South Pasadena Florida Homes for Sale

South Pasadena Florida Homes for Sale

7176 S Shore Drive S, South Pasadena
$3,395,000
5 Beds ⋅ 6 Baths ⋅ TB8554401 MLS
Virtually Staged. A MODERN WATERFRONT ESTATE, DESIGNED WITHOUT COMPROMISE. Set along 80 feet of Intracoastal waterfront in Pasadena Isle, this newly completed residence by Everstone Development presents a sophisticated interpretation of Florida coastal living—where striking architecture, thoughtful functionality and resort-caliber amenities converge. Encompassing 4,434 SF of refined living space and more than 8,200 total SF, the 5-bedroom residence is framed by mature palms and lush, established landscaping, creating a private tropical arrival. Inside, soaring ceilings and approximately 80 feet of dramatic floor-to-ceiling glass place the water at the center of the experience, capturing sweeping views across the pool and Intracoastal beyond. Reflective window film adds daytime privacy without compromising the views. At the heart of the home, the chef’s kitchen is designed around TWO SUBSTANTIAL ISLANDS—one for preparation and one for seating and service—complemented by solid wood cabinetry, stone surfaces, built-in appliances and wine refrigeration. Indoor living transitions effortlessly to an expansive covered lanai and exceptional waterfront setting with a POOL & HEATED SPA, outdoor kitchen and generous spaces for dining, entertaining and relaxing beside the water. The ground level has been conceived as a true RESORT FLOOR rather than simply utilitarian space, opening directly to the pool and continuing naturally to the PRIVATE DOCK. With 80 feet of waterfront and dockage designed to accommodate larger vessels, the property offers exceptional access for enjoying life on the water. A DESIGNER ELEVATOR WITH STAINLESS-STEEL DOORS serves every level, while the expansive FOUR-CAR GARAGE provides generous room for vehicles, storage and the boating, beach and recreational equipment that accompany the Florida lifestyle. Five bedrooms, 4 full and 2 half baths, a private media room and multiple indoor and outdoor entertaining environments allow the residence to transition effortlessly from quiet everyday living to large-scale entertaining. Beyond the property, the location captures the best of the Gulf Coast lifestyle—minutes from the sugar-sand beaches, boating and waterfront recreation, with nearby dining, shopping and everyday conveniences, while vibrant downtown St. Petersburg is approximately 20 minutes away. Here, days can begin on the water, move effortlessly to the beach and end over dinner downtown. 7176 South Shore Drive is not simply a home positioned on the water. It is a residence designed around it—where architecture, recreation and resort living converge, and the Gulf Coast lifestyle begins at your back door.

7176 S Shore Drive S, South Pasadena

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

7300 Sun Island Drive S Unit 701, South Pasadena
$450,000
2 Beds ⋅ 2 Baths ⋅ TB8548255 MLS ⋅ Admiral BLDG.
Welcome to 7300 Sun Island Dr. #701 at Bay Island in South Pasadena. This sought after end unit residence features 73 feet of wrap-around balconies with spectacular water views of Boca Ciega Bay, the intercoastal waterway, and the Bay Island marina. This beautifully appointed condo is being sold fully furnished, turnkey and truly move-in ready - offering a seamless indoor-outdoor living space and Gulf coastal breezes! Thoughtfully renovated with attention to detail, featuring plantation shutters, plantation bifold doors, custom door casings and 6 inch baseboards. The updated kitchen features a generous open floor plan, newer stainless steel appliances, and east facing windows for your morning sunrises. The split-bedroom layout features a primary waterfront suite with an ensuite bath and walk-in closet. The second bedroom offers balcony water views and works well for guests or as a home office suite. At 1,375 sq. ft. the 2 bedrooms, living room and dining area are spacious, filled with natural light, all with expansive water views! An in-unit full size washer and dryer adds to your convenience, this unit also offers plenty of inside storage - plus a utility closet located off the balcony, and 2 additional assigned walk-in storage units, 1 on the ground floor and the other on the 7th floor next to the elevator. Reverse osmosis system under kitchen sink, HVAC 2018, both HVAC and reverse osmosis system recently serviced. 3 large flat screen TV's included, windows and doors 2020 and new Admiral building roof 2026. As an added bonus 701 features a private gated front entrance balcony with water and sunrise views. This residence comes with a covered parking space, just steps away from the building's front entrance and plenty of visitor parking for your family and guests. For your peace of mind and comfort this end unit comes with electric roll down balcony shutters, and hurricane impact windows and sliders. Entering the building you'll find a newly renovated lobby area, 2 large elevators and a large newly remodeled leisure room with water views and a full catering kitchen. The Admiral Building at Bay Island is a 55+ waterfront gated community that offers an almost endless list of amenities including 6 heated pools, 2 spas, tennis and shuffleboard courts, pickleball, waterfront walking and jogging trails, dog walking areas, on-site marina and fishing dock access, outdoor grilling stations and tiki huts, fitness center, clubhouse space, billiards, plus an active social calendar. Bay Island community has a rear axillary one-way exit bridge to Pasadena Ave. The Admiral building has passed the Milestone and Structural Integrity Reserve Studies. Just minutes from the 'Old Florida' charm of Gulfport, the beautiful sands of St. Pete Beach and Treasure Island, great restaurants, shopping, galleries, vibrant downtown St. Pete, and 2 International Airports - The Admiral at Bay Island is the perfect balance for today's Florida living. Buyer and buyer's agent to verify all information and measurements.

7300 Sun Island Drive S Unit 701, South Pasadena

Listing courtesy of FOREVER FLORIDA REAL ESTATE. 727-440-6444

1444 Corey Way S, South Pasadena
$489,000
2 Beds ⋅ 2 Baths ⋅ TB8553643 MLS
Meticulously renovated with a sophisticated coastal style, this exceptional single-story concrete block home blends elegant finishes with extensive updates to include a complete electrical replacement with service upgraded to 200-amps, hurricane-impact double-pane windows and doors, Dam Easy Flood Barriers at the garage and all exterior doors, a new water heater, and completely renovated kitchen and bathrooms – providing enhanced protection, peace of mind, and worry-free enjoyment. Located in the highly desirable Pasadena Shores neighborhood of South Pasadena, this inviting home welcomes you with a spacious paver driveway accommodating up to six vehicles and a charming front porch. The thoughtfully designed floor plan offers 2 bedrooms, 2 full bathrooms—including a second full bath conveniently located in the garage—plus a light-filled Florida Room, screened-in lanai, and 1-car garage. Inside, luxury vinyl plank flooring, abundant natural light, plantation shutters, and custom craftsmanship trim details create a polished coastal style. The beautifully appointed kitchen features marble countertops and backsplash, solid-wood cabinetry with soft-close pull-out drawers, stainless steel appliances, a remote-control range hood, a gorgeous farmhouse sink, recessed lighting and a built-in desk. A true highlight is the Florida Room, surrounded by three walls of windows and a set of French doors. This versatile space can easily serve as a home office, exercise room, or guest accommodations. A pedestrian door provides seamless access from the Florida Room to your private screened lanai. The completely renovated hall bathroom features a modern walk-in shower, while two comfortable bedrooms are conveniently positioned off the main living area. Step outside to your own private tropical retreat. The covered screened lanai overlooks a fully fenced backyard with a paver patio and lush tropical landscaping—an ideal setting for relaxing, entertaining or enjoying Florida’s year-round outdoor lifestyle. A 220V electrical hookup has been installed for a future hot tub. The air-conditioned outdoor shed provides additional flexible space and storage. Following water intrusion from Hurricane Helene, the home underwent permitted renovations & upgrades, including professional remediation (2024); replacement of drywall to two feet throughout, all new interior and closet doors, fresh interior paint, new baseboards, new Kitchen cabinets and all appliances (dishwasher is approx. 2 years old), complete renovation of both bathrooms, complete electrical re-wire with 200 Amp service, new flooring and baseboard, washer and dryer, Dam Easy Flood Barriers, and new 4” cleanout to sewer pipe (2025). Additional valuable improvements: (2024) hurricane impact exterior doors and 13 hurricane impact double pane windows, electric water heater; (2023) Garage Door; (2022) Water Softener; (2018) Air Conditioning System w/Heat Pump, gutters, remove existing driveway, widen and replace with pavers, rear and side pavers, 6’ White PVC Fence; (2017) Exterior Stucco; (2015) Shingle Roof, Backyard Shed. Reclaimed water for irrigation. Pasadena Shores offers two waterfront community parks located at the ends of Pasadena Shores Drive and 14th Avenue S.—wonderful spots to watch the lighted boat parade, enjoy spectacular sunsets or cast a fishing line. Just minutes from our beautiful Gulf beaches, shopping, dining, parks and everyday conveniences.

1444 Corey Way S, South Pasadena

Listing courtesy of COLDWELL BANKER REALTY. 727-822-9111

1847 Shore Drive S Unit 204, South Pasadena
$189,900
2 Beds ⋅ 1 Baths ⋅ TB8552580 MLS ⋅ Shore Crest BLDG.
How about trading Winter cold for Light and Bright Florida Living as soon as you walk in the door! Comfortable, open floorplan with 1120 Sq - 2 bed/ 1 bath, draws you to the Florida room with a magnificent southeastern view overlooking Boca Ciega Bay, it’s sure to be your Favorite spot to relax. Spacious Living / Dining area leads off to split bedrooms with abundant closet space and storage, and a nicely updated full bath . The current galley kitchen is efficient and has gas cooking plus a double wall oven. There are drawings showing options for a beautiful Kitchen update. Great news, a Washer & ventless Dryer can be added to the new kitchen design and you have a new electric panel and more GFI outlets already installed to work with! Luxury vinyl flooring, updated windows in the Florida room provides more time to relax and enjoy this wonderful condo. This +55 Community has been well managed – it’s a steel reinforced building has a new roof ( thanks Milton) and is currently being updated with trendy new exterior paint, new walkways surfaces. Recent updates include railings, plumbing and laundry and common room over recent years, All Milestone inspections completed. Laundry is available on floors 1, 5 and 8. ShoreCrest community has So much to offer: 2 heated pools, clubhouse, fitness center, library, shuffleboard, extensive waterfront with seating areas on Both sides of Shore Dr., gas grills and 2 piers to fish or just relax and a kayak launch. There are shared storage areas on each floor for bikes, beach supplies, etc. No pets and No rentals creates a community of friendly neighbors and an active social scene. Location provides easy access to our Gulfcoast beaches as well as to dining, sport activities, shopping, the theater and hospital, anything you might want to do! Also the SunRunner Express bus stops very nearby by for easy access to downtown St Petersburg and St Pete Beach, no driving required! If you’ve been dreaming of a waterfront lifestyle, condo #204 at Shore Crest is one to consider!

1847 Shore Drive S Unit 204, South Pasadena

Listing courtesy of FIVE STAR REAL ESTATE OF FLORIDA LLC. 727-748-0707

6075 Shore Boulevard S Unit 512, South Pasadena
$164,900
1 Beds ⋅ 1 Baths ⋅ TB8553246 MLS ⋅ Nottingham BLDG.
Coastal living at it's finest is achieved in this fully furnished 1 bedroom, 1 bath condo in Town Shores, a 55+ community in charming Gulfport. The open layout features 1,060 square feet of living space and connects a spacious kitchen, dining area and inviting living room, creating a comfortable setting for everyday living and entertaining. Ceramic tile floors complement the kitchen’s wood cabinetry, granite countertops, gas cook top range, stainless steel appliances and large island, offering ample space for meal preparation and casual gatherings. The living room and sitting area capture sweeping water views, providing a peaceful backdrop for morning coffee or an afternoon with a favorite book. The main bedroom features cozy carpeting, an abundance of natural lighting, serene water views, and a large walk-in closet. There's also assigned parking for everyday convenience and a large community laundry area. Additional storage, resort style sparkling pools, Tennis and shuffleboard courts are included along with a location within a short distance to downtown Gulfport’s shopping, waterfront dining and local favorites such as Pia’s and Tommy’s. Nearby recreation includes a public gym, basketball courts, boat docks, walking trails and Gulfport beach, all with the area’s top rated Gulf beaches and downtown St. Petersburg a convenient drive away. Whether you’re seeking a year-round home or a furnished seasonal retreat, this condo combines beautiful views, thoughtful features and easy access to the Florida lifestyle.

6075 Shore Boulevard S Unit 512, South Pasadena

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

7425 Bay Island Drive S Unit 105, South Pasadena
$214,500
2 Beds ⋅ 2 Baths ⋅ TB8553400 MLS ⋅ Bahama BLDG.
Bay Islands has so much to offer the +55 resident! A gated waterfront community in S Pasadena, a terrific location between the Gulf beaches and St Petersburg. This lovely updated 2 bed 2 bath - ground level condo enjoys a beautiful east view of the Pass that connects Boca Ciega Bay to the Intracoastal. Get to know the dolphins that pass by every day while you enjoy your coffee! This condo had very minimal water damage from the past storms, yet it has new kitchen and bathroom cabinets, quartz counters, new appliances, and gorgeous hurricane rated windows and 3 panel sliding doors, carpeting and interior paint. even the furnishings are available. There's a hook-up for a stack laundry near the guest bath. Your small pets are Welcome ( 2 pets, 1 dog + 1 cat Or 2 cats ) The Bahama building has owned solar panels on roof that offset everyone water bill. Bay Islands has 6 pools, a Very Active social vibe ! Gorgeous 2 story Rec Center, with Assoc Office - a banquet room with stage and kitchen, bar area, a library, billards and card rooms And his & her gyms with saunas. There is a 1.4 mile walkable seawall surrounding the community - multiple tennis courts and many areas to grill and picnic. And a marina - slips may be available. IF you need to wander, the SunRunner Express bus, just out front will zip you to locations in downtown St Petersburg as well as all along St Pete Beach. THIS could be the lifestyle you've been thinking about

7425 Bay Island Drive S Unit 105, South Pasadena

Listing courtesy of FIVE STAR REAL ESTATE OF FLORIDA LLC. 727-748-0707

2960 59th Street S Unit 215, South Pasadena
$184,900
2 Beds ⋅ 2 Baths ⋅ TB8550775 MLS ⋅ Jamison House BLDG.
WELCOME to your ultimate coastal oasis in the prestigious Town Shores community of Gulfport, Florida! This beautiful 2-bedroom 2-bathrooms, 1250 sq ft end unit condo is perfectly positioned to offer the absolute best of Florida Living. located on the highly desirable sf the second floor of the Jamison building this unit provides the ultimate convenience-giving you the freedom of a quick and easy walk-up if you prefer to by-pass the elevator. Step inside to an expansive, airy floor plan a clean, beautifully staged interior with large tile flooring stretching across the primary living spaces a, sweeping water views of Boca Ciega Bay. Relax in your living area and watch the sky lights up with spectacular sunsets every single day over the tranquil bay. This property represents the best value on the market today. Rare corner unit end unit, you will enjoy a boost in natural sunlight, a more private atmosphere and gorgeous featuring Every day a beautiful with the big windows looking directly at Boca Ciega Bay and also the daily sunsets are amazing! A Premium Waterfront Lifestyle with Total Financial Peace of Mind. Third floor Corner unit with Beautiful Views. Stunning sunsets are your almost every day and intracoastal views from this light filled residence, enhanced by abundant windows and natural light though out. The open plan showcases a beautifully updated kitchen with modern appliances and updated windows. Incudes a carport. The impressive primary suite features an oversized, a large walk-in closet and a private ensuite bathroom. The secondary bedroom is generously sized and offers double closets, ideal for quests or a home office. An oversized hallway closet provides exceptional storage rarely seen in a condo. Unit also comes with a separate storage area. Additional highlights include smooth ceilings throughout, neutral décor, custom ceiling fans and beautiful maintenance-free flooring. Natural gas (which is not common in condos) is included in the monthly condo fee, providing energy for both cooking and heating. Town Shores offers an active and vibrant lifestyle with a large clubhouse hosting social events and activities, four heated pools, a fitness center with sauna, library, bocce ball, tennis/ pickle ball and shuffleboard courts. Ideally located within walking distance to downtown Gulfport, you’ll enjoy ease access to fine dining, cages, shops, galleries and waterfront activities. Live the Good Life in this bright with dazzling views of Boca Ciega Bay and only a short walk to Gulfport Beach. This waterfront condo has 2 bedrooms and 2 bathrooms in this 55+ Community of Town Shores of Gulfport. Skip the hassle and expense of moving trucks and furniture shopping. This condo features contemporary selection of high-end furnishings purchased just 2 years ago for over $25,000. The entire package is meticulously maintained and is completely negotiable to be included with the sale, offering you a seamless, walk-in ready. BUY WITH TOTAL FINANCIAL CERTAINTY. Unlike many coastal Florida hurdles, the Jamison Building offers you complete financial security. Fully Funded Reserves: The association reserves are 100% funded in accordance with State Compliance Laws. The building has successfully passed the mandatory Milestone inspections.

2960 59th Street S Unit 215, South Pasadena

Listing courtesy of RE/MAX PREFERRED. 727-367-3636

1893 Shore Dr. Drive S Unit 216, South Pasadena
$140,000
2 Beds ⋅ 2 Baths ⋅ TB8553312 MLS ⋅ Shore Plaza Bldg BLDG.
Waterfront Value on Shore Drive: Priced to Sell! Why pay $180K+? The last 2/2 in this community sold for just over $180K, and this second-floor unit is priced at $140K. Waterfront living on Boca Ciega Bay at a price you won't see often. This 2-bed, 2-bath condo in a sought-after 55+ waterfront community is move-in ready. Sip your morning coffee in the spacious Florida room and watch dolphins, manatees, and boats drift by. St. Pete Beach, Treasure Island, and Gulfport are all just minutes away. Split-bedroom layout for privacy • Spacious primary suite with ensuite bath and large closet • Large windows and bright living space with bay views • Meticulously maintained* The community offers fantastic waterfront amenities, including: • Heated waterfront pool • Fishing pier and dock • Waterfront picnic areas with gas grills • Large clubhouse with fitness center, billiards, and event space • Laundry rooms on every floor Major community improvements include a new roof and dock/fishing pier (2018). The monthly condo fee provides tremendous value, covering cable, internet, gas, water, and more. The building also uses a central gas boiler, which helps reduce both building and individual unit insurance costs. Conveniently located near shopping, dining, medical facilities, and the SunRunner Express to downtown St. Petersburg. Affordable waterfront living in a prime location—rarely available at this value on Shore Drive. Schedule your private showing today and start enjoying the relaxed Florida coastal lifestyle.

1893 Shore Dr. Drive S Unit 216, South Pasadena

Listing courtesy of JASON MITCHELL REAL ESTATE FLO. 754-307-0607

1525 56th Street S, South Pasadena
$429,500
3 Beds ⋅ 2 Baths ⋅ TB8552837 MLS
Gulfport Charm, Endless Possibilities & An Unbeatable Location! Welcome to 1525 56th Street S, a versatile Gulfport home perfectly positioned in a quiet residential neighborhood just minutes from everything that makes Gulfport such a uniquely vibrant place to live. Located on an exceptional 127' x 56' corner lot, approximately 0.5 miles from Stetson Law School and just one mile from the heart of charming downtown Gulfport, this property offers an exceptional combination of location, flexibility and value. The current configuration transforms the primary bedroom into a private in-law suite, complete with its own entrance and a convenient kitchenette. Whether you're looking for a comfortable space for extended family, a private guest suite, a home office or additional living quarters, the possibilities are plentiful. And for buyers who prefer a more traditional floor plan, the space could easily be converted back to a conventional primary bedroom suite, making this home remarkably adaptable to your needs. The home also features a wonderful sunroom—a bright, inviting space that adds valuable living area and is perfect for morning coffee, reading, entertaining or simply enjoying the laid-back Gulfport lifestyle. Recent updates provide additional peace of mind, including a 2022 HVAC system, 2015 roof and newer/updated windows. Combine those improvements with the home's flexible layout and you've got a property that is as practical as it is full of potential. And then there's the location! Take a short walk or bike ride to Gulfport's eclectic Arts & Marina District, where the atmosphere is anything but ordinary. Spend an afternoon strolling along scenic Boca Ciega Bay, visit Williams Pier, browse independent shops and boutiques, enjoy local galleries and live music, or settle in for dinner at one of the area's many acclaimed restaurants. Gulfport's colorful, funky and decidedly independent personality is right outside your door. All of this, while coming home to a quiet, established neighborhood away from the hustle and bustle. Flexible. Updated. Walkable. Uniquely Gulfport. Whether you're looking for a full-time residence, a home with space for family and guests, or simply want to be close to one of the Tampa Bay area's most distinctive waterfront communities, 1525 56th Street S offers a rare combination of versatility and location.

