounds maintenance, escrow reserves, and master insurance coverage. Experience the best of Florida waterfront living in this beautifully renovated condo offering spectacular views, extensive updates, first-floor convenience, and exceptional walkability in the heart of Gulfport.

5925 Shore Boulevard S Unit 108, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 727-380-2067
$850,000
TB8515978 MLS
Redevelopment opportunity on the water in Causeway Isles. The existing 3-bed/2-bath, 1,631 sq ft home sustained rainwater intrusion during Hurricane Helene and has been county-determined to exceed the substantial damage threshold, meaning that the structure must be rebuilt to current flood zone and building code standards rather than repaired. With 75 feet of direct water frontage to build on, the lot itself is the asset.

7932 2nd Avenue S, South Pasadena

Listing courtesy of LPT REALTY, LLC. 877-366-2213
$172,000
1 Beds ⋅ 1 Baths ⋅ TB8515626 MLS ⋅ Chatham #202 BLDG.
One or more photo(s) has been virtually staged. Welcome to the fabulous 55+ waterfront community of Town Shores of Gulfport! This light and bright Deluxe 1 bedroom, 1 bath condo offers an impressive amount of living space and is ideally located on the first floor of the Chatham Building. Completely renovated, this unit features new cabinetry, updated appliances, fresh interior paint, luxury vinyl flooring, an updated bathroom with a walk-in shower, new HVAC system, water shut-offs, new exterior doors, electrical updates, and a new electrical panel—providing exceptional value. Enjoy the convenience of assigned parking right outside your front door and relax on your private back patio with an awning. Nestled in Historic Gulfport, Town Shores offers a vibrant, walkable lifestyle just steps from charming restaurants, unique boutiques, art galleries, and the beautiful beach along Boca Ciega Bay. Residents enjoy an active social calendar with weekly activities and an impressive array of amenities, including four heated pools, tennis/pickleball court, a bocce ball court, shuffleboard, a clubhouse, fitness room, and first-come, first-served boat slips when available and Chatham is a pet friendly building, 1 dog or cat, 20 lbs. or under. Ideally situated just 15 minutes from St. Pete Beach, vibrant Downtown St. Petersburg, and premier shopping, and only 25 minutes from Tampa International Airport, this location offers the perfect blend of convenience and coastal living. Whether you're searching for a seasonal retreat or a full-time residence, this exceptional condo is your opportunity to own a slice of paradise in one of Pinellas County's most beloved waterfront communities. Two photos (living room and bedroom) virtually staged.

3018 59th Street S Unit 102, South Pasadena

Listing courtesy of FOREVER FLORIDA REAL ESTATE. 727-440-6444
$1,495,000
3 Beds ⋅ 2 Baths ⋅ TB8512757 MLS
Under contract-accepting backup offers. SIGNIFICANT PRICE REDUCTION - Yacht Club Estates! Luxurious waterfront estate with open water views situated on a premier elevated over sized lot. No water intrusion at all from Hurricane Helene! This gorgeous home consists of three bedrooms plus study, two full baths, 2,421sf. of living area, and a three car garage. In 2012 an extensive remodel/addition took place creating a spectacular covered patio and entertaining area with fireplace all waterside offering beautiful water views and endless sunsets. Included in the addition was a spacious inside laundry room and a tandem three car garage. The lushly landscaped tropical lot has 89ft. of waterfront and is 150ft. deep with plenty of room for any size pool. The primary suite has a 12ft. x 12ft. sitting area perfect for an office or nursery. Other features include: Travertine flooring throughout main living areas, kitchen with granite tops, stainless steel appliances, and a Viking gas range, new seawall in 2010, new dock with Trex decking and lift in 2010 with a 10,000lb lift capacity, a waterfront patio with Travertine pavers, Impact windows across rear of home, driveway and front walkway with designer pavers, a floating Kayak launch pad, natural gas, reclaimed water and so much more. For the boating enthusiast, just minutes away from the open Gulf waters! Exceptional overall location and neighborhood offering a short commute to vibrant downtown St. Petersburg, I-275, and the Gulf Beaches. This is true luxury waterfront living at its best.

1201 81st Street S, South Pasadena

Listing courtesy of COLDWELL BANKER REALTY. 727-381-2345
$1,925,200
3 Beds ⋅ 4 Baths ⋅ TB8515704 MLS
Virtually Staged. Pre-Construction. To be built. Available to Be Built: This package features the 0.17-acre homesite located at 7932 2nd Avenue South, St. Petersburg, FL, 33707, along with G.J. Gardner Home’s proposed Azure Shores 2595 floor plan. This thoughtfully designed home offers 2,595 square feet of living space with 3 bedrooms, a flex space, 3.5 bathrooms, and a 3-car garage. Homebuyers may customize this home, choose an alternate G.J. Gardner pre-designed floor plan, or create a fully personalized design to suit their lifestyle. Pricing for G.J. Gardner Homes is subject to change based on the final site review, county building requirements, and the lot’s specifications. Final price may also vary depending on the selected floor plan and any upgrades chosen by the Owner. Images may depict landscaping, upgraded fixtures, features, facades, finishes, or other items not included in the base price. For availability and pricing of these options, please consult with a G.J. Gardner Homes sales consultant. Located minutes from Treasure Island beaches and the core of what St. Petersburg offers — waterfront dining, marinas, golf, the Dalí Museum, the Pier, IndyCar GP, USL Championship soccer, and a private airport.

7932 2nd Avenue S, South Pasadena

Listing courtesy of LPT REALTY LLC. 877-366-2213
$300,000
2 Beds ⋅ 2 Baths ⋅ TB8515134 MLS ⋅ Bermuda BLDG.
Under contract-accepting backup offers. Welcome to your pristine coastal sanctuary. Designed with a "coastal chic" aesthetic, this professionally remodeled 2-bedroom, 2-bathroom residence offers 1,110 sq. ft. of sophisticated, light-filled living space. Located in Bay Island, a premier 24-hour gated 55+ community, this turnkey end unit, pairs waterfront views with added piece of mind — a brand-new building roof (December 2025) to protect your investment and ease special assessment worries. Step inside to an airy, open layout highlighted by premium ceramic tile flooring and zero carpet. The gourmet kitchen is a chef’s delight, thoughtfully designed with gleaming granite countertops and a pass-through breakfast bar that keeps the water views in sight, brand-new stainless-steel appliances and custom shaker-style cabinetry featuring soft-close hinges, durable dovetail drawers, and convenient pull-out shelving — topped with crown molding. The generous primary suite serves as a private retreat, offering peaceful water views, a large walk-in closet with custom built-in shelving, and a luxurious ensuite bathroom. Pamper yourself in the spa-like walk-in shower with floor-to-ceiling tile work, complemented by a new granite-topped vanity. For ultimate convenience, a dedicated in-unit washer and dryer are housed right here. Guests will feel equally spoiled in the fully renovated second bathroom, showcasing an elegant tile inlay in the tub/shower combo. Blissful Florida evenings await on your private, covered lanai. Unwind against a backdrop of peaceful sunset views, made even better by a premium upgrade: an electronic roll-down, high-visibility screen that protects your space without ever obstructing your view of the water. Additional high-value features include full impact-resistant windows and sliding door, a brand-new water heater, and a dedicated covered parking space. In Bay Island, you’ll enjoy a vibrant, maintenance-free lifestyle. Exceptional amenities include heated pools and spas, tiki huts, waterfront grilling stations, tennis, pickleball, shuffleboard courts, and a waterfront walking path. The clubhouse has a fitness center, billiards, and a robust social calendar. The all-inclusive monthly fee covers: Basic cable, high-speed internet, water, sewer, trash, flood insurance, exterior landscaping, and 24-hour security. The community is pet-friendly (up to 2 pets, 1 dog max under 15 pounds) and allows flexible rentals (30-day minimum, 3x per year). Ditch the hassle of parking when enjoying the area, because a SunRunner rapid transit stop sits right outside the community gates, whisking you away to world-class Gulf beaches, local shopping dining, or vibrant downtown St. Petersburg in minutes. Don't just buy a condo—upgrade your lifestyle. Schedule your private tour today!

7540 Bay Island Drive S Unit 162, South Pasadena

Listing courtesy of INTEGRITY REAL ESTATE SERVICES LLC. 727-433-3716
$789,900
2 Beds ⋅ 2 Baths ⋅ TB8513430 MLS ⋅ Windwards / 8 BLDG.
Step into your personal "Palace in the Sky." From the moment you cross the threshold of this stunning 2-bedroom, 2-bathroom condo, your eyes are immediately drawn to the panoramic water views that stretch across the horizon. As a coveted end unit, the home is wrapped in extra windows that pull in an abundance of natural light, making the entire space feel airy and ethereal. It’s the kind of backdrop that makes every sunset feel like a private event and every morning coffee feel like a vacation. The interior has been thoughtfully refreshed to match the beauty outside, featuring brand-new luxury vinyl plank flooring and a crisp, modern paint palette that glows under the constant stream of sunshine. The smart, split-bedroom floor plan ensures maximum privacy for you and your guests, while a versatile bonus room offers the perfect footprint for a quiet home office, a private yoga studio, or a creative space. Life here feels like a permanent stay at a high-end resort. Located in a premier, gated waterfront community with a 24/7 guard, you’ll have access to an incredible suite of amenities designed for ultimate convenience and recreation. Take a dip in the sparkling pools, challenge a neighbor to a match on the tennis courts, or hit the fitness center. For the water enthusiasts, the on-site marina offers boat slips available for sale or rent, putting your days on the Gulf right at your doorstep. The community even takes care of the practical details—keep your vehicle pristine at the dedicated car wash and vacuuming stations, and take advantage of the on-site electric charging stations. Lush walking trails and a vibrant clubhouse are perfect for socializing, and best of all, this community is not age-restricted. You’re just minutes away from pristine beaches, boutique shopping, and the area's best dining. This isn't just a home; it’s the elevated waterfront lifestyle you’ve been waiting for.

7932 Sailboat Key Boulevard S Unit 701, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 727-380-2067
$499,900
2 Beds ⋅ 2 Baths ⋅ TB8515485 MLS
Under contract-accepting backup offers. WELCOME TO PARADISE! NO FLOOD ZONE! This charming Gulfport residence is nestled in one of the area's most desirable locations. Situated on an oversized lush green lot, this home is just a short stroll to Gulfport's vibrant waterfront district. This adorable Gulfport bungalow offers the perfect blend of Florida lifestyle, convenience, and historic neighborhood charm. Inside, you'll find a the perfect combination of historic charm and modern living, with refinished hardwood flooring and arched doorways that maintain the character yet, freshly painted walls and updated kitchen and baths, solid wood cabinets, hard surface countertops, and stainless steel appliances (including a gas stove!) bright and comfortable living spaces designed for everyday living and entertaining alike. With two spacious bedrooms and a bonus room, you will have plenty of room to host friends and family. The property features a functional layout, abundant natural light, and a welcoming atmosphere that immediately feels like home. The spacious yard provides plenty of room for outdoor enjoyment, gardening, pets, plenty of space to park your RV or boat, and still room for a pool! The oversized garage with it's stylish refinished floors has plenty of space for hobbies, to store your toys or that favorite car that you want to protect from the hot Florida sun. Located walking distance to Gulfport Beach, the historic downtown arts district, waterfront parks, local restaurants, boutiques, and community events, this home offers easy access to everything that makes Gulfport such a sought-after destination. Downtown St. Petersburg, award-winning beaches, and major transportation routes are just a short drive away. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this property presents an exceptional chance to enjoy the relaxed coastal lifestyle of Gulfport while remaining close to all the amenities of the Tampa Bay area. Recent upgrades include: Completely remodeled garage with white shiplap walls, new tiled shower, new epoxy speckled floors, New metal garage side door, exterior house, driveway pavers & interior walls re-painted to a more modern look, New wooden window sills throughout house, Hurricane proof windows installed, Irrigation system serviced and set. This home is a true gem and a rare find in downtown Gulport, and is a MUST SEE!

2820 53rd Street S, South Pasadena

Listing courtesy of INNOVATE REAL ESTATE. 941-202-1723
$575,000
3 Beds ⋅ 3 Baths ⋅ TB8514303 MLS ⋅ 6308 BLDG.
Under contract-accepting backup offers. Enjoy easy living with beautiful golf course views in the highly desirable gated community of Villas Del Verde. Overlooking the fairways of Pasadena Yacht & Country Club, this spacious corner townhome offers over 2,600 square feet of living space, combining comfort, privacy, and an incredible location. Step inside and you'll immediately notice the open, light and bright floor plan featuring rich cherry wood flooring, crown molding, and expansive windows that showcase peaceful views of the golf course. The layout is perfect for both entertaining and everyday living, with generous living and dining spaces that flow effortlessly together. The kitchen offers wood cabinetry, Corian countertops, and a cozy breakfast nook, where French doors open to a private lanai overlooking the pond and the 9th tee. It's the perfect spot to enjoy your morning coffee or relax at the end of the day while taking in the scenery. One of the standout features of this home is the private elevator, providing convenient access between floors in addition to the traditional staircase. Upstairs, the spacious primary suite feels like a retreat of its own, complete with two walk-in closets, a private balcony with golf course views, and a large ensuite bath featuring a garden tub, separate shower area, bidet, and private water closet. Two additional bedrooms and a large laundry room provide plenty of space for family, guests, or a home office. Residents of Villas Del Verde enjoy access to a heated 60-foot pool, spa, fitness center, and clubhouse, all within a beautifully maintained gated community. This wonderful waterfront golf community has it all, plus seller's lender does not require flood insurance. Just minutes from the Gulf beaches, downtown St. Petersburg, shopping, dining, and everything the Florida lifestyle has to offer, check it out today.

6308 Vista Verde Drive, South Pasadena

Listing courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION. 727-489-0800
$225,000
2 Beds ⋅ 1 Baths ⋅ TB8515080 MLS ⋅ 105 BLDG.
Wake up each morning to breathtaking views of Boca Ciega Bay and enjoy the relaxed waterfront lifestyle you've been dreaming of. Nestled within the highly sought-after Shore Crest community in South Pasadena, this beautifully maintained 55+ condominium offers the perfect combination of comfort, convenience, and carefree living. From the moment you step inside, your eyes are drawn to the sparkling water views that stretch across the bay and fill the home with natural light. Offering 1 bedroom, a bonus room, and 1 bathroom across 1,050 square feet, this residence has been thoughtfully updated and meticulously cared for throughout the years. The spacious living room features custom built-ins for added character and functionality, while the enclosed sunroom provides a front-row seat to daily dolphin sightings, passing boats, and spectacular sunsets. The primary bedroom offers an oversized walk-in closet with abundant storage, while numerous improvements provide added peace of mind. Hurricane impact windows were installed in the sunroom in 2024 along with solar shades, storm shutters protect the kitchen and bedroom windows, the AC and heating system were replaced in 2020, and an Energy Star refrigerator was added in 2023. Residents enjoy the convenience of an assigned parking space, plentiful guest parking, and shared storage areas on each floor for bicycles, beach chairs, and seasonal items. Shore Crest is known for its active and welcoming atmosphere, offering an impressive collection of amenities including two heated waterfront pools, a fitness center, clubhouse, library, shuffleboard courts, kayak launch, waterfront seating areas, gas grills, and two fishing piers, including a newly completed pier in 2023. This established 55+ community does not allow pets or rentals, creating a peaceful residential environment where neighbors know one another and owners take pride in their community. For additional peace of mind, milestone inspections were completed and funded in 2023, and a fully funded roof replacement was completed in 2025. Laundry facilities are conveniently located on both the first and fifth floors. Beyond the community, you'll appreciate being just moments from marinas, waterfront dining, local shopping, bowling, wineries, and the popular Sunday Market at St. Pete Beach. The nearby SunRunner provides easy transportation to downtown St. Petersburg and the Gulf beaches, making it simple to enjoy everything the area has to offer without relying on your car. Whether you're seeking a year-round residence or a seasonal retreat, this waterfront home offers an exceptional opportunity to enjoy maintenance-free living in one of South Pasadena's most desirable 55+ communities.

1847 Shore Drive S Unit 711, South Pasadena

Listing courtesy of MAVREALTY. nina@Mavrealty.com
$235,000
1 Beds ⋅ 1 Baths ⋅ TB8515092 MLS ⋅ Unit #112 BLDG.
Virtually Staged. Experience resort-style waterfront living at 7465 Bay Island Dr S, Unit 112, located in one of South Pasadena's most desirable 55+ gated communities. This beautifully updated first-floor condominium offers breathtaking views of Boca Ciega Bay and features extensive upgrades throughout, including hurricane-impact entry and sliding glass doors, a completely remodeled kitchen with granite countertops, and new stainless steel appliances—combining style, comfort, and peace of mind. Wake up to spectacular water views and enjoy morning coffee or evening sunsets from your private waterfront setting. Bay Island's scenic waterfront walking paths provide the perfect place to relax and take in Florida's coastal beauty. Residents enjoy an exceptional array of resort-style amenities, including multiple heated pools, a waterfront clubhouse, fitness center, tennis and pickleball courts, shuffleboard, and 24-hour gated security. Ideally located just minutes from award-winning Gulf beaches, downtown St. Pete, shopping, restaurants, marinas, and entertainment, this move-in-ready condo is perfect as a full-time residence, seasonal getaway, or winter retreat. Don't miss this opportunity to own an updated waterfront condo in one of the area's most sought-after communities. Schedule your private showing today!

