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$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

$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

$485,000
3 Beds 2 Baths TB8493614 MLS
Under contract-accepting backup offers. COMPLETELY TURNKEY - DON'T MISS YOUR CHANCE - WILL GO OFF MARKET END OF AUGUST. Welcome home to the beautiful and serene Pasadena Isle - your own private island retreat with only ~150 homes. This beautifully updated 3 bedroom, 2 bathroom homes features a spacious living room which opens naturally into the kitchen that's been thoughtfully redone from top to bottom — quartz countertops, new cabinetry, updated appliances, and a large island that invites people to pull up a stool and stay a while. The freshly polished terrazzo floors carry you through the main living spaces, and a finished concrete accent in the dining area adds just the right amount of character. Both bathrooms have been updated with new vanities, and a new roof and water heater means the big-ticket boxes are already checked. Out back, the covered patio and fully fenced yard with mature landscaping give you a private outdoor retreat. The oversized driveway and 2-car garage have room for the cars, the bikes, and yes, the golf cart too! From here, the white sandy gulf beaches are just a few minutes drive, as are Gulfport's art galleries and waterfront dining, and the energy of downtown St. Petersburg is easily accessible when desired. But pull back into Pasadena Isle and let the quiet island life welcome you home.

6931 Grande Vista Way S, South Pasadena

Listing courtesy of AGENTRY REAL ESTATE LLC. 813-225-1616

$499,999
2 Beds 2 Baths TB8492182 MLS
Live the ultimate coastal lifestyle in this beautifully remodeled, move-in-ready home located in the highly sought-after waterfront community of South Causeway Isles. Just one mile from the white sandy beaches of Treasure Island, this home is perfectly positioned for enjoying the best of Florida living. Its desirable location and thoughtful updates also make it an excellent opportunity for a vacation getaway or income-producing Airbnb investment. Just bring your clothes—this home is truly turnkey and ready for you! This light-filled retreat features a fresh, airy coastal design both inside and out. Completely renovated in 2025 with high-end finishes, the home showcases a stunning kitchen and updated bathrooms, including the hall bath completed in 2025, with quartz and granite countertops and all-new, high-end glass-front appliances. The AC system was installed in 2020, with the condenser replaced in 2025. New Cat 5 windows and a garage door were added in 2023. The spacious primary suite offers a walk-in closet as well as an additional reach-in closet with extra shoe storage. Throughout the home, you’ll find premium wood-look laminate flooring, offering the perfect blend of style, durability, and easy maintenance. The roof was replaced in 2025. Step outside to your private, oversized backyard featuring a beautiful deck and plenty of room to add a pool—perfect for entertaining or relaxing. The fully fenced yard, along with additional double fencing along the Central Avenue side, enhances both privacy and quiet. A double side gate provides convenient storage for an RV, boat, or trailer. Boating enthusiasts will love the nearby public boat ramp, less than two miles away at Jungle Prada de Narváez Park. With the beach just one mile away, a beautiful coastal setting, a spacious backyard, and extensive recent renovations, this exceptional property is perfect as a primary residence, vacation escape, or income-producing investment. Don’t miss your opportunity to own a slice of paradise!

2 79th Street S, South Pasadena

Listing courtesy of RE/MAX ALLIANCE GROUP. 813-259-0000

$597,000
3 Beds 2 Baths TB8493139 MLS
NEW FLOOD QUOTE IS $2356.20 YEARLY! Perfectly positioned for active families seeking the ideal balance of coastal leisure and an effortless daily commute, this impeccably renovated residence in the highly coveted South Causeway Isles neighborhood offers the ultimate modern lifestyle. The location provides the rare luxury of being just minutes from the award-winning sands, vibrant shopping, and dining of Treasure Island, while sitting on the mainland side of the bridge to ensure your morning drive and daily routines remain entirely stress-free. Boasting a generous lot with exceptional curb appeal, the home opens into a stylish, light-filled layout completely updated from top to bottom. Designed with busy daily schedules in mind, the interior features brand-new luxury vinyl plank and tile flooring, fresh neutral paint, and a fully redone gourmet kitchen complete with premium new cabinetry, countertops, and appliances—creating an ideal central hub for morning prep and weekend entertaining alike. The versatile floor plan offers 2,175 square feet of refined, move-in-ready space, including a spacious primary suite featuring a walk-in closet and a private ensuite bath. Outside, the property transitions into a private backyard oasis designed for memory-making, centered around a sparkling in-ground pool and heated spa where loved ones and guests can relax and play year-round. The fully fenced perimeter ensures ultimate privacy and safety for pets, while a dedicated side yard provides the highly sought-after utility of secure boat or RV parking.