1525 56th Street S, South Pasadena

Listing courtesy of ENGEL & VOLKERS MADEIRA BEACH. 727-394-7365

1868 Shore Drive S Unit 208, South Pasadena
$224,900
2 Beds ⋅ 2 Baths ⋅ TB8552555 MLS ⋅ Shore Towers BLDG.
ABSOLUTELY STUNNING WATER VIEWS! Welcome to this beautifully furnished 2-bedroom, 2-bath condo located on the second floor of the desirable 55+ waterfront community of Shore Towers, offering approximately 1,250 square feet of comfortable living space and breathtaking views of Boca Ciega Bay. From the moment you step inside, your eye is immediately drawn toward the sparkling water, tropical landscaping, and peaceful waterfront setting beyond. This inviting residence offers the perfect combination of comfort, convenience, and quintessential Florida living. The bright and spacious living area flows seamlessly into the Florida room, where expansive windows frame sweeping, unobstructed views of Boca Ciega Bay. Filled with natural light, this is truly the highlight of the home and the perfect place to enjoy your morning coffee, unwind at the end of the day, watch boats pass by, or simply take in the incredible waterfront scenery and Florida sunsets. The kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, ceramic tile flooring, and a convenient breakfast bar and coffee station. Easy-care flooring throughout makes the residence ideal for relaxed everyday living. The generously sized primary suite provides plenty of room for an additional sitting area, reading nook, or home office and features a large closet and private en-suite bathroom. Even the primary bedroom captures a beautiful glimpse of Boca Ciega Bay through a charming interior window overlooking the Florida room, allowing you to enjoy a touch of the water view right from your bedroom. A spacious second bedroom and full guest bath provide comfortable accommodations for visitors while maintaining privacy. For added peace of mind, the residence features impact windows and electric hurricane shutters. The condo is offered furnished, making it easy to settle in and immediately begin enjoying the waterfront lifestyle. Beyond the residence, Shore Towers offers beautifully maintained tropical grounds and an impressive collection of amenities. Spend your days relaxing alongside the heated waterfront pool, enjoy the clubhouse and fitness room, play a round of shuffleboard, or gather with friends at the waterfront patio and BBQ area. The community dock makes it easy to truly embrace life on the water—launch your kayak or paddleboard right from the property and paddle across the calm waters of Boca Ciega Bay to a small nearby island just offshore. Whether you're fishing from the dock, exploring the bay, watching dolphins and other marine life, or simply relaxing by the water and taking in the view, there are endless ways to enjoy this incredible waterfront setting. Ideally located just minutes from the sugar-sand beaches of St. Pete Beach, vibrant Gulfport, shopping, restaurants, and entertainment, while Downtown St. Petersburg and its renowned waterfront, museums, dining, nightlife, and Pier are only a short drive away. Tampa International Airport and St. Pete-Clearwater International Airport are also conveniently accessible. If you've been searching for a furnished Florida retreat where spectacular water views take center stage, this is one you won't want to miss. Come experience the peaceful waterfront setting and easy Florida lifestyle Shore Towers has to offer!

1868 Shore Drive S Unit 208, South Pasadena

Listing courtesy of NORTHSTAR REALTY. 727-528-7653

625 Folsom Street S, South Pasadena
$649,000
3 Beds ⋅ 2 Baths ⋅ TB8543021 MLS
Polished. Inviting. Anything but ordinary. This residence brings together sophisticated style, comfortable living, and the indoor-outdoor lifestyle that Florida does so well. Vaulted ceilings and an open floor plan create an impressive sense of space. Carefully selected finishes, luxury plank flooring, and warm wood accents give the renovation a distinctive and cohesive feel. The kitchen, at the center of the home, features extended shaker cabinetry, stainless steel appliances, a convection oven, and hooded ventilation. Quartz countertops and gold hardware add a touch of luxury, while a dedicated coffee station with floating shelves and a generous center island with built-in outlets add ease for everyday living. The kitchen and living areas flow naturally together, with a tiled accent wall and electric fireplace creating a striking focal point. Your primary retreat with a spacious ensuite bath brings a spa-like quality. There is a frameless glass walk-in shower with a rainfall shower head system, a standalone soaking tub, and dual vanity sinks. Completing the suite is a walk-in closet with custom built-ins for the ultimate in organization. A unique bonus room offers endless flexibility; use it as a home office, fitness room, art studio, or fourth bedroom if needed. Outside, the home offers just as much enjoyable living space. Start the morning on the covered front porch. In the evenings, take the gathering to the backyard where a fully fenced yard, pergola, and entertaining area create a perfect setting for grilling, dining, and relaxing. It offers room to explore the possibility of a plunge pool. Desirable alley access through a remote-controlled electric gate leads to the two-car garage, adding both privacy and convenience. Four irrigation wells help keep the tropical landscaping looking its best without relying on municipal water. Recent improvements include a designer’s renovation in 2024 with a new roof, a Rheem water heater, and kitchen appliances. A high-efficiency two-stage HVAC and a five-stage reverse osmosis water purifier were added in 2025. The superb location makes it easy to enjoy the best of Pinellas County: moments to the Pinellas Trail, minutes to Downtown Gulfport, a quick drive to the Gulf beaches, and approximately 10 minutes to Downtown St. Petersburg. Stylish and designed for everyday comfort and entertaining, this is a home where the details, the spaces, and the Florida lifestyle come together effortlessly.

625 Folsom Street S, South Pasadena

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

5955 30th Avenue S Unit 310, South Pasadena
$230,000
1 Beds ⋅ 1 Baths ⋅ TB8549588 MLS ⋅ Ivanhoe BLDG.
This is not your typical Town Shores unit. From the moment you enter this beautifully reimagined waterfront residence, the quality of the renovation is unmistakable. Every surface, finish and detail has been thoughtfully selected and professionally executed, creating a home that feels entirely fresh, sophisticated and complete. There is simply nothing left to do, and the result is exceptional. The spacious 1-bedroom, 1-bath floor plan offers an impressive 1,060 square feet, with wide-open living and dining spaces culminating in a wall of windows overlooking the water toward the luxury homes of Skimmer Point. It is a remarkable view and an equally beautiful backdrop after dark, when the lights begin to reflect across the water. The kitchen is exceptional, with finely finished cabinetry, quartz countertops, a striking backsplash, stainless steel LG appliances and a gas range. The same attention to quality continues throughout the residence, from the flooring and lighting to the completely redesigned bath with its oversized walk-in shower, beautiful tilework and abundant storage. Even the details that are often overlooked in a renovation have been addressed. Extensive permitted work included remodeling, electrical, plumbing and HVAC, resulting in a residence that has been comprehensively renewed rather than cosmetically updated. And then there is Town Shores itself. This established 55+ waterfront community offers four heated pools, a clubhouse, fitness center, tennis and pickleball, shuffleboard, bocce, fishing, marina and docks, with boat slips available separately as availability permits. The $777 monthly condominium fee includes an unusually broad range of services, including cable TV, internet, natural gas, water, sewer, trash, exterior and grounds maintenance, pest control, pool maintenance and recreational facilities. Gulfport's waterfront district, public beach, restaurants, galleries, shops, Tuesday Fresh Market and First Friday Art Walks are just minutes away, with downtown St. Petersburg and the Gulf beaches within easy reach. If you have been waiting for a Town Shores residence where “move-in ready” genuinely means there is nothing left to do, this is it.

5955 30th Avenue S Unit 310, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 727-380-2067

6060 Shore Boulevard S Unit 200, South Pasadena
$560,000
2 Beds ⋅ 2 Baths ⋅ TB8551650 MLS ⋅ Buckingham BLDG.
Unique East-Side Corner Condo with Amazing Water Views. Welcome to this immaculate, updated, 2-bedroom, 2-bathroom corner condo in the highly sought-after Buckingham Building at Town Shores of Gulfport. Conveniently provided as Turn-Key, including all the furniture, furnishings and fully equipped kitchen. Unique to the Buckingham building is a Balcony, and this east-side corner unit features a spacious wrap-around balcony with spectacular water views of Boca Ciega Bay, where you may spot dolphins, rays, and even manatees. Inside, you'll find tile flooring throughout, an updated kitchen featuring stone countertops, stainless-steel appliances, a gas range and a breakfast bar. Your very own in-unit washer and dryer, unique to the Buckingham, and kitchen water purification system add an extra touch of convenience. The home is equipped with a new 2-ton A/C installed in May 2025, complete with an extended warranty. Another highly desirable feature is the coveted covered parking space directly under the building. Storm protection is exceptional, with hurricane roll-down shutters on all the balconies, windows, as well as heavy-duty aluminum accordion shutters protecting the main living room and primary bedroom glass sliders. Town Shores is a vibrant 55+ community offering an incredible variety of amenities and activities, including tennis and pickleball courts, Bocce and shuffleboard courts, four heated swimming pools, Kayak storage and launch area, and Boat slips available for rent when available. The Clubhouse houses numerous amenities such as the Fitness center, billiards room, Library and more. Outside the community, the City of Gulfport provides a world of entertainment, shopping, and relaxation. The Gulfport Library, the Hickman Theater, public Tennis courts, Baseball field, the Casino with yearly events and let's not forget the Gulfport Beach! The Beaches and downtown St. Petersburg are all nearby adding opportunities to your active calendar. No pets allowed. Come see this Gem!

6060 Shore Boulevard S Unit 200, South Pasadena

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

6947 S Shore Drive S, South Pasadena
$599,000
4 Beds ⋅ 3 Baths ⋅ TB8551405 MLS
A perfect blend of modern sophistication and coastal charm, this beautifully renovated Pasadena Isle home offers thoughtfully designed spaces and gorgeous finishes throughout. Offering four bedrooms, three bathrooms, and 1,792 square feet of living space, the home welcomes you into an open floor plan where the soaring cathedral ceiling creates an airy, expansive feel. The spacious living room features a beautiful fireplace, while luxury vinyl plank flooring flows throughout the home, bringing warmth and elegance to every room. At the heart of the home, the show-stopping kitchen features an expansive island, gorgeous Café appliances, custom white cabinetry with gold hardware, and a statement range hood accented with natural wood. Elegant pendant lighting, a farmhouse sink, and a beautifully veined backsplash complete this impressive space. Adjacent to the kitchen, a designated dining area provides the perfect setting for gathering with family and friends and leads into a versatile bonus room lined with windows that fill the space with natural light. Whether envisioned as a home office, additional lounge, playroom, or creative retreat, this flexible space offers endless possibilities. Tucked away on the opposite side of the home, the bedrooms provide comfort and privacy. One guest bedroom features its own true en-suite bathroom and walk-in closet, creating an ideal retreat for visitors or extended family. Two additional guest bedrooms share an updated bathroom featuring a tiled walk-in shower and contemporary finishes. Continuing down the hallway, built-in cabinetry provides convenient storage before arriving at the generous primary suite. This inviting space features a walk-in closet and a beautifully appointed en-suite bathroom complete with a double vanity, striking blue tile, gold fixtures, and a spacious glass-enclosed walk-in shower. Custom closet systems throughout the home add organization and functionality, while the spacious laundry room offers a built-in folding counter that makes everyday tasks easier. Step outside to discover a large backyard designed for enjoying Florida living. A wooden pergola creates an inviting outdoor gathering space, perfect for entertaining, grilling, or simply relaxing. The expansive lawn provides plenty of room for outdoor activities, while a storage shed offers convenient space for tools and equipment. An oversized driveway provides generous parking for multiple vehicles. Beyond its beautiful finishes, this home offers peace of mind with major improvements completed in 2022 including a new roof, updated electrical panel and wiring, updated plumbing and UV incorporated into the HVAV system. Impact-rated windows and doors were installed in 2024, further enhancing the home’s appeal. Nestled in the charming waterfront community of Pasadena Isle in South Pasadena, this home offers the perfect balance of peaceful island living and everyday convenience. Surrounded by the beautiful waters of Boca Ciega Bay, the neighborhood provides a relaxed coastal atmosphere while keeping you just minutes from the award-winning Gulf beaches, local waterfront dining, shopping, and the vibrant communities of Gulfport and downtown St. Petersburg. Whether enjoying a morning walk through the neighborhood, an afternoon at the beach, or an evening entertaining beneath your backyard pergola, this beautifully reimagined home offers the opportunity to embrace the Florida lifestyle you’ve been dreaming of.

6947 S Shore Drive S, South Pasadena

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

7300 Sun Island Drive S Unit 1104, South Pasadena
$430,000
2 Beds ⋅ 2 Baths ⋅ TB8550620 MLS ⋅ Admiral BLDG.
WATER VIEWS FROM EVERY ROOM. Perched on the 11th floor of Bay Island, a gated 55+ community in South Pasadena, this 2-bedroom, 2-bath condo offers 1,310 square feet and sweeping views of Boca Ciega Bay, the marina, the Intracoastal Waterway, the Gulf of Mexico and the downtown St. Petersburg skyline. The kitchen was remodeled under a 2023 permit and features granite countertops, wood shaker cabinets, Italian marble accents and Samsung appliances. Additional updates include an LG washer and dryer, light fixtures and fresh interior paint. Hurricane shutters add peace of mind, while a split floor plan places the bedrooms on opposite sides of the home for privacy. Both bedrooms have walk-in closets, the primary suite has its own bath, and three storage rooms provide extra space. Ceramic tile and wood-look laminate flooring run throughout. The HVAC was updated in 2017. The monthly HOA fee covers cable, internet, water, sewer, trash, building insurance and 24-hour security. Enjoy six heated pools, spas, a fitness center with sauna, tennis and pickleball courts, shuffleboard, a clubhouse, library, fishing pier, boat slips and a 1.5-mile waterfront walking trail. A reserved covered parking space is included, with guest parking available. Located approximately 2 miles from St. Pete Beach, near Gulfport’s restaurants and art festivals, and about 20 minutes from downtown St. Petersburg. Schedule your private tour of Bay Island today. Optional turnkey furnishings are available and may be conveyed under a separate Bill of Sale.

7300 Sun Island Drive S Unit 1104, South Pasadena

Listing courtesy of KELLER WILLIAMS ON THE WATER S. 941-803-7522

7957 2nd Avenue S, South Pasadena
$2,999,000
3 Beds ⋅ 4 Baths ⋅ TB8547315 MLS
Virtually Staged. JUST COMPLETED—2026 ELEVATED WATERFRONT LIVING IN SOUTH CAUSEWAY ISLE/YACHT CLUB ESTATES! From the moment you arrive, this distinctive waterfront residence makes an impression with its elevated design and custom hand-applied natural seashell exterior finish. Offering approximately 2,878 SF of heated and cooled living space with 3 bedrooms, 2 full baths and 1 half bath on the main living level, plus a separate den/office/bonus room that could be used as a 4th bedroom, the home provides exceptional flexibility. A striking custom-built stairway creates the transition to the elevated main living level and immediately showcases the home's craftsmanship. Combining natural wood with iron, stainless-steel supports and horizontal wire railings, the open architectural design makes the stairwell a feature of the residence rather than simply a passage between floors. Ascend to the main living level, where the home opens into a bright, expansive floor plan with kitchen, dining and living areas flowing together and drawing your attention toward the water. The kitchen features a large island, white cabinetry, quartz countertops and KitchenAid Signature Series stainless-steel appliances. LVP flooring continues throughout the living areas for a clean, contemporary coastal feel. The waterfront primary suite features a private balcony, large walk-in closet and luxurious bath with dual vanities, private toilet area and an oversized walk-in shower with marble walls. Additional bedrooms and baths provide comfortable accommodations for family and guests, while bathrooms on the main living level feature heated bidets. Moving toward the rear of the living space, this is where the home truly becomes about the Florida waterfront lifestyle. Step onto the expansive waterside deck, where stainless-steel posts and horizontal cable railings preserve the views. Below, an in-ground saltwater pool overlooks the water, while the private dock and two boat lifts with approximately 16,000-lb and 10,000-lb capacities put boating right outside your back door. Spend the day on the water, return for a swim and finish the evening watching the sunset from your backyard. The approximately 2,160 SF garage/lower level features a 5-car garage capable of accommodating up to 6 vehicles, epoxy flooring, an 8,000-lb automobile lift and separate half bath. A full-view glass rear garage door on the waterside provides convenient access for kayaks, paddleboards and other waterfront gear. Behind the finishes is substantial construction, including an engineered foundation with 33 pilings, engineered floor and roof trusses, PGT impact-resistant windows, impact-rated exterior doors, a 5V-crimp metal roof, engineered flood vents and breakaway construction. Located in South Causeway Isle/Yacht Club Estates, enjoy direct boating access to Boca Ciega Bay and the Gulf, world-famous beaches nearby and Downtown St. Petersburg approximately 20 minutes away for dining, museums, entertainment and professional sports. This is more than a waterfront home—it's an opportunity to live the boating, water and sunset lifestyle that makes this part of St. Petersburg so special. All dimensions are estimates and need to be verified by the buyer.

7957 2nd Avenue S, South Pasadena

Listing courtesy of RE/MAX ACTION FIRST OF FLORIDA. kenny@remaxactionfirst.com

5021 9th Avenue S, South Pasadena
$295,000
3 Beds ⋅ 1 Baths ⋅ TB8550497 MLS
MOVE IN READY! THIS HOME JUST APPRAISED AT $293K AND PASSED A 4 POINT INSPECTION (ROOF, HVAC, ELECTRIC, AND PLUMBING). SELLER OFFERING CLOSING COST ASSISTANCE. CAN BE SOLD COMPLETELY FURNISHED (OPTIONAL) WITH BRAND NEW, NEVER USED, FURNITURE AND FURNISHINGS! Located in vibrant Gulfport and NOT in a flood nor evacuation zone, 3 bed, 1 bath home combines modern updates with coastal charm. Freshly painted inside and out and newly landscaped, this home offers great curb appeal with its xeriscape front yard accented by crisp white seashells. Inside, all new luxury vinyl and ceramic tile flooring flow through the home. The kitchen features newer appliances, cabinets, and custom tile backsplash. Stylish upgrades continue in the bathroom with charcoal grey ceramic tile flooring, marble-look ceramic tile walls, and eye-catching penny tile shower flooring, adding a modern finish. This home includes a brand new Rheem HVAC (2026), updated electrical panel (2023), newer roof (2022), newer hurricane impact windows (2023), a newer tankless water heater (2023), and all new ceiling fans with retractable blades. Step outside to a spacious backyard with new sod and rear alley access with driveway, providing plenty of potential for an ADU (accessory or secondary dwelling unit), garage addition, or large shed. This home is just minutes from downtown Gulfport, the Warehouse Arts District, downtown St. Petersburg, the Gulf beaches, and 30 minutes from Tampa. FURNITURE AND FURNISHINGS CAN BE INCLUDED WITH A FULL PRICE OFFER, AS WELL AS A $1,000 CLOSING COST CONCESSION! Call to schedule your showing today!

5021 9th Avenue S, South Pasadena

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

7912 Sailboat Key Boulevard S Unit 201, South Pasadena
$759,000
2 Beds ⋅ 2 Baths ⋅ TB8548658 MLS ⋅ Island Place/6 BLDG.
Welcome to an extraordinary waterfront lifestyle in this beautifully renovated 2-bedroom, 2-bath corner condominium with den located in the highly sought-after, resort-style community of Harbourside. With more than $200,000 invested in impressive upgrades—including new plumbing—this remarkable residence is truly in a class of its own. Adding to this rare opportunity, a large boat slip with lift and boat may be purchased separately. From your private balcony, relax and take in beautiful southeasterly views of the Intracoastal Waterway, passing boats, dolphins, manatees, pelicans, and other marine life. The water views continue inside, filling the living room and primary bedroom with an ever-changing waterfront backdrop. The spacious 1,300-square-foot open floor plan is light, bright, and inviting, featuring 9-foot ceilings, no popcorn ceilings, and elegant crown molding throughout. Extensive improvements include porcelain plank flooring, new interior doors and lighting, and a beautifully remodeled primary bathroom with upscale cabinetry and fixtures. A new HVAC system was installed in 2026. Recently installed hurricane-impact windows and sliding glass doors provide full storm protection while showcasing the spectacular views. The open-concept kitchen is designed for both everyday living and entertaining, with GE Café appliances—including a double oven—quartz countertops, expanded cabinetry, and crown molding. The guest bathroom has also been completely updated. The den offers wonderful flexibility as a home office, television room, reading retreat, or overflow guest bedroom. Storage is plentiful, with a private balcony storage area and additional storage conveniently located near the elevator. The condominium includes under-building parking space #185, along with additional guest parking in front of the building. Harbourside buildings are constructed of solid steel-reinforced concrete, providing exceptional strength and a quieter living environment. Harbourside is a pet-friendly, guard-gated private-island community offering an incredible collection of resort-style amenities. Residents enjoy beautifully landscaped grounds, a marina with 87 deeded boat slips, kayak storage, five tennis courts with pickleball, six swimming pools, shuffleboard, saunas, a hot tub, and a scenic 1.5-mile waterfront walking trail. Additional amenities include separate men’s and women’s fitness centers, a country-club-style clubhouse with an active social calendar, three car-wash stations with vacuums and air, and electric-vehicle charging stations. All of this is just a short bike ride from the beach and close to shopping, restaurants, medical facilities, entertainment, vibrant downtown St. Petersburg, world-class Gulf beaches, professional sports venues, and international airports. Close to everything—yet a world away. This is waterfront resort living at its absolute finest! Harbourside is not an age-restricted community.