7465 Bay Island Drive S Unit 112, South Pasadena

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402
$310,000
2 Beds ⋅ 2 Baths ⋅ TB8514786 MLS ⋅ Ivanhoe BLDG.
Wake up to breathtaking, unobstructed views of Boca Ciega Bay from this beautifully renovated waterfront condominium in the highly desirable Town Shores 55+ community. Located in the sought-after Ivanhoe Building, which features a new roof, this second-floor residence offers the perfect combination of waterfront living and peace of mind. Served by an elevator and situated above the ground level, this home provides convenient access while enjoying a high-and-dry location. Just steps from one of the community's four heated pools and including a covered carport, this condo delivers the Florida lifestyle you've been dreaming of. Completely renovated in 2021 and sparingly used since as a seasonal winter retreat, this meticulously maintained residence is truly move-in ready. The stunning kitchen features white shaker cabinetry, granite countertops, subway tile backsplash, and stainless steel appliances. The spacious floor plan flows seamlessly from the kitchen into the dining and living areas, leading to the enclosed Florida room, where large picture windows frame spectacular water views and provide the perfect setting to enjoy your morning coffee while watching dolphins and manatees play in Boca Ciega Bay. The waterfront primary suite features private access to the Florida room, a walk-in closet, and an updated en-suite bath; a generously sized guest bedroom, updated guest bath, and ample storage complete the interior. The monthly condominium fee provides exceptional value by covering water, sewer, trash, high-speed internet, premium cable television, natural gas for cooking and heating, and hot water supplied through the community's central water-heating system—eliminating the need to maintain or pay for an individual water heater. With so many expenses included, your primary utility responsibility is simply the electric bill. Beyond the condo itself, Town Shores offers one of the most desirable waterfront lifestyles in the Tampa Bay area. Residents enjoy four heated swimming pools, tennis and pickleball courts, bocce and shuffleboard courts, a fitness center, clubhouse, grilling areas, a kayak launch, fishing areas, beautifully landscaped grounds, and recently renovated boat docks—all set along the scenic shores of Boca Ciega Bay. Located just a short stroll from vibrant Downtown Gulfport, you'll enjoy easy access to waterfront parks, beaches, restaurants, shopping, art galleries, entertainment, and the renowned Gulfport Casino. Whether you're seeking a year-round residence, seasonal getaway, or low-maintenance Florida lifestyle, this exceptional condo offers one of the finest waterfront opportunities currently available in Town Shores.

5955 30th Avenue S Unit 202, South Pasadena

Listing courtesy of FLORIDA DRIVEN REAL ESTATE. 727-492-5013
$199,900
2 Beds ⋅ 2 Baths ⋅ TB8512936 MLS ⋅ Bahama BLDG.
Virtually Staged. Wake up to tranquil water views, enjoy a morning stroll along the waterfront, spend the afternoon by the pool, and end the day watching the sunset in one of Florida’s most desirable coastal communities at Bay Island, a gated 55+ waterfront community offering a true Florida lifestyle. This completely renovated, move-in-ready ground-floor residence features a bright and airy interior filled with natural light, highlighted by a brand-new three-panel impact-rated sliding glass door showcasing serene water views. The updated kitchen offers timeless shaker cabinetry, new stainless steel appliances, and a fresh modern design ideal for everyday living and entertaining. The spacious primary suite includes a walk-in closet and provides a comfortable private retreat, while the ground-floor location offers easy access without elevators. An assigned covered carport space adds convenience, and the community has successfully completed all major required inspections for added peace of mind. Ideally situated between South Pasadena and St. Pete Beach, with two pools in immediate walking distance, surrounded by beautifully maintained grounds, this condo is perfect! Residents enjoy access to multiple heated pools, tennis and pickleball courts, a fitness center, clubhouse, marina access, walking paths, and a full calendar of social activities. The comprehensive HOA fee includes cable, WiFi, water, sewer, trash, and building insurance, making this an ideal low-maintenance full-time residence or seasonal getaway. Located just minutes from the award-winning beaches of St. Pete Beach and Treasure Island, waterfront dining, shopping, golf, marinas, and the vibrant attractions of downtown St. Petersburg, this exceptional waterfront home offers the perfect blend of relaxation, convenience, and resort-style living. All at an amazing price! Make your appointment today.

7425 Bay Island Drive S Unit 104, South Pasadena

Listing courtesy of EXP REALTY LLC. 888-883-8509
$398,500
2 Beds ⋅ 2 Baths ⋅ TB8514626 MLS ⋅ Savannah BLDG.
Welcome to The Harbourside community and enjoy coastal living at its finest in this 2 Bedroom/2 Bath Condo. Harbourside is located in the heart of South Pasadena. Enjoy the open floor plan and the extra large balcony as you watch the sunrise and the view of the Marina and Boca Ciega Bay. Savannah bldg is just steps from the Active Clubhouse, Pool and Marina. (There is no Boat Slip with this unit) Savannah buildings have passed the Milestone Inspection and are in compliance with the SIRS. For added convenience, the condo includes an inside laundry closet with washer and dryer, plus a covered, assigned carport space #30. Condo had modifications to accommodate wheelchair. Harbourside is a Luxurious Waterfront condominium community, immaculately maintained with 24/7 Guard Gate. Amenities include 6 swimming pools, 5 tennis courts with Pickle ball courts, 2 fitness centers, Men and Women's Gyms, Jacuzzi, saunas, Wood working shop, shuffleboard, outdoor grilling, 3 car wash station with vacuum & air, Car Charging stations, Marina with 3 docks and 87 deeded slips. There is no deeded slip to this unit but there are slips available to rent or purchase from other owners. There is an Active Clubhouse with a full social agenda and a 1.5-mile walking trail around the island to exercise or walk your pet. Savannah allows owners one pet under 20 pounds. Harbourside is located just minutes from the Popular Pristine West Coast Fl beaches and Minutes from I 275 and Downtown St Petersburg where you can enjoy the St Pete Pier, Museums, Art Galleries, Dining and all the History of the City of St Petersburg. Welcome to Harbourside and enjoy Resort style living at its best.

7907 Sailboat Key Boulevard S Unit 105, South Pasadena

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982
$5,700,000
4 Beds ⋅ 5 Baths ⋅ TB8513065 MLS
A MAGNIFICENT LUXURY WATERFRONT ESTATE SUPPORTED BY AN IMPRESSIVE DEEP-WATER DOCK WITH MOORINGS FOR A 100FT YACHT! Located in renowned Pasadena Yacht and CC, south Pinellas County’s only gated golf and boating community, this remarkable Windstar Home rests on a wide, 1 ½ lot footprint, with beautiful open water view of Boca Ciega Bay. Step up to the elevated courtyard entry and take in rich cast stone and travertine exterior finishes. Soaring 25 feet high, the majestic rotunda foyer introduces exquisite cherrywood and marble floors, dazzling faux paintwork, elegant detailed woodwork, radiant lighting, brilliant custom ceilings and unforgettable waterviews. The superb CEO-quality executive office provides extensive sumptuous built-ins, wonderful matching coffered ceilings and a double-sided fireplace. Lovely casual waterfront dining is complemented by a gorgeous formal dining room with 12ft-high ceilings. The sublime chef’s kitchen is a deeply-satisfying culinary experience. Artisan quality raised-panel wood cabinetry and superb Ogee-edge granite surfaces support high-end Gaggenau steam, convection and gas cooking, Subzero refrigeration, built-in Miele coffee system, warming drawers, refrigeration drawers, large walk-in pantry, and a built-in workstation center. You’ll love the fabulous butler’s pantry, multi-level breakfast bar (with beverage chiller and ice maker), and dedicated wine closet that support this incredible kitchen. Relax in the resplendent waterfront living room with custom designer entertainment center, rich marble-encased fireplace, fine coffered ceilings, and terrific window treatments (all windows are elegantly encased in wood). Step out to the enticing 450sqft covered waterfront balcony with remote controlled sunshades. Balcony offers a built-in tumbled marble/granite gas cooking center, and spacious seating/dining areas. Huge guest bedroom suite has a lavish, adjacent luxury bath. Upstairs, you’ll discover a spectacular owner’s suite: a full-height cast stone double-sided gas fireplace separates the bedroom from the plush sitting area with Juliette balcony and magnificent built-in entertainment center. The grand walk-in closet system features numerous built-ins and a generous center island dresser. The owner’s bath is a posh, pampering retreat with commanding views of the water, exceptional marble/granite surfaces, built-in microjet spa tub, custom designer vanities, a dedicated sit-down cosmetics center, and a superb glass-enclosed marble rain shower/steam room. Bedrooms 3 & 4 are oversized and en suite, with beautiful, luxurious baths. Your massive lower level is ideal for fitness/gaming/storage. Lushly landscaped, out back you’ll find the perfect blend of luxury, entertainment and waterfront adventure. A 460sqft covered lounging/dining deck transitions to a stunning Pebbletec pool/elevated spa overlooking the water. An expansive composite dock supports a 16,000 lb boat lift with cat walk, shore power, water, lighting, shower and deep water mooring with tie poles for yacht with 22ft beam. This luxury estate is a true rarity and boasts countless amenities and highly-desirable extras. One of the finest waterfront homes in Tampa Bay! Pasadena Yacht & CC enjoys an extensive list of world-class amenities including golf, tennis, fitness center, marina, restaurant, community pool and clubhouse. A great location and an extraordinary community! Dimensions are estimates, buyer to verify.

6224 Pasadena Point Boulevard, South Pasadena

Listing courtesy of CENTURY 21 JIM WHITE & ASSOC. 727-367-3795
$229,900
1 Beds ⋅ 1 Baths ⋅ TB8514170 MLS ⋅ Heritage BLDG.
WATERFRONT LIVING with MARINA ACCESS and direct access to the GULF OF MEXICO! Welcome to Bay Island, a gated 55+ waterfront community in South Pasadena offering the perfect blend of BOATING, COASTAL LIVING, and LOW-MAINTENANCE FLORIDA LIFESTYLE. Whether you're heading out for a day on the water, enjoying waterfront dining, or watching dolphins from your balcony, this is Gulf Coast living at its best. This beautifully maintained third-floor condo features an OPEN FLOOR PLAN, LUXURY VINYL FLOORING, GRANITE COUNTERTOPS, GLASS TILE BACKSPLASH, BREAKFAST BAR, ELECTRIC HURRICANE SHUTTERS, and a spacious PRIMARY BEDROOM with dual closets. Enjoy peaceful WATER VIEWS of Boca Ciega Bay from your private balcony while watching boats pass by and Florida's abundant wildlife. For boating enthusiasts, Bay Island offers a PRIVATE MARINA with BOAT SLIPS available for purchase or lease (subject to availability), providing convenient access to BOCA CIEGA BAY, the INTRACOASTAL WATERWAY, and the GULF OF MEXICO for fishing, cruising, island hopping, and sunset adventures. Resort-style amenities include SIX SWIMMING POOLS, TWO HOT TUBS, TENNIS COURTS, PICKLEBALL COURTS, SHUFFLEBOARD, a WATERFRONT CLUBHOUSE, FITNESS CENTER, LIBRARY, BILLIARDS ROOM, GAME ROOMS, BBQ AREAS, and a scenic 1.5-mile WATERFRONT WALKING TRAIL. Located just minutes from ST. PETE BEACH, TREASURE ISLAND, MADEIRA BEACH, DOWNTOWN ST. PETERSBURG, the ST. PETE PIER, waterfront restaurants, shopping, entertainment, and world-famous Gulf beaches, you'll enjoy easy access to everything that makes Florida's Gulf Coast one of the nation's most desirable places to live. The recently reduced HOA fee includes CABLE, INTERNET, WATER, SEWER, TRASH, EXTERIOR MAINTENANCE, LANDSCAPING, 24-HOUR GATED SECURITY, and access to all community amenities, making this an exceptional value for WATERFRONT CONDO LIVING. If you're searching for a SOUTH PASADENA WATERFRONT CONDO, MARINA COMMUNITY, BOAT SLIP ACCESS, GULF ACCESS, FLORIDA RETIREMENT HOME, WINTER RETREAT, or LOW-MAINTENANCE COASTAL LIFESTYLE, this is your opportunity to own a piece of paradise.

7625 Sun Island Drive S Unit 304, South Pasadena

Listing courtesy of EPIQUE REALTY INC.. FLBroker@EpiqueRealty.com
$375,000
3 Beds ⋅ 2 Baths ⋅ TB8513648 MLS
This charming 3-bedroom, 2-bath Gulfport home presents an excellent investment opportunity with a tenant already in place through 04/30/2027, providing immediate rental income for the next owner. Situated on a spacious fully fenced corner lot with a massive shed/garage perfect for storage, hobbies, or workspace needs. Inside, you’ll find a bright and inviting floor plan with sleek laminate flooring flowing throughout the living room, kitchen, and dining areas. The kitchen offers abundant storage, including dual pantry closets surrounding the refrigerator. Both bathrooms have been tastefully updated, while energy-efficient Tesla solar panels and a REEM tankless water heater help keep utility costs low. The primary suite includes a private en-suite bathroom with a relaxing jetted tub as well as its own separate entrance, offering added flexibility and privacy. The additional guest bedrooms are generously sized and filled with natural light. Located just one block from the Pinellas Trail and conveniently positioned between Downtown Gulfport and St. Petersburg’s award-winning Gulf beaches, this home offers easy access to local restaurants, eclectic shops, entertainment, and waterfront attractions. Only 10 minutes to the beach, 10 minutes to Downtown St. Pete, and approximately 30 minutes to Tampa International Airport, this property combines location, lifestyle, and investment potential all in one. Don’t miss this exceptional Gulfport investment opportunity!

5325 8th Avenue S, South Pasadena

Listing courtesy of HECKLER REALTY GROUP LLC. 727-954-5199
$245,000
2 Beds ⋅ 2 Baths ⋅ TB8514069 MLS ⋅ Jamison BLDG.
Stunning 2 bedroom, 2 bath COMPLETELY REMODELED condo in bustling & coveted waterfront Gulfport. With marina views right from your front door & Florida room, just step outside to see dolphins or go fishing. Enter into a large living/dining room combo boasting shiplap walls and built-in cabinetry and shelving. Fresh paint throughout, two sizable bedrooms, newer double paned windows (2021), newer AC (2023), BRAND NEW ceramic wood look tile flooring throughout (2026), newer electrical outlets, upgraded fans and lighting, and a Chef's dream kitchen. The kitchen features recess dimmable lighting, butcher block counter tops, new sink & Kohler fixtures, newer stainless steel appliances, gas stove, newer shaker cabinets, and leads into a sunny Florida room that overlooks one of 4 Town Shores pools and a water view of Boca Ciega Bay. Gorgeous guest bathroom was totally remodeled in 2026. Enjoy shuffleboard, tennis & pickleball courts, kayak storage, fitness center with his and hers saunas, billiards & poker room, and the many gatherings the community puts together. Located within walking distance to all downtown Gulfport has to offer- weekly markets, festivals, shops, live music, restaurants, and bars. Steps away from the water and minutes from world renowned Gulf Beaches. 30 minutes to 2 international airports. Unit includes 1 Carport (#41) and plenty of guest parking is available. FURNITURE IS NEGOTIABLE. **Service and Emotional Support Animals Allowed!** All information is deemed to be accurate and to be verified by buyer.