7919 Causeway Boulevard S, South Pasadena

Listing courtesy of ACCESS PARADISE REALTY. 727-410-3569

$1,200,000
3 Beds 2 Baths TB8492407 MLS
Virtually Staged. Welcome to waterfront living at its finest in this beautifully renovated 3 bedroom, 2 bathroom home offering 1,898 square feet, a 2-car garage, and breathtaking open water views of Boca Ciega Bay. Perfectly positioned in the quiet and cozy South Pasadena community, Pasadena Isle. This home blends modern updates, natural light, and an effortless coastal lifestyle with quick access to St. Pete Beach, Gulfport, and vibrant downtown St. Petersburg. As you step inside, you are welcomed into a spacious living room centered around a sleek electric fireplace and filled with incredible natural light pouring in from oversized windows overlooking the bay. The space flows seamlessly into the dining area and continues into a second living room where the water views truly take center stage, creating an ideal layout for both relaxing and entertaining. Just off this main gathering space is the updated chef’s kitchen, thoughtfully designed with modern finishes and functionality in mind, all while enjoying stunning sightlines of the water. On the opposite side of the home, you’ll find a well-designed bedroom wing featuring two versatile guest bedrooms and a full bathroom, along with the private primary suite. The primary bedroom captures unobstructed views of Boca Ciega Bay and offers direct access to a large covered and screened side porch - a perfect extension of the living space for morning coffee or evening sunsets. Step outside to your waterfront backyard oasis, complete with a pool, fresh landscaping, and a deep-water dock ideal for boating, kayaking, paddleboarding, and game fishing. With no lift, the dock offers flexible access for a variety of watercraft. Enjoy daily encounters with Florida wildlife, including manatees and dolphins, right from your backyard. Inside, the home has been fully refreshed within the last three years and features luxury vinyl plank flooring throughout, along with fresh interior updates that complement the bright and airy feel. The exterior has also been revitalized with new paint, sod, and landscaping, enhancing curb appeal and creating a welcoming first impression. With an established neighborhood, strong sense of community, and unmatched open water views from the primary bedroom, kitchen, and living areas, this move-in ready waterfront home offers the perfect blend of comfort, style, and coastal convenience.

6984 S Shore Drive S, South Pasadena

Listing courtesy of SMITH & ASSOCIATES REAL ESTATE. 727-342-3800

$499,000
4 Beds 2 Baths TB8490535 MLS
Under contract-accepting backup offers. Virtually Staged. Welcome to your slice of laid-back Florida living in the heart of Gulfport. This spacious 4-bedroom, 2-bath ranch-style home offers comfortable, single-level living with an abundance of natural light throughout. The main living areas showcase beautifully refinished hardwood floors, adding warmth and character to the home. Step inside to find an open and airy layout with plenty of space to spread out, entertain, or simply unwind. A thoughtfully designed master suite addition, completed in 2018, provides a private retreat with added space and comfort. Outside, your backyard oasis awaits—fully fenced for privacy and designed for enjoying the Florida lifestyle year-round. Soak in the hot tub, relax under the pergola on the back deck, or host friends and family. This house also features a newer roof, updated kitchen and bathrooms, an electric car charging unit, and a tankless water heater. Conveniently located in the Pasadena Estates neighborhood of Gulfport. The area is known for its small-town charm and vibrant local culture. Explore Gulfport’s charming Waterfront Arts District with its galleries, shops, and award-winning restaurants. The area hosts year-round events like art fairs and farmers' markets. Outdoor enthusiasts can enjoy quick access to Clam Bayou Nature Preserve for kayaking, paddleboarding, birdwatching, and peaceful walking trails. This home is just minutes from Gulfport Beach, St. Pete Beach, Pasadena Yacht & Country Club and downtown St. Pete. Easily accessible to I-275. Whether you're looking for a full-time residence or a coastal getaway, this home blends comfort, character, and that unmistakable Gulfport charm. NO FLOOD ZONE! NO FLOOD INSURANCE REQUIRED! Call to check out this must-see home today!