7912 Sailboat Key Boulevard S Unit 201, South Pasadena

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

1316 Pasadena Avenue S Unit 303, South Pasadena
$249,000
2 Beds ⋅ 2 Baths ⋅ TB8550023 MLS ⋅ 5 BLDG.
Furnished, move-in ready, and ideally located in the gated waterfront community of Pasadena Cove, this beautifully maintained two-bedroom, two-bath condominium offers an easy Florida lifestyle from the moment you arrive. The bright, open living and dining area is filled with natural light and extends to a private screened balcony—an inviting spot for morning coffee, evening relaxation, and year-round enjoyment. A desirable split-bedroom floor plan provides excellent privacy for owners and guests. The spacious primary suite includes direct balcony access, a large walk-in closet, and a private en-suite bath. The comfortable guest bedroom and second full bath are located on the opposite side of the living area. Additional conveniences include an interior laundry room with a full-size washer and dryer, air-conditioning system installed in 2023, a separate storage unit, and assigned covered carport #197. The Seller is Canadian and has used the Condo for only a few months each year. Built by respected local builder JMC, Pasadena Cove is an all-ages, pet-friendly community surrounded by lush tropical landscaping. Residents enjoy a heated swimming pool and spa, fitness center, and clubhouse featuring a kitchen, comfortable lounge, and billiards room. The community sustained no damage from the 2024 hurricanes. The Milestone Inspection and SIRS have been completed. Gulf beaches, downtown St. Petersburg, shopping, restaurants, and Tampa International Airport are all within convenient reach. Whether you are searching for a full-time residence, seasonal retreat, or carefree Florida getaway, this welcoming condo is ready for you to move in and begin enjoying the waterfront lifestyle.

1316 Pasadena Avenue S Unit 303, South Pasadena

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

5433 Essex Avenue S, South Pasadena
$1,200,000
4 Beds ⋅ 3 Baths ⋅ TB8548763 MLS
Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 4 bedrooms, 2.5 bathrooms, and 3,804 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5433 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5433 Essex Avenue S, South Pasadena

Listing courtesy of GENSTONE REALTY. 833-396-0092

5840 30th Avenue S Unit 201, South Pasadena
$195,000
2 Beds ⋅ 2 Baths ⋅ TB8549169 MLS ⋅ Avalon BLDG.
Bring your personal style and discover the possibilities in this 2-bedroom, 2-bath condo in the Avalon Building at Town Shores of Gulfport. With a solid foundation and plenty of potential, just a few thoughtful updates could transform this home into a fresh, inviting Florida retreat tailored to your taste. Some of the work is already done. The shared bath has been refreshed with newer tile, a walk-in shower, and an updated vanity, and French doors open from the primary bedroom into an enclosed Florida room, a bright bonus space ready to become a home office, reading nook, hobby room, or guest retreat. An assigned carport space keeps your car covered and close to home. Located in a beautifully maintained 55+ waterfront community along Boca Ciega Bay, the Avalon Building offers a friendly atmosphere and convenient access to everything that makes Town Shores such a desirable place to call home. Whether you're looking for a full-time residence or a sunny Florida getaway, this condo presents an opportunity to update at your own pace while enjoying the community and lifestyle from day one. Town Shores is known for its impressive collection of resort-style amenities, including four heated swimming pools, tennis and pickleball courts, a fitness center, shuffleboard, billiards, a library, marina, and scenic waterfront walking paths. Spend your mornings strolling along Boca Ciega Bay, your afternoons by the pool, and your evenings enjoying everything nearby Gulfport has to offer. Just minutes away is Gulfport's colorful waterfront district, filled with locally owned restaurants, boutiques, art galleries, entertainment, and popular markets and community events. Browse the Tuesday Fresh Market on the bay, catch a dance or concert at the historic Gulfport Casino Ballroom, or paddle the mangroves at Clam Bayou Nature Preserve. Stetson University College of Law is right around the corner, the Gulf beaches of St. Pete Beach are about 10 minutes away, and downtown St. Petersburg is roughly 20 minutes by car, making this Gulfport FL condo an easy home base for 55+ living in Pinellas County.

5840 30th Avenue S Unit 201, South Pasadena

Listing courtesy of KELLER WILLIAMS GULF BEACHES. murraycoleman@kw.com

7050 Sunset Drive S Unit 211, South Pasadena
$345,000
2 Beds ⋅ 2 Baths ⋅ TB8549937 MLS ⋅ Chateau Tower Condo BLDG.
Welcome to Paradise Living at Chateau Towers!  This beautifully renovated, second-floor condo offers 2 spacious bedrooms and 2 bathrooms and boasts beautiful waterfront views of Boca Ciega Bay. This unit comes completely furnished.  Relax on your private balcony, watching beautiful sunset skies over the Gulf of Mexico.  Step inside to find an open floor plan, perfect for entertaining.  The kitchen features new white shaker cabinets with quartz counters, and stainless steel appliances.  All new easy care luxury vinyl plank flooring and 5 inch baseboards.  The laundry closet is conveniently located next to the kitchen.  The primary ensuite is tucked at the back of the condo featuring a tranquil water view, along with a large walk-in closet and renovated bath.  The second bedroom and bathroom are at the front of the unit, for added privacy.  The water heater is brand new, and the AC is only 3-4 years old.  Resort-style amenities include a waterfront heated pool, hot tub, and a fitness center.  The community also features a sauna, steam room, outdoor grills, a bike rack, a party room with a kitchen, a library, and a recreation room with a billiard table, ping pong table, and shuffleboard.  Store your kayak on the property and launch it into the Bay, where you can paddle alongside dolphins and manatees.  Prime Pasadena location...just 5 minutes from the award-winning St Pete Beach and Treasure Island, with easy access to Publix, Walmart, a variety of dining options, and a quick 20-minute drive to exciting downtown St Pete.  This is coastal living at its finest!

7050 Sunset Drive S Unit 211, South Pasadena

Listing courtesy of FOREVER FLORIDA REAL ESTATE. 727-440-6444

5417 Essex Avenue S, South Pasadena
$1,300,000
3 Beds ⋅ 3 Baths ⋅ TB8548759 MLS
Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 3 bedrooms, 3 bathrooms, and 3,051 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring, and a whole-house reverse osmosis system deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5417 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5417 Essex Avenue S, South Pasadena

Listing courtesy of GENSTONE REALTY. 833-396-0092

6320 Pasadena Point Boulevard, South Pasadena
$3,375,000
5 Beds ⋅ 4 Baths ⋅ TB8549235 MLS
Must-see Italian Riviera-style villa offering exceptional coastal living in the amazing gated community of Pasadena Yacht & Country Club! This spectacular 5-bedroom, 4-bath residence offers 4,895 square feet of living space and is one of the largest one-story homes in the community. Set on one of the neighborhood’s largest lots at nearly half an acre, the highly desirable U-shaped design provides exceptional privacy while creating a seamless connection between the spacious interior and remarkable outdoor spaces. The resort-style backyard is truly an entertainer’s dream. The expansive area features a heated saltwater lap pool (resurfaced in 2024), Jacuzzi, outdoor kitchen, gas fire pit and abundant space for entertaining, dining, or simply relaxing and enjoying the Florida lifestyle. From the moment you enter the inside the impressive scale of the home is immediately apparent. The open floor plan features an elegant living room, formal dining area, and beautifully appointed wet bar. The bar includes an ice maker, quartz countertops, peninsula with seating space, two refrigerators and abundant cabinetry. The adjacent living room features beautiful wood flooring and soaring cathedral ceilings. The formal sunken dining area is framed by dramatic ceilings rising more than 20 feet and is complemented by a dedicated wine room with a Thermador wine cooler. Movie nights become an experience in the state-of-the-art media room, complete with a huge screen and surround sound. The gourmet kitchen is equally impressive, featuring a Sub-Zero refrigerator, Wolf gas range with double ovens, granite countertops, large island, peninsula with seating, and an abundance of cabinetry. Just off the kitchen is a SECOND dining area and living room, giving multiple spaces for privacy or to entertain guests in. Next to that also includes a versatile bedroom that can easily function as a children’s playroom, home office, library, or family room. The private south wing is dedicated to the primary suite and additional bedrooms. The enormous primary retreat features his-and-her closets with custom organizers, dual sinks with powder area, and a whirlpool tub overlooking the marina. An indoor shower and separate outdoor shower add a distinctive resort-style touch. Two additional generously sized bedrooms on this wing provide comfortable accommodations for family and guests. A spacious three-car garage offers ample storage, an epoxy-coated floor, and dedicated work area. Other upgrades include: full-home generator, hurricane-impact windows/sliders/doors, block home, full-home security system, water softener, irrigation/sprinkler system, dual HVAC systems, central vacuum, ceiling-mounted sound system, laundry room, large driveway, pest-control service. Pasadena Yacht & Country Club offers an exceptional private-club lifestyle with 18-hole championship golf course, tennis and pickleball courts, Olympic-size swimming pool, fitness center, and an active calendar of social events. The club is planning a new state-of-the-art fitness center as well as updates to the golf course and marina in 2027. New owners have the ability to bypass the current membership waitlist, which is reportedly more than two years long. Close to downtown St. Pete, St. Pete Beach, easy drive to Tampa, Bradenton, and Sarasota, and walking distance to charming downtown Gulfport. Home never flooded during the seller’s ownership and sits notably higher than many surrounding homes.

6320 Pasadena Point Boulevard, South Pasadena

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

7989 Causeway Boulevard N, South Pasadena
$1,950,000
3 Beds ⋅ 3 Baths ⋅ TB8549228 MLS
Virtually Staged. Experience the ultimate Florida waterfront lifestyle in this completely renovated luxury pool home, where breathtaking sunset views and effortless indoor-outdoor living take center stage. Thoughtfully redesigned with a sophisticated coastal feel, the home features an expansive open floor plan filled with natural light and designed to showcase the incredible water views. At the heart of the home is a stunning entertainer’s kitchen with generous gathering space, seamless flow into the main living areas, and an ideal layout for hosting family and friends. A private dining room provides an elegant setting for more intimate dinners and special occasions. Step outside to your own waterfront retreat, complete with a sparkling pool and spectacular panoramic sunset views—the perfect backdrop for relaxing evenings, entertaining, and enjoying Florida living year-round. Solar panels add energy efficiency while complementing the home’s extensive renovations and modern upgrades. Ideally located with convenient access to Treasure Island Beach, vibrant Downtown St. Petersburg, and Tampa International Airport, this exceptional residence combines luxury, location, and an incredible waterfront lifestyle. Whether enjoying a quiet evening by the pool or entertaining against a backdrop of unforgettable sunsets, this is Florida living at its finest.

7989 Causeway Boulevard N, South Pasadena

Listing courtesy of NEXTHOME LUXE COASTAL. 727-315-0315

6190 2nd Avenue S, South Pasadena
$449,000
4 Beds ⋅ 2 Baths ⋅ TB8548321 MLS
Under contract-accepting backup offers. Opportunities like this are hard to find in St. Pete. This 4 bedroom, 1.5 bath home sits on a large 100' x 127' corner lot and gives the next owner a lot more than just a house. The home has just over 1,500 sq ft of living space, a 2022 roof, detached 390 sq ft garage, alley access, and some of the original character that makes these St. Pete homes stand out. Inside you’ll find wood beams, arched details, cove ceilings, a skylight, and a wood-burning fireplace. The real value here is in the land and what you can do with it. Yes - updates and a beautiful pool would be amazing. But the new build potential is where even more value is if you have development on your mind. The property can be split into two separate lots, with the ability to build a home and an ADU on each lot. That opens up a lot of possibilities depending on what you want to do. Keep the existing home and enjoy the extra land, renovate it and make it your own, build new, or take advantage of the development potential and create multiple living spaces on one property. The corner lot and alley access make the layout even more useful, whether you are thinking about future construction, additional parking, a new garage, or separate access for an ADU. You are also just minutes from the beaches, Downtown St. Pete, restaurants, shopping, and everything that makes this part of St. Pete so desirable. A 4 bedroom home on a large corner lot is already hard to find. Add a newer roof, detached garage, alley access, two buildable lots, and the ability to build a home and ADU on each one, and you have a property with a lot of upside.

6190 2nd Avenue S, South Pasadena

Listing courtesy of EXP REALTY LLC. 888-883-8509

6025 Shore Boulevard S Unit 304, South Pasadena
$175,000
1 Beds ⋅ 1 Baths ⋅ TB8549108 MLS ⋅ Manchester BLDG.
Welcome to EXQUISITE WATERFRONT living in Unit 304 of the Manchester building in Town Shores, an exceptional 55+ community in the CHARMING town of Gulfport. This PARADISE is located directly on Boca Ciega Bay. This one bedroom, one bathroom unit provides nearly 1100 square feet of OPEN FLOOR PLAN living space! The MURPHY BED in the living room conveys with the sale and makes it a breeze to host guests. You won’t believe the OVER-SIZED living room, which boasts an entire WALL OF WINDOWS emphasizing the beautiful water view and inviting in tons of natural light and Florida sunshine. The large bedroom is complimented by a WALK-IN closet. The bathroom has been remodeled with a modern style vessel sink, large vanity, built in shelves, walk-in shower, and tile floors. Enjoy the convenience of a gas stove in the updated kitchen, which is highlighted with PENDENT LIGHTS at the bar, NATURAL STONE counters, and a large PANTRY. UNIT 304 HAS A DEEDED, COVERED PARKING SPACE. The Manchester building has a PRIVATE COURTYARD for lounging, grilling, and enjoying the waterfront. The building provides 2 laundry rooms, a building-specific Book Nook, allows for 1 indoor cat, and allows for LEASING within HOA approval and availability. The HOA includes water, gas, trash, recycling, cable, wifi, insurance, grounds, exterior, and pool maintenance. The Town Shores complex includes an array of RESORT STYLE AMENITIES including multiple heated pools, a MARINA, tennis courts, PICKLE BALL courts, shuffleboard, bocce ball, kayak storage and rental, art programs, a billiards room, library, clubhouse with a host of planned activities and social events for active living. Town Shores is positioned literally steps to GULFPORT BEACH and just a few blocks from Gulfport’s Beach Boulevard district. Gulfport is known as a small, colorful, walkable town with an Old Florida and artsy COASTAL CHARM. The Beach Boulevard district provides a host of casual dining, fine dining, art galleries, independent shops, and a vibrant night life. DON’T MISS THIS OPPORTUNITY TO HAVE IT ALL!

6025 Shore Boulevard S Unit 304, South Pasadena

Listing courtesy of LPT REALTY, LLC. 877-366-2213

1472 Durling Drive S, South Pasadena
$475,000
2 Beds ⋅ 2 Baths ⋅ TB8548014 MLS
Unbeatable Location where Coastal Living is easy in South Pasadena! Just minutes to our beautiful Gulf Beaches, state-of-the-art healthcare and public services, and within walking distance to Pasadena Marina (slips available), restaurants, parks and plenty of Florida sunshine! Whether you’re seeking a move-in-ready permanent residence, seasonal getaway or coastal retreat, this single-level block home offers 2 bedrooms, 2 bathrooms, a 1-car garage, and a covered lanai, ideally situated on a low-maintenance corner lot. Polished terrazzo floors and an abundance of natural light greet you as you step inside to the open-concept floor plan. The beautifully renovated two-tone coastal kitchen is the centerpiece of the home, featuring premium KitchenCraft cabinetry with soft-close drawers, two lazy Susans, a pull-out spice rack drawer, and a tray-divider cabinet. Quartz countertops and pretty tiled backsplash complement the stainless-steel appliances and a stainless-steel farmhouse sink, while the breakfast bar provides comfortable seating for three. The dining area is conveniently adjacent to the kitchen, while a versatile bonus room offers endless possibilities such as a home office, exercise room, reading nook, or additional living space, with direct access to the covered lanai. The primary suite is positioned to the left of the kitchen and features an updated en-suite bathroom with walk-in shower and sliding glass doors providing access to the covered lanai. Two generously sized hall closets, each equipped with electrical outlets, provide convenient space for charging devices and everyday storage. A pristine mid-century hall bath and a guest bedroom complete this side of the home. Outdoor living is where this home truly shines. Relax beneath the covered lanai overlooking the fully fenced backyard or rinse off in your private outdoor cold-water shower – perfect after a day of boating, fishing, or enjoying the beach! The side-facing 1-car garage provides protection for your vehicle or additional storage for your recreational gear and toys! Love to fish, picnic, dolphin watch, relax and catch a gorgeous sunset? This neighborhood offers two mini waterfront community parks located at the end of Pasadena Shores Drive and 14th Ave. S. Notable Features & Updates: Plantation Shutters, Google Nest Gen 4 Smart Thermostat; 2025 – Insulated Roof over Bonus Room and Lanai; New Kitchen, Appliances, Interior Doors & Trim, Baseboards; 2024 – Electric Water Heater; Washer and Dryer; 2021 – Tile Roof, Garage door, 6’ white vinyl fence; 2018 – Air Conditioning System; 2001 – Insulated Windows. Plan to preview today and start living the coastal lifestyle you have been dreaming of!

1472 Durling Drive S, South Pasadena

Listing courtesy of COLDWELL BANKER REALTY. 727-822-9111

6551 Emerson Avenue S, South Pasadena
$794,500
3 Beds ⋅ 3 Baths ⋅ TB8543198 MLS
Under contract-accepting backup offers. Welcome to Pasadena Estates, where charm, character and a fabulous Gulfport-adjacent lifestyle come together! This beautifully updated Craftsman-style home offers 3 bedrooms, 3 full baths, PLUS a bonus room/office and 2,260 heated square feet, with the warmth of hardwood floors, high ceilings, designer lighting and thoughtful details throughout. In Flood Zone X...high and dry! The heart of the home is the freshly updated kitchen with quartz countertops, a gorgeous copper farmhouse sink, white subway tile and great connection to the living spaces. A downstairs bedroom and full bath offer wonderful flexibility for guests, while upstairs, the primary suite feels like its own retreat with two walk-in closets, a beautifully remodeled spa-like bath and private balcony overlooking the pool. And the backyard may just steal the show! The heated saltwater pool with waterfall is surrounded by a screened paver patio with plenty of room to lounge in the sun or relax in the shade. Beyond the pool is an easy-care turf backyard with your own putting green, plus gated rear parking on electric remote and plenty of shed storage! Even better, you're in an X flood zone—high and dry! Pasadena Estates puts you close to the Pinellas Trail, just minutes from the Gulf beaches and within walking distance of the restaurants, shops, waterfront and wonderfully eclectic personality of downtown Gulfport. This home has been lovingly and extensively updated, including all three bathrooms, kitchen, landscaping, exterior, pool equipment and both A/C systems. There is much more to see—agents, please share the Features Sheet with your buyers for the complete list of improvements and special features! Also, furniture is negotiable!

6551 Emerson Avenue S, South Pasadena

Listing courtesy of RE/MAX REALTY UNLIMITED. 727-280-9996

1847 Shore Drive S Unit 202, South Pasadena
$264,900
2 Beds ⋅ 2 Baths ⋅ TB8548242 MLS ⋅ Shore Crest BLDG.
This is how retirement should look. Fully renovated waterfront 2BR/1.5BA in Shore Crest, an active 55+ community — opened up top to bottom, all work permitted, and arguably the nicest unit in the building + this unit was NOT affected by the 2024 storms. Water views the moment you open the door. New wide-plank flooring throughout, brand-new bathrooms, and an open kitchen with quartz counters, soft-close two-tone shaker cabinets and floating shelves; electric range with gas available (included in condo fees). The water carries through the living room, Florida Room, bonus room, and guest bedroom/den — manatees and dolphins off the shoreline. Primary suite with en-suite bath and walk-in closet. PGT vinyl impact Low-E windows; A/C 2022. Enclosed bonus room (included in sq ft) works as office or third sleeping space. At Shore Crest the big-ticket items are done and paid: completed $1.2M roof, $1.4M in building renovations, and all Milestone inspections (Phases 1, 2 & final) funded by the association — plus an exterior repaint underway and already paid. The association is run well enough that HOA fees actually dropped this year, now $551/mo, covering 2 heated pools, sauna, renovated clubhouse, gym, shuffleboard, library/card room, waterfront grills, storage, and a bayfront pier. ~1 mi to St. Pete Beach, 15 min to downtown St. Pete, 3 mi to Gulfport, 30 min to Tampa/airports.