2960 59th Street S Unit 310, South Pasadena

Listing courtesy of FOREVER FLORIDA REAL ESTATE. 727-440-6444
$650,000
5 Beds ⋅ 3 Baths ⋅ TB8513552 MLS
Under contract-accepting backup offers. LOCATION-LOCATION-LOCATION~ Welcome home to this beautifully remodeled two-story residence featuring five bedrooms, three bathrooms with 2151 sqft of living space sitting on a .22 acre private lot on a Historic brick Street. Ideally located just minutes from quaint downtown Gulfport and only one block from Stetson University. This pool home offers the best of convenience and charm. Just inside the front door you are greeted by a spacious light filled living room, highlighted by high ceilings with wood beams, a cozy wood burning fireplace with Stone accents, custom built-ins, plantation shutters, ample space for your oversized flatscreen TV and ceramic tile floors. The newly remodeled chef inspired kitchen is a true show stopper, complete with GE profile, stainless steel appliances, café French door built-in oven, microwave with air fryer, granite countertops, custom cabinets with soft close features, designer tile backsplash, ceramic tile flooring, under cabinet lighting with a Butler‘s pantry and laundry room located off the kitchen along with a pantry and storage closet. A generous size dining area makes it easy to host family meals, or casual gatherings. The downstairs primarily suite is a relaxing retreat featuring a walk-in closet and sizable bathroom, including a walk-in shower. An additional bedroom and full bathroom are also conveniently located on the first floor. Upstairs you’ll find three more bedrooms all with hardwood floors, built-in closets and a large bathroom with a walk-in shower and a spacious linen closet located in the hallway. You will fall in love with your outdoor living spaces. The oversized, sparkling 9 foot deep pool and park-like fenced in backyard is accessible from the screened in lanai just off the kitchen, the perfect place to entertain and unwind. Additional features include an inside laundry room, including washer and dryer, newer roof (2020), HVAC (2012), water heater (2026), fenced in backyard, sentricon termite baiting system, mature landscaping, outdoor shed, NO HOA, NO CDD fees and NOT IN A FLOOD ZONE. This home is minutes to a local playground, downtown Gulfport and all of its wonderful art, galleries restaurants, coffee shops, shopping, the local beach on Boca Ciega Bay, and only 20 minutes to downtown St. Petersburg, Popular Beach Dr., St. Pete Pier, the Vinoy, North and South Stroud parks and a short drive to Tampa International Airport and St. Pete/Clearwater International Airport. This home and location will not disappoint. This is truly a home you want to see.

6237 13th Avenue S, South Pasadena

Listing courtesy of RE/MAX CHAMPIONS. 727-807-7887
$935,000
4 Beds ⋅ 4 Baths ⋅ TB8513146 MLS
Situated 20 feet above sea level and located in a NON-FLOOD ZONE, this exceptional Pasadena Estates residence offers a rare blend of character, flexibility, and modern upgrades just steps from Stetson University College of Law and minutes from the beaches, downtown Gulfport, and vibrant downtown St. Petersburg. This property welcomes you with lush landscaping, a striking centurion fountain, expansive paver-lined entryways, and impressive curb appeal enhanced by a brand-new driveway gate. Step through the new custom steel front door into a light-filled interior featuring an abundance of brand-new PGT impact windows and doors, new imported Saltillo tile flooring, and timeless character throughout. The spacious floorplan offers 4 bedrooms and 4 baths, including a flexible private guest or in-law suite complete with its own entrance, kitchenette, full bath, and secluded garden area — ideal for multigenerational living, hosting guests, a private workspace, or income-producing potential. An additional bonus room offers flexibility for a home office or flex space, while the mini garage provides valuable extra storage space. Designed for both entertaining and everyday living, the chef-inspired kitchen features an oversized gathering island, gleaming granite countertops, marble backsplash, and brand-new stainless-steel appliances. The spacious living room flows effortlessly into a separate dining area, creating an inviting setting for gatherings of any size. Additional recent improvements include a whole-house solar system, whole-house water softener, new irrigation system, remote window treatments, vapor fireplace, remodeled main bathroom, fresh interior and exterior paint, and new rain gutters. Outdoor living is equally inviting with an expansive tiled patio surrounded by mature greenery, offering the perfect backdrop for alfresco dining, quiet mornings, or relaxing beneath the trees. The oversized lot provides secured parking for up to eight vehicles with additional room for a boat, RV, or future lap pool and spa. Conveniently located near Pasadena Plaza, GRADE A SCHOOL DISTRICT, near St. Pete Beach, Treasure Island, waterfront dining, shopping, and famous Florida beaches, with Tampa International Airport approximately 30 minutes away, this is a truly rare opportunity to own a distinctive property in one of the area’s most desirable neighborhoods. Schedule your private showing today.

6213 12th Avenue S, South Pasadena

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402
$1,099,000
4 Beds ⋅ 2 Baths ⋅ TB8512709 MLS
Under contract-accepting backup offers. Welcome to coastal living in the highly sought-after Yacht Club Estates community of St. Petersburg. Perfectly positioned on protected deep water, this waterfront ranch offers an exceptional boating lifestyle and endless possibilities. A circular driveway welcomes you home and provides ample parking in addition to the spacious two-car garage with plenty of storage. Inside, the home features a desirable split-bedroom floor plan with spacious living areas designed for comfortable everyday living and entertaining. The primary suite offers a walk-in closet and peaceful waterfront views. Step outside to your own backyard paradise. A paver patio surrounds the sparkling pool, creating the perfect setting for relaxing, entertaining, or simply enjoying the ever-changing waterfront scenery. Watch dolphins play and boats cruise by from your private oasis. Boaters will appreciate the private dock and boat lift, providing quick access to the Intracoastal Waterway, John’s Pass, and the Gulf of Mexico. Whether you’re heading out for a day on the water or enjoying a sunset cruise, this location is hard to beat. Yacht Club Estates is one of St. Petersburg’s most desirable waterfront neighborhoods, known for its deep-water canals, larger homesites, active community atmosphere, and convenient location just minutes from the Gulf beaches, downtown St. Petersburg, shopping, dining, and Tampa International Airport.

7957 10th Avenue S, South Pasadena

Listing courtesy of ACCESS PARADISE REALTY. 727-410-3569
$160,000
1 Beds ⋅ 1 Baths ⋅ TB8513335 MLS ⋅ Manchester BLDG.
This modern condo has been thoughtfully updated throughout, offering a move-in-ready residence with one bedroom and one bathroom. Every detail reflects recent improvements designed for contemporary living. The updated kitchen features stainless steel appliances that anchor a space designed for efficiency and style. Modern fixtures and finishes enhance the bathroom's functionality and appeal. Fresh paint throughout the interior creates a clean, inviting atmosphere, while new flooring provides a solid foundation for the entire home. New interior doors complement the refreshed aesthetic, and newer windows allow natural light to fill the rooms. A new HVAC system ensures reliable climate control and energy efficiency year-round. This apartment combines thoughtful renovations with proximity to Gulfport Beach Recreation Area nearby, making it an ideal choice for those seeking both comfort and convenient access to waterfront recreation. Schedule your showing today to experience this well-appointed residence. This is a Fannie Mae HomePath property.

6025 Shore Boulevard S Unit 105, South Pasadena

Listing courtesy of BLAKE REAL ESTATE INC. 727-359-0388
$449,900
2 Beds ⋅ 2 Baths ⋅ TB8510709 MLS ⋅ 5605 BLDG.
BIG PRICE REDUCTION! NEW BUYER INCENTIVE - OFFERING $10,000 OFF PRICE OR HAVE $10,000 TO PUT TOWARDS YOUR CLOSING COSTS!! Looking for a PERSONAL OASIS or GREAT INVESTMENT? Possible 3.75percent Assumable Mortgage for well Qualified Buyers. This Condo's Location is exceptional and is the ONLY Condo right across from the Gulfport Beach that is currently FOR SALE. In addition; the Association by-laws allow for monthly renting (once a month for 12 months) This Beauty is located in the Heart of Gulfport's Historic Waterfront District and is directly across from the Gulfport Municipal Beach/Park. The floorplan boasts 2 Bedrooms and 2 Full Bathrooms. The Condo has new Premium Vinyl Flooring throughout, Newer Appliances. New Furniture and so much more. Condo also has an in-unit Washer/Dryer for your convenience and to top it off is being sold FULLY FURNISHED! The Beachwalk Condo Community (10 units total) has a private pool with a deck, a gas grill and tables and chairs to enjoy with fellow neighbors or your guests. The views from the Balcony whether watching the dolphins swimming through the Bay, watching the sunrise, taking in the smells and sounds coming from the nearby restaurants and bars or just relaxing while the breezes cool you down after a hot Florida day are what having a Condo in Paradise is all about!! Two-story buildings are exempt from the Florida condo milestone inspections, Bill 154. The building foundation has passed inspection and was undamaged in any of the prior storms. Enjoy the hidden gem of Gulfport, an unspoiled waterfront village brimming with independent boutiques and restaurants. Locals will tell you, “There’s always something going on in Gulfport!” You’ll delight in this charming small town’s art festivals twice a month, market day every Tuesday, live music, delicious restaurants, beautiful parks and public pickleball courts, plus a performing arts theater, library and first-rate senior center. Located only 10 minutes away from stunning gulf beaches, 15 minutes to Downtown St. Petersburg, 20 minutes to the St. Pete/Clearwater airport and just 30 minutes to Tampa International Airport make the location of your new home or home away from home even sweeter. THIS UNIT HAD NO DAMAGE FROM ANY PREVIOUS STORMS. Call today for your personal showing and be where the action is to all Events happening in GULFPORT! (Listing agent is the Owner of the Condo)

5605 Shore Boulevard S Unit 1B, South Pasadena

Listing courtesy of GULFPORT REALTY. 727-289-5500
$387,000
2 Beds ⋅ 2 Baths ⋅ TB8512906 MLS ⋅ Lexington BLDG.
Experience upscale waterfront living at its finest in this fully remodeled 2-bedroom, 2-bath condo, perfectly positioned on the second floor with breathtaking Intracoastal views. Renovated in 2023, this light-filled residence showcases a stunning designer kitchen featuring an accent tile wall, updated appliances, bar seating, and seamless sightlines to the living and dining areas—ideal for both everyday living and entertaining. The bright, open living space is enhanced by elegant white poplar tongue-and-groove ceilings, modern fixtures, and panoramic water views where dolphins frequently make an appearance. Hurricane-rated windows and sliding glass doors, storm shutters, an in-unit washer and dryer, and dedicated ground-floor storage add comfort and peace of mind. The luxurious primary suite offers sweeping waterfront views, a custom walk-in closet, and a built-in safe. Its spa-inspired bath makes a striking statement with rich green tile and sophisticated designer finishes. Located within a sought-after 55+ gated community, residents enjoy resort-style amenities including a pool, tennis and pickleball courts, and a scenic walking path along the water. Move-in ready and beautifully updated from top to bottom, this exceptional condo boasts one of the community’s most desirable views—complete with unforgettable Gulf sunsets from your private balcony.

7920 Sun Island Drive S Unit 202, South Pasadena

Listing courtesy of FISCHBACH LAND COMPANY LLC. 813-540-1000
$199,000
1 Beds ⋅ 1 Baths ⋅ TB8512125 MLS ⋅ Chatham BLDG.
This tastefully updated condominium, remodeled four years ago by highly acclaimed contractor Matt Spriggs, showcases gleaming porcelain tile throughout. Walls between the original living room and sunroom were removed to create a spacious, light-filled great room — perfect for relaxing or entertaining. The open-concept kitchen flows seamlessly into the living area, where family and friends can gather around the kitchen island before dinner. Every window is hurricane impact-rated, offering both peace of mind and energy efficiency. A covered parking space sits conveniently just steps from the entrance. As a resident of Town Shores, you’ll enjoy a full suite of community amenities — plus the unbeatable lifestyle of Gulfport right at your doorstep. Stroll or bike to charming boutique shops, unique art galleries, live music venues, and the highly acclaimed restaurants and cafés that make this vibrant waterfront community one of Florida’s best-kept secrets.

3018 59th Street S Unit 414, South Pasadena

Listing courtesy of SMITH & ASSOCIATES REAL ESTATE. 727-342-3800
$335,000
3 Beds ⋅ 1 Baths ⋅ TB8512389 MLS
Under contract-accepting backup offers. Welcome to Gulfport living with space, convenience, and access to the Florida lifestyle. Situated on a DOUBLE LOT, this home features a large backyard with ample room for entertaining, gardening, or simply relaxing in your private outdoor oasis. This BLOCK construction home is located in Flood Zone X, offering 3 LARGE bedrooms and a spacious kitchen, perfect for comfortable living and entertaining. Tile flooring throughout ensures easy maintenance and a seamless flow across the home. Just minutes from the best of Gulfport, Gulfport Beach Park is less than 2 miles away (about a 5-minute drive), offering waterfront sunsets and a vibrant downtown scene. Clam Bayou Nature Preserve, just 8 minutes away, offers scenic walking trails along Boca Ciega Bay. Nearby is the Gulfport Recreation Center and access to the Pinellas Trail for biking, walking, and enjoying the outdoors. This home offers a charming coastal community with easy access to St. Petersburg, beaches, and entertainment. Buyer to verify all measurements, distances, zoning, flood information, and property details.

5015 15th Avenue S, South Pasadena

Listing courtesy of OLYMPUS EXECUTIVE REALTY INC. mls@oerfl.com
$715,000
3 Beds ⋅ 3 Baths ⋅ TB8512314 MLS
In the heart of Gulfport, with its vibrant arts scene, waterfront marina, locally loved restaurants, and independent shops, this home offers a rare blend of character, functionality, and resort-inspired living. Check out the curb appeal — a fresh exterior framed by lush tropical landscaping and a low-maintenance xeriscape front yard. A brick walkway leads you through the covered entry to immediate sightlines of the bright living room offering soaring ceilings and beams, engineered hardwood floors, and a fireplace layered in natural textures. Light pours throughout the open-concept layout, flowing into the dining area. The adjacent kitchen balances functionality with style, featuring linen-toned cabinetry with dovetail drawers, double convection ovens, and a Samsung stainless steel refrigerator. Windows overlooking the patio continue the home’s connected indoor-outdoor feel. Off the main living spaces, a step-down flex room with patio access and built-ins lends itself to a relaxed family room, media lounge, or home office. Three bedrooms include two spacious primary suites. The first primary retreat features a lounge with custom closets that opens into the bedroom where original terracotta tile flooring adds warmth and timeless character. Its ensuite bath features textured stone tilework and earthy organic finishes. The second primary suite offers private access to the carport and an ensuite bathroom with a gorgeous custom door and a stunning clawfoot tub. A third bedroom continues the home’s design language with Art Deco-inspired glass wall accents and double glass sliders opening directly to the patio. The outdoor space is centered around an expansive screened patio. Paver flooring, a covered lanai with large spa, multiple lounging and dining areas, and a shade sail overhead create an atmosphere that feels resort-inspired. The home interior offers a laundry closet with a full-size stackable washer and dryer, and the nearby oversized garage offers more versatility, including additional storage, a full pool bath, kitchenette, and second laundry area — ideal for entertaining, extended guest stays, or multigenerational living. The pool bath itself showcases vibrant tilework by noted tropical artist Monica Watson. This property has been thoughtfully designed for both functionality and sustainability including kayak, canoe, and bike racks, raised garden beds, rain barrels, and mature landscaping that includes various tropical fruits. It offers underground power and utilities, and abundant parking, including space for large trailers or RVs with a 30-amp hookup. Extensive upgrades include whole-home solar power with a Tesla backup battery system, impact-rated windows and doors, whole-house surge protection, new ductwork, UV air purification system, reverse osmosis water filtration, and irrigation on well and tap. The property also boasts extensive integrated security system with cameras, control keypads, infrared monitoring, and integrated smoke detectors, all hardwired into the home’s solar infrastructure. Distinctive, flexible, and deeply connected to the creative coastal spirit of Gulfport, this is far more than a traditional three-bedroom home — it is a private retreat designed for gathering, creating, hosting, and living exceptionally well. Just minutes from downtown St. Petersburg and Gulf beaches, Gulfport offers a uniquely creative and laid-back lifestyle that feels worlds away from typical suburban Florida living.

5005 24th Avenue S, South Pasadena

Listing courtesy of ASSET MANAGEMENT REAL ESTATE. 727-820-1991
$219,000
2 Beds ⋅ 2 Baths ⋅ TB8510812 MLS ⋅ Lancaster BLDG.
Price reduced by 20,000. Welcome to this 1st floor unit in Town Shores 55+ Waterfront Community. Beautifully updated 2 BEDROOM / 2 BATH condo. A new roof was completed in 2025 along with new carports. New electric panel along with new HVAC unit and Hurricane impact Front and Back door along with new appliances & kitchen cabinets. Town Shores sits directly on Boca Ciega Bay. Relax with morning coffee or evening sunset from your Florida room & outdoor patio area with peaceful marina views and dolphins. The many amenities include shuffleboard, billiards, a fitness center, cardroom, tennis and pickleball courts, along with 4 heated pools. The Marina offers boat slips, docks, a kayak launch and fishing. The quaint village of Gulfport is a short stroll to the many restaurants, Tuesday market, shopping, a vibrant nightlife, and Gulfport Beach.