6226 8th Avenue S, South Pasadena

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402

$3,495,000
5 Beds 6 Baths TB8492040 MLS
Modern Waterfront Luxury Estate in Pasadena Isles. Discover this extraordinary modern European-style masterpiece by Everstone Development. This stunning elevated two-story waterfront estate features 5 bedrooms, 4 full bathrooms + 2 half bathrooms, and over 4,000 sf of living space. Boasting direct frontage on the Intracoastal Waterway (Boca Ciega Bay), the home offers breathtaking water views and effortless coastal living, just a 5-minute drive from the beach. Wake to the gentle sounds of the water, enjoy effortless days of boating and water sports, and end each evening with spectacular golden sunsets from your own backyard oasis. The expansive open-concept design seamlessly blends indoor and outdoor living with 80 feet of dramatic floor-to-ceiling glass that frames sweeping views of the sparkling pool and serene waterway beyond. Step outside to the expansive 40-foot covered lanai, perfect for year-round alfresco dining and entertaining while soaking in the sunset views. The property includes a large private dock, ready for your boat lift to be installed, ideal for a quick access to some of the area’s best fishing spots. Additional highlights include: A state-of-the-art elevator for effortless access to all levels, a 4-tandem car garage with ample room for vehicles, water toys, beach gear, or a hobby workshop and a private media room. The expansive outdoor living area is a true showstopper, featuring an oversized patio with abundant open space perfect for launching kayaks or paddleboards, hosting lively gatherings, or simply unwinding in style. At the heart of the space sits an outdoor kitchen complete with a built-in grill, offering the ultimate convenience for a dining and entertaining. Whether you're hosting sunset cocktail parties, family barbecues, or relaxed waterfront dinners, this generous area seamlessly blends luxury and functionality. Every vantage point delivers stunning waterfront views across the sparkling pool to the serene Intracoastal Waterway beyond, creating an inviting backdrop that makes every moment feel like a private resort escape. Thoughtful design that prioritizes both luxury and functionality for today’s modern lifestyle. Located just 20 minutes from vibrant downtown St. Petersburg, you’ll enjoy easy access to world-class dining, shopping, cultural attractions, and the iconic St. Pete Pier. This is more than a home — it’s a private waterfront sanctuary where every day feels like a vacation.

7176 S Shore Drive S, South Pasadena

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

$100,000
1 Beds 1 Baths TB8479997 MLS 11 BLDG.
Step into a true blank canvas—this fully renovated condo offers a fresh start with modern upgrades throughout. Enjoy peace of mind with a brand-new HVAC system, new water heater, and enhanced safety features including a storm-rated side door and a 20-minute fire-resistant front door. The back door leads you to a shaded courtyard. Pool, clubhouse and laundry are just steps away from your front door. The interior shines with a complete update: both the kitchen and bathroom feature new cabinetry paired with quartz countertops and contemporary faucets. A full suite of new appliances makes this home truly move-in ready. Perfectly positioned for convenience, this condo is located just across the street from grocery stores, retail shopping, and a variety of restaurants—making everyday living effortless. The beach is only minutes away, and for added ease, the Sun Runner bus stop is right around the corner, offering quick access to both the shoreline and downtown without the hassle of parking. Whether you're looking to live full time or have a second home, this unit offers it all.