1847 Shore Drive S Unit 202, South Pasadena

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

7922 Sailboat Key Boulevard S Unit 206, South Pasadena
$625,000
2 Beds ⋅ 2 Baths ⋅ TB8540418 MLS ⋅ Windwards/Bldg 7 BLDG.
Virtually Staged. Breathtaking, wide expansive waterfront views and stunning sunsets greet you the moment you step into this fully renovated 2BR/2BA coastal oasis. Completely upgraded in 2019 with an uncompromising eye for detail, this move-in ready condo offers high-end modern finishes and total peace of mind. The gorgeous open kitchen boasts premium quartzite countertops, sleek shaker-style cabinetry, new stainless steel appliances, and added pantries and base cabinets for abundant storage. Both the primary and guest bathrooms have been completely upgraded with Calcite countertops, new elongated toilets, pristine glass enclosures, and walk-in showers dressed in modern designer porcelain tile. Premium upgrades continue with all-new A/C and water heater installed in 2026, high-impact windows, and protective storm shutters on the balcony sliders. Sparkling water views can be enjoyed from the kitchen, guest bedroom, living room, and the private balcony with cool decking coverage. The primary bedroom features its own spectacular wide-water backdrop. Complete with under-building parking space #18 and two private storage units (one on the balcony and one steps away by the elevator), this turnkey property truly has it all! Harbourside Community has a 24/7 Gate access with on duty Guard, the Amenities include, 6 swimming pools, 5 tennis courts with Pickle ball courts, 2 fitness centers, Men and Women's, Gyms, Jacuzzi, saunas, Shuffle board, outdoor grilling, 3 car wash station with vacuum & air, Car Charging station and Marina. There is no deeded slip to this unit but there may be slips available to rent or purchase from other owners. A Clubhouse with a full social agenda, Card Room, Library, Billiard room and wood working shop. This Paradise has a 1.5 mile waterfront walking trail around the Island. 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. Come and enjoy Resort style living at it's best.

7922 Sailboat Key Boulevard S Unit 206, South Pasadena

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982

6503 Debbie Lane S, South Pasadena
$8,100,000
5 Beds ⋅ 6 Baths ⋅ TB8546723 MLS
Endless waterfront views stretching as far as the iconic Don Cesar set the stage for an extraordinary coastal lifestyle at 6503 Debbie Lane. With nearly 6,000 square feet of covered exterior balconies, exquisite custom interiors, and exceptional boating amenities, this striking residence brings grand entertaining and private waterfront relaxation together beautifully. A luxurious primary suite offers a private retreat, while four additional bedrooms each feature their own bathroom and custom built out walk-in closet. An additional powder bath completes the home’s five and a half bathrooms. Expansive living areas showcase rich hardwood flooring, bespoke cabinetry, distinctive architectural details, and a custom temperature controlled wine room that makes an unforgettable statement. The beautifully appointed kitchen features a generous walk-in pantry, while elevator access connects the home’s levels with ease. Sweeping waterfront views draw the eye outward to sprawling covered balconies, creating spectacular settings for alfresco dining, sunset cocktails, and evenings overlooking the water. A resort-style pool and oversized hot tub create a luxurious waterfront escape, complemented by lush landscaping and a long private driveway. Rooftop access from the upper level balcony adds another remarkable dimension to the home’s coastal setting. For boating enthusiasts, the private dock features a 20,000-pound boat lift and a double jet ski lift, with approximately 15-minute access to open water. From spontaneous afternoons on the boat to leisurely days by the pool, life here revolves around the water. Two upper level flex rooms offer space for a private office, gym, or game room. Two sets of washers and dryers and more than 1,500 square feet of first floor interior storage provide exceptional everyday convenience. Substantial concrete and masonry construction complements the home’s refined finishes, delivering a waterfront residence as impressive in substance as it is in style.

6503 Debbie Lane S, South Pasadena

Listing courtesy of CENTURY 21 LIST WITH BEGGINS. 813-658-2121

1898 Shore Drive S Unit 208, South Pasadena
$243,000
2 Beds ⋅ 2 Baths ⋅ TB8547059 MLS ⋅ Shore Manor BLDG.
If breath taking sunsets, dolphin and bird watching is calling your name, you’ve found your place at Shore Manor! This beautifully upgraded and updated 2-bedroom, 2-bath condo offers the Florida lifestyle you’ve been waiting for, with a front-row view of Boca Ciega Bay, a natural estuary and part of the Intracoastal Waterway of the Gulf. Inside, everything feels fresh and inviting, with impact windows, a 2023 air conditioner, hot water is supplied by the community You'll be wowed by the stunning kitchen featuring a gas stove, custom cabinets and azure backsplash! There's two gorgeous, updated bathrooms, crown molding, ceiling fans, plantation shutters, French doors and beautiful luxury vinyl & tile flooring throughout. Enjoy the ever-changing views of the bay, where nature is right outside your door. Shore Manor has also completed numerous major community improvements, including replacement of pipes and electrical systems, a new roof, and upgraded stair railings. A newly paved parking lot and landscaping improvements are coming soon. Milestone & SIRS inspections are complete. There are currently NO planned assessments. The community offers a clubhouse with pool, grills, shuffleboard, party rooms and more! Perfectly located just minutes from St. Pete Beach and Downtown St. Petersburg, with easy access to two international airports, shopping, medical services, hospitals, and dining. Whether you’re looking for a full-time residence or a part-time Florida getaway, this is a wonderful opportunity to enjoy a peaceful tropical lifestyle in a 55+ community. No pets and no leasing permitted. Condo is now vacant of furnishings. Original photos for staging purposes.

1898 Shore Drive S Unit 208, South Pasadena

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982

7870 Causeway Boulevard S, South Pasadena
$2,699,999
5 Beds ⋅ 5 Baths ⋅ TB8547617 MLS
Virtually Staged. Brand-new, elevated waterfront construction—thoughtfully designed for luxury, boating, and the ultimate Florida lifestyle.Where sophisticated design, smart coastal construction, and exceptional boating amenities come together. This impressive home offers five bedrooms, four-and-a-half bathrooms, and an oversized five-car garage. All primary living areas are elevated on the second floor, providing an ideal combination of comfort, functionality, and thoughtful Florida construction. A beautiful statement chandelier creates an unforgettable first impression upon entering. Upstairs, 10-foot ceilings enhance the bright, open layout. The gourmet kitchen features high-end ZLINE appliances, solid-wood cabinetry, quartz countertops, a natural-gas range, pot filler, under-cabinet lighting, and carefully selected designer finishes.The builder went above and beyond by bringing natural gas directly to the property. Natural gas serves the range, water heater, clothes dryer, and new pool heater. The electrical panel is generator-ready, and the builder can install a generator if the buyer chooses as an available upgrade. Each bedroom has direct access to a bathroom, providing additional privacy and convenience for family members and guests. The primary suite includes two walk-in closets and a spa-inspired bathroom with a soaking tub, oversized walk-in shower, dual showe rheads, six body jets, under-vanity lighting, an LED mirror, and a Bluetooth-enabled LED exhaust fan. The closets have intentionally been left open for customization, allowing the buyer to design storage systems that complement their individual needs and style. An additional flex space is currently being used as an office but could easily be transformed into a walk-in pantry, reading nook, additional storage area, or another space tailored to the buyer’s lifestyle.A covered wraparound deck extends around the second floor and features a Ply-Dek waterproof roofing system, recessed lighting, and outdoor ceiling fans, creating an inviting outdoor living area that can be enjoyed day or night. A custom pergola offers even more entertaining space with a full outdoor kitchen and separate island. The travertine pool deck surrounds a newly equipped saltwater pool with a new natural-gas heater, while a convenient dockside shower adds to the home’s waterfront functionality. Boating amenities include a seawall constructed in 2017 and a 10,000-pound boat lift. The garage is equipped with 14 flood vents designed to allow floodwater to flow through the enclosed lower level and equalize pressure during a flooding event. Additional features include hurricane-impact windows and doors, a new paver driveway, irrigation system, energy-efficient LED lighting, whole-home surge protection, an upgraded pool electrical panel, and capped plumbing in the garage. The oversized garage also offers additional space with potential for future expansion, subject to permitting and applicable approvals. Thoughtfully built for Florida’s coastal lifestyle, this remarkable property delivers elevated construction, high-end finishes, expansive entertaining spaces, and everything needed to enjoy waterfront living at its finest.

7870 Causeway Boulevard S, South Pasadena

Listing courtesy of FRANK ALBERT REALTY. 813-546-2503

1868 Shore Drive S Unit 409, South Pasadena
$195,000
2 Beds ⋅ 2 Baths ⋅ TB8547453 MLS ⋅ N/A BLDG.
Welcome to waterfront living at Shore Towers, a 55+ community where sweeping views of Boca Ciega Bay set the stage for the Florida lifestyle! This fourth-floor, two-bedroom, two-bathroom condo offers 1,075 square feet of comfortable living space with an open, inviting layout and wood-look flooring throughout. The updated kitchen features granite countertops, abundant cabinetry, stainless-steel appliances, a desirable gas range and an expansive breakfast bar that opens to the main living area, ideal for casual dining and entertaining. Just beyond the living room, the spacious Florida room is surrounded by windows showcasing beautiful views of the bay and manicured waterfront grounds. Use this versatile space for dining, relaxing, a home office or simply watching the boats pass by. Hurricane windows and remote-controlled hurricane shutters provide additional protection and peace of mind. Both bedrooms offer generous space and ample closet storage, while two full bathrooms add everyday convenience. Additional storage is included for all your beach gear and everyday essentials. Shore Towers offers an impressive waterfront setting with a resort-style pool, private fishing dock, shuffleboard, community laundry room and elevator. Residents also enjoy a secure-entry clubhouse with exercise equipment and seasonal social events, including holiday parties. Launch your kayak directly from the property, then return for an afternoon by the pool or an evening cookout at the waterfront patio featuring BBQ grills and outdoor dining. Kayak storage is included, and the owners are leaving a kayak for the new owner to enjoy. This is your opportunity to experience relaxed waterfront living on beautiful Boca Ciega Bay!

1868 Shore Drive S Unit 409, South Pasadena

Listing courtesy of RE/MAX ACTION FIRST OF FLORIDA. admin@remaxactionfirst.com

5401 21st Avenue S, South Pasadena
$450,000
5 Beds ⋅ 2 Baths ⋅ W7889437 MLS
Welcome to this charming and unique income-producing property situated on a HUGE oversized lot of nearly 1/4 acre, just minutes from the vibrant heart of Downtown Gulfport! Offering an incredible combination of character, versatility, outdoor space, and investment potential, this property presents an exciting opportunity for both investors and owner-occupants alike. The property features a quaint 3-bedroom, 1-bath main cottage, along with a separate 2-bedroom, 1-bath apartment located above the spacious 2-car garage. Adding even more convenience and appeal for investors, the two residences are separately metered for BOTH WATER AND ELECTRIC, allowing for easier management of utilities and added flexibility for rental arrangements. The property also features a ROOF FROM 2018, and AC units from 2021 and 2025, providing another valuable improvement for future owners. This flexible setup offers multiple possibilities—live in the main home while generating additional income from the apartment, create a comfortable space for extended family or guests, or take advantage of both residences as an income-producing investment. Outside is where this property truly shines. The expansive, fully fenced backyard offers an incredible amount of space rarely found this close to Downtown Gulfport. A large covered patio creates the perfect setting for outdoor dining, entertaining, weekend gatherings, or simply relaxing and enjoying the Florida lifestyle. And for an extra touch of fun, the backyard even features your very own private PUTTING GREEN! For investors and buyers with a vision, the property offers tremendous value-add potential. With some thoughtful cosmetic updates and improvements, there is an excellent opportunity to enhance both the appeal and overall value of the property while maximizing its income-producing potential. Enjoy the charm and laid-back lifestyle Gulfport is known for, with Downtown Gulfport's eclectic restaurants, local shops, art galleries, entertainment, waterfront district, and community events just minutes away. Whether you're searching for your next investment, looking to offset your mortgage with rental income, or dreaming of a property with room for multiple generations, this versatile property offers endless possibilities.

5401 21st Avenue S, South Pasadena

Listing courtesy of INVESTMENT FLORIDA REALTY LLC. 727-940-5909

7008 S Shore Drive S, South Pasadena
$1,650,000
4 Beds ⋅ 2 Baths ⋅ TB8547512 MLS
Welcome to 7008 S Shore Dr S, an exceptional 4-bedroom, 2-bath waterfront residence offering elevated coastal living and captivating views of Boca Ciega Bay. With approximately 90 feet of waterfront and approximately 50 feet of riparian rights extending into the water, this beautifully renovated home provides an outstanding setting for boating, entertaining, and enjoying the Florida waterfront lifestyle. The water takes center stage throughout the property, with beautiful views enjoyed from both inside and out. The thoughtfully updated interior features a renovated kitchen with new 2025 appliances, updated bathrooms, beautiful flooring, and a fresh contemporary feel. The home was painted inside and out in 2025, and numerous improvements have been completed with permits. Significant protective improvements have been incorporated for waterfront living, including double-glass hurricane-impact windows and hurricane-impact doors, a 2019 roof with enhanced re-nailing and a peel-and-stick secondary water barrier, additional roof-truss tie-downs, flood panels for three entry doors, exterior waterproof coating, and a reinforced poured-concrete storm wall along the seawall. Shoreline protection includes riprap boulders and a reinforced seawall with three sets of tie-backs and a newer cap. Additional improvements include a 2019 energy-efficient A/C system, upgraded main electrical panel, generator transfer switch with exterior generator connection, and a main city water line replaced in 2024. The waterfront is designed to be enjoyed. Embrace the Florida waterfront lifestyle from your private dock extending approximately 40 feet over Boca Ciega Bay. A 4-foot-wide walkway opens to a spacious 10' x 10' platform with built-in seating and a table, creating the perfect spot for casting a line, watching the sunset, or enjoying morning coffee by the water. Anglers can fish right from the dock for local favorites such as snook, redfish, spotted seatrout, and more. A 3' x 10' drop-down platform provides easier boarding and convenient access to your boat. Boaters will appreciate the all-aluminum 12,000-lb boat lift on one side and a wet slip with two wrapped pilings on the other. Built with durable Trex composite and flow-through decking that allows water and sunlight to pass through, the dock also features wrapped pilings, water, and electric. Relax in the six-person Balboa spa, entertain family and friends along the waterfront, or simply enjoy spectacular sunsets over Boca Ciega Bay. Whether you're heading out for a day on the Bay, fishing from your own backyard, or settling in to watch the sunset, this waterfront setting is designed for enjoying the very best of Florida living. Boaters will appreciate convenient access to the Intracoastal Waterway and Gulf of Mexico. Ideally situated in South Pasadena, the property offers convenient access to the Gulf beaches, restaurants, shopping, Downtown St. Petersburg, Tampa, and Clearwater. Beautifully renovated, extensively improved, and positioned along a desirable waterfront setting, 7008 S Shore Dr S delivers the boating, views, protective improvements, and lifestyle that define exceptional Florida waterfront living.

7008 S Shore Drive S, South Pasadena

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

6020 Shore Boulevard S Unit 211, South Pasadena
$399,000
2 Beds ⋅ 2 Baths ⋅ TB8545047 MLS ⋅ Windsor House BLDG.
Breathtaking Boca Ciega Bay views and beautiful sunsets take center stage in this oversized condo located in the highly sought-after 55+ community of Town Shores of Gulfport. From the moment you enter, your eyes are drawn to the expansive water views from the generous living and dining area, creating a beautiful backdrop for everyday living and entertaining. The primary suite features a walk-in closet, tons of natural light, and a private ensuite bath, while the spacious guest bedroom also offers a walk-in closet with a full guest bath conveniently located just outside the bedroom. The kitchen provides plenty of cabinet space and pantry. This condo has been thoughtfully updated with luxury vinyl flooring, a newly replaced bay window, and new HVAC in 2026. Additional conveniences include a private storage area and designated parking space. Town Shores is known for its impressive resort-style amenities, including four swimming pools, a marina with boat slips available for rent subject to availability, tennis, pickleball, bocce ball, shuffleboard, a fitness room, his-and-her saunas, and an expansive clubhouse featuring a large billiards room, multiple meeting spaces, and generous common areas. Best of all, you are just minutes from vibrant downtown Gulfport, where you can enjoy locally owned restaurants, shops, art, community events, and Gulfport Beach. Whether you are relaxing at home watching the sun set over Boca Ciega Bay or taking advantage of everything this active waterfront community has to offer, this is Florida living at its best.

6020 Shore Boulevard S Unit 211, South Pasadena

Listing courtesy of NEXTHOME BEACH TIME REALTY. 727-363-3300

5935 30th Avenue S Unit 214, South Pasadena
$215,000
2 Beds ⋅ 2 Baths ⋅ TB8546437 MLS ⋅ Fairfax BLDG.
Under contract-accepting backup offers. Are you ready for the 55+ Florida lifestyle in the waterfront town of Gulfport? The city is packed full of uniqueness, and Town Shores of Gulfport is packed full of amenities: 4 heated pools (3 with direct waterfront views), 2 boat docks with space for approximately 40 boats or jet skis, 4 swing parks throughout the community plus a dog park, kayak storage and launch area, walking paths along the concrete seawall, and beautiful views of Boca Ciega Bay and the Pinellas Bayway bridge. The recently renovated clubhouse offers an arts and crafts room, pool tables, table shuffleboard, card and game tables, kitchen and dining halls, an entire puzzle room, library, dance classes, plenty of planned events, and even a secure place to shred sensitive documents. You can walk to Gulfport Beach with its volleyball courts and playground. Less than a mile from the condo, Beach Blvd S is lined with restaurants, bars and shops. Even closer to home, you'll find a comfort-food breakfast and lunch diner, fine dining restaurant, small grocery store, and peaceful walks around Ibis Park and its pond. Bring some food for the turtles. Two major grocery stores and additional shopping are about 2½ miles away, and St. Pete Beach is approximately 5 miles from home. Fairfax House is one of 18 buildings in Town Shores of Gulfport and has one of the lowest monthly dues in the community. It also allows 1 pet up to 20 lbs—something only a limited number of buildings in Town Shores permit. The association is fully funded, and monthly dues actually decreased by $59 in 2026. The building was recently painted, and a new roof was installed in August 2026. The location of Fairfax House within the community is terrific, with easy access in and out. One of the community's four pools is at the end of the street. This condo comes with a covered carport close to the unit—not every condo in Town Shores has covered parking. There's also covered bicycle storage just one floor below, a shared laundry room with plenty of machines on the same floor, and a convenient trash chute. The condo also includes locked corridor storage #214. And then there's the condo itself. This corner unit, with extra living room and kitchen windows, just gleams. The south-side windows were replaced with impact-rated windows in 2022. The remodeled kitchen has granite counters, plenty of real wood cabinetry and pull-out lower drawers for easy access to kitchen and pantry items. There's a dual stainless-steel sink with sprayer faucet and soap dispenser, plus equipment for a water filtration system that is currently not connected. And one of my favorite features: a gas cooktop—a real rarity in our area! The condo doesn't have an individual water heater because hot water is provided by the association using natural gas. The Florida room is the showstopper, with a wall of windows framing expansive harbor views, Pelican Bay Marina, swaying palms and sparkling water. Wake up to the water from the primary bedroom, which has an en suite bathroom with a heat lamp and a walk-in closet. A hallway of additional closet storage leads to the guest bathroom and 2nd bedroom. The oversized bedrooms are split from each other, adding extra privacy. The entire condo was just painted, the A/C was replaced in 2022, and this place is move-in ready. If you're ready to explore the 55+ Gulfport lifestyle, call your Realtor and schedule an in-person showing. Out of town? Just let us know and we'll arrange a virtual showing.