5925 Shore Boulevard S Unit 107, South Pasadena

Listing courtesy of LUXURY & BEACH REALTY INC. 727-800-5906
$1,474,900
4 Beds ⋅ 4 Baths ⋅ TB8512469 MLS
Experience the pinnacle of Gulfport, Florida living in this move-in-ready, brand-new custom construction home built by WinWay Homes to perfection and available now, so you can skip the wait and start enjoying your dream lifestyle immediately. This high-and-dry, no-flood-zone residence sits on an oversized corner lot just one block from vibrant downtown Gulfport, offering the perfect blend of modern luxury and coastal convenience. Boasting 4 bedrooms, 4 baths, and a 2-car garage, this spacious single-family home features an entertainer’s open-concept floor plan anchored by a show-stopping 10-foot quartz kitchen island. Host movie nights in the dedicated home theater, focus in your private home office, or unwind in the first-floor primary suite complete with a floor-to-ceiling spa-inspired wet room. Two additional upstairs en-suite bedrooms provide flexibility for guests, family, or a home gym. Step outside to your private resort-style oasis: a custom saltwater pool surrounded by a covered lanai, ideal for evening swims under the Florida sky. With multiple parks, Boca Ciega Bay, and an eclectic mix of restaurants and shops all within easy walking distance, this Gulfport pool home delivers the ultimate coastal lifestyle—start your mornings with coffee on the front porch and end your days with a dip in your own backyard paradise. If you’re searching for new construction homes in Gulfport FL, luxury pool homes near Boca Ciega Bay, or a custom-built residence in a prime no-flood location, this is the one you’ve been waiting for. WinWay Homes is offering a full 1 year warranty along with a third party 2-10 warranty. Schedule your private showing today and make this Gulfport, Florida dream home yours before it’s gone!

2814 54th Street S, South Pasadena

Listing courtesy of WINWAY REALTY. 813-283-0670
$225,000
2 Beds ⋅ 2 Baths ⋅ TB8511670 MLS ⋅ Shore Towers BLDG.
LOCATION, LOCATION, LOCATION! Minutes away from the heart of St. Petersburg! This beautiful waterfront condo in a 55+ community of Shore Towers in South Pasadena features 2-bedroom, 2-bath and is ready to move in. Split plan layout allows for comfortable living and entertainment. Updated kitchen, with nice cabinets and counter tops, plenty of storage including convenient storage space next the Florida room. There are elevators and one assigned parking space (there is more guest parking nearby). Each floor has shared laundry facilities. Community pool is ready for you! There are outdoor activities like shuffle board, walking and optional kayaking. There is a recreation center with fitness area as well. Also, you can jump on your bicycle and explore close by beautiful areas. Possibilities are endless. GORGEOUS sunsets are waiting for you! Enjoy them from the 6th floor of your cozy sun room or from the community dock while entertaining or simply fishing. Great location near shopping areas, restaurants, beaches, commuting roads and hospitals.

1868 Shore Drive S Unit 607, South Pasadena

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982
$750,000
TB8505903 MLS
Set at one of Gulfport’s most visible crossroads, 5145 Gulfport Blvd S presents an outstanding opportunity offering exceptional flexibility for investors, owner-users, or developers seeking a standout corner location. Formerly home to the iconic Smokin’ J’s BBQ, the property carries a strong community legacy and sits within a bustling corridor surrounded by established local operators, high daily traffic (15,400 cars daily), and immediate proximity to Gulfport’s vibrant neighborhoods. This strategic intersection places the site next to Annex Coffee, across from Shell, and within minutes of McDonald’s, creating a natural draw for both local patrons and destination-oriented concepts. The offering includes a commercial building with existing restaurant infrastructure, creating a unique value proposition: operate, expand, redevelop. With C1 zoning, the site provides meaningful optionality for modern retail, boutique hospitality, QSR, coffee concepts, or a complete branded reimagining. The visibility, depth of frontage, and established traffic patterns strengthen its viability for operators looking to anchor a recognizable presence. Access is further enhanced by its proximity to bus lines and quick regional connections via Tampa Amtrak, St. Pete–Clearwater International Airport, and Tampa International Airport, supporting both resident and visitor traffic. On-site parking, signalized access, and air-conditioned interior space contribute to its immediate usability for a wide range of commercial visions. This is a compelling Gulfport acquisition blending charm, location strength, and redevelopment potential in one of the region’s most character-rich communities.

5145 Gulfport Boulevard S, South Pasadena

Listing courtesy of THE OUTLIER GROUP. 888-966-4820
$554,000
3 Beds ⋅ 2 Baths ⋅ TB8511473 MLS
Brand-New Gulfport Construction – Quality Workmanship, Hurricane Impact Windows & No Flood Insurance Required! Welcome to the final available home in this newly completed trio of beautifully crafted shotgun-style residences in the heart of Gulfport. Built with quality workmanship and thoughtfully designed with a smart, efficient floor plan, this 3-bedroom, 2-bath home perfectly blends modern style, comfort, and functionality. Step inside to an open-concept layout filled with natural light, soaring ceilings, and today’s most desirable finishes and color palettes. The spacious living area is anchored by a sleek decorative electric fireplace, creating a warm and inviting focal point. The designer kitchen flows seamlessly into the living and dining spaces and features ceiling accent lighting, modern cabinetry, and a large pantry closet—ideal for entertaining and everyday living. The private primary suite offers a relaxing retreat with a generous walk-in closet and spa-inspired bath complete with dual vanities and contemporary finishes. A large inside laundry room with built-in storage cabinetry adds even more convenience. Constructed with quality materials and attention to detail, this home also features hurricane impact windows and all the advantages of brand-new construction. The oversized rear-entry 1-car garage provides excellent space for parking, storage, bikes, and beach gear. Conveniently located just minutes from downtown Gulfport, vibrant downtown St. Petersburg, waterfront dining, art galleries, and the award-winning Gulf beaches, this home offers the perfect blend of location, lifestyle, and peace of mind. Don’t miss your chance to own the final home in this distinctive new construction opportunity in one of Pinellas County’s most sought-after areas!

5009 9th Avenue S, South Pasadena

Listing courtesy of LISA HALL REALTY, INC. 727-742-5830
$725,000
2 Beds ⋅ 2 Baths ⋅ TB8511505 MLS
Enjoy the best of Florida waterfront living from this well-maintained home on an oversized lot with beautiful water views, breathtaking sunsets, and dolphins often seen right from the backyard. Whether you are looking for a move-in ready waterfront retreat, a property to update and make your own, or the ideal site for a future custom waterfront estate, this home offers exceptional flexibility and long-term value. Updates include solar panels, HVAC, appliances. Spacious Florida room, extended seawall adds peace of mind and enhances the property's waterfront appeal. The property also includes a dock and two boat lifts; the dock is in need of redecking, and the boat lifts will need to be replaced or removed. With continued growth in the surrounding area and strong demand for waterfront living, this is a rare opportunity to secure a property with both lifestyle and investment upside. Move in, renovate, rent, or rebuild; this waterfront property offers options for a wide range of buyers. Schedule your private showing today.

1421 Sea Gull Drive S, South Pasadena

Listing courtesy of CENTURY 21 LIST WITH BEGGINS. 813-658-2121
$317,700
2 Beds ⋅ 2 Baths ⋅ TB8507204 MLS ⋅ Admiral BLDG.
Calling all Savvy Buyers!!! Positioned on the 6th floor with arguably one of the most breathtaking panoramic water views in the community, this extensively remodeled residence offers an extraordinary combination of luxury, lifestyle, and value. At this price point, buyers would be hard-pressed to find another condo offering this level of renovation, elevation, and view. Completely transformed in 2019, the seller spared no expense in creating a sophisticated coastal retreat designed to showcase the spectacular waterfront scenery from nearly every angle. The renovation included retextured ceilings, updated can lighting, new textured sheetrock walls, upgraded interior doors, a fire-rated steel front door, and beautiful neutral tile flooring throughout, creating a clean and timeless coastal aesthetic. The kitchen is truly the centerpiece of the home — thoughtfully designed to blend elegance and functionality while keeping the stunning water views front and center. Features include quartz countertops, custom cabinetry, designer backsplash, stainless steel Samsung appliances, a large stainless sink, Hansgrohe faucet, and an expansive breakfast bar ideal for entertaining or simply enjoying the peaceful waterfront backdrop. Every detail was selected with intention, creating a space that feels both upscale and inviting. The spacious primary suite serves as a private waterfront sanctuary with incredible water views, a sitting area, oversized walk-in closet, and beautifully renovated ensuite bathroom. During the remodel, a second bedroom was also thoughtfully created, providing additional flexibility for guests or a home office. Bay Island is one of St. Petersburg’s premier 55+ waterfront communities, offering resort-style amenities including 6 heated pools, 2 spas, tennis courts, shuffleboard, a marina, fishing dock, waterfront walking paths, fitness center, billiards, clubhouse activities, and an active social lifestyle. Located just minutes from the sugar sands of St. Pete Beach, waterfront dining, shopping, and vibrant downtown St. Petersburg, this is truly one of the standout values currently available in the Tampa Bay waterfront condo market. Luxury waterfront living. Exceptional views. Remarkable value. Do not miss out on this opportunity.

7300 Sun Island Drive S Unit 602, South Pasadena

Listing courtesy of RE/MAX ACTION FIRST OF FLORIDA. kenny@remaxactionfirst.com
$458,000
3 Beds ⋅ 2 Baths ⋅ O6409556 MLS
ASSUMABLE VA LOAN. FULLY UPDATED -NON FLOOD ZONE, HUGE CORNER DOUBLE LOT on wide Red Brick streets, with Alley Access, Boat Pad/add'l Car Pad. This lovely 3 Beds, 2 Baths, 1 Car Garage has all the important features close to Central Ave., downtown St. Pete, Gulfport, and the Pinellas Trail. Roof 2021, Ductwork 2022, 2019 A/C compressor/handler, 2019 Electric Panel and Water Heater, NEW IMPACT WINDOWS & DOORS for great Insurance Savings. NEW 2023 Deck around the NEW Pool. The kitchen features solid wood soft-close cabinets & drawers, granite countertops, stainless steel appliances, and custom backsplash. You will find similar upgrades and high cove ceilings throughout the home. All of these amenities and upgrades are complimented by the great curb appeal of the home which sits on a residential street within a great neighborhood only (approx.) minutes to Downtown, Gulfport, or St Pete Beach. This home has many desirable features and is a must see.

5340 5th Avenue S, South Pasadena

Listing courtesy of LOCAL CHOICE REALTY LLC. 407-501-4936
$249,000
2 Beds ⋅ 2 Baths ⋅ TB8510340 MLS ⋅ Ivanhoe BLDG.
Waiting for a waterfront condo, 2 bedroom and perfectly remodeled so you move right in? You have found it! And in Gulfport, the quaint "fishing village" surrounded by Boca Ciega Bay and St Petersburg! Located in the community of Town Shores with amenities like a clubhouse, marina, tennis and pickleball courts, alongside bocce and shuffleboard. Four heated pools are located throughout the complex. You can walk or bike to town with restaurants , shopping and a Tuesday market every week or just sit and swing on the local beach while you read that new book. If you want the Gulf beaches they are about 12-15 min. away and stretch for miles or a day of museums in downtown St Pete is a special treat and just waiting to entertain you for hours on end. The monthly fee includes all utilities (except electric)and even internet, wi-fi, and cable.

5955 30th Avenue S Unit 105, South Pasadena

Listing courtesy of LUXURY & BEACH REALTY INC. 727-800-5906
$1,599,000
TB8510646 MLS
Positioned on one of Central Avenues most recognized and heavily traveled commercial corridors, 5308 Central Avenue, St. Petersburg presents an exceptional opportunity for investors, owner-users, or developers seeking premier visibility in the heart of the city?s thriving west-central market. This highly visible property benefits from outstanding frontage along Central Avenue, strong daily traffic counts, and immediate access to Interstate 275, connecting it seamlessly to downtown St. Petersburg, Tampa, and the Gulf beaches. Surrounded by established neighborhoods, growing residential density, and a vibrant mix of retail, dining, and professional services. Whether repositioned for retail, office, medical, or mixed-use potential, 5308 Central Avenue stands as a rare chance to secure a strategic asset in one of Tampa Bay?s most dynamic and supply-constrained commercial submarkets.

5308 Central Avenue, South Pasadena

Listing courtesy of CENTURY 21 BEGGINS. 813-658-2121
$169,990
2 Beds ⋅ 2 Baths ⋅ TB8508888 MLS ⋅ Jamison BLDG.
**ASK ABOUT SELLER CREDIT TOWARDS BUYERS CLOSING COSTS, PREPAIDS OR RATE BUYDOWN BEING OFFERED FOR ALL CONVENTIONAL AND VA BUYERS!**. Come and experience modern coastal living in this beautifully updated 2-bedroom, 2-bath residence! Offering 1,120 square feet in the highly sought-after waterfront community of Town Shores of Gulfport. This move-in ready condo combines stylish upgrades with comfort and convenience just moments from the vibrant Gulfport waterfront district. Inside, you'll find fresh interior paint, new luxury vinyl flooring, updated baseboards, and impact-rated windows throughout for added peace of mind and energy efficiency. The spacious primary suite features a fully remodeled en-suite bath with contemporary finishes and thoughtful design. The kitchen offers the convenience of rare gas cooking, making meal preparation a pleasure for home chefs and entertainers alike. The functional split-bedroom layout provides flexibility for guests, home office space, or seasonal living, while generous natural light enhances the inviting interior atmosphere. Relax and enjoy the Florida lifestyle from your private living spaces within this well-maintained waterfront community. Residents of Town Shores enjoy an extensive selection of amenities including multiple heated pools, tennis and pickleball courts, shuffleboard, clubhouse and social spaces, fitness opportunities, marina access, waterfront walking areas, and a wide variety of community activities and events. Located just blocks from downtown Gulfport, this home places you near local restaurants, coffee shops, art galleries, waterfront parks, Gulfport Beach, the marina, and popular community events. Convenient access to downtown St. Petersburg, area beaches, Tampa International Airport, and major commuter routes makes this an exceptional opportunity to enjoy the best of Florida Gulf Coast living. Whether you are seeking a full-time residence, seasonal retreat, or low-maintenance coastal property, this updated condo offers comfort, style, and an unbeatable location in one of Pinellas County’s most unique waterfront communities. Book your private showing today!

2960 59th Street S Unit 405, South Pasadena

Listing courtesy of CORCORAN DWELLINGS. 727-888-4663
$199,000
1 Beds ⋅ 1 Baths ⋅ TB8509716 MLS ⋅ Shore Towers BLDG.
Wake up to shimmering water views every day in this beautifully updated 1-bedroom condo in the desirable Shore Towers 55+ building— perfectly positioned on the shores of Boca Ciega Bay. Bright, open, and generously sized, this residence offers peaceful living. The kitchen has been tastefully refreshed with crisp white shaker cabinetry, granite countertops, a full suite of stainless steel appliances, and a warm bamboo Roman shade that brings in just the right coastal texture. The open living area flows effortlessly, showcasing sweeping views of the bay through large windows in your Florida room — a daily reminder of why you chose waterfront living. Featuring a large primary bedroom with a walk-in closet, and a bathroom equally impressive, featuring a marble-look granite vanity, white shaker cabinetry, brushed nickel fixtures, and coastal-inspired accents that carry the breezy theme throughout. Life at Shore Towers goes well beyond your front door. The community amenities are exceptional — dive into the resort-style pool, challenge a neighbor to shuffleboard, or fire up the grills in the al fresco dining area. The private dock is a dream for fishing, kayaking, and paddleboarding, and the sunsets from the waterfront are simply unmatched. The fully equipped clubhouse features a social room with pool tables, a fitness center, and a full kitchen — everything you need for an active, connected lifestyle. Ideally located just 5 minutes from the world-renowned St. Pete Beach and 15 minutes from the vibrant energy of downtown St. Petersburg, this is Tampa Bay living at its finest — relaxed, beautiful, and right on the water.

1868 Shore Drive S Unit 212, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 727-380-2067
$229,000
1 Beds ⋅ 2 Baths ⋅ R4911260 MLS ⋅ Diplomat BLDG.
One or more photo(s) has been virtually staged. Best Waterfront Value in the Community! Live like you’re on vacation in this beautifully updated 1 bedroom, 1.5 bath condo located in the desirable Diplomat Building of the waterfront Town Shores 55+ community. Enjoy unobstructed water views and spectacular sunsets from this resort-style community designed for active Florida living. This move-in ready condo features an updated kitchen with brand new stainless steel appliances (2026), a gas stove, tile flooring throughout, electric hurricane shutters, new lighting (2026), and a new front door (2026). The condo also conveys with a deeded parking space (#118) and additional storage space is included, perfect for beach chairs, holiday decorations, bicycles, and more. A laundry facility is located in the building for added convenience. Town Shores offers an impressive list of amenities including 4 heated pools, tennis courts, pickleball courts, bocce ball, shuffleboard, kayak storage, bike storage, a marina with boat slips available for annual rental, a clubhouse, fitness room, and his/her saunas. The monthly condo fee covers cable, internet, water, sewer, trash, gas, pool maintenance, grounds maintenance, and more for worry-free living. Ideally located just a few blocks from vibrant Downtown Gulfport where you can enjoy dining, shopping, entertainment, waterfront parks, and Gulfport Beach. South Pasadena shopping, Downtown St. Petersburg, and the beautiful Gulf Beaches are all within easy reach. Don’t miss your opportunity to own a piece of paradise in one of Gulfport’s most sought-after waterfront communities. Schedule your private showing today!