6960 A Sunset Drive S Unit 1C, South Pasadena

Listing courtesy of GLOBAL LIFESTYLE LLC. 727-537-6242

$465,000
2 Beds 2 Baths TB8490345 MLS Bldg 11 BLDG.
Live the Florida lifestyle at an exceptional value in Harbourside Resort! This beautifully maintained, furnished 2-bedroom, 2-bath condo offers stunning views of Boca Ciega Bay and is your perfect gateway to Paradise. Located in the highly sought-after Harbourside gated community, this residence combines comfort, convenience, and resort-style living. Inside, you’ll find a spacious, well-designed layout featuring an updated kitchen with elegant cabinetry, striking granite countertops, stainless steel appliances and abundant storage. Luxury vinyl plank flooring flows throughout most of the home, adding a modern touch. The split-bedroom floor plan ensures privacy for guests, while both the main living area and primary suite open to a generous 15-foot balcony—ideal for relaxing and taking in breathtaking water views, marine life, and coastal bird activity. Additional highlights include in-unit laundry, assigned covered parking (#152), and convenient same-floor storage. The Sunrise Building #11 features a new roof (2024) and benefits from low HOA fees. Harbourside is a true waterfront oasis, surrounded by Boca Ciega Bay and designed for an active, coastal lifestyle. Residents enjoy a 1.5-mile waterfront walking trail, 86-slip full-service marina (slips may be available for sale or lease), fishing pier, and kayak storage—perfect for boating and nature enthusiasts alike. Resort-style amenities include a beautiful clubhouse with a large room for social gatherings and events, billiards, library, card and craft rooms, his and hers fitness centers with saunas, and heated pool & spa. In addition, there are 5 tennis courts, 2 pickleball courts, shuffleboard, multiple pools throughout the community, kayak storage, 24-hour guard-gated scurity, EV charging stations, car washing areas, picnic areas with grills and more! The Sunrise complex residents also enjoy their own private pool. Ideally located just minutes from the beaches, Corey Avenue, and vibrant downtown St. Petersburg—home to acclaimed dining, breweries, museums, and art galleries—and within 30 minutes of two international airports. Pet-friendly with 3-month minimum rentals allowed, this is an outstanding opportunity for a primary residence or seasonal retreat. Don’t miss your chance to own a slice of waterfront paradise and live the Florida lifestyle to the fullest!

7979 Sailboat Key Boulevard S Unit 205, South Pasadena

Listing courtesy of BAIRD REALTY GROUP. 727-360-4900

$168,900
1 Beds 1 Baths TB8491595 MLS Eton BLDG.
This UPDATED 3rd floor condo the Eton Building offers waterfront living at its best! This one bedroom one bath deluxe condo has 1060 square feet of living space with an open floor plan. Enjoy worry-free living with a monthly HOA fee of only $743. The HOA fee includes cable TV, internet, water, gas (for cooking. and heating), trash and more, leaving you only responsible for electricity! Residents of Town Shores enjoy an impressive array of amenities including a fitness center (gym), billiards room with a dozen pool tables and indoor shuffleboard tables, a library and multiple game rooms. Outdoor recreation options include shuffleboard courts, bocce ball, tennis and pickleball. The community also offers four heated pools, a recreation center and vibrant social clubhouse. The boat slips can be rented at the Marina, just steps away from this condo. Located just three blocks from the charming waterfront district of Gulfport, residents can easily enjoy a variety of local restaurants, boutiques, art galleries and entertainment. Convenient public transportation provides easy access to St. Petersburg, the nearby beaches and destinations throughout Pinellas County. Not to mention, only 10 minutes from award winning Gulf Beaches, 30 minutes to St Petersburg and Tampa International airports. Schedule your private showing TODAY and experience the beautiful views and relaxed coastal lifestyle this updated condo has to offer.