5935 30th Avenue S Unit 214, South Pasadena

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

6930A Place De La Paix Unit 1A, South Pasadena
$89,000
1 Beds ⋅ 1 Baths ⋅ TB8546095 MLS ⋅ 6930a BLDG.
Virtually Staged. Never lived in since its extensive rebuild, this first-floor corner condo in Les Chateaux has an unusually long list of recent improvements. Major updates include a 2025 air conditioner, 2026 water heater, and all-new appliances. Inside, you'll find new luxury vinyl plank flooring and an updated kitchen with new cabinets and upgraded countertops, along with a new bathroom vanity, toilet, and sliding glass door. The building roof was replaced in 2019. At 722 square feet, the layout makes good use of the space with a small pantry, large walk-in primary closet, and additional storage. Sliding glass doors open directly to a walkout patio, and the interior corner location is away from the parking lot. The original tub, shower, and bathroom tile remain, leaving one area for the next owner to personalize. The South Pasadena location is part of what makes this home a standout. Tucked among winding residential streets and close to the water, it feels removed from the busier corridors while keeping St. Pete Beach, Gulfport and downtown St. Petersburg within easy reach. A grocery store is a short walk away, with parks, restaurants, and shopping nearby. Community amenities include a pool and clubhouse. Monthly condominium fees include water, sewer, trash, cable, internet, association insurance, exterior maintenance, grounds and pool maintenance. For buyers searching for a condo in the St. Petersburg area, this property combines an extensively rebuilt interior, first-floor corner location, walkout patio, community amenities and convenient access to the beaches and downtown. Cash purchase required.

6930A Place De La Paix Unit 1A, South Pasadena

Listing courtesy of REMAX EXPERTS. adockery@remax.net

6611 Blue Heron Drive S, South Pasadena
$1,330,000
4 Beds ⋅ 3 Baths ⋅ TB8546510 MLS
Welcome to Pasadena Golf Club Estates, one of St. Petersburg’s most sought after neighborhoods. This 2023-built home blends modern design with Florida living at its best 4 bedrooms, 3 baths, 2,593 square feet of living space and 4,630 square feet under roof. Built elevated to current code, with impact rated windows throughout, this home offers the kind of peace of mind that’s hard to find in coastal St. Pete. Inside, 12 foot ceilings, luxury vinyl flooring, and custom chandeliers set the tone, with a striking wood feature wall anchoring the living room and new lighting fixtures in both the living and dining areas. The open floor plan centers on a sleek European chef’s kitchen with a large island, granite counters with dual waterfall edges and full backsplash, built-ins, deep drawer storage, two walk-in pantries, and stainless appliances including a new two-door refrigerator. The primary suite is a true retreat, featuring a dramatic oversized ceiling fan, custom cabinetry with full-length mirrors, and a walk-in closet built for real life. The spa-inspired primary bath offers double vanities, a freestanding soaking tub, and an oversized frameless glass shower with designer tile. Additional wall-mounted cabinetry adds storage in both the primary bath and the laundry room, where a new washer and dryer convey. A whole house water softener system serves the entire home. On the ground level, a large multi-purpose space works as storage, a gym, or a custom game room, alongside an oversized 4 car garage with room for a collection. Outside, the backyard is a private oasis  a modern pool surrounded by lush, mature landscaping with newly added plantings, served by an automated irrigation system drawing from a dedicated well, keeping water costs remarkably low.

6611 Blue Heron Drive S, South Pasadena

Listing courtesy of DALTON WADE INC. 888-668-8283

7700 Sun Island Drive S Unit 202, South Pasadena
$259,000
1 Beds ⋅ 2 Baths ⋅ TB8545808 MLS ⋅ Commodore BLDG.
Welcome to your personal paradise at Bay Island Condominiums, a premier 55+ resort-style community in South Pasadena, Florida. Located just across the bridge from the powder-white sands of St. Pete Beach, this second-floor, 1-bedroom, 1.5-bathroom waterfront retreat in the Commodore Building delivers sweeping views and effortless coastal living. Step through the front door and your eyes will be drawn straight to the sparkling waters of Boca Ciega Bay. The open-concept floor plan flows seamlessly from a large, well-equipped kitchen—featuring elegant marble countertops and included appliances—through the bright dining area and into the inviting living room. Low-maintenance tile flooring runs throughout the entire home for easy beach-life cleanup. Slide open the doors to your private, screened balcony to experience the ultimate Florida lifestyle. It's the perfect front-row seat for watching dolphins and manatees play, observing passing sailboats, and taking in Florida’s famous nightly sunsets. For ultimate peace of mind, the balcony features an integrated, powered hurricane shutter, alongside a convenient private storage closet. The spacious primary suite serves as a relaxing haven, complete with an attached owner’s bathroom and a generous walk-in closet. Guests will appreciate the convenient half-bath located near the entry foyer, which sits adjacent to your in-unit washer and dryer. Convenience is key with an assigned, covered parking space situated just steps from the building's entrance. Bay Island provides unparalleled 24-hour gated security and luxury amenities, including a scenic 1.5-mile waterfront walking path, six swimming pools, two spas, tennis and shuffleboard courts. The beautifully updated clubhouse features a billiards room, card room, ballroom, commercial kitchen, and his-and-hers fitness centers. Conveniently located just 30 minutes from Tampa International Airport and moments from local dining, shopping, and entertainment, this waterfront oasis is ready for you to call home.

7700 Sun Island Drive S Unit 202, South Pasadena

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

3018 59th Street S Unit 111, South Pasadena
$139,900
1 Beds ⋅ 1 Baths ⋅ TB8546043 MLS ⋅ Chatham BLDG.
MARINA VIEW, CARPORT, PET FRIENDLY, ALL NEW, FURNISHED/TURN KEY!!! Must see this gorgeous condo with 1060 square foot interior features continuous luxury vinyl plank (LVP) flooring throughout, creating a stylish seamless look. Enjoy peace of mind with a walk-in shower, a beautifully updated kitchen featuring all new stainless-steel appliances. Move right in and enjoy the comfort and convenience of a truly turnkey home. The deeded carport is just steps and two guest spots right in front of your front door! Enjoy worry-free living with cable TV, internet, gas (for cooking and heating), and more... included in your monthly HOA fee... you only pay for electricity! Residents of Town Shores enjoy an impressive array of amenities including a fitness center (gym), billiards, room with a dozen pool tables, indoor shuffleboard tables, a library and multiple game rooms. Outdoor recreation options include shuffleboard, bocce ball, tennis and pickleball courts. The community also offers four heated pools (two right on Boca Ciega Bay) and a vibrant social clubhouse! 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. And don't forget the very active Senior Center located just a few blocks away, with many activities to enjoy daily! 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, and 30 minutes to St Petersburg and Tampa International Airports. Call today to see this beauty in person! It won't last long at this price!

3018 59th Street S Unit 111, South Pasadena

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

6058 Gulfport Boulevard S, South Pasadena
$650,000
3 Beds ⋅ 3 Baths ⋅ TB8544594 MLS ⋅ 6058 BLDG.
Under contract-accepting backup offers. Golf Course Views, Spacious Living & Florida Lifestyle! Come discover the easygoing elegance and exceptional livability of this beautiful two-story home, ideally positioned to enjoy peaceful golf course views and wonderful indoor-outdoor living. From the moment you enter, the spacious layout, abundant natural light, and thoughtful design create a warm and welcoming feeling that truly feels like home. The heart of the home is the well-appointed kitchen, featuring rich dark wood cabinetry, granite countertops, stainless steel appliances, recessed lighting, and a five-burner gas range. A breakfast bar provides the perfect place for morning coffee or casual conversation, while the open dining and living areas make entertaining effortless. Wood-style flooring adds warmth throughout the main living areas, while tile in the entry and kitchen offers easy-care practicality. A convenient half bath is perfectly situated for guests. One of the home's standout features is the enclosed lanai, accessed through beautiful French doors with built-in blinds between the glass. With hurricane shutters and a tranquil golf course setting beyond, this is the kind of space you'll want to enjoy year-round—whether you're sipping your morning coffee, unwinding at the end of the day, or entertaining friends. Upstairs, the generously sized primary suite offers a private retreat of its own. High-volume ceilings, a ceiling fan, carpeting, and a private screened lanai create an airy and relaxing atmosphere, while the golf course views provide a beautiful backdrop. The spacious en-suite bath features dual vanities with ample storage and counter space, a deep soaking tub, glass-enclosed step-in shower, private water closet with pocket door, and linen closet. The oversized walk-in closet with built-in storage makes staying organized a pleasure. Two additional bedrooms provide flexibility for family, overnight guests, a home office, or hobbies. Each bedroom is light and bright with carpeting, ceiling fans, vaulted ceilings, and generous closet space. The second full bath offers a dual-sink vanity, tub/shower combination, and linen storage. An upstairs laundry closet adds everyday convenience and keeps everything right where you need it. A two-car garage, welcoming foyer, abundant storage, multiple outdoor living areas, and beautiful golf course surroundings complete the package. Whether you're looking for a comfortable full-time residence, a relaxing Florida getaway, or simply a home where you can enjoy the view and entertain with ease, this property delivers the space, comfort, and lifestyle you've been looking for. Come see it in person—you may just find the Florida lifestyle you've been waiting for!

6058 Gulfport Boulevard S, South Pasadena

Listing courtesy of KELLER WILLIAMS REALTY- PALM HARBOR. 727-772-0772

6505 Debbie Lane S, South Pasadena
$1,495,000
3 Beds ⋅ 4 Baths ⋅ TB8544531 MLS
Virtually Staged. RARE WATERFRONT OPPORTUNITY WITH SPECTACULAR OPEN-WATER VIEWS! Situated on an exceptional waterfront parcel, 6505 Debbie Lane South offers expansive Intracoastal - Boca Ciega Bay views with a breathtaking outlook toward Pass-a-Grille, St. Pete Beach and the iconic Don CeSar. This exceptional waterfront setting offers sailboat water access to Boca Ciega Bay, the Intracoastal Waterway and Gulf of America. The property features substantial waterfront improvements, including an extensive concrete bulkhead/seawall with metal reinforcement, a composite dock constructed in 2024 and a 10,000-pound boat lift; an outstanding setting for the boating enthusiast. The existing block-constructed residence was impacted by flooding during Hurricane Helene. The owner subsequently remediated the property, including removal of approximately two feet of affected interior lath and plaster, but elected not to remodel, allowing the next owner to determine the property's future. The owner advises that no Substantial Damage determination letter was issued to the homeowner following Hurricane Helene. The home also features double-pane, high-impact windows and sliders installed in 2012. This unique offering provides an opportunity for a buyer to explore renovation of the existing residence or the creation of a new waterfront home designed to maximize this extraordinary setting. Whether envisioned as a renovation or the site of a future custom residence, the true centerpiece is the waterfront: remarkable open-water views, substantial waterfront infrastructure, boating access and an increasingly difficult-to-replicate location. Property is being offered in its current condition. Buyer is responsible for independently verifying all information and performing all due diligence regarding renovation or redevelopment, FEMA and floodplain requirements, substantial-damage status, permitting, seawall, dock, boat lift and intended use.

6505 Debbie Lane S, South Pasadena

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

6677 Poinsettia Avenue S, South Pasadena
$674,900
3 Beds ⋅ 3 Baths ⋅ TB8545345 MLS
Under contract-accepting backup offers. Homes can be like people and some show up as overachievers and this home is one of those! This large corner lot, 3 bed, 3 bath, block construction home in the Pasadena neighborhood of St Petersburg will surprise and delight you. When you drive up, the first thing you will see is the thriving Food Forest along with Butterfly/Pollinator gardens. Imagine having at your fingertips an array of food that is safe and nourishing from your own land. There are so many places around the property that encourage you to sit and enjoy the beauty at any time of day.................... That is just the warm up. Inside this home offers you a flexible floor plan. The main part of the home features a 2/2 (the Primary bedroom has its own ensuite bathroom) along with a 1/1 Private IN-LAW Suite with its own entrance, kitchen and living room. Now you have options for generational living, guest space or an income producing space..................... There are so many updates throughout the home, but the new kitchen/coffee bar/breakfast nook area really works to steal the show. It is beauty and functionality at its best with high end appliances and designer touches throughout. (Be sure to request a digital copy of the Property Info Book for all the in depth details.).................... Then you step out onto your HUGE screened in lanai. A perfect addition for the Florida lifestyle during the months the mosquitos want to carry you off. Large enough for gatherings with family and friends. Relax in your own piece of paradise while you listen to the soothing sounds of your fountain. Currently there is a Swim Spa in the lanai that is open to negotiation..................... The washer and dryer is located in its own space just off the lanai. The backyard is fully fenced with alley access that brings you to the carport, large enough for boats, trailers, small RVs. There is an outdoor garden potting table AND a separate air conditioned storage space with a small workshop area! If you find yourself grungy from gardening or covered in sand from one of our world class beaches, there is an outdoor shower (hot & cold water) to clean up in before tromping the grunge through the house. This home never lost power or flooded during any of the recent years hurricanes. NOT a flood zone..................... LOCATION, location. Living here you get the best of ALL worlds. You are one house away from the much loved Pinellas Trail! You have your own urban farm with room to develop it more. Our award winning Gulf Coast beaches are only 2.6 miles away. You can walk to coffee shops and restaurants. Gulfport with its eclectic waterfront restaurants, bars, art, nightlife and waterfront is 2.6 miles away and vibrant downtown St Pete with all its art, music, culture, sports and amazing food is 5.6 miles. Tampa International Airport is a 23 miles away. No need to settle, you CAN easily enjoy all that Florida Gulf coast living has to offer living here.................... Metal Roof + hurricane straps 2023 | HVAC main house 2016 - In-law 2021 | Water Heater 2014 | Windows 2021/2026 | Kitchen 2025 | Flooring 2026 | Landscaping and so much MORE! Be sure to schedule your appointment today AND request a copy of our Property Info Book for all the details of this home

6677 Poinsettia Avenue S, South Pasadena

Listing courtesy of EXP REALTY LLC. 888-883-8509

5122 12th Avenue S, South Pasadena
$315,000
2 Beds ⋅ 1 Baths ⋅ TB8517846 MLS
Welcome to this beautifully updated 2-bedroom, 1-bath home in the heart of GULFPORT, Florida—one of Pinellas County's most sought-after waterfront communities known for its artsy vibe, walkable downtown, and coastal charm. Combining CLASSIC CHARACTER and MAJOR MODERN UPGRADES, this move-in-ready property offers comfort, convenience, and an exceptional location near Gulfport Beach, St. Pete Beach, and downtown St. Petersburg. SIGNIFICANT IMPROVEMENTS completed in 2018 include a NEW ROOF, HVAC system, 200-amp ELECTRIC PANEL, updated electrical outlets and switches, and a FULLY RENOVATED KITCHEN featuring contemporary finishes and functionality. BRAND NEW TANKLESS WATER HEATER 2026. Original HARDWOOD FLOORS have been beautifully refinished, preserving the home's timeless appeal, while ceiling fans throughout enhance year-round comfort. A fully enclosed, air-conditioned FLEX SPACE provides valuable ADDITIONAL SQUARE FOOTAGE and endless possibilities for a home office, art studio, gym, guest space, or bonus room. The versatile layout makes this property ideal for remote workers, creatives, seasonal residents, first-time homebuyers, or investors seeking a Gulfport rental property. Located just 1.5 miles from GULFPORT BEACH and the vibrant Gulfport Waterfront District, you'll enjoy easy access to local restaurants, coffee shops, boutiques, art galleries, waterfront parks, and community events. ST. PETE BEACH is only 3.5 miles away, offering world-famous beaches, boating, fishing, and outdoor recreation. DOWNTOWN ST. PETERSBURG, with its thriving dining, entertainment, and cultural scene, is just a short drive away, while nearby INTERSTATE 275 access provides convenient commuting throughout the Tampa Bay area. Whether you're searching for a Gulfport Florida home for sale, a charming beach-area bungalow, or a property close to St. Petersburg and the Gulf beaches, this exceptional home delivers the perfect combination of location, updates, and lifestyle.

5122 12th Avenue S, South Pasadena

Listing courtesy of LPT REALTY, LLC. 877-366-2213

7973 Causeway Boulevard N, South Pasadena
$2,900,000
3 Beds ⋅ 4 Baths ⋅ TB8544675 MLS
Under contract-accepting backup offers. This recently constructed 2024 contemporary custom-built home has it all. Enjoy breathtaking wide open Intracoastal Waterway views from every room in the house! Beautiful solid white oak stair treads with a welded aluminum stair frame, beautifully lighted. The mid-level features a great room plan with incredible panoramic water views. A gourmet kitchen with gleaming marble surfaces, quality stainless steel appliances, gas cooking, a pot filler, custom cabinetry and a huge center island. The second-level covered porch overlooks the water. Hardwired for music throughout every level, inside and out. Large principal bedroom with cathedral ceilings that extend into the luxurious bathroom, complete with a soaking tub, separate shower, and top-of-the-line fixtures. The third level includes a guest suite, a third bedroom, two bathrooms and another balcony with fantastic Intracoastal views. The first level has all the room you need for cars, tools and toys. The garage is 30 x 33 with an epoxied floor and 2 electric car charging stations. The lower level has a covered patio that overlooks the salt water pool and spa (travertine tile deck) . This home is equipped with Solar power, a generator, natural gas for the cooktop & dryer, and a propane system that runs the Generac generator, pool heater & water heater (The electric bill in the summer is approximately $270). Pool and spa. 13,000-pound boat lift, jet ski lift & kayak rack. Second and third-floor balconies include filtered water power washers for easy maintenance. New seawall. There is also an assumable $1,200,000 loan at 3.375% (Buyer must be qualified).

7973 Causeway Boulevard N, South Pasadena

Listing courtesy of COASTAL PROPERTIES GROUP. 727-493-1555

1514 Sea Gull Drive S, South Pasadena
$1,699,000
3 Beds ⋅ 2 Baths ⋅ TB8544585 MLS
Set on an extraordinary 1.26-acre waterfront lot in Pasadena Golf Club Estates, this renovated 3-bedroom, 2-bath pool home offers the kind of space, privacy, and boating access that is increasingly hard to find in Pinellas County. With more than 150 feet of seawall and deep-water access, the property is ideally positioned for those who want to fully embrace the Florida waterfront lifestyle. The outdoor setting is truly the centerpiece. A heated pool, resurfaced in 2024, is surrounded by a newer paver deck with plenty of room for lounging, dining, and entertaining. Beyond the pool, the composite dock completed in 2019 features a 10,000-lb boat lift, sink, and cleaning station. Deeded underwater rights also provide additional possibilities for a second dock, jet ski lift, or paddleboard launch. From here, you can be on the Gulf of America in approximately 15 minutes, with convenient access to Boca Ciega Bay, the Intracoastal Waterway, Blind Pass, and Pass-a-Grille Channel. The property also offers excellent everyday functionality with a 2-car garage and an oversized driveway providing abundant parking and additional space for an RV or boat. Inside, the home has been thoughtfully renovated with a clean, modern coastal feel. The split-bedroom layout provides privacy while spacious living and family rooms offer plenty of room to gather, all enhanced by natural light and waterfront views. Impact-rated windows and doors add both comfort and peace of mind. At the heart of the home, the kitchen is designed for both everyday living and entertaining, featuring quartz countertops, custom cabinetry, double ovens, an induction cooktop, farmhouse sink, and generous workspace. The adjacent dining area opens directly to the waterfront deck, creating an easy connection between the interior and outdoor living spaces. A sleek wet bar with a built-in wine refrigerator adds another thoughtful entertaining feature, while both bathrooms have been beautifully updated. Major improvements have already been completed, including a 2024 roof, 2025 HVAC system, and 2025 water heater. Located in unincorporated Pinellas County, the property is short-term rental friendly, creating flexibility for use as a full-time residence, seasonal retreat, or investment property. St. Pete Beach is less than 10 minutes away, downtown St. Petersburg is approximately 15 minutes away, and Tampa International Airport is roughly 35 minutes away. An oversized waterfront lot, deep-water boating access, private pool, generous parking, and extensive renovations come together to create a property that offers far more than a typical coastal home.

1514 Sea Gull Drive S, South Pasadena

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

1868 Shore Drive S Unit 310, South Pasadena
$189,000
2 Beds ⋅ 2 Baths ⋅ TB8543617 MLS ⋅ Shore Towers BLDG.
Virtually Staged. Welcome to Shore Towers, an incredible waterfront 55+ community where beautiful views of Boca Ciega Bay set the backdrop for this spacious 2-bedroom, 2-bath condo in the heart of South Pasadena. Clean, well maintained, and move-in ready, the residence features an open living and dining area, updated bathrooms, a newer HVAC system, and hurricane-impact glass sliders off both the living room and primary bedroom. Large windows bring in plenty of natural light while making the waterfront setting part of the everyday view. The spacious kitchen offers ample cabinetry and counter space, a gas cooktop, and plenty of room to make it your own with future updates. Beyond the condo, Shore Towers offers an impressive lineup of amenities for enjoying the Florida lifestyle, including a waterfront pool, shuffleboard courts, grilling and outdoor dining areas, and a private dock ideal for fishing, kayaking, or paddleboarding. The clubhouse adds a fitness center, billiards, social spaces, and a full kitchen, with plenty of opportunities to stay active and connect with neighbors. Located along scenic Shore Drive, you’re just minutes from St. Pete Beach and approximately 15 minutes from Downtown St. Petersburg, with shopping, dining, entertainment, and some of the area’s best waterfront destinations all close by. Whether you’re looking for a full-time residence or a part-time escape, unit 310 offers a wonderful place to call home!