5980 Shore Boulevard S Unit 907, South Pasadena

Listing courtesy of EASY REALTY. 321-895-4636
$425,000
TB8510405 MLS
Under contract-accepting backup offers. Unbeatable Gulfport Opportunity! Prime, Cleared Double Lot with Unmatched Development Potential. Rarely available, this cleared double corner lot at 3102 57th St S is a developer's dream or the perfect spot for your custom dream home—or two! The City of Gulfport has confirmed that this property can be divided into two new buildable lots, offering flexibility for two single-family homes or a multi-unit project. Enjoy a quintessential coastal lifestyle in the heart of Gulfport's Historic Arts District. The location is truly exceptional: it is just one block from Gulfport Beach and Shore Blvd, and only three walkable blocks to the vibrant shops, dining, arts, and entertainment along Beach Blvd. The property is zoned Residential Low Medium (RLM), providing incredible flexibility for development. Permitted uses include ~ Single-Family and Duplex Dwellings ~ Townhouse or Multi-Family Dwellings ~ Public Park or Recreation Facility ~ Daycare Center or Church ~ Assisted Living Facility, Educational-Related Facilities. With a lot size of approximately 9,000 SqFt, this is a unique and sought-after investment opportunity in one of St. Pete's most desirable neighborhoods. Build your legacy here!

3102 57th Street S, South Pasadena

Listing courtesy of KELLER WILLIAMS ST PETE REALTY. murraycoleman@kw.com
$109,999
1 Beds ⋅ 1 Baths ⋅ TB8509010 MLS ⋅ 1115 BLDG.
LOCATION!! Price Improvement!! This condo is priced to sell! All ages are welcome here. 1.6 miles to St. Pete Beach or 7 miles to downtown St Pete, right on the Sun Runner route to both. Here is your 2nd floor "high and dry" condo just .2 miles to Bay View Park on the water where you can fish, enjoy the playground or statuary. Across the street from shopping and dining, plus the bowling and the winery. Leave the car at home. This Move-In Ready, 1 Bedroom, 1 Bath condo in popular Les Chateaux. The 1 year old HVAC and air handler will keep you cool! A brand new dishwasher has also been added. The home is light and bright, and boasts a big primary bedroom and huge walk in closet as well. Storage closets are on site for your bike or paddle board. You can swim year-round in the heated pool or entertain in the well-equipped 2 story clubhouse. This is a perfect place to call home year-round or perfect for your winter residence.

1115 Rue Des Chateaux Unit 2A, South Pasadena

Listing courtesy of REALTY EXPERTS. 727-888-1000
$2,395,000
6 Beds ⋅ 6 Baths ⋅ TB8509812 MLS
Virtually Staged. Under Construction. Experience elevated luxury coastal living in this exceptional new construction duplex residence at 7045 Hibiscus Ave in highly desirable South Pasadena. Thoughtfully designed for today’s discerning buyer, each expansive residence offers approximately 2,200 square feet of sophisticated interior living space plus an incredible 800-square-foot private rooftop terrace designed for entertaining, sunset gatherings, and enjoying Florida’s year-round outdoor lifestyle.Each 3-bedroom, 3-bath residence features private elevator access, a spacious open-concept floor plan, soaring ceilings, premium designer finishes, impact-rated windows and doors, and seamless indoor-outdoor flow. The chef-inspired kitchen is expected to showcase high-end cabinetry, premium appliances, elegant countertops, and an oversized island ideal for both everyday living and entertaining.The luxurious primary suite is designed as a true retreat with spa-inspired bath accommodations, generous walk-in closets, and refined modern detailing throughout. Private oversized 2-car garages with bonus storage/flex space provide exceptional functionality rarely found in coastal luxury living.Built to current construction standards with elevated design principles for enhanced resilience, efficiency, and peace of mind, this exceptional property offers the advantages buyers are increasingly seeking in newer coastal construction.Perfectly positioned just minutes from award-winning Gulf beaches, vibrant dining, marinas, shopping, downtown St. Petersburg, and easy Tampa access, this is a rare opportunity to own a brand-new luxury coastal residence in one of Pinellas County’s most desirable waterfront communities.Pre-construction opportunities may allow early buyers the ability to explore finish selections and customization options. Back Yard Pool package and terrace swim spa optional. Optional rear garage door or sliding glass door. ** The AI generated backgrounds in exterior renderings are not exact, but give a close repesentation of the surroundings.

7045 Hibiscus, South Pasadena

Listing courtesy of GULFSIDE REALTY SALES. 727-272-1618
$375,000
4 Beds ⋅ 2 Baths ⋅ TB8509348 MLS
Under contract-accepting backup offers. Welcome to this beautifully updated BLOCK HOME just minutes from the vibrant waterfront community of Gulfport. Thoughtfully designed with flexibility in mind, this home offers a layout that adapts to today’s lifestyle—whether you’re hosting family, working from home, or simply looking for room to spread out and enjoy. Step through the front door into a bright and open living space where the kitchen, dining, and living areas flow seamlessly together. At the heart of the home, the spacious kitchen features granite countertops, abundant cabinetry, stainless steel appliances, and a large island that naturally becomes the gathering place for family and friends. Step outside to the FULLY FENCED BACKYARD, where alley access, a fire pit area, picnic space, and plenty of room to personalize create the perfect setting for relaxing evenings, weekend gatherings, and enjoying Florida’s year-round outdoor lifestyle. There’s ample space to create the backyard oasis you’ve been dreaming about. Ideally located near Gulfport’s eclectic restaurants, waterfront parks, art district, and community events, while also offering quick access to Downtown St. Petersburg, St. Pete Beach, and major Tampa Bay commuting routes, this home delivers the perfect blend of convenience, character, and lifestyle.

5025 9th Avenue S, South Pasadena

Listing courtesy of KINEST REALTY. 727-212-0021
$1,050,000
3 Beds ⋅ 2 Baths ⋅ TB8508927 MLS
One or more photo(s) has been virtually staged. Exceptional waterfront opportunity in the highly desirable Yacht Club Estates. Situated on a private waterfront lot, this beautifully updated 3-bedroom, 2-bath residence offers an open-concept floor plan designed for both everyday living and entertaining. The updated kitchen serves as the heart of the home, featuring expansive bar seating on both sides and a seamless flow into the living and dining areas. The split-bedroom layout provides added privacy, while thoughtful updates throughout create a move-in-ready waterfront retreat. Step outside to enjoy the private pool, waterfront patio, 10,000-pound boat lift, and direct access to the Intracoastal Waterway. Whether you are heading out by boat, fishing from your backyard, or enjoying a sunset cruise, this property delivers the Florida waterfront lifestyle buyers seek. Yacht Club Estates is one of Treasure Island's most sought-after waterfront communities, known for its wide streets, deep-water canals, and convenient access to beaches, dining, shopping, and downtown St. Petersburg. A fantastic opportunity to own a beautifully updated waterfront home offering privacy, boating access, and exceptional value in a premier location.

8008 13th Avenue S, South Pasadena

Listing courtesy of BEACH & BAY REALTY LLC. 727-595-0366
$220,000
2 Beds ⋅ 1 Baths ⋅ GC540312 MLS ⋅ 4 BLDG.
Located in vibrant Gulfport and overlooking the Pasadena Yacht and Country Club Golf course, this beautifully updated 2-bedroom, 1-bath fourth-floor Golfiew Condominums unit offers the perfect combination of coastal ambiance, investment flexibility, and incredible convenience! Ideally situated within walking distance to Stetson University College of Law and the charming Gulfport Art District, this partially furnished condo is just minutes to St. Pete Beach, and downtown St. Petersburg with only a half hour commute to Tampa International Airport! With the ability to lease the unit up to three times per year for four months at a time, this condo presents an exceptional opportunity for seasonal owners, investors, or anyone looking to enjoy part-time Florida living while generating rental income from snowbirds, students, or long-term guests. Golf View Condominiums is a beautifully maintained Spanish Mediterranean-inspired community featuring secure gated entry, elevators, stucco architecture, fresco-style tile accents and a stunning U-shaped layout centered around a lush courtyard and sparkling resort-style pool. Residents enjoy a large lounge area, picnic pavilion with grills, and a relaxed coastal atmosphere that feels both private and inviting. Situated on the top floor, this light and bright residence offers incredible views overlooking the picturesque courtyard and pool area. Enter the condo and you’re greeted by a spacious living room filled with natural light and upgraded hardwood flooring. Just beyond, the dining area flows seamlessly into the modern kitchen featuring granite countertops, beautiful wood cabinetry and stainless steel appliances. Two oversized bedrooms feature upgraded hardwood floors and generous closet space while providing flexibility for guests, a home office, or additional living space. The shared bathroom has been thoughtfully updated for ADA compatibility. Additional features include one covered parking space, one additional assigned parking space, and an air-conditioned private storage locker perfect for bikes, luggage, and beach gear. This is an exceptional opportunity to own a stylish, move-in-ready condo in one of Gulfport’s most charming and centrally located communities.

6100 Gulfport Boulevard S Unit 402, South Pasadena

Listing courtesy of KELLER WILLIAMS GAINESVILLE REALTY PARTNERS. 352-240-0600
$399,900
2 Beds ⋅ 2 Baths ⋅ TB8507494 MLS
This newly remodeled, 2-bedroom, 2-full bathroom solid block bungalow offers the perfect blend of historic charm and modern luxury in the heart of Gulfport’s vibrant Art District. Positioned on a picturesque, hand-laid brick street, this home places you steps away from the eclectic Tuesday Fresh Market, lively festivals, and famous Boca Ciega Bay sunsets. This home has been completely updated with fresh interior and exterior paint, giving it a crisp, turn-key feel. The open living space flows into a fully updated kitchen featuring brand-new stainless steel appliances. With two full, completely renovated bathrooms, this home ensures modern comfort and style in every corner. The spacious outdoor patio is a true standout, offering a versatile space for entertainment or your latest creative projects. After a day at the nearby beach, enjoy a refreshing rinse in the private outdoor shower. The fully fenced yard provides a safe sanctuary for pets, and don't forget to grab a fresh mango! Start your mornings on the sweet front porch, a classic feature perfect for sipping coffee and greeting neighbors on one of Gulfport's iconic historic brick-lined streets. Whether you are looking for a creative retreat or a coastal sanctuary, this bungalow captures the very best of Florida’s most artful community. Note: Roof 2018. AC 2018. Electric & plumbing 2025. All permits & inspections completed & receipts available.

2920 57th Street S, South Pasadena

Listing courtesy of HOMESMART. 407-476-0461
$385,000
3 Beds ⋅ 2 Baths ⋅ TB8502546 MLS
Virtually Staged. WATERFRONT! Welcome to 6650 Hibiscus Ave. South - a Mid Century waterfront home located in sought-after South Pasadena. This home offers a rare opportunity to enjoy a tranquil natural environment without sacrificing convenience, could be a great short-term vacation rental located on boatable water. Just minutes from the 'Old Florida' charm of Gulfport, the beautiful sands of Treasure Island and St. Pete Beach, great restaurants, shopping, galleries, vibrant downtown St. Pete, and 2 International Airports - it's the perfect balance for today's Florida living. This concrete block home features a generous split floor plan with 3 bedrooms and 2 full bathrooms (hall bath and primary en-suite bath). There's lots of storage in this home - plus a large bonus room / office area with water views, an attached utility / storage room, a designated laundry room with washer & dryer hookups, and a large 1-car garage with a 9 ft. wide door and automatic opener. Enjoy a low-maintenance tropical landscape with established mature palms and shrubs. Updates include a new roof in 2016, solar panels in 2020, A/C system in 2023, and water heater in 2024. This is truly a unique opportunity to live on the water in this amazing area - your waterfront gateway to fun and adventure, with plenty of room on your back patio for entertaining and relaxing in your tranquil private oasis. Your backyard also has perfect access for kayaking, paddleboarding, fishing, and boating - with access to Boca Ciega Bay and the Gulf of Mexico. Or simply enjoying your backyard watching the wildlife, or the sun setting on the water - keep a lookout for your local Manatee or Dolphin swimming by! According to the current owner, the home was impacted with about 4 inches of water during hurricane Helene in 2024, the current owners also said it was the first time they had experienced any flooding since purchasing the property in 1995. This waterfront home is just waiting for your renovation, remediation and personal design touches. A floating dock may be added for your boat or kayak, buyer and buyer's agent should verify with the county for feasibility, specifications and permitting of any dock. All measurements are approximate. Buyer and buyer's agent to verify all information, measurements, renovation and permitting requirements. No wholesalers or contract assignments. Property is being sold as-is, where-is. NO REPAIRS!

6650 Hibiscus Avenue S, South Pasadena

Listing courtesy of FOREVER FLORIDA REAL ESTATE. 727-440-6444
$475,000
3 Beds ⋅ 3 Baths ⋅ A4692739 MLS
MOTIVATED SELLER! NO FLOOD INSURANCE REQUIRED! Move right into this beautifully updated 3BR/2.5BA Gulfport home featuring new luxury vinyl plank flooring, a stunning remodeled kitchen with new stainless steel appliances, modern cabinetry, granite countertops, and a 10-foot breakfast bar that's perfect for entertaining. A new full-size stackable washer and dryer is also included. All bathrooms have been tastefully renovated, including the private primary en-suite. Major upgrades include a BRAND-NEW ROOF, NEW A/C, newer windows, and recent termite tenting, providing peace of mind for years to come. Enjoy Florida living in the fully fenced backyard featuring a large covered patio, room for a pool, and a mature mango tree. Located in a walkable, bike-friendly neighborhood just minutes from Gulfport Beach, the marina, vibrant arts district, restaurants, and shopping. Perfect as a primary residence, vacation home, or investment property. Move-in ready and priced to sell.

5813 18th Avenue S, South Pasadena

Listing courtesy of SAVVY AVENUE, LLC. 888-490-1268
$189,900
2 Beds ⋅ 2 Baths ⋅ TB8506117 MLS ⋅ Jamison BLDG.
FURNISHED and NEVER HAD WATER INTRUSION!!! Walking distance to the beach and downtown Gulfport... Welcome to resort style living in this beautifully updated, first-floor furnished condo in the highly desirable Town Shores community - positioned at a higher elevation than many neighboring residences and no history of water intrusion. This spacious two bedroom, two bath residence, with plenty of storage space, offers 1,120 square feet of comfortable living space with an open concept floor plan designed for easy Florida living. Enjoy peace of mind with newer impact windows, updated flooring, and an updated kitchen with newer kitchen appliances, ready for everyday living or seasonal enjoyment. Your dedicated carport (#19) is conveniently located just steps away from your front door and an end parking space! Experience worry free living in this vibrant 55+ waterfront community, where the monthly HOA fee includes cable TV, internet, water, gas (for cooking and heating), trash and more- leaving you responsible for only electric! Town Shores residents enjoy an impressive array of resort style amentiies, including four heated pools, a fitness center, billiards room with multiple pool tables, indoor shuffleboard, library, game rooms, tennis, pickleball, bocce ball, shuffleboard courts, a recreation center, and an active social clubhouse. Boat slips are available for rent at the marina, and kayak launches with easy access to the water with no reservations needed. Step outside to your always shaded backyard patio, so no need for an umbrella... where the heated pool, community gas grill, and poolside restroom facilities are just steps away! Ideally located only three blocks from the charming waterfront arts district of Gulfport, you'll enjoy easy access to local restaurants, boutiques, art galleries, live entertainment, and convenient public transportation. Plus, you're just minutes from award-winnning Gulf beaches, vibrant downtown St. Petersburg, and approximately 30 minutes to Tampa International Airport. Schedule your private showing today - this exceptional opportunity will not last long~

2960 59th Street S Unit 105, South Pasadena

Listing courtesy of COLDWELL BANKER REALTY. 727-360-6927
$399,000
2 Beds ⋅ 1 Baths ⋅ TB8504106 MLS
Under contract-accepting backup offers. Charming Opportunity in a Very Nice Neighborhood! Nestled among beautifully maintained homes and higher-priced properties, this charming 2-bedroom, 1-bath residence offers incredible value and potential. Featuring a new roof and a 4-year-old A/C system, this home provides peace of mind for years to come. The property includes a one-car garage, a private well with sprinkler system, and a fully fenced oversized backyard—perfect for outdoor living, entertaining, or even adding your dream pool. The spacious yard offers endless possibilities for expansion or customization. An additional highlight is the rear alley access, providing convenient extra parking or private entry options. Priced at appraised value, this home presents an excellent opportunity to purchase in a prime location at a fair and well-supported price. Located in a quiet, well-established neighborhood, this home is ideal for buyers looking to enjoy the benefits of a great area at an attractive price point. Please note: Sale is subject to probate court approval.