3128 59th Street S Unit 303, South Pasadena

Listing courtesy of COLDWELL BANKER REALTY. 727-360-6927

$215,000
2 Beds 2 Baths A4687747 MLS
LES CHATEAUX DES ROIS | SOUTH PASADENA – FULLY RENOVATED 2BR/2BA - Now with a NEW ROOF! One of the most extensively updated condos in Les Chateaux, this 2-bedroom, 2-bath condominium offers a level of finish and livability that stands apart from typical inventory in the community. With approximately 960 square feet, this larger floor plan provides functionality and flexibility not found in the more common one-bedroom units. The interior has been thoughtfully upgraded throughout, anchored by a completely redesigned kitchen featuring new cabinetry, granite countertops, tile backsplash, and a full suite of stainless steel KitchenAid appliances. Both bathrooms have been tastefully renovated, and luxury vinyl plank flooring runs seamlessly throughout the home, creating a clean, modern feel. Major system upgrades add significant long-term value and peace of mind, including hurricane-rated impact windows and doors, a newer water heater, and in-unit washer and dryer. The private rear balcony has also been improved with new flooring and screening, offering a comfortable outdoor space to relax. Plus the condo association is replacing the rook and front entrances to all of the building within Les Chateau Des Rois. Not an age-restricted community, Les Chateaux offers flexibility for both full-time residents and seasonal ownership. The location is exceptionally convenient within walking distance to shopping, dining, and everyday essentials, and just minutes to the beaches of South Pasadena. Gulfport, St. Pete Beach, and downtown St. Petersburg are all easily accessible, placing waterfront parks, restaurants, and entertainment within a short drive. A move-in ready opportunity with meaningful upgrades, larger living space, and a location that supports both lifestyle and long-term value.

7001 Place De La Paix Unit 2A, South Pasadena

Listing courtesy of LESLIE WELLS REALTY, INC.. Leslie@LeslieWellsRealty.com

$299,000
2 Beds 2 Baths TB8489908 MLS The Heritage BLDG.
Welcome to resort-style living in the highly sought-after gated 55+ community of Bay Island. This beautifully fully furnished maintained 2-bedroom, 2-bath 2nd floor condo offers 1,045 square feet of light-filled living space and serene waterfront surroundings. The spacious eat-in kitchen is thoughtfully designed with granite countertops, stainless steel appliances, a custom granite backsplash, and solid wood cabinetry—perfectly blending style and functionality. The open-concept floor plan allows for effortless flow between the kitchen, dining, and living areas, all enhanced by abundant natural light. The primary suite is a peaceful retreat featuring stunning water views, a private ensuite bath, and the convenience of an in-unit washer and dryer. A generously sized second bedroom and full bath provide comfortable accommodations for guests or additional living space. Step out onto the covered balcony and unwind while taking in tranquil views of Boca Ciega Bay—an ideal setting for morning coffee or evening relaxation. Additional highlights include Hurricane proof windows, assigned covered parking, separate storage, and ample guest parking for visitors. Bay Island offers an exceptional lifestyle with an array of resort-style amenities, including separate men & women's gym, a social club with a variety of events throughout the year, 6 heated pools, 2 hot tubs, tennis courts, shuffleboard, and boat docks. This community is also pet-friendly, adding to its welcoming atmosphere. Ideally located just minutes from St. Pete Beach, vibrant downtown St. Petersburg, and an easy drive to Tampa, this is coastal living at its finest.

7625 Sun Island Drive S Unit 207, South Pasadena

Listing courtesy of KELLER WILLIAMS ST PETE REALTY. murraycoleman@kw.com

$259,000
2 Beds 2 Baths TB8489184 MLS Shore View BLDG.
Whoa! New price adjustment!! This completely updated two bedroom, two bath unit is a must see!! Just about everything has been renovated and improved, from the windows, kitchen, bathrooms, flooring, lighting, remote controlled ceiling fans throughout, and more. Relax in the Florida Room overlooking the Intracoastal & Boca Ciega Bay, or head downstairs for a dip in the sparkling pool before using the two barbecue grills by the pool. Additionally, there's a large green area out back to read a book or just take in the view of the water and Pasadena Marina. The corner unit allows in plenty of light through the newer impact windows. The assigned parking space is #26 in front of the unit, and there's additional guest parking too. There are two storage rooms in the unit - one off the Florida Room, and one in the kitchen. Condo fee includes water, sewer, trash pickup, gas, cable, and internet. The clubhouse is located at 1888 Shore Dr and includes a fitness center, heated pool, billiard room. card room, ping pong, and library.

1819 Shore Drive S Unit 318, South Pasadena

Listing courtesy of CALDWELL REALTY. 727-321-1212

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