1868 Shore Drive S Unit 310, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 727-380-2067

2775 Kipps Colony Drive S Unit 305, South Pasadena
$998,500
2 Beds ⋅ 2 Baths ⋅ TB8543082 MLS ⋅ 2775 BLDG.
TOP-FLOOR WATERFRONT LIVING AT KIPPS COLONY IN PASADENA YACHT & COUNTRY CLUB! Beautifully updated, this spacious residence with a loft combines soaring vaulted ceilings, waterfront views and exceptional boating amenities in one of the area's most desirable gated communities. Recent improvements include wide-plank luxury vinyl flooring throughout, an updated kitchen with white cabinetry, quartz countertops, new stainless steel appliances, as well as beautifully updated baths. Walls of sliding glass doors fill the open great room with natural light and lead to a spacious waterfront balcony. Electronic blinds in the living room and electronic hurricane shutters provide effortless privacy, light control and storm protection at the touch of a button. The expansive primary suite features soaring vaulted ceilings and a walk-in closet, while the extensively updated primary bath offers abundant custom cabinetry and storage. The second bedroom offers en-suite bath access and features a custom Murphy bed/desk system, negotiable with the sale. A standout feature is the upper-level loft, ideal for a home office, den or flex space, with water view and a new mini-split A/C and a new pneumatic elevator providing convenient access from the main living level. FOR BOATERS, THIS ONE IS EXCEPTIONAL: the residence includes a LARGE DEEDED DEEP-WATER BOAT SLIP (approx. 53' x 17') WITH A 19,000-LB BOAT LIFT—an increasingly coveted amenity for Tampa Bay boating—along with TWO COVERED PARKING SPACES and a private storage cage. Kipps Colony 1 residents enjoy a waterfront pool and spa and a pet-friendly lifestyle within gated Pasadena Yacht & Country Club, conveniently located near Gulfport, St. Petersburg and the Gulf beaches. Eligible buyers also have the opportunity to bypass the PYCC full golf membership waitlist and apply for club membership within the first 30 days of ownership. Milestone and reserve studies have been completed, and any assessments have been paid. Conveniently located just minutes from Florida's famous beaches, a short drive to Downtown St Petersburg and a brief 35-40 minute to Tampa!

2775 Kipps Colony Drive S Unit 305, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 727-380-2067

7665 Sun Island Drive S Unit 409, South Pasadena
$169,900
1 Beds ⋅ 1 Baths ⋅ TB8541714 MLS ⋅ Essex BLDG.
PARADISE IS CALLING ~~ Super cute, cozy, waterfront condo that is located in the well sought after ESSEX building in this popular, guard gated 55+ community of BAY ISLAND. This condo is perfect as a "WINTER GET-AWAY or a wonderful FULL TIME RESIDENCE. Enjoy the panoramic water views of Boca Ciega Bay and be entertained by the many dolphins that frolic in the waters below and the many birds that soar above the sparkling waters. This lovely unit provides a Great Room concept, open kitchen with 42 inch cabinets, appliance package, coordinating backsplash and breakfast bar for on-the-go snacking. The Bathroom is cheerful with a modern look offering a single sink vanity with cabinet storage, overhead accent shelf/cabinet and full tub/shower combination. Neutral in color ~ this provides a blank slate to make it your own by adding the calming coastal watercolor hues. Step into the Primary Bedroom which offers a full walk-in closet, sliders that lead to a private covered waterfront balcony and plenty of interior wall space to strategically place furniture for optimum usage. This easy care unit showcases full tile flooring throughout, neutral paint, storage closets in both the hall and bedroom. Electric storm shutters provide the ultimate in storm protection for the Balcony slider as well as the front Picture Window. A covered carport dedicated to this unit is also included in the sale. THE ESSEX at BAY ISLAND has an elevator, individual storage lockers for all units and a waterfront pool with outside bathrooms. There is also a workshop in the building for the owners to use, which is a welcome amenity. General Laundry facility in building. HOA FEES include water, sewer, trash and more. There is a scenic 1.5 mile waterfront walkway around the community, 6 pools, Clubhouse with Social Director, marina, fitness center with both women's and men's saunas, tennis courts, car wash and more! Enjoy the many social events and meet new friends in this active 55+ community. Bay Island is minutes to some of the beautiful beaches, artsy Gulfport, trendy downtown St. Petersburg and South Pasadena where you will find unique restaurants, shopping and more. Isn't it time to make this place YOUR PARADISE. Call for your private viewing today!!

7665 Sun Island Drive S Unit 409, South Pasadena

Listing courtesy of LPT REALTY, LLC. 877-366-2213

7930 Sun Island Drive S Unit 104, South Pasadena
$359,000
2 Beds ⋅ 2 Baths ⋅ TB8543418 MLS ⋅ Enterprise BLDG.
Waterfront -- Turn Key -- Available Furnished - Wake up to dolphins in the bay -- end your evenings with sunsets over the water — This fully renovated 1,480 sq ft, 2-bedroom, 2-bath condo offers the best of easy coastal living. This spacious, turnkey home can be purchased furnished and includes an office space that easily converts to a 3rd bedroom, plus two covered porches overlooking the water. The milestone inspection is complete and cleared, and the community maintains a fully funded reserve fund for peace of mind. --- Community features: Six pools, tennis and pickleball courts, men’s and women’s gyms, a clubhouse with ballroom, car wash, library, Tiki Hut grilling areas, a 1.5-mile waterfront walkway, and access to a private marina — all inside a secure 55+ gated neighborhood. This unit also includes two covered parking spaces right outside your door and an exclusive private storage room not found in other units. With convenient first-floor living and no stairs, you can enjoy comfort and independence for years to come. Don’t miss this opportunity to own a stunning, move-in-ready waterfront condo in one of the most desirable communities in St. Petersburg — schedule your private showing today! HOA fees include: Flood insurance, water, sewer, trash, cable, internet, and maintenance for all community amenities.

7930 Sun Island Drive S Unit 104, South Pasadena

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

5613 12th Avenue S, South Pasadena
$299,000
2 Beds ⋅ 1 Baths ⋅ TB8543684 MLS
Welcome to this charming, beautifully renovated 2-bedroom, 1-bath home in Gulfport, offering the perfect combination of move-in-ready comfort, an incredible backyard and excellent investment potential. An oversized carport provides flexible space for parking or recreational storage. Just off the back of the home a charming enclosed bonus space offers a cozy spot for a reading nook, artist studio, craft space, or other creative use. Thoughtfully updated and exceptionally well maintained, this home is an ideal opportunity for a first-time buyer, someone looking to downsize, or an investor seeking a proven rental property. Inside, you'll find a bright, inviting interior with an easy, functional layout and modern updates that make the home truly turnkey. Step outside and you'll discover one of the property's best features—a thriving edible garden with fresh seasonal food ready for its next homeowner that includes Banana, Guava, Papaya, Suriname Cherry, Turmeric, Ginger, Moringa, Basil, Cuban Oregano, Spinach and Sweet Potatoes, with plenty of room to create your own outdoor oasis, entertain friends, garden, or simply enjoy the Florida lifestyle. For investors, the numbers speak for themselves. The property has a long history as a successful annual rental, most recently renting for $1,950 month, with tenants responsible for utilities and routine yard maintenance. The home has historically attracted tenants quickly, typically renting within days of being offered. Additional improvements include an updated electrical service panel, an on-demand hot water heater, and termite tenting completed in 2023. Information regarding the property's flood-zone designation, roof, HVAC and other major systems is available for buyer review. Whether you're looking for an affordable place to call your own or a well-established addition to your rental portfolio, this Gulfport home offers flexibility, value and a backyard that's hard to find. This House is in the Eligible Area for Pinellas County’s Down Payment Assistance Program!!!

5613 12th Avenue S, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 727-380-2067

7050 Sunset Drive S Unit 610, South Pasadena
$237,000
2 Beds ⋅ 2 Baths ⋅ TB8543221 MLS ⋅ 7050 BLDG.
Under contract-accepting backup offers. ENJOY BEAUTIFUL BOCA CIEGA BAY VIEWS FROM THIS 6TH-FLOOR CONDO IN CHATEAU TOWER! This 2-bedroom, 2-bath residence also overlooks the peaceful cove and community pool. Step onto your PRIVATE BALCONY to enjoy the coastal breeze and waterfront scenery. Inside, you’ll find HVAC (2020), updated flooring in the living area (2019), a newer dishwasher, and an IN-UNIT stackable WASHER AND DRYER. The primary bedroom features a BEAUTIFUL WATER VIEW, a CLOSET ORGANIZATION SYSTEM, and a private EN-SUITE BATHROOM with a WALK-IN SHOWER. HURRICANE SHUTTERS provide additional peace of mind. An assigned uncovered parking space and additional storage area are also included. Chateau Tower is a NO-AGE-RESTRICTION community with an impressive selection of resort-style amenities. Enjoy the HEATED POOL AND SPA, fitness center, sauna, steam room, billiards and ping pong. There is also a grilling and pavilion area, plus a clubhouse with an inviting lobby, library, recreation room and kitchen. Vibrant community groups and a monthly calendar of events make it easy to get involved and meet neighbors. Just steps away, Maynard A. Duryea Bay View Park offers public TENNIS COURTS and a playground. Chateau Tower provides DIRECT KAYAK AND PADDLEBOARD ACCESS TO BOCA CIEGA BAY, along with convenient storage and a pathway to the water for easy launching. The building also offers controlled access and on-site management. Condo fees include water, trash, cable, lawn service and building maintenance. Located in charming South Pasadena, you’ll enjoy a relaxed coastal atmosphere while still being close to everyday conveniences. You’re approximately 4 miles from ST. PETE BEACH, known for its beautiful soft sand, sparkling GULF waters and unforgettable sunsets. Vibrant Downtown St. Petersburg is just 7 miles away, and Tampa International Airport is approximately 26 miles away. Shopping, restaurants, grocery stores and medical facilities are also nearby. From mornings overlooking Boca Ciega Bay to evenings on the beach, this condo puts the Florida waterfront lifestyle right at your doorstep!

7050 Sunset Drive S Unit 610, South Pasadena

Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL. 727-493-1555

2053 Dolphin Boulevard S, South Pasadena
$685,000
4 Beds ⋅ 3 Baths ⋅ TB8542972 MLS
Welcome to 2053 Dolphin Blvd S, where Florida living, thoughtful updates and an incredible location come together! This beautifully updated 4-bedroom, 3-bathroom pool home offers a spacious and functional floor plan with plenty of room to entertain, relax and enjoy everything St. Petersburg has to offer. Major improvements have already been taken care of, including brand-new hurricane-impact windows and doors throughout, providing added comfort and peace of mind. Step inside and you'll immediately notice the abundance of natural light and open, inviting feel of the home. The thoughtfully designed split-bedroom floor plan places the primary suite privately on one side of the house, while three additional bedrooms are located on the opposite side. Two of the guest bedrooms share a convenient Jack-and-Jill bathroom, creating a great setup for family, guests or a home office. At the heart of the home is the open kitchen, designed with entertaining in mind. In addition to generous cabinetry and counter space, an extended area of cabinets and countertops provides the perfect place for serving food and drinks when friends and family gather. With an easy flow between the kitchen, living spaces and pool area, this home was made for hosting the perfect Florida pool party. Step outside and you'll see where this home really shines. The large caged-in swimming pool is surrounded by generous entertaining space with plenty of room for outdoor dining, lounging and enjoying Florida's year-round sunshine. Whether you're hosting a weekend barbecue, spending a quiet afternoon by the pool or entertaining a house full of guests, there's room for everyone. Storage and parking are equally impressive. The home features a large two-car garage, an expansive circular driveway, and additional extended parking along the side of the property ideal for multiple vehicles and all the extras that come with the Florida lifestyle. And then there's the location. Situated in South St. Petersburg, you're just a short drive from the beautiful Gulf Beaches, while still enjoying convenient access to Gulfport, shopping, restaurants, parks and everything happening throughout St. Pete. Spend the afternoon at the beach, head into downtown for dinner, and come home to your own private pool.

2053 Dolphin Boulevard S, South Pasadena

Listing courtesy of RE/MAX REALTY UNLIMITED. 727-280-9996

6100 Gulfport Boulevard S Unit 405, South Pasadena
$249,000
2 Beds ⋅ 2 Baths ⋅ TB8542375 MLS ⋅ Golfview I BLDG.
Contemporary style, a functional open floor plan, and an exceptional location come together in this tastefully updated 2-bedroom, 2-bath condo in Golfview I Condominiums. Situated directly across from Stetson University College of Law, you'll be minutes from Gulfport's lively waterfront district, eclectic Beach Boulevard, award-winning Gulf beaches, downtown St. Petersburg, and countless destinations for dining, shopping, entertainment, and recreation. Designed for easy living, the floor plan flows naturally from the spacious living room into the dining area and kitchen, creating comfortable spaces for everyday life and effortless entertaining. Gleaming wood floors bring warmth to the living room, while tile flooring throughout the remainder of the home offers durability, low maintenance, and a cohesive look. Neutral finishes provide the perfect backdrop for virtually any decorating style. The kitchen combines clean design with everyday practicality, featuring granite countertops, stainless steel appliances, and a dedicated glass washer at the sink—a thoughtful upgrade that's rarely found. Just beyond, the adjoining dining area offers an ideal setting for everything from a quick breakfast before work to leisurely dinners with family and friends. The primary suite includes a private bathroom, while the second bedroom features an oversized double closet and convenient access to the hall bath. A separate laundry room with washer and dryer keeps household tasks neatly tucked away. The A/C was replaced six years ago, and the water heater was installed in 2016. Bordering the Pasadena Yacht & Country Club golf course, Golfview I offers residents beautifully landscaped grounds, a saltwater swimming pool, gazebo and lounge areas, perfect for unwinding after a day at work or on the golf course. Two furnished guest suites are available for rent by family and friends of residents, subject to availability and advance reservations, making extended visits easy and comfortable. The community welcomes up to two pets, cats or dogs, with a maximum weight of 50 pounds/dog. Owners may lease their unit with a minimum rental period of only three months, providing excellent flexibility for seasonal residents, investors, or anyone seeking additional options for future use. Living in Gulfport means becoming part of one of Tampa Bay's most distinctive communities. Known for its vibrant arts scene, independently owned restaurants, galleries, boutiques, live music, festivals, weekly markets, historic Casino Ballroom, marina, and year-round community events, Gulfport offers a character all its own. Spend the afternoon exploring Beach Boulevard, enjoy dinner overlooking Boca Ciega Bay, browse the monthly Art Walk, paddle through nearby waters, or gather with friends to watch another unforgettable Florida sunset. There is always something to experience. Whether you're searching for a primary residence, a winter escape, or an investment opportunity, this move-in-ready condo offers an outstanding opportunity to enjoy the Gulfport lifestyle while staying close to everything that makes the greater St Petersburg area one of Florida's most desirable places to live.

6100 Gulfport Boulevard S Unit 405, South Pasadena

Listing courtesy of BRIGHT VIEW REALTY GROUP. 727-422-1743

1601 54th Street S, South Pasadena
$357,700
2 Beds ⋅ 1 Baths ⋅ TB8539030 MLS
There is something undeniably appealing about a classic Gulfport bungalow, and this beautifully updated 2-bedroom, 1-bath home gets the balance just right. Original character and charm remain, including a wonderful original fireplace that anchors the living space, while the important updates have already been thoughtfully completed. The result is a home that feels authentic, comfortable, and completely move-in ready. Inside, natural light complements the home's warm bungalow character, with the original fireplace serving as a reminder of the history and personality that make homes like this so special. The fully renovated kitchen features quartz countertops and a Whirlpool stainless steel appliance suite, while the updated bath feels fresh and polished. Behind the scenes, many of the improvements buyers appreciate most have already been addressed, including a newer roof, new impact glass windows, updated electrical wiring and plumbing, and a new tankless water heater. Just off the kitchen, a quiet screened lanai creates the perfect spot for morning coffee, an evening cocktail, or simply enjoying Gulfport's laid-back Florida lifestyle. The oversized corner lot may be one of this property's best surprises. There is plenty of room for boat, RV, or trailer parking, with additional space to consider a future pool, home addition, or expanded outdoor living area. A separate freestanding structure adds even more possibilities. Use it as a home office, art studio, workshop, she-shed, creative space, or explore converting it back to its original use as a carriage house garage. For buyers looking beyond a primary residence, the home's turn-key condition and Gulfport location also create excellent potential as an income-producing property. Best of all, the property sits high and dry in desirable FEMA Flood Zone X, an increasingly important consideration for Florida buyers. Updated where it matters, rich with the original character that gives a Gulfport bungalow its personality, and offering considerably more flexibility than its charming footprint might suggest, this is a home that makes it very easy to imagine calling Gulfport home.

1601 54th Street S, South Pasadena

Listing courtesy of NEXTHOME SOUTH POINTE. 833-777-6398

7974 Sailboat Key Boulevard S Unit 408, South Pasadena
$799,000
3 Beds ⋅ 2 Baths ⋅ TB8533613 MLS ⋅ Bldg 8/ 7974 BLDG.
Welcome to Beachwalker at Harbourside Building 9 unit 408. This corner unit has 2 Bedrooms, 2 Baths and Den or 3rd bedroom. There are two balconies, one with hurricane shutters on the West side and the East side balcony has a wraparound balcony off kitchen and den. Upgrades include: new washer dryer, two pantries in the eat in kitchen with stainless steel appliances, granite throughout including kitchen and baths. Both Primary & guest baths have been upgraded with tiled shower and flooring. Hardwood Flooring throughout except for bedrooms which have Carpet. Recessed lighting throughout, two niches one in Kitchen and one in Foyer. Custom built buffet in dining room and kitchen breakfast bar. Crown molding with casing around windows and doors, 4" baseboards, three ceiling fans with lights and remotes. AC 2018 and hot water heater 2006 Garage parking space #54 and assigned storage unit 408 on floor. Tenant in place, 30 days notice to vacate. This is your opportunity to experience the best of Beachwalker at Harbourside with resort-style island living. • Abundant Marine Life: Frequent sightings of dolphins, manatees, and various sea birds are common in the calm, protected waters of the Intracoastal Waterway and shallow bay areas. • Stunning Sunsets: West-facing balconies provide prime, unobstructed views of the sun setting over the water. • Active Waterways: You can watch a constant parade of sailboats, yachts, and other vessels, making the view dynamic and interesting • Interior highlights Flexible living space: • Spacious primary suite: Offers a walk-in California closet with built in storage. • Convenient laundry. • Quality construction: Solid steel reinforced concrete construction was used by JMC Communities, the original builder, rather than concrete blocks. Penthouse exclusives • One assigned parking space under the building (#54). •: A large, conveniently located storage unit near the elevator is also included #408 and another on balcony. Resort-style amenities • Pools and recreation: Six swimming pools, five tennis courts with two pickleball courts, and shuffleboard. • Fitness and relaxation: Two fitness centers, a Jacuzzi, and saunas. • Convenience for residents: Three outdoor grills, a three-station car wash with vacuum and air, and electric car charging stations. • Waterfront access: The marina has three docks and 87 deeded slips, which are available for rent or purchase from other owners. • Clubhouse features: A card room, billiard room, library, woodwork shop, and a grand room with a kitchen for events. • Outdoor activities: A 1.5-mile walking trail around the island offers a chance to see dolphins, manatees, and seabirds. • Pet-friendly policy: Allows one pet per unit up to 20 pounds. This is your opportunity to experience the best of Beachwalker at Harbourside and resort-style island living.