559 Villagrande Avenue S, South Pasadena

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982
$169,000
1 Beds ⋅ 1 Baths ⋅ TB8506052 MLS ⋅ Antiqua BLDG.
Beautiful Waterfront Lifestyle! This maintenance free condo sits directly in front of wide open amazing waterfront! Gated community. Featuring a new kitchen, new kitchen appliances, new bathroom, new high impact sliding glass doors, tilt-in windows for easy cleaning, New hot water heater, HVAC new in 2021. Spectacular water views! Remodeled and move-in-ready! The rooms are spacious and bright! The windows are tilt-in for easy cleaning. Assigned covered parking in front of the condo. This bright and cheerful condo is only steps away from the pool. Amazing sunsets and water view from the spacious living room and bedroom. Nice large kitchen window! Bay Island is a sought after gated 55+ community offering incredible recreational facilities, a social director - full calendar of social activities, library, banquet rooms, billiard room, card rooms, two tennis courts, his and her fitness centers, six pools and so much more! The condo fee covers water, sewer, trash, cable, internet, 24-hour gated security, building insurance. It's nice that St. Pete Beach is less than one mile away, and under 25 miles from Tampa International Airport. Unbeatable value! Move-In ready! Within minutes to restaurants, shopping, beaches, festivities and so much more!

7560 Bay Island Drive S Unit 149, South Pasadena

Listing courtesy of CHAMPIONS BEST REALTY LLC. 727-366-8446
$274,900
2 Beds ⋅ 2 Baths ⋅ TB8501599 MLS ⋅ Groton BLDG.
"LIVE THE FLORIDA LIFESTYLE' Experience waterfront living at its finest in this fully renovated 2-bedroom, 2-bathroom condo corner unit, on the water with amazing views watch the dolphins jumping or fish right in your back yard. This light filled condo showcases all-new Appliances, New A/C high end updates throughout. designed for both comfort and style this residency offers a perfect blend of modern elegance and serene water views. The patio just off the sunroom adds to a delightful place to have your morning coffee, or evening cocktail and watch the beautiful west coast sunsets. Make it your luxury get-a-way or great investment property. Additional storage and covered parking right near your front door. The community offers an abundance of amenities, beautiful pools, bocce courts, shuffleboard, pickleball, lovely club house and so much more. Located walking distance to Quaint downtown Gulfport offering restaurants, theatre, shopping, the Tuesday market and lots of Art. 30 minutes to Tampa International Airport, 15 minutes to downtown St Petersburg with sports venues, theatres, museums, restaurnats and shopping.

5940 30th Avenue S Unit 115, South Pasadena

Listing courtesy of RE/MAX PREFERRED. 727-367-3636
$125,000
1 Beds ⋅ 1 Baths ⋅ TB8502966 MLS ⋅ 00 BLDG.
Fully Renovated First-Floor Corner Condo in South Pasadena – Minutes from St. Pete Beach Experience the best of Florida living in this beautifully renovated 1-bedroom, 1-bath first-floor corner-unit condo located in the heart of South Pasadena, one of the most desirable communities in the Tampa Bay area. Filled with natural light and designed for easy, low-maintenance living, this move-in-ready residence offers the perfect combination of comfort, convenience, and modern style. The open-concept floor plan features a spacious Great Room that flows seamlessly into a stunning all-white kitchen with brand-new stainless-steel appliances, contemporary cabinetry, and generous counter space, creating an ideal setting for both everyday living and entertaining. The oversized bedroom includes a walk-in closet and ample storage, while major 2025 upgrades—including a new HVAC system, water heater, electrical, plumbing, flooring, fixtures, and appliances—provide peace of mind for years to come. As a desirable corner unit, the home enjoys additional privacy, a private side entrance, and direct access from a paved walkway, with the heated community pool just steps away. Residents enjoy resort-style amenities including a clubhouse, game room, gazebo, putting green, assigned parking, guest parking, tropical landscaping, and scenic walking paths. Ideally situated across from shopping, dining, and everyday conveniences, this location places you just minutes from St. Pete Beach, Treasure Island, waterfront parks, marinas, fishing, boating, Tyrone Square Mall, and vibrant downtown St. Petersburg. Whether you're searching for a year-round residence, winter retreat, retirement home, vacation getaway, or investment property, this fully renovated South Pasadena condo offers exceptional value, modern upgrades, and an unbeatable Florida lifestyle near the Gulf beaches.

6960A Sunset Drive S Unit 1B, South Pasadena

Listing courtesy of COLDWELL BANKER REALTY. 727-360-6927
$399,000
3 Beds ⋅ 3 Baths ⋅ TB8503119 MLS
'LIVE THE FLORIDA LIFESTYLE' Beautifully appointed 3-bedroom, 3-bath townhome located on the 7th hole of the highly sought -after Pasadena Yacht and country club. This home offers stunning, tranquil views an exceptional lifestyle. New roof 2025 providing peace of mind and modern efficiency. newer hot water heater, granite counter tops, and much more. The spacious layout features generous living areas, abundant natural light, seamless indoor and outdoor living ideal for entertaining. Large second master bedroom upstairs with in-suite bathroom, walk-in closet, and two private balconies. Covered parking with extra storage, and a very pet friendly community. Located just 3 miles to beautiful St Pete Beach, shopping, restaurants. A short 30-minute drive to Tampa International Airport. 15 minutes to vibrant downtown St Petersburg offering Museums, Sports venues, Restaurants and shopping. Located 5 minutes from Gulfport's quaint downtown With Tuesday market, it's an Artist dream town. PET FRIENLY COMMUNITY ANY SIZE, LOCATED JUST AROUND THE CORNER FROM STETSON LAW SCHOOL

6305 Pelican Creek Crossing Unit D, South Pasadena

Listing courtesy of RE/MAX PREFERRED. 727-367-3636
$499,900
2 Beds ⋅ 2 Baths ⋅ TB8504581 MLS ⋅ 7893 BLDG.
Welcome to the largest and rarely available corner unit in Harbourside, offering 1,445 sq ft of living space, 2 oversized bedrooms, and an expansive 180 sq ft glass-enclosed Florida room. This beautifully updated first-floor residence lives like a private villa and is located in the highly sought-after waterfront community of Harbourside. From the moment you step inside, you’re greeted by a modern, updated kitchen featuring sleek gray wood cabinetry, granite countertops, a breakfast bar, and stainless steel Samsung appliances (just 2 years old). A cozy café-style eat-in nook adds charm and functionality. The spacious living and dining area is enhanced by luxury vinyl flooring and elegant crown molding, and flows effortlessly into multiple seating areas—perfect for both relaxing and entertaining. A cozy fireplace anchors the oversized living room, creating a warm and inviting atmosphere. The primary retreat offers generous space, a walk-in closet, and a beautifully updated en-suite bath with granite countertops and a glass-enclosed shower. The second bedroom is equally impressive—large enough for a king-sized bed—with a built-in office space and its own full walk-in closet. The guest bathroom stands out with a stylish glass bowl sink and a jacuzzi tub as a statement feature. Enjoy true indoor-outdoor Florida living with a large enclosed sunroom plus a separate covered patio, where you can relax and take in lush greenery and peaceful bay views. Additional upgrades include hurricane-impact windows and major systems—AC, water heater, and electrical panel—all replaced in 2020,. Residents of Harbourside enjoy resort-style amenities in a guard-gated setting, including a 1.5-mile waterfront walking trail, tennis, pickle ball and shuffleboard courts, heated pool & spa, 2 fitness centers with sauna, clubhouse with social activities, and a full-service marina. The home also includes a private carport directly in front of the building, ample guest parking, and EV charging stations. The condo fee incorporates extensive recent upgrades—including a new roof, building painting, and electrical updates—as well as completed milestone compliance, enhancing long-term value. Strong reserves have been established, and comprehensive financials are available for review. This is the largest corner unit in Harbourside, combining space, upgrades, and an unbeatable lifestyle. A rare opportunity to own a piece of paradise.

7893 Sailboat Key Boulevard S Unit 101, South Pasadena

Listing courtesy of LUXURY & BEACH REALTY INC. 727-800-5906
$294,900
2 Beds ⋅ 2 Baths ⋅ TB8503890 MLS ⋅ Yorktown BLDG.
Welcome to Bay Island — a beautifully maintained, guard-gated 55+ waterfront community overlooking the sparkling Boca Ciega Bay. This 3rd-floor unit offers wide-open water views the moment you step inside. Watch dolphins play, boats drift by, and enjoy nightly sunsets from your private balcony. This spacious 2-bedroom, 2-bath condo is designed for comfort and convenience, featuring an in-unit washer & dryer, a dedicated storage locker, and covered parking just steps from the building entrance. Bay Island is known for its vibrant, active lifestyle with a full calendar of social events and 24-hour security. Residents enjoy six heated pools, a waterfront tiki hut with BBQ grills, a marina with boat slips available through a sign-up list, and a first-class clubhouse offering pool tables, card rooms, a library with internet access, and separate his & her fitness centers, each with saunas and spas. A scenic 1.25-mile waterfront walking path wraps around the community, perfect for morning walks or evening strolls. Located just minutes from St. Pete Beach, restaurants, shopping, and vibrant downtown St. Petersburg — with quick access to Tampa — this community truly has it all. Enjoy resort-style living with unmatched amenities in one of the area’s most desirable 55+ waterfront communities.

7910 Sun Island Drive S Unit 302, South Pasadena

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 727-828-8615
$759,000
4 Beds ⋅ 2 Baths ⋅ TB8503600 MLS
Virtually Staged. This is a buyer's advantage price! What could be the sellers' loss, could soon be your gain! It is bittersweet for the sellers, who relocated out of state for work, that they have to sell this absolutely stunning property, but they are excited for the future homeowners to enjoy this exquisite home! Yacht Club Estates is a very sought-after neighborhood just beyond Causeway Isles and is perfectly located near our award-winning beaches. As you drive over the bridge to Yacht Club Estates, you will be surrounded with multimillion dollar estates and beautifully landscaped properties. As you pull into the driveway, you will be mesmerized by the character of this Spanish-style home. The charming front porch is open to allow for a relaxed seating area and firepit, while being framed by mature landscaping for an intimate setting. The entry of the home offers a dedicated foyer with immediate closet on your right for jackets, umbrellas and outerwear. The attached garage also enters into this foyer as well. The home is extremely versatile offering you options on dining space, living space and possibly creating an office in the 4th bedroom. The floorplan lays out the split bedrooms for easy comprehension of the layout. The interior has been elegantly renovated with sleek finishes and up-to-date styles that give a classic appearance. The work was permitted and done with care. Since updating, this house has not been lived in and offers brand new, never used GE appliances. Newer LG washer and dryer are located in the garage. Just beyond the foyer you can create a breakfast nook, coffee bar or reading area. The living room to the left of the entry is also very versatile and spacious. Extra seating at the oversized quartz countertop offers additional eat-in kitchen space. You can create a sunroom, family room, game room or additional dining on the backside of the home. This is truly a MOVE-IN READY residence that allows for your personal touches to elevate a true sense of serenity. The yard is completely fenced in and private to enjoy evenings in the back courtyard to unwind with friends and neighbors. The home does not currently have a POOL, but has room to put one in. Renderings and quotes NOW AVAILABLE!! Oh, did I mention that this home has an assumable loan at 4.5%!!! Schedule your private showing today before this home is no longer available!

1200 80th St S, South Pasadena

Listing courtesy of EXIT SUNCOAST REALTY. 727-620-3948
$949,500
2 Beds ⋅ 2 Baths ⋅ TB8501928 MLS ⋅ Baywatch At Harbourside BLDG.
Rarely available Penthouse unit with panoramic Intracoastal and Gulf views. Baywatch at Harbourside in South Pasadena. Beautiful updated unit with two bedrooms plus den, two full baths, and 1,910sq.ft. of living area. Spectacular water views across the rear. In 2020 major renovations with all new luxurious master bath suite, new second bathroom, and kitchen remodeled with walls being removed. 30ft. rear balcony with Southern exposure offering year round balcony time. Sit and enjoy the active Intracoastal waterway, the Corey Causeway Bridge, Fireworks, boat parades, and endless hours of Mother nature with Dolphins, Manatees, Ospreys and more. Other features: granite tops in kitchen with newer appliances, hurricane windows and sliders, plantation shutters, inside laundry with new washer washer and dryer, two newer A/C systems, 9ft. ceilings through out, wet bar in living room, hurricane shutters, one garage parking space and one covered parking space and so much more! Harbourside community is gated with 24 hour security, a 1.6 mile waterfront walking trail, marina with 87 boat slips (available at times for rent or purchase), kayak racks, multiple heated pools, heated spa, men and women's separate gyms, tennis courts, pickle ball courts, shuffleboard courts, gas grills, car washing station with free air and vac, charging stations for electric cars, a recently renovated Clubhouse with endless activities along with library, billiards room, work shop, and more. This South Pasadena location is a short stroll to the beautiful Gulf Beaches, Interstate 275, and vibrant downtown St. Petersburg. Harbourside is pet friendly and allows units to be rented with a three month minimal rental period. Come live in one of the very nicest and well built communities in all of Pinellas County. Be sure to vies the beautiful virtaul tour.

7882 Sailboat Key Boulevard S Unit 605, South Pasadena

Listing courtesy of COLDWELL BANKER REALTY. 727-381-2345
$199,900
2 Beds ⋅ 2 Baths ⋅ TB8503713 MLS ⋅ Shore Towers BLDG.
Welcome to waterfront living in the highly desirable 55+ community of Shore Towers in South Pasadena. This beautifully updated ground-floor 2-bedroom, 2-bathroom condo offers a light and bright interior with modern finishes throughout. Recently remodeled from floor to ceiling following storm impact, the unit features a brand-new galley kitchen complete with shaker cabinetry, granite countertops, stainless steel appliances, and recessed can lighting. Luxury vinyl plank flooring runs throughout the main living areas, while the spacious Florida Room at the rear showcases ceramic tile flooring, large windows, and tranquil water views, perfect for entertaining or relaxing. A convenient utility/storage room is also located off the Florida Room. The primary suite includes dual closets, an interior window with rear water views, and a fully updated ensuite bathroom with a sleek glass-enclosed shower. The guest bathroom has also been tastefully renovated. Enjoy resort-style amenities with direct access to the Intracoastal waterfront grounds, including a pool, dock/pier for fishing or lounging, and a recreation center with fitness area. Additional features include one assigned parking space, ample guest parking nearby, shared laundry facilities on the same floor, and multiple elevators within the building. Ideally positioned just minutes from St. Pete Beach, as well as local dining, shopping, and entertainment options. Move-in ready and perfect for enjoying the Florida lifestyle.

1868 Shore Drive S Unit 104, South Pasadena

Listing courtesy of SMITH & ASSOCIATES REAL ESTATE. 727-342-3800
$159,000
2 Beds ⋅ 2 Baths ⋅ TB8501778 MLS ⋅ Kenmore BLDG.
PRICE IMPROVEMENT!! Don’t miss out on this LIGHT, BRIGHT AND MODERN POOLSIDE 2ND FLOOR UNIT with sleek European style in the Kenmore building at Town Shores of Gulfport ... a premier 55+ community with resort-style amenities! Priced to sell quickly, this charming unit is being offered FULLY FURNISHED AND TURNKEY to make it perfect either for a vacation getaway or your permanent forever home. The Kenmore is one of only two buildings at Town Shores with a secure lobby for extra safety and peace of mind. The building also withstood the previous storms with no damage or water intrusion. You will appreciate the roomy open floor plan (1,120 sq ft) with two spacious bedrooms, two full baths and a pleasant and comfortable sunroom with views of one of the four heated pools in the community … plus, a large storage closet that can even fit a bicycle! The floor plan features a primary bedroom with an ensuite bath, window to the sunroom and double built-in closets for extra storage, plus a guest room with a dedicated hall bath. This well cared for unit emits a sense of style and design flair with neutral wall tones, flooring, newer light textured carpet, LIGHT WOOD TONE IKEA FURNITURE … all which convey with the unit. Other unit features and highlights include a newer HVAC (2023), a deeded carport (#53) and is conveniently located on the same floor with the laundry, just steps away from the elevator. The monthly HOA fee includes a Spectrum Bulk internet and wireless package, natural gas for cooking and hot water, flood and building insurance, and pool, landscaping and exterior maintenance. Town Shores has its own private marina and slips (as they become available), 4 heated pools, an active Clubhouse with weekly social events, a tennis/pickleball court, shuffleboard, bocce ball and kayak storage. This vibrant community is just a short distance from the fun, active and artsy village of Gulfport and its famous Tuesday Fresh Market and lively First Friday Art Walks. You are also just blocks away from the Gulfport public beach, restaurants, quaint inns, cafes, art galleries and boutiques! Town Shores is conveniently located just 30 minutes from Tampa International Airport and is a short drive to the cultural mecca of downtown St. Pete and the award-winning Gulf coast beaches. Schedule a showing today for this upbeat and modern unit around the corner from Gulfport Village!

2850 59th Street S Unit 205, South Pasadena

Listing courtesy of CENTURY 21 COASTAL ALLIANCE. 727-867-8633
$399,000
3 Beds ⋅ 2 Baths ⋅ R4911135 MLS ⋅ Diplomat BLDG.
Rarely available and highly sought-after, this 3-bedroom, 2.5-bath waterfront corner residence on the 9th floor of The Diplomat offers an exceptional opportunity to enjoy the best of Gulfport's Town Shores community. With 1,700 square feet of living space, this move-in-ready home is the perfect canvas to make your own. The newer, updated kitchen with granite counters and solid wood cabinets and a remodeled primary bath which includes a spacious walk-in shower provide modern comfort, while engineered hardwood flooring graces the living area, primary suite and guest bedroom. Every bedroom features a spacious walk-in closet, and the entire home has been freshly painted in soft Alabaster with crisp white trim and doors for a bright, timeless look. This home boasts an ensuite washer and dryer! Enjoy added peace of mind with hurricane shutters on the east and south-facing windows and a new storm door. The home also includes an assigned covered carport space on the 1st row near the building entrance and a private, secure storage space on the 9th floor. Ideally located near the Town Shores clubhouse and resort-style amenities, this waterfront residence combines breathtaking views, generous living space, and an unbeatable location in one of Gulfport's most desirable communities. Whether you're searching for a full-time residence or the perfect retirement retreat, this exceptional home offers the Florida lifestyle you've been dreaming of.

5980 Shore Boulevard S Unit 901, South Pasadena

Listing courtesy of TAMPA HOME SALES, INC.. 813-244-9303
$599,500
2 Beds ⋅ 2 Baths ⋅ TB8495792 MLS
'Welcome to your fully renovated oasis! Whether you're a first-time home buyer, a busy young professional, or looking to downsize for retirement, this stunning 2-bedroom, 2-bath with "ADDITIONAL BONUS ROOM" This home has been meticulously updated, offering the perfect blend of style and durability. Enjoy carefree lifestyle offering modern upgrades and an unbeatable location. This residence features a brand-new A/C, all new electrical system, and all new Samsung premium stainless-steel appliances including new Samsung washer and dryer. The interior showcases luxury vinyl flooring throughout and a fully updated kitchen with quartz countertops, soft close solid wood cabinets. Both bathrooms have been completely remodeled with new vanities, toilets, and a beautifully updated shower. Enjoy peace of mind with all-new hurricane impact windows and doors, combining safety with energy efficiency, partial new roof. The open concept kitchen is perfect for the home chef. A nice addition is the large room off the kitchen which could be used for a family room/den or office. This home offers the upgrades of a new build without the wait. The garage with convenient alley access, providing a private entrance and a street-side curb appeal. Ideally located just 5 minutes from shopping and public transportation, 10 minutes to downtown Gulfport with its art studios restaurants, and boutiques, 15 minutes to vibrant downtown St. Petersburg offering shopping, sports venues, museums, dining and shopping, and only 30 minutes to Tampa International airport. Move-in ready with high-end finishes and a prime location -this home delivers both style and convenience. SELLERS MAY CONSIDER HELPING WITH CLOSING COST WITH THE RIGHT OFFER.

662 Villagrande Avenue S, South Pasadena

Listing courtesy of RE/MAX PREFERRED. 727-367-3636
$649,000
3 Beds ⋅ 2 Baths ⋅ TB8497954 MLS ⋅ Windwards/8 BLDG.
Excellent location!!! This 1st floor corner unit has beautiful wide water views of Boca Ciega Bay. A blank slate, all the demolition has been done. Remodel to your own taste. It’s uncommon for these end units with the large balconies to come up for purchase. The building is offset, which maximizes the water views from your living room, dining room, and balcony. Both front and rear balconies. All fire sprinkler heads have been replaced. The unit also features Hurricane Shutters on every opening and Hurricane Impact sliders and windows. The building features a new roof. Reserved parking space under the building, #158. Harbourside is a guard gated (24 hour) complex with many amenities including pool, his and hers fitness centers, shuffleboard, pickleball, tennis, hot tub, electric car charging stations, car wash stations, recently renovated clubhouse with many social events throughout the year, library, card room, billiards room, arts and crafts room, wood working area, yoga and water exercise classes. There is a 1.5 mile walkway around the complex along the waterfront which is lit up for nightly walks. Come see what resort living in Florida is all about. You can live your tropical, island dream here in Harbourside.

7932 Sailboat Key Boulevard S Unit 101, South Pasadena

Listing courtesy of COASTAL PROPERTIES GROUP. 727-493-1555
$239,900
3 Beds ⋅ 2 Baths ⋅ TB8499905 MLS ⋅ Jamaica BLDG.
Under contract-accepting backup offers. Priced to sell, motivated sellers Wonderful water views from both the front and back highlight this top-floor 3-bedroom unit in a secure, quiet, and highly active 55+ waterfront community. Enjoy elevated views and added privacy in one of the most desirable locations in the Bay Islands. This residence offers custom features not commonly found, including a spacious pantry, upgraded lighting, and a beautifully designed lighted divider between the living and dining areas. Take in the Florida lifestyle with scenic walks along the 2-mile seawall, where dolphins and manatees are often spotted, or head to the beach less than 1.5 miles away. The community is rich in amenities, featuring a waterfront clubhouse, fitness center, billiards room, card room, library, sauna and spa, multiple heated pools, tennis and pickleball courts, shuffleboard, BBQ areas, marina access, and a full calendar of social events and activities. Experience resort-style living with endless opportunities for relaxation and entertainment—everything you need right at your doorstep.

7401 Bay Island Drive S Unit 337, South Pasadena

Listing courtesy of WEICHERT, REALTORS - NEXON. 813-422-2568
$198,000
1 Beds ⋅ 2 Baths ⋅ A4690977 MLS ⋅ - BLDG.
Unit is totally redone from drywall in. Owner will rent unit for up to a year with full price offer. This is a 1st floor 1br 1.5 ba condo with patio. New cabinets, granite counters 12-foot ceilings. New 8 ft PGT hurricane sliders in living and bedroom. Easy in and out for pets. Unit in Bay Island complex with awesome amenities including 6 pools, clubhouse with exercise rooms. Tiki huts with gas grills on bay. Social director with scheduled activities. Guard gate will be off Pasadena Ave. Name will be left for security gate. Ceramic tile flooring throughout. New ac July 2024. Water softener with tankless water heater. Bay Island is a wonderful 55 over waterfront living community with 6 pools. tennis, pickleball social activities thru social. committee. Marina with slips available.

7400 Sun Island Drive S Unit 107, South Pasadena

Listing courtesy of FLATFEE.COM. 954-965-3990
$195,000
2 Beds ⋅ 2 Baths ⋅ TB8499850 MLS ⋅ Manchester BLDG.
Welcome to Town Shores, a highly sought after 55+ community in Gulfport, nestled along beautiful Boca Ciega Bay. this spacious 2-bedroom, 2-bathroom condominium offers approximately 1250 sq. ft of comfortable living space, featuring a bright and airy layout with generous living and dining areas, ample storage, and great potential to make your own. Enjoy resort-style amenities including multiple heated pools, a vibrant clubhouse, tennis and pickle ball courts, shuffleboard, and a scenic waterfront picnic area-perfect for soaking in Florida's coastal lifestyle. Ideally located just minutes from charming downtown Gulfport, where you'll find local shops, restaurant, hi art galleries and easy access to stunning Gulf Beaches. A wonderful opportunity to own your slice of paradise in a welcoming, amenity-rich community. The Manchester does not require a one-year ownership period prior to leasing. Owners may lease their unit subject to HOA approval and avalabilty within the community's rental cap.

6025 Shore Boulevard S Unit 303, South Pasadena

Listing courtesy of GULFPORT REALTY. 727-289-5500
$249,900
2 Beds ⋅ 1 Baths ⋅ TB8500262 MLS ⋅ Golfview 1 BLDG.
Located across the street from Stetson Law School. This condo features two generously sized bedrooms, one full bathroom, and an additional half bath, making it ideal for comfortable living. Conveniently located near the beach, this property offers an exceptional coastal lifestyle. Residents can enjoy a variety of amenities, including a refreshing pool, a secure entrance for added peace of mind, relaxing hammocks, a grill area perfect for outdoor gatherings, and beautifully landscaped grounds that create a resort-style ambiance. This property presents a remarkable investment/rental property.

6100 Gulfport Boulevard S Unit 414, South Pasadena

Listing courtesy of COASTAL HOME ADVISORS RE. 727-977-8500
$232,900
2 Beds ⋅ 2 Baths ⋅ TB8499668 MLS ⋅ Shorecrest BLDG.
One or more photo(s) has been virtually staged. Seller is motivated and looking for offers! With 1250 square feet, two bedrooms and two baths, this waterfront paradise is move in ready. With the building's new roof last year, the HOA fees were just reduced to $658 and all milestones were completed years ago. This unit has an incredible walkout waterfront view on the first floor in a garden like waterfront setting. The community has a heated pool and access to a second pool across the street, along with many fun amenities. There are various clubs and gatherings opportunities, Exercise room, clubhouse, Kayak launch and storage, fishing pier, cornhole, gas grills, library and card room. The community provides gas water heating and cooking as well as cable/Internet package included in your HOA fees. Each unit has access to a large storage closet with plenty of space for your bikes. This unit includes flood barrier systems on the front and rear doors for extra protection. The primary bedroom has a sliding door to let in the waterfront view from the Florida Room for very open feel. The bathrooms are both updated as well and include safety bars. The kitchen is gorgeous, with newer appliances and custom grade wood cabinets, the chef will feel right at home. 2022 HVAC is regularly serviced. The Shorecrest building is solid concrete, not frame, and this unit is very close to the dedicated parking spot #2 and first floor laundry room. In unit laundry is possible if you wanted to change out the dishwasher. The monthly newsletter will give you plenty of opportunities to connect with the friendly residents here. This island community is very walkable and centrally located to everything you are looking for. 1.5 miles to St Pete Beach, .3 miles to the Orange Groves winery, 1.5 miles to shopping, dining, and Bowling. Downtown St Pete is 8 miles driving, or take the sun runner to and from downtown or the beaches. The building is walking distance (.5 mile) to Pasadena Marina, so bring your boat and enjoy waterfront beauty and convenience at a great price. ***Room sizes are approximate please see floor plan.

1847 Shore Drive S Unit 117, South Pasadena

Listing courtesy of REALTY EXPERTS. 727-888-1000
$224,900
2 Beds ⋅ 2 Baths ⋅ TB8497304 MLS ⋅ Eton BLDG.
Welcome to coastal living in the highly sought-after 55+ waterfront community of Town Shores in Historic Gulfport! This rare first floor unit has a new kitchen, luxury vinaly flooring, paint, plumbing, electric, A/C unit, lightning, & new front door! Your new residence has its own car port parking spot and plenty of guest parking close by. Also included is an assigned storage unit. Enjoy the added bonus of a FLORIDA ROOM—perfect for morning coffee, reading, or relaxing while taking in the peaceful surroundings. Laundry facilities are located nearby for added ease. Town Shores delivers true RESORT-STYLE AMENITIES, including 3 HEATED POOLS, tennis courts, pickleball, shuffleboard, bocce ball, kayak rentals, and plenty of lifestyle activities over at the clubhouse . The clubhouse features many liftstyle activities and includes fitness center, game rooms, & billiards. Whether you're looking for relaxation or an active lifestyle, this community has it all. The Hoa is well funded and the roof is about 5 years old. Hoa dues include gas (hot water heater & oven), water, cable & internet, maintenance, trash, pest control, & insurance coverage on the building. Located just minutes from DOWNTOWN GULFPORT, you’ll love the walkable waterfront district filled with local restaurants, boutique shops, art galleries, and weekly events. Plus, you’re a short drive to DOWNTOWN ST. PETERSBURG, award-winning GULF BEACHES, and major airports. Whether you're searching for a full-time residence or seasonal retreat, this is your opportunity to enjoy LOW-MAINTENANCE LIVING in one of Gulfport’s most desirable communities. Don’t miss your chance to own a piece of paradise—schedule your private showing today!

3128 59th Street S Unit 110, South Pasadena

Listing courtesy of ALL FLORIDA REALTY GROUP. 813-551-1507
$1,800,000
TB8494269 MLS
NEVER FLOODED! PRIME GULFPORT ART'S DISTRICT LOCATION! Near the busy waterfront with many distinguished bars, restaurants, shops and boutiques. Close proximity to the beautiful sandy Gulfport beach and pier. This commercial, mixed-use building Includes, two - one bedroom, one bath apartments and four Individual workshop/studios. This property can be used for commercial and or residential purposes. The surrounding businesses bring a significant amount of foot traffic year-round. This is a rare Investment opportunity that will pay off for years to come.

5437 29th Avenue S, South Pasadena

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402
$105,000
1 Beds ⋅ 1 Baths ⋅ TB8497981 MLS ⋅ Barclay/91592 BLDG.
Under contract-accepting backup offers. Enjoy living in this wonderful Community of Town Shores of Gulfport. The Barclay Building is a 3 story smaller building in the Community. Very close and friendly residents located across from the Town Shores Marina. Beautiful glistening waters day and night. Town Shores offers community activities, 4 heated pools, shuffleboard, bocce, tennis, pickleball, fitness room, clubhouse, puzzle room, community room, library etc. The condo is very appealing, affordable and the right size for winter residents and visitors. Convenient curb parking.

3010 59th Street S Unit 309, South Pasadena

Listing courtesy of SELLERS EXPRESS REALTY INC. 727-347-0187
$485,000
3 Beds ⋅ 2 Baths ⋅ TB8498794 MLS
This is a turn-key property, not a staged home. It’s fully renovated and truly move-in ready. Whether you’re packing your clothes to settle in today or searching for the perfect second home in the Sunshine State, this property has it all. Experience luxury living in this beautifully updated residence, offering just under 1,700 sq. ft. with 3 bedrooms and 2 bathrooms. An open floor plan and neutral color palette create a warm, inviting ambiance, complemented by brand-new flooring throughout. The spacious kitchen features custom cabinetry, quartz countertops, a modern glass backsplash, and all-new stainless steel appliances. The lavish primary suite is a true retreat with a spa-liken-suite bath. Step outside and enjoy your own private paradise with lush landscaping and a gazebo patio—perfect for gatherings and outdoor relaxation. You can move in with peace of mind, knowing that the roof, windows, and air conditioning are all brand new. The location is equally impressive—just steps from a little over a mile to the beach, minutes to the vibrant Gulfport Arts District, a short drive to downtown St.Petersburg, and about 15 miles to Tampa International Airport. Don’t miss your chance to own this exceptional home. Schedule your private showing today!

6750 W Flamingo Way S, South Pasadena

Listing courtesy of DALTON WADE INC. 888-668-8283
$295,000
2 Beds ⋅ 2 Baths ⋅ TB8497860 MLS ⋅ Diplomat/#212 BLDG.
I am excited to share a new featured listing that you won’t want to miss. We currently have a lovely two-bedroom, two-bathroom waterfront condo available in historic Gulfport, FL. This unit features a unique split floor plan that situates the primary bedroom opposite the second bedroom and directly on the water. Residents can wake up to endless bay views and unwind to breathtaking sunsets every evening. The property has also been significantly updated to include brand-new hurricane impact thermal windows, new luxury vinyl flooring throughout, and brand-new vanities in both bathrooms. Additionally, the open-concept floor plan provides ample space for entertaining guests while enjoying the Florida lifestyle. This Condo is Located in the much sought after Town Shores water front Community located just steps from Historic Downtown Gulfport & Gulfport Beach! Town Shores has plenty of amenities to choose from including four heated pools, two located on the waterfront! A full two story clubhouse with complete fitness room with saunas, eight table billard hall, card rooms and a second story ball room for special events! There also a community dog park and picnic park complete with barbecue grill! There are also pickleball/tennis, bocce, shuffle board courts! Kayak storage area as well! Don't delay, this unit will not last long! Call today!

5980 Shore Boulevard S Unit 405, South Pasadena

Listing courtesy of SELLERS EXPRESS REALTY INC. 727-347-0187
$389,900
2 Beds ⋅ 1 Baths ⋅ TB8496629 MLS
This charming retreat is located in the vibrant downtown area of Gulfport just a few blocks from Beach Boulevard where you’ll discover eclectic shops, art galleries, lively restaurants/bars plus the popular Tuesday Fresh Market. Enjoy unbeatable proximity to the Gulfport Pier, marina, beach, parks, playgrounds, recreation center, theatre & library. With year-round events & activities plus quick access to downtown St. Petersburg & the Gulf beaches, this location truly offers the best of Florida living. Step inside this elevated, vintage 2 bedroom, 1 bath home & be greeted by a spacious enclosed front porch perfect for morning coffee or evening wine. The bright living room features hardwood floors flowing into a dining area & galley kitchen. Both bedrooms fit queen size beds with the larger bedroom offering a walk-in closet for added convenience. There is a detached studio with a bathroom & laundry room. The fully fenced yard backs up to an alley & includes a storage shed along with ample off-street parking via a long brick driveway. Newer roofs, A/C and main water heater. Recent termite treatment with a transferable warranty. Located in the AE flood zone. Fantastic investment opportunity, vacation home or winter escape. Furnishings & décor are negotiable. Don’t miss your chance to own this unique, vintage Gulfport gem.