7974 Sailboat Key Boulevard S Unit 408, South Pasadena

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982

6343 Vista Verde Drive E, South Pasadena
$649,900
3 Beds ⋅ 3 Baths ⋅ TB8542084 MLS ⋅ Vista Verde BLDG.
Welcome to 6343 Vista Verde Dr W, a beautifully updated and spacious townhome located inside the gated, low-density Villas Del Verde community in Gulfport. Offering 3 bedrooms, 2.5 bathrooms, a 2-car garage, and resort-style amenities, this home combines the low-maintenance lifestyle of townhome living with the space and comfort you’re looking for. Inside, you’ll find an updated interior with generous living spaces, a welcoming open layout, and plenty of natural light. Recent improvements total approximately $16,000 and include new hurricane windows on the front of the home, a new water heater, HVAC enhancements with a 5-inch media filter and rebuilt plenums, a new thermostat, under-sink reverse osmosis water filter system, custom primary closet, and additional weatherproofing improvements. The location is truly hard to beat. The home is moments away from Pasadena Yacht & Country Club and minutes from the laid-back charm of downtown Gulfport, where you'll find waterfront dining, local shops, art, and Gulfport Beach. Enjoy dinner at Neptune Grill or O'Maddy's, an evening at Pia's Trattoria, or a night out at The Pearl, all close to home. The home is located 15 minutes from Downtown St Pete, 7 minutes to St Pete Beach, 25 minutes to St Pete Clearwater Airport (PIE) and 30 minutes to Tampa International Airport (TPA).

6343 Vista Verde Drive E, South Pasadena

Listing courtesy of FIVE STAR REAL ESTATE OF FLORIDA LLC. 727-748-0707

2706 Skimmer Point Drive S, South Pasadena
$1,250,000
4 Beds ⋅ 3 Baths ⋅ TB8542125 MLS
NEW ROOF, NEW A/C SYSTEM, AND NEW SPRINKLER SYSTEM! Welcome to 2706 Skimmer Point Drive S, an exceptional 4-bedroom, 3-bath residence offering approximately 2,674 square feet of living space in the prestigious gated community of Pasadena Yacht & Country Club. This beautifully appointed home offers a spacious and inviting floor plan with soaring ceilings, abundant natural light, and generous living areas designed for both everyday comfort and entertaining. The kitchen features custom cabinetry, ample counter space, stainless steel appliances, a breakfast bar, and natural gas cooking, opening to a spacious family room highlighted by a cozy gas fireplace and views of the pool area. The private primary suite provides a relaxing retreat with dual walk-in closets, French doors leading to the screened lanai, and a spacious en-suite bathroom featuring separate vanities, a soaking tub, and separate shower. Three additional bedrooms offer plenty of flexibility for family, guests, or a home office. Step outside and enjoy the Florida lifestyle from the screened lanai overlooking the heated pool and spa, surrounded by tropical landscaping and a private backyard setting ideal for entertaining or relaxing. The outdoor area also features a gas fire pit, creating the perfect atmosphere for evenings by the pool. Additional highlights include a 3-car garage with generous storage, natural gas, public water and sewer, and the added peace of mind of the home’s major recent improvements: NEW ROOF, NEW A/C SYSTEM, AND NEW SPRINKLER SYSTEM. Located within the highly desirable Pasadena Yacht & Country Club community, this property offers the privacy and security of gated living while remaining conveniently close to Gulfport’s vibrant waterfront district, restaurants, shopping, beautiful Gulf beaches, downtown St. Petersburg, and Tampa International Airport. A rare opportunity to enjoy space, privacy, and the Florida lifestyle in one of Gulfport’s most sought-after communities. Schedule your private showing today!

2706 Skimmer Point Drive S, South Pasadena

Listing courtesy of JPT REALTY LLC. 813-325-4177

5355 2nd Avenue S, South Pasadena
$354,900
3 Beds ⋅ 2 Baths ⋅ TB8542428 MLS
BEAUTIFULLY RENOVATED | 3 BEDROOMS | 2 BATHROOMS | 1,104 SQ FT | NO HOA Behind the welcoming front porch of this classic St. Petersburg bungalow is a bright, design-forward interior that feels completely fresh while preserving the character that makes the home special. THE BIG UPDATES ARE ALREADY DONE: NEW KITCHEN, NEW STAINLESS STEEL APPLIANCES WITH WARRANTIES, TWO NEWLY FINISHED BATHROOMS, NEW WIDE-PLANK FLOORING, NEW WATER HEATER, NEW LIGHTING AND FIXTURES, AND A ROOF REPLACED IN 2016. Natural light fills the living room, where decorative wall molding and the fireplace create a warm and memorable focal point. The new wide-plank flooring carries throughout the home, tying together the crisp white finishes, warm wood tones, matte-black hardware, and carefully selected lighting. The kitchen is the true showpiece. White shaker cabinetry, sleek countertops, a full-height backsplash, an oversized island, pendant lighting, and a complete suite of new stainless steel appliances create a space that looks just as impressive in person as it does in the photos. The private primary suite brings a boutique-hotel feel with a warm wood double vanity, dual mirrors, matte-black fixtures, a glass-enclosed walk-in shower, and a custom walk-in closet. The second bathroom continues the same elevated design with a modern wood vanity, stylish fixtures, and a tub. Outside, the fully fenced corner lot provides double-gate access, a generous parking pad, and plenty of usable outdoor space. The covered front porch adds even more charm and gives the home a welcoming first impression. Conveniently located near Gulfport, St. Pete Beach, downtown St. Petersburg, shopping, dining, and major roadways. This is not a basic cosmetic update—it is a stylish, thoughtfully finished home where character, design, and everyday function come together beautifully.

5355 2nd Avenue S, South Pasadena

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

1420 Gray Street S, South Pasadena
$399,000
2 Beds ⋅ 2 Baths ⋅ TB8541851 MLS
Under contract-accepting backup offers. Coming soon! Welcome home to Gulfport, one of the area’s most desirable established neighborhoods. This solid block ranch has been lovingly maintained and delivers the perfect mix of comfort, character, and location. Inside, you’ll find wood flooring throughout, an updated kitchen with stone countertops and stainless steel appliances, renovated bathrooms, and a spacious Florida room that adds flexible living space. Outside is where this home really shines. The current owners have spent recent years elevating curb appeal and turning the backyard into a true entertainer’s retreat: mature landscaping, a covered patio, pergola, multiple seating areas, propane fire pit, stock tank pool, a spacious storage shed, alley access, covered parking, and room for a boat or RV. An irrigation system keeps it all looking sharp year-round, and the private setting is ideal for gathering with friends or soaking up Florida’s mild winter weather. Located in Flood Zone X — no flood insurance currently required, for genuine peace of mind. You’re just minutes from downtown Gulfport, downtown St. Petersburg, Gulf beaches, Stetson University College of Law, the Pinellas Trail, shopping, restaurants, and parks — all the convenience of the city with the feel of a quiet, established neighborhood. Whether you’re searching for a full-time residence, a seasonal escape, or simply a home that’s been cared for, 1420 Gray Street S is ready to deliver the Florida lifestyle you’ve been looking for.

1420 Gray Street S, South Pasadena

Listing courtesy of LPT REALTY, LLC. 877-366-2213

1847 Shore Drive S Unit 509, South Pasadena
$179,000
1 Beds ⋅ 1 Baths ⋅ TB8541268 MLS ⋅ Na BLDG.
Waterfront One-Bedroom, One-Bath Condo with Unbeatable Views, you literally think you live on a cruise ship! This waterfront condo offers incredible water views of Boca Ciega Bay from every window, making every room feel serene and connected to the water. The living area features huge windows that flood the space with natural light and showcase panoramic vistas, while the large bedroom gives you a ZEN feeling , truly a perfect peaceful retreat. The building’s concrete and steel construction is fortified like a fort, delivering peace of mind, durability, and excellent sound insulation for privacy and comfort. This is a vibrant and active 55+ community with a plethora of clubs and activities. Recent exterior upgrades and maintenance include improvements such as new walkways for safe, stylish outdoor access, new railings that blend safety with waterfront aesthetics, and new plumbing to reduce maintenance concerns and improve reliability. The interior layout is a cozy, functional one-bedroom, one-bath design that maximizes water views with an open-concept living and dining area, a kitchen designed for efficiency with ample quartz counter space, storage and stainless steel appliances, truly a chefs delight. In addition the well-appointed bathroom with contemporary fixtures and walk-in shower with a chair rail (wheelchair accessible)makes for easy living. The laundry room is right outside the door and the elevator also stops right by your door. Shorecrest has also completed and paid for all Milestone Inspection report repairs. Each unit has access to a community storage room for larger items such as paddle boards, kayaks, bicycles etc. The community has a kayak club, card playing groups, shuffleboard courts, a library, and a clubhouse with a fitness center. Lots of opportunities to connect with fellow residents. The gleaming, inviting waterfront pool and outdoor grills make it easy and fun to entertain Family and Friends. Prime waterfront location places you steps from the shore. Lots of dolphin and manatee watching, multiple dining spots and local conveniences, Short drive to St Pete Beach, making it suitable for full-time residence or a serene vacation pied-à-terre. The community and amenities focus on resident comfort, with well-maintained common outdoor spaces to savor the breeze and views.

1847 Shore Drive S Unit 509, South Pasadena

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

560 79th Street S, South Pasadena
$1,265,000
2 Beds ⋅ 3 Baths ⋅ TB8541740 MLS
WATERFRONT One-of-a kind, Mid-Century Modern Waterfront , Pool Home in Causeway Isle — Your Florida Dream Come True Nestled along a pristine waterfront with tropical landscaping in a coveted bayside enclave. This one-of-a-kind must-see Mid-Century Modern retreat blends architectural flair with coastal ease: Open floorplan with gleaming terrazzo floors and expansive windows frame the gorgeous water vistas. Chef-inspired kitchen with stainless steel appliances (remodeled 2025), gleaming counter tops and a Breakfast bar/island flows into a welcoming dining area with pool and water views. Large inviting family and an additional enclosed "florida room" with lots of room to entertain Family and Friends. Convenient laundry room and pool bath combined with access to the cozy outdoor covered patio is a perfect place for enjoying your morning java or evening cocktail. The primary suite offers a spa-inspired bath, a roomy closet. large second bedroom and 2nd Bath. Convenient 1car attached garage (2025 garage door) Outdoor living is an entertainer’s delight—with a resort-style pool, covered patio and a private dock with deep-water access for boating and water sports, all set within lush landscaping and welcoming evening lighting. Located on a residential peninsula with quick access to beaches, dining, boutique shopping, short drive to downtown St Petersburg and I275. This property offers strong waterfront appeal for full or part time living. See this waterfront retreat in person to appreciate the scale and ambiance; schedule your private tour today and begin living the Florida dream in Causeway Isle.

560 79th Street S, South Pasadena

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

2960 59th Street S Unit 101, South Pasadena
$159,000
2 Beds ⋅ 2 Baths ⋅ TB8539903 MLS ⋅ Jamison BLDG.
Under contract-accepting backup offers. A first-floor corner home in Gulfport's Town Shores with a covered carport spot (furnishings negotiable)—a welcoming 55+ waterfront community on Boca Ciega Bay—does not come along every day- this one. This bright 2-bedroom, 2-bath Jamison House residence offers 1,170 square feet, windows on three sides, mature landscaping and true ground-floor living. The lifestyle begins right outside your door with one of the community's four heated pools—The Jamison's pool was just renovated and is HEATED year round, directly off your back patio - plus tennis, pickleball, bocce, shuffleboard, fitness room, saunas, billiards, library, ballroom, marina and kayak launch. Historic Gulfport’s beach, Williams Pier, restaurants, colorful shops and live entertainment are only a few blocks away. The seller reports that this unit did not experience interior flooding during the 2024 hurricanes. Inside, white Shaker-style cabinetry, warm butcher-block countertops and stainless steel appliances give the updated kitchen a crisp coastal feel. The split-bedroom layout adds privacy, while the spacious primary suite offers an updated private bath and walk-in closet. A garden-view Florida room works beautifully as an office, reading room or morning-coffee retreat, and tile flooring keeps upkeep simple. Less upkeep, more Gulfport—and a first-floor corner unit worth seeing. All information to be verified with the HOA. Boat slips are available on a 1st come 1st serve basis.

2960 59th Street S Unit 101, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 813-365-9935

7891 4th Avenue S, South Pasadena
$599,900
4 Beds ⋅ 2 Baths ⋅ TB8541585 MLS
LARGE CORNER-LOT HOME in a desirable WATERFRONT NEIGHBORHOOD with over 2,300 square feet, four bedrooms and a wonderfully flexible floor plan! The open living and dining room combination provides plenty of space for entertaining, while an ADDITIONAL GREAT ROOM with its own exterior entrance offers even more room for family gatherings, a game room with a pool table, media room or second living area. The beautifully updated kitchen combines style and function with GRAY CUSTOM CABINETRY, soft-close drawers, quartz countertops, new stainless-steel appliances, a vented hood over the range, sleek gray tile backsplash and a large peninsula with seating. A standout is the stainless-steel French-door refrigerator with an illuminated glass display panel, adding both style and convenience. The open design keeps the kitchen connected to the main living spaces and makes entertaining easy. Three bedrooms are located on one side of the home, while the fourth bedroom is just off the main living area. With TWO CLOSETS, this versatile room can serve as a true fourth bedroom, home office, den or guest room. The spacious PRIMARY SUITE offers a large WALK-IN CLOSET and a thoughtfully designed en-suite bath with a modern coastal feel. Black iron hardware and fixtures provide a striking contrast against the light finishes, while the oversized DOORLESS WALK-IN SHOWER features designer tile and DUAL SHOWER HEADS. A freestanding soaking tub completes this relaxing, spa-inspired retreat. Throughout the home, luxury vinyl plank flooring, fresh finishes and thoughtful updates create a light, comfortable coastal feel. A BLUE SHIPLAP ACCENT WALL ties the coastal charm together, while the FIREPLACE WITH MARBLE SURROUND adds warmth and another distinctive focal point to the living space. Recent updates include a 2025 5-TON HVAC SYSTEM, an updated LG French-door refrigerator, LG laundry center, Samsung range and over-the-range microwave, plus a solar attic fan. There is just as much to discover outside. A spiral staircase leads to the home's charming WIDOW'S WALK, offering 360-DEGREE VIEWS, WATER VIEWS and a west-facing vantage point for SPECTACULAR FLORIDA SUNSETS. The large corner lot offers plenty of room to enjoy the outdoors, with fruit trees, palms, colorful Birds of Paradise and exotic tropical plants already creating the beginnings of your own Florida garden oasis. A PAVERED CIRCULAR DRIVEWAY provides plenty of parking along with a covered 2-CAR CARPORT. A separate detached bonus structure, previously used as a WORKOUT ROOM, offers even more possibilities for a fitness space, hobby room or workshop. TWO ADDITIONAL STORAGE SHEDS provide convenient space for bikes, beach gear, gardening equipment and more. Located in South Causeway Isle with NO HOA, this home puts you in the heart of a WATERFRONT NEIGHBORHOOD while keeping you close to everything that makes this area special. Hop on your bike for a 10-MINUTE RIDE TO THE WHITE SANDY BEACHES OF TREASURE ISLAND, or enjoy nearby marinas, restaurants, shopping and entertainment. St. Pete Beach is just minutes away, while vibrant Downtown St. Petersburg is an easy drive.

7891 4th Avenue S, South Pasadena

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

1842 59th Street S, South Pasadena
$374,900
2 Beds ⋅ 1 Baths ⋅ TB8541033 MLS
Welcome to this stunning Gulfport bungalow, where timeless Spanish Revival character meets comfortable modern living. Mature plumeria, vintage scrollwork, a spacious front patio and carport welcome you, while the circular and wraparound driveway provide abundant parking. Inside, gorgeous original terrazzo floors and distinctive Spanish tile add warmth and character throughout. The well-designed 2-bedroom, 1-bath layout features a generous primary bedroom with custom closets, a bathroom with linen storage, and an inside utility room just off the kitchen that doubles as a convenient mudroom. Roof-mounted solar panels provide energy savings, with financing available for assumption by the buyer, plus a security system for added peace of mind. Designed for both everyday living and entertaining, the guest bedroom features a built-in office nook and sliding doors leading to an expansive back patio...large enough for dining and a hot tub. Beyond, a deep private backyard offers full privacy fencing, a separate fenced dog run and well-maintained storage shed. Just minutes from Gulfport's vibrant Art District, waterfront, restaurants and entertainment, with downtown St. Petersburg and the beaches of Treasure Island and St. Pete Beach only a short drive or scenic bike ride away. A charming home offering character, privacy and an exceptional location. Room dimensions are approximate; buyer to verify.

1842 59th Street S, South Pasadena

Listing courtesy of DALTON WADE INC. 888-668-8283

5950 Pelican Bay Plaza S Unit 601, South Pasadena
$525,000
3 Beds ⋅ 2 Baths ⋅ TB8541476 MLS ⋅ Pelican Bay BLDG.
Set within the exclusive gates of Pasadena Yacht & Country Club, Pelican Bay Condominiums offers the kind of resort-style waterfront lifestyle buyers seek but rarely find—secure, beautifully maintained, private, and close to everything that makes Gulf Coast living so desirable. This impressive 6th-floor CORNER UNIT residence offers 3-bedrooms, 2-bathrooms, and approximately 1,912 heated square feet, with expansive views overlooking the pond, neighborhood, Boca Ciega Bay, and even a glimmer of the Gulf of Mexico. A spectacular wraparound balcony—approximately 70 feet in length—extends the living space outdoors and offers direct sliding-door access from the living room, dining room, primary suite, and one of the guest bedrooms, making indoor-outdoor living feel effortless. Sunlight pours through the floor-to-ceiling windows, enhancing the open living and dining areas and creating an airy, inviting atmosphere that feels connected to the serene landscape from nearly every angle. Each bedroom is generously sized, while the primary suite offers an en suite bath and two walk-in closets, delivering the comfort, storage, and privacy expected in a premium corner unit condominium. Added conveniences include an in-unit laundry, a private storage closet, and reserved 2nd-level parking garage, thoughtful features that make daily living easier and more enjoyable. With its generous scale, exceptional views, and highly desirable address, this residence is ready to enjoy as-is or transform into a stunning modern showplace tailored to your personal style. Pelican Bay residents enjoy an impressive collection of in-building amenities, including a social room with a full kitchen, fitness room, library, and gathering spaces designed for connection and convenience. A heated pool, spa, and clubhouse—reserved exclusively for Pelican Bay Buildings A and B—are included in the dues, adding everyday resort-style enjoyment without leaving the community. Ample guest parking makes it easy to welcome family and friends. For those seeking a truly elevated lifestyle, Pasadena Yacht & Country Club offers optional membership opportunities—and ownership here provides the valuable privilege of bypassing the lengthy waitlist for a coveted golf membership. PYCC is undergoing a state of the art multi-million-dollar renovation to the golf course, fitness center, and marina. The club features an 18-hole championship golf course, driving range, marina, Olympic size pool, tennis center, clubhouse with locker facilities, multiple dining venues, private function rooms, sports and pool bars, a pro shop. The state-of-the-art APeX Wellness Center is under construction and will be opening in 2027. Beyond the gates, the location is just as compelling: minutes from Florida’s award-winning Gulf beaches, the vibrant dining, arts, and cultural energy of downtown St. Petersburg, and approximately 30 minutes from Tampa International Airport. From its sweeping views and wraparound balcony to its premier amenities and rare country club access, this western facing 3-bedroom corner unit offers a lifestyle that is private, polished, and unmistakably coastal.

5950 Pelican Bay Plaza S Unit 601, South Pasadena

Listing courtesy of RE/MAX PREFERRED. 727-367-3636

2938 Beach Boulevard S, South Pasadena
$780,000
6 Beds ⋅ 5 Baths ⋅ TB8541497 MLS
**RARE GULFPORT CORNER PROPERTY | WATERFRONT REDEVELOPMENT DISTRICT | INVESTMENT OPPORTUNITY** Rare opportunity for an investor or buyer looking for a property with significant potential in the heart of Gulfport’s vibrant Marina District and arts community, within the greater St. Petersburg area. Ideally located at Beach Boulevard S and 30th Avenue S, this corner property offers excellent visibility and a prime location within Gulfport’s Waterfront Redevelopment District. Any future use or development is subject to zoning and City of Gulfport approval. The property features **four units in total**, offering an excellent value-add opportunity for an investor. **Three units are located within the two-story block building, while the fourth unit is located in a separate single-unit building.** One unit is currently livable and has previously been used as an Airbnb. The remaining three units require substantial renovation and repairs, offering the opportunity to renovate, improve, and customize the property according to your investment goals. The property features white vinyl fencing and a prominent corner location with frontage on Beach Boulevard S and 30th Avenue S. Its location is near Gulfport Beach, Gulfport Pier, restaurants, shops, galleries, breweries, and the popular Gulfport Art Walk. With its desirable Gulfport location, four-unit configuration, and renovation potential, this property is well suited for an investor looking for a property with upside potential. Additional improvements include a **new roof in 2020** . Bring your vision and explore the possibilities this unique Gulfport property has to offer.