2907 Clinton Street S, South Pasadena

Listing courtesy of COASTAL PROPERTIES GROUP. 727-493-1555
$450,000
2 Beds ⋅ 2 Baths ⋅ TB8494579 MLS ⋅ Sunrise Bldg 12 BLDG.
Welcome to Sunrise at Harbourside! Experience waterfront living at its finest in this stunning 3rd-floor, 2-bedroom, 2-bathroom condo overlooking the serene Boca Ciega Bay. This unit perfectly blends peace of mind with an active resort lifestyle, featuring brand-new high-impact windows and sliding doors that frame beautiful water views from your private balcony. The interior is finished with sleek, uniform tile flooring throughout. Updates include a 2016 Trane AC and hot water heater is 2009. For added convenience, the unit comes with a dedicated under-building parking space (#107), keeping your vehicle..cool and protected. There are two storage units, one on the balcony and the other near the elevator. Located in a premier island community, the amenities are unmatched: A scenic 1.5-mile walking trail encircles the island, complemented by 5 tennis courts and a dedicated pickleball courts. Choose from 6 swimming pools, unwind in the hot tubs or sauna, and stay active in multiple on-site gyms. When Constructing Harbourside, JMC the contractor used Solid Steel reinforced concrete construction rather than hollow concrete blocks. Amenities include 6 swimming pools, 5 tennis courts with Pickle ball courts, 2 fitness centers, Men and Women's Gyms, Jacuzzi, saunas, shuffleboard, multiple outdoor gas grills, Wood Working shop, Library, Card Room, Billiard room, 3 car wash station with vacuum & air, 4 Car Charging stations, Marina with 3 docks and 87 deeded slips. There is no deeded slip to this unit but there are slips available to rent or purchase from other owners. A Clubhouse with a full social agenda and a 1.5 mile walking trail around the island to exercise or walk your pet. Sun Rise allows owners one pet under 20 pounds. Come and enjoy Resort style living at it's best. Whether you're looking for a year-round residence or a vacation getaway, this condo offers the perfect coastal retreat. Furniture and furnishing's include

7979 Sailboat Key Boulevard S Unit 306, South Pasadena

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982
$349,900
2 Beds ⋅ 2 Baths ⋅ TB8492189 MLS
Under contract-accepting backup offers. Welcome to this Pristine Vintage MID-CENTURY MARVEL, single-story block home that sits on a spacious corner lot, in a desirable NON-FLOOD zone, offering peace of mind and plenty of outdoor space. Featuring 2 generously sized bedrooms with built in closets and 1 and 1/2 baths, this home provides 1,420 square feet of comfortable living. Recent updates include a new roof (Jan. 2018), upgraded 150-amp electrical service (2018), and a brand-new air conditioning system (2024). The home was also professionally tented for termites on March 31, 2026, adding an extra layer of confidence for buyers. Inside, you'll find fresh interior paint throughout the house. In addition, a new Hot Water Heater is being installed week of 8/24/26. Step into an oversized living and dining area showcasing beautiful original terrazzo floors and a unique retro charm. The full bathroom stands out with vibrant tile work and has 2 step-in showers, offering both character and functionality. The kitchen features all-wood cabinetry, a built-in oven, a cooktop stove, a large refrigerator, add your personal touch to make it your own. The dining room is just waiting for your table and chairs with plenty of space for your family and friends. Off from the dining room are sliding glass doors leading to the nice sized Florida Room, which is an excellent space to relax after a long day or starting your morning with a hot cup of coffee, it also gives access to the attached extra-large 1 car garage that has ample room for your vehicle as well as extra storage space, along with laundry hookups and a convenient half bath with utility tub/sink. This property is perfect for buyers looking for solid construction, thoughtful updates, and those that love the Mid-Century Vibe—all in a PRIME LOCATION, as it is only 1 mile from the Stetson Law School and downtown Gulfport. Once you visit the hidden gem of Gulfport, an unspoiled waterfront village brimming with independent boutiques and restaurants, you will understand and want to be part of this vibrant community. Locals will tell you, “There’s always something going on in Gulfport!” You’ll delight in this charming small town’s art festivals twice a month, market day every Tuesday, live music, delicious restaurants, beautiful parks and public pickleball courts, plus a performing arts theater, library and first-rate senior center. Located only 10 minutes away from stunning gulf beaches, 15 minutes to Downtown St. Petersburg, 20 minutes to the St. Pete/Clearwater airport and just 30 minutes to Tampa International Airport make the location of your new home or home away from home even sweeter.

5800 21st Avenue S, South Pasadena

Listing courtesy of GULFPORT REALTY. 727-289-5500
$379,000
2 Beds ⋅ 1 Baths ⋅ A4689798 MLS
Virtually Staged. Buyer’s change of plans = your opportunity! 2/1 in Gulfport Arts District with detached studio structure. Fully renovated 2025. Offered below recent appraised value. This completely renovated 2-bed home in Gulfport, Florida offers a rare blend of flexibility, location, and all-new systems. The main home features a bright, efficient layout with updated finishes throughout and all new appliances installed in 2026, creating a clean, move-in ready space with modern comfort. A standout feature is the detached rear studio structure, complete with a full bathroom and dual closets. This versatile space can be used as a guest area, private office, creative studio, or flex space. Every major system was replaced in 2025 including a new metal roof, HVAC, water heater, electrical, and plumbing, offering true peace of mind for years to come. Fresh updates throughout give the home a crisp, refreshed feel while maintaining its Gulfport charm. Situated outside of a flood zone with no HOA restrictions, this property offers both security and freedom. The location places you in the heart of the Gulfport Arts District, just blocks from downtown Gulfport’s restaurants, shops, waterfront parks, and vibrant local events, and only about 10 minutes to downtown St. Petersburg. This 2-bed home in Gulfport is a unique opportunity for buyers seeking a move-in ready home with flexible-use space in one of the area’s most character-filled neighborhoods. All room measurements and square footage are approximate and should be independently verified by buyers.

5211 25th Avenue S, South Pasadena

Listing courtesy of THE KEYES COMPANY - SARASOTA. 941-362-4100
$294,900
3 Beds ⋅ 1 Baths ⋅ TB8497285 MLS
Charming 3-bedroom, 1-bath home in the heart of Gulfport! This property features durable vinyl flooring throughout, a beautifully updated kitchen with granite countertops and custom cabinetry, and a layout designed for comfortable everyday living. Step outside to a private backyard—perfect for relaxing or entertaining year-round. Ideally located just minutes from downtown St. Petersburg, award-winning beaches, marinas, parks, and Gulfport’s vibrant arts district. A great opportunity for a primary residence or investment in one of the area’s most desirable communities.

5117 12th Ave S, Gulfport, Fl Unit 33707, South Pasadena

Listing courtesy of IMPERIO REAL ESTATE. 727-748-4017
$1,275,000
3 Beds ⋅ 2 Baths ⋅ TB8496015 MLS
Live the ultimate Florida lifestyle in this waterfront pool home on Boca Ciega Bay. Welcome to 7172 S Shore Drive in South Pasadena, where 90 feet of water frontage, a private dock, and a boat lift set the stage for effortless days on the water and unforgettable sunsets from your own backyard. Designed for indoor-outdoor living, this beautifully renovated 3-bedroom, 2-bathroom home opens seamlessly to an expansive pool area and covered patio—perfect for entertaining, relaxing, or simply enjoying the breeze off the bay. Sliding glass doors flood the home with natural light and frame stunning water views from the main living spaces. The fully updated kitchen features brand-new cabinetry, appliances, and a large center island with cooktop, all thoughtfully positioned to take in the water while cooking and gathering. The oversized primary suite offers a peaceful retreat with tranquil waterfront views, dual closets, and a beautifully updated ensuite bath with a glass walk-in shower. Additional highlights include all-tile flooring throughout, a 1-car garage, interior laundry room, and a newer seawall. With direct access to Boca Ciega Bay and move-in-ready finishes throughout, this is a rare opportunity to own a true waterfront pool home in one of South Pasadena’s most desirable locations.

7172 S Shore Drive S, South Pasadena

Listing courtesy of SMITH & ASSOCIATES REAL ESTATE. 727-342-3800
$529,000
3 Beds ⋅ 2 Baths ⋅ TB8496120 MLS
This amazing Gulfport property has so many great features you will feel like you are home! It is nestled in this beautiful community where you can walk to downtown Gulfport and find beaches, shops, parks, bars, tons of restaurants, and a thriving Arts District. This three bedroom, 2 bath house has a split floorplan and sits on a double lot with alley access and off street parking available. The floorplan even allows for flexibility for multigenerational living by providing an exterior entrance to the primary bedroom where you could close it off to exist as a separate area of the house. It has many new updates: new kitchen with appliances, new water heater, new garage door and opener, newly finished terrazzo floors, and more. The outdoor entertaining space will truly wow you! There is plenty of room for friends and family to gather. The house is surrounded by beautiful xeriscaping and a screened-in porch. There is plenty of room for a fire pit, outdoor kitchen, or even a pool here. Don't miss this chance to be part of this vibrant city!

3014 58th Street S, South Pasadena

Listing courtesy of FOREVER FLORIDA REAL ESTATE. 727-440-6444
$625,000
3 Beds ⋅ 3 Baths ⋅ TB8491037 MLS
Nestled within one of Pasadena’s rare gated communities, this stunning townhome, built in 2016, offers the perfect blend of modern comfort and thoughtful upgrades. Spanning 2,300 sq ft, this impeccably maintained residence is part of an exclusive 30-home enclave designed for easy, luxurious living. Step inside, and you'll find a home customized to perfection. A high-end elevator ensures effortless access to all levels, while the chef’s kitchen boasts added cabinetry, a new stainless steel refrigerator, and a beverage bar—ready to inspire your culinary adventures. Plantation shutters grace the first floor, and the primary bedroom is a true retreat, complete with custom shades, two walk-in closets, and a private balcony. The en suite bath is nothing short of spa-like, featuring a soaking tub, separate shower, and private water closet. A spacious laundry room with additional cabinetry and a new HVAC system (2025) add to the home’s functionality and ease. Built with solid block construction, this property is equipped with hurricane impact windows and doors, offering peace of mind year-round. The financially sound HOA ensures the community remains pristine, with monthly dues covering nearly everything except electricity. Outside your door, the gated community feels like a private retreat. Enjoy the sparkling pool, clubhouse for gatherings, and a dedicated dog park for your four-legged friends (up to two dogs, large breeds are welcome). A spacious two-car garage makes daily life effortless. Located in Gulfport, one of Pinellas County’s most vibrant communities, you’ll be immersed in a town known for its creative spirit, thriving local businesses, and a packed calendar of community events. This is more than a home—it’s a lifestyle. Don’t miss your chance to make it yours!

771 Date Palm Lane, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 727-380-2067
$259,000
2 Beds ⋅ 2 Baths ⋅ TB8491098 MLS ⋅ Casa Prima BLDG.
Investor Opportunity Meets Coastal Lifestyle – South Pasadena Waterfront Living Welcome to Casa Prima, a rare opportunity to secure a waterfront condo in one of South Pasadena’s most desirable boutique communities—at a price well below market value. Currently in the process of restoration following prior flooding, this property offers a unique chance to step into instant equity for buyers with a little patience and vision. Estimated 60-90 day until completion. Located on a quiet peninsula overlooking the tranquil waters of Boca Ciega Bay, this intimate 29-unit community delivers the kind of laid-back coastal lifestyle people move to Florida for. Imagine starting your mornings with coffee by the water, spending afternoons at the waterfront pool and sun deck, or casting a line from the private fishing pier—all just steps from your door. And when you’re ready for sand between your toes, St. Pete Beach is only minutes away. Enjoy easy access to local favorites—charming boutiques, waterfront dining, and vibrant beachside spots—while still tucked away in a peaceful residential setting. This ground-floor 2-bedroom, 2-bath unit offers convenience and accessibility. Whether you’re looking for a future primary residence, vacation getaway, or investment property, this is a chance to buy into a premier waterfront location at a compelling value. With close proximity to both Tampa International and St. Pete-Clearwater airports, getting here is easy—leaving might be the hard part. Buy the lifestyle now, enjoy the rewards later. Opportunities like this in South Pasadena don’t come around often.

1859 Shore Drive S Unit 107, South Pasadena

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402
$169,900
2 Beds ⋅ 2 Baths ⋅ TB8494760 MLS ⋅ Jamison BLDG.
Discover your slice of Florida paradise! This fully-furnished immaculate condo is move-in ready and includes an open floor plan, a brand new furnace (2026, AC 2019), updated bathrooms, hurricane-rated windows (2020 and 2022 installations), a new front door (2020), and a deeded, covered parking space (2025). Natural light illuminates the Florida room which overlooks the newly refinished (2022) backyard, heated pool. This exceptionally managed, 55+ community offers direct water access with boat slips and kayaking ramps, as well as four heated pools, tennis and pickleball courts, shuffleboard, bocce ball, and a clubhouse with a library, dining room, meeting spaces, billiards room, and a calendar full of organized social events. Town Shores also neighbors the vibrant downtown of Gulfport with its excellent restaurants, art galleries, beaches, parks, marina, library, a multipurpose senior center, historical tours, and a dance hall. The Jamison building has passed its Milestone Inspection and Structural Integrity Reserve Study and allows long-term leasing (with some restrictions). Monthly dues include cable, internet, water, sewer, trash, recycling, natural gas, heated community pools, common area maintenance, building insurance and recreational facilities. The only utility you will need to cover is electricity. This well-maintained, tastefully furnished condo with its resort style amenities, offers more than just a home; it's an opportunity to be part of a vibrant, active adult community!

2960 59th Street S Unit 210, South Pasadena

Listing courtesy of PREMIER SOTHEBYS INTL REALTY. 727-898-6800
$440,000
2 Beds ⋅ 2 Baths ⋅ TB8494590 MLS ⋅ 7932 BLDG.
Wake up to shimmering waters and end each day with breathtaking Gulf sunsets in this stunning 4th-floor northwest-facing condo, perfectly positioned along the Intracoastal. From the moment you step inside, you’re greeted by panoramic water views that create a serene, resort-like ambiance throughout the home. The beautiful open-floor plan with spacious living room, dining room, flowing into the well appointed kitchen is perfect for both everyday living and entertaining. Enjoy a unique pass-through window where you can sip your morning coffee while watching boats drift by. Split floor plan! Retreat to the private master suite, tucked away for tranquility, where you’ll find plush carpeting, tranquil water views, and direct access to your covered balcony—the perfect place to unwind and soak in those unforgettable sunsets. Located in the sought-after Harbourside community, this gated, guard-secured enclave offers true resort-style living. Residents enjoy an unmatched array of amenities, including multiple sparkling pools, a soothing spa, tennis and pickleball courts, fitness centers, and a scenic waterfront walking trail. Boating enthusiasts will love the expansive marina, while outdoor lovers can take advantage of kayak storage, grilling areas, and lush grounds. The vibrant clubhouse serves as the social heart of the community, offering spaces for every interest—from billiards and card games to a library and woodworking shop. All of this just minutes from the sugar-white sands of St. Pete Beach and the renowned Gulf Coast shoreline. Whether you're seeking a full-time waterfront sanctuary or a luxurious seasonal escape, this exceptional condo delivers the ultimate Florida lifestyle. Book your showing today!

7932 Sailboat Key Boulevard S Unit 402, South Pasadena

Listing courtesy of KELLER WILLIAMS ST PETE REALTY. murraycoleman@kw.com
$299,000
2 Beds ⋅ 2 Baths ⋅ A4688858 MLS ⋅ - BLDG.
Motivated seller of Shore view#217 is a waterfront 2/2, 55 and over condo in a very convenient south Pasadena location on beautiful south shore dr s. 1 person deed must be 55. 1 assigned parking spot. 1 block to sun runner or PTSA Bus line to downtown St Pete or walk/bike over bridge to top rated st Pete beach. Unit is fully remodeled with many custom features. This unit is priced to sell and comes fully furnished or not. Maintenance fee includes full reserves water, internet, cable and everything else but electric for lights as unit has gas for cooking and ac. Come view this centrally located, updated unit.

1819 Shore Drive S Unit 217, South Pasadena

Listing courtesy of FLATFEE.COM. 954-965-3990
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South Pasadena Florida Homes for Sale

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