2938 Beach Boulevard S, South Pasadena

Listing courtesy of VIEWPOINT REALTY INTERNATIONAL. 727-584-7355

6020 Shore Boulevard S Unit 412, South Pasadena
$649,000
3 Beds ⋅ 3 Baths ⋅ TB8540791 MLS ⋅ Windsor/217 BLDG.
Welcome to a piece of paradise where every day is like being on vacation! Enjoy the spectacular million-dollar views of Boca Ciega Bay from your new spacious condo. Watch the breathtakingly colorful sunsets with their orange, red and pink vibrant hues and see the manatees and dolphins play in the shimmering water from your home. Enjoy the skyline and night lights of Saint Pete Beach and Pass- A- Grille with the Don CeSar Hotel lite up like a glorious castle. Watch the festive holiday fireworks from your own front door. This luxurious waterfront home is located in Town Shores, a 55+ community in the Windsor building. This condo is a spacious 2210 sq. ft. and features a bright open living and dining area with plenty of room for entertaining your guests. It has the flexible option of 3 bedrooms or 2 bedrooms and a bonus room. There are 2 .5 bathrooms with glass countertops and marble flooring. The primary bedroom suite features two closets along with an expansive walk-in closet. The primary bathroom has a walk-in shower and the main bathroom is equipped with a shower and a bathtub combination. The kitchen features GE Café stainless steel appliances, a wine cooler, microwave, HanStone Slice of Ice quartz countertops, Diamond upper glass door cabinets and marble flooring. The condo is one of the elite units that offers the convenience of a full-size washer and dryer. Work from your home office with a panoramic view overlooking the water. The beautiful laminate flooring is the same flooring chosen by HGTV for one of their Dream Homes. Park in your front row assigned parking space and ride the elevator or take the stairs up to your new corner home on the 4 th floor. Enter through one of your two hurricane proof doors to start living your relaxing resort-like costal life. The Windsor building is a dog and cat friendly building and Town Shores offers your pet a dog park to play and have fun with other furry friends. Your H.O.A.’s include gas, cable, water, trash, recycling, pools, clubhouse activities, building upkeep and landscaping. Make new friends and meet your neighbors by playing bocce, tennis, pickleball, shuffleboard, Bingo, cards or mahjong. Swim in one of the refreshing four heated pools, use the exercise room or one of the saunas in the Club House. Town Shores has on property boat-slip rental, kayak storage and a kayak launching ramp. Take a short walk to the friendly Town of Gulfport to enjoy a delicious meal at one of the award-winning local restaurants or shop at one of the local stores and boutiques. Enjoy the art walks and farmer market or go fishing for Snapper or Sheepshead fish off the local pier. Have a lazy day on the local Gulfport Beach and watch the boats and sailboats go by. Watch the volleyball players on the sand near the casino or picnic at the tables. Enjoy the parades or the Gecko Festival. There’s something for everyone in the charming and unique town of Gulfport. Beautiful sandy Gulf beaches and the exciting city of Saint Petersburg are just a short drive away! Come see for yourself!

6020 Shore Boulevard S Unit 412, South Pasadena

Listing courtesy of LPT REALTY, LLC. 877-366-2213

1328 Pasadena Avenue S Unit 308, South Pasadena
$334,500
2 Beds ⋅ 2 Baths ⋅ TB8539829 MLS ⋅ 3 BLDG.
Turnkey, fully furnished corner unit with partial water views in gated waterfront Pasadena Cove. This beautifully updated 2BR/2BA third-floor condo offers a bright, open feel, a desirable split-bedroom floor plan, screened lanai and a private setting surrounded by lush tropical landscaping. The kitchen features stone countertops, ample cabinetry and an easy flow into the dining and living areas. Plantation shutters add a polished coastal touch, while the screened lanai is the perfect place for morning coffee, an evening cocktail or simply enjoying the Florida breeze. The generously sized primary bedroom features a walk-in closet and private bath, while the guest bedroom and second full bath are positioned on the opposite side of the condo for added privacy. Additional features include an interior laundry area with full-size washer and dryer, a water heater approximately four years old, assigned covered parking and a building elevator. Solid block construction adds to the quiet, comfortable feel of the home. Pasadena Cove is a gated, dog-friendly waterfront community where everyday living feels a little more like vacation. This unit is just steps from the marina, waterfront walking path, heated pool, spa and clubhouse. Residents also enjoy a fitness center and beautifully maintained grounds. Boaters will appreciate direct Intracoastal Waterway access, with dock slips available for rent or purchase on a first-come basis, subject to availability and association requirements. The association fee includes cable TV, internet, water, sewer, trash, community pool, exterior and grounds maintenance, pool maintenance and insurance—adding even more convenience to everyday living. All of this just minutes from St. Pete Beach and the Gulf beaches, with shopping, dining, Gulfport, Downtown St. Petersburg and Tampa International Airport all within easy reach. Move-in ready, fully furnished and ready to enjoy from day one—come experience the easy waterfront lifestyle at Pasadena Cove. FYI: This unit experienced no water intrusion from the recent hurricanes.

1328 Pasadena Avenue S Unit 308, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 727-380-2067

7903 Sailboat Key Boulevard S Unit 102, South Pasadena
$312,000
1 Beds ⋅ 1 Baths ⋅ TB8539833 MLS ⋅ Savannah BLDG.
Welcome to Harbourside, a premier waterfront community delivering the quintessential coastal lifestyle. This gorgeous ground-floor residence has been thoughtfully updated with updated stainless steel kitchen appliances and sleek modern light fixtures. Property Highlights: Generous Layout: Spacious 1-bedroom floor plan designed for maximum comfort and effortless living. Ground-Floor Ease: Enjoy hassle-free, stair-free access straight to your front door. Serene Water Views: Step out onto your expansive private balcony—the perfect backdrop for morning coffee, evening relaxation, or entertaining guests. Partially Furnished: Owner willing to leave some items with the right offer. Resort-Style Community Amenities: Take advantage of top-tier facilities including a sparkling swimming pool, a fully equipped fitness center, and lush, meticulously maintained grounds featuring scenic walking paths along the water. Prime Location: Situated just one mile from the Gulf's pristine sandy beaches, you are only minutes from sun, surf, local dining, and shopping. Whether you are seeking a primary residence, a seasonal getaway, or a high-value investment, this move-in-ready coastal retreat is a rare find. Schedule your private tour today and start living the waterfront dream! Buy with complete peace of mind! The Milestone Inspection is complete. No Assesments currently being discussed to Owners knowledge.

7903 Sailboat Key Boulevard S Unit 102, South Pasadena

Listing courtesy of REALTY ONE GROUP INNOVATION. 561-501-0055

5326 6th Avenue S, South Pasadena
$339,000
3 Beds ⋅ 1 Baths ⋅ TB8539623 MLS
Thoughtfully updated and move-in ready, this inviting St. Petersburg home combines modern finishes, flexible living space, energy efficient upgrades, and an impressive list of major improvements already completed. Featuring three bedrooms plus a versatile office, the home offers a comfortable and functional layout with flexibility for a home office, nursery, hobby room, or additional living space. Inside, wood-look flooring flows throughout the home, complementing the bright, open-concept design. The updated kitchen serves as the heart of the home with shaker-style cabinetry, quartz countertops, stainless steel appliances, and generous workspace, opening seamlessly to the adjoining dining and living areas. Just off the kitchen, a dedicated pantry and indoor laundry room provide additional storage and everyday convenience. Major improvements add both value and peace of mind, including a new roof completed in 2025, impact-rated windows, a new high-efficiency water heater, and HVAC system and ductwork completed in 2017. The home also features paid-off solar panels, allowing the next owner to enjoy the benefits of solar energy without assuming a solar loan or lease. Outside, Hardie board siding and fresh exterior paint create a crisp, updated appearance, while the spacious, fully fenced backyard offers plenty of room for pets, entertaining, gardening, play, or creating your own private outdoor retreat. As an added opportunity, the placement of the office offers flexibility for a future owner who may wish to reconfigure the space to create an en-suite bathroom and private primary suite. With its updated interior, flexible floor plan, substantial system improvements, energy-efficient features, ample storage, and generous outdoor space, this home offers an appealing combination of move-in-ready comfort, functionality, and long-term value in St. Petersburg.

5326 6th Avenue S, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 727-380-2067

5825 20th Avenue S, South Pasadena
$625,000
3 Beds ⋅ 2 Baths ⋅ TB8540435 MLS
Check out this AMAZING - *NEW ROOF* - *SOLAR PAID FOR* - *POOL remarcited* - updated POOL Home in one of the most sought after locations in Tampa Bay - GULFPORT! This 3/2,1 car garage, POOL home has SOLAR Panels that are paid off (original cost was over $30,000) and has saved the owner about $300-$400 a month since it has been installed! NOT IN A FLOOD ZONE! You'll love the RENOVATED KITCHEN, TILED FLOORS THROUGHOUT, MASTER CLOSET SPACE AND POOL AREA as well as the AMAZING LOCATION just a couple blocks from the Bay! As you enter the home you'll love the OPEN LAYOUT of the home with views thru the home straight to the back yard pool area! Immediately inside you'll be impressed by the large living room area with additional flex/sitting space off to the side. There are endless uses for it... reading area, breakfast nook, office area, etc. The entire house boasts tile - NO CARPET. The kitchen is BEAUTIFUL and has TONS of counter space. It has been renovated with tons of BEAUTIFUL GRANITE COUNTERTOP space and MODERN ELEGANT cabinets. It also showcases TOP OF THE LINE NEWER STAINLESS STEEL APPLIANCES! You'll love the massive amounts of cabinet space and the built in pantry too. As you proceed through the kitchen you will find the most inviting room of the house... the Great Room! It is a wonderful place to RELAX and offers views of the back yard, screened in pool and lanai. You'll love that there is plenty of space to sit and entertain with family and friends or just relax and watch some tv. Even though this home is older - the design is pretty AMAZING! The Master bedroom closet is H-U-G-E and offers so much more space than you could imagine! You'll love the changing room area with room for a nice wardrobe or closet dresser if you like. Seriously, this area is SPACIOUS! The roomy feel doesn't stop here either... the Master Bathroom has been renovated and upgraded and offers plenty of space for the morning and evening routines for 2 people! This home already offers so much inside but there is more! The SCREENED IN POOL is the perfect place to host backyard parties and gatherings or to simply relax! Enjoy the Florida lifestyle to its fullest anytime you like right in your own backyard! You will appreciate the HUGE FENCED IN YARD not seen often in Gulfport. So much space to do what you want with! You will ABSOLUTELY LOVE this AMAZING LOCATION with all that Gulfport has to offer! Ideally situation only a few blocks to the bay here are just a few of the POPULAR destinations that are must mere minutes away: Gulfport's Art District for First Friday's Art Walk each month (7 min bike ride), tons of restaurants and cafes within walking distance, St Pete Beach (8 min), Stetson University (3 min), Eckerd College (10 min), Pasadena Golf & Yacht Club (3 min), Maximo Boat Ramp (free boat launch) (11 min)... AND SO MUCH MORE! Check out this house soon! Interest rates just dropped in the past week and it is a great time to get an AMAZING house in Gulfport!

5825 20th Avenue S, South Pasadena

Listing courtesy of KELLER WILLIAMS SUBURBAN TAMPA. murraycoleman@kw.com

6760 Hibiscus Avenue S, South Pasadena
$765,000
4 Beds ⋅ 2 Baths ⋅ TB8539995 MLS
Under Construction. This one checks a box most new builds simply can't: it's fully approved for short-term rental use. The home you've been waiting for is going up in the heart of Pasadena, and yes, it allows for multifaceted use. Whether you're looking for an investment property that actually cash flows, a part-time beach getaway you can rent out when you're not using it, or just want the flexibility down the road, this home gives you options most new construction in St. Pete can't offer. Built entirely out of concrete block for durability and peace of mind, this 4 bedroom, 2 bath home offers 1,839 sq ft of heated living space (3,346 sq ft total) with an open concept layout that makes sense for everyday living or hosting guests. High-end finishes run throughout, and all impact-rated windows mean less worry and lower insurance costs, always a win in Florida. Outside, you've got a massive 4-car garage, giving you the kind of storage and flexibility that's hard to come by this close to the water, whether for cars, boats, beach toys, or all of the above. Location is what truly sets this one apart. You're tucked into the desirable Pasadena neighborhood, close to Bear Creek, and just a short drive from some of the best beaches on the Gulf. It's the kind of spot that rents itself, and the kind of neighborhood buyers want to actually live in too. Estimated completion December 2026. If you've been looking for new construction that works as hard as you do, whether that's a primary home, a second home, or an income property, this one's worth seeing!

6760 Hibiscus Avenue S, South Pasadena

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

1170 Rue Des Chateaux Unit 1A, South Pasadena
$114,900
1 Beds ⋅ 1 Baths ⋅ TB8538557 MLS ⋅ 00 BLDG.
Welcome to your beautifully reimagined retreat! A fully renovated ground-floor one-bedroom, one-bathroom condominium that blends contemporary style with effortless Florida living. Step inside to find an inviting, open-concept living space dressed in wood-look luxury vinyl plank flooring, which adds warmth and character while maintaining easy-care durability. The brand-new kitchen will impress with sleek shaker-style cabinetry, elegant quartz countertops, and a timeless design that perfectly complements any décor. Whether preparing a quiet breakfast or hosting friends for an evening in, this kitchen strikes the ideal balance between function and sophistication. The spacious bedroom provides a serene retreat, featuring an oversized walk-in closet and an abundance of natural light. The bathroom has been rejuvenated with modern fixtures and a clean, polished aesthetic, echoing the home’s overall sense of calm and contemporary luxury. Peace of mind comes standard here, with a brand-new hot water heater, a new sliding glass door leading to your private patio, and a brand-new air conditioning unit ensuring comfort year-round. Every detail of this renovation has been thoughtfully planned to provide style, efficiency, and low-maintenance living. Located in South Pasadena, this condo offers convenient access to world-class dining, shopping, arts, and culture. Enjoy nearby waterfront parks, explore the vibrant downtown scene, or spend the day on St. Pete Beach; all just minutes from your door. Whether you’re seeking a primary residence, a seasonal getaway, or an investment opportunity, this fully remodeled condo offers the best of modern living in an unbeatable location.

1170 Rue Des Chateaux Unit 1A, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 727-380-2067

5921 Seabird Drive S, South Pasadena
$2,650,000
4 Beds ⋅ 4 Baths ⋅ TB8534451 MLS
Virtually Staged. AN EXCEPTIONAL POINT OF VIEW ON BOCA CIEGA BAY. Experience exceptional waterfront living in Pasadena Yacht & Country Club from this beautifully remodeled, single-story residence situated on a coveted point lot with approximately 174.5 feet of waterfront and sweeping open views toward Boca Ciega Bay. Designed for effortless Florida living and entertaining, the open-concept interior features dramatic volume ceilings reaching approximately 13 feet, abundant natural light, wide-plank luxury vinyl flooring throughout, designer lighting and a wood-burning fireplace. Significant improvements include a new roof, new hurricane-rated windows and doors, and a newer seawall. The flexible split-bedroom floor plan offers 3 bedrooms plus an office or optional 4th bedroom and 3.5 baths. The spacious primary suite is a private retreat with a walk-in closet and beautifully appointed bath featuring a soaking tub, walk-in shower and private water closet. Updates include hurricane windows and doors, newer roof (2020) newer seawall (2017), new artificial turf front yard and more! Outside, the point-lot setting takes center stage. Relax by the pool, entertain along the waterfront and enjoy expansive views across Boca Ciega Bay. The oversized 667 SF garage features new epoxy flooring and ample room for vehicles, storage and recreational gear and golf cart. Adding further distinction for a waterfront property, the home DID NOT FLOOD during Hurricane Helene. An exceptional benefit of purchasing within Pasadena Yacht & Country Club: buyers have the ability to bypass the golf membership waitlist and join as a Full Golf Member within 30 days of purchase, if they choose—offering the opportunity to enjoy the club lifestyle without the wait. Ideally located near vibrant Downtown St. Petersburg and minutes from St. Pete Beach and Florida's renowned Gulf beaches, this home places boating, golf, dining, arts, culture and the best of the St. Petersburg lifestyle within easy reach. Remodeled, refined and remarkably waterfront—this is Florida living from the fairway to the bay and the beach beyond.

5921 Seabird Drive S, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 727-380-2067

6501 Mockingbird Way S, South Pasadena
$999,000
3 Beds ⋅ 2 Baths ⋅ TB8539199 MLS
Discover an exceptional Gulfport home situated on an oversized lot in the desirable Royal Palm Villages neighborhood with no HOA. This elevated residence offers over 2,500 square feet of light-filled living space, along with an impressive 2,560-square-foot garage, providing exceptional space for vehicles, storage and more. High ceilings complement the spacious living & dining areas, while the inviting family room features a wood burning fireplace. The generously sized kitchen offers granite countertops, abundant cabinetry & counter space, a convenient snack bar & adjoining dinette area. All of the bedrooms are generously sized, offering an abundance of comfortable living space. A large laundry room adds to the home's functionality. Outside, the property truly captures the Florida lifestyle. The expansive, fenced backyard is surrounded by lush tropical landscaping, creating a private, resort-like setting around the in-ground pool. Generous additional outdoor space provides wonderful opportunities for entertaining, relaxing and enjoying the beautiful surroundings. Notable improvements include a 2019 shingle roof, 2019 HVAC system, 2020 double-pane impact windows and 2024 vinyl fencing. The irrigation system is serviced by a deep well with a newly installed well pump, providing an economical way to maintain the property’s lush landscaping. Ideally located near Pasadena Yacht & Country Club's golf course and marina, charming downtown Gulfport, vibrant downtown St. Petersburg & the Gulf beaches, with convenient access to shopping, restaurants, schools & houses of worship, I275 and Tampa International Airport. A spacious & distinctive Gulfport property offering privacy, versatility & an exceptional Florida lifestyle. Only one photo has been virtually staged to illustrate how the spacious living area can accommodate a formal dining setting. FLOOD INSURANCE IS LESS THAN $1,200 FOR THE YEAR!

6501 Mockingbird Way S, South Pasadena

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

5980 Shore Boulevard S Unit 501, South Pasadena
$375,000
3 Beds ⋅ 3 Baths ⋅ TB8535210 MLS ⋅ Diplomat BLDG.
Breathtaking views by day and night await from this spacious 3-bedroom, 2.5-bathroom corner unit in the highly sought-after Town Shores of Gulfport, an impeccably maintained 55+ waterfront community along beautiful Boca Ciega Bay. The desirable split-bedroom floor plan offers privacy and flexibility, while the generous living spaces are perfectly positioned to take advantage of the spectacular surrounding views. Inside, you'll find a formal dining room, built-in desk, separate pantry, convenient inside laundry, and plenty of room for comfortable everyday living and entertaining. As a corner unit, the home offers an abundance of natural light and a wonderful sense of openness. Live like you're on vacation every day with the resort-style amenities Town Shores is known for. Residents enjoy four pools, including a heated waterfront pool, tennis and pickleball courts, bocce, shuffleboard, a fitness center, library, grilling and sunning areas, kayak launches and available kayak storage, plus a marina with docks and boat slips available for rent. The community clubhouse is the heart of an active social scene and features a billiards room, ballroom, and a variety of activities and events throughout the year. Just beyond the community, enjoy everything that makes Gulfport one of Pinellas County's most beloved coastal destinations. The vibrant Gulfport Art District offers award-winning restaurants, charming boutiques, galleries, waterfront activities, and the historic Gulfport Casino. You'll also be just minutes from Pasadena Yacht & Country Club, St. Pete Beach, Treasure Island, Fort De Soto Park, and vibrant downtown St. Petersburg, with convenient access to Tampa International Airport. With incredible views, generous living space, exceptional amenities, and an unbeatable waterfront location, this is Florida living at its finest.

5980 Shore Boulevard S Unit 501, South Pasadena

Listing courtesy of KELLER WILLIAMS REALTY- PALM HARBOR. 727-772-0772

6150 Gulfport Boulevard S Unit 202, South Pasadena
$250,000
2 Beds ⋅ 2 Baths ⋅ TB8538165 MLS
Virtually Staged. WELCOME TO FLORIDA! This bright and spacious 2-bedroom, 2-bath condominium with new roof (2024) is located in one of the most desirable resort-style communities in South Pasadena! Think LOCATION! LOCATION! LOCATION! This conveniently located residence provides security and privacy! Multiple oversized windows flood the living areas and both bedrooms with natural light. The sensibly designed floor plan allows for an open-concept living and provide versatile space for everyday entertaining. Interior finishes include tile in the kitchen and carpet in the bedrooms for added comfort. The kitchen is equipped with oak cabinetry, all appliances and a newly installed A/C system to help beat the Florida heat! Make laundry day more convenient with an in-unit washer and dryer. There is an assigned climate-controlled storage room located just steps from the front entry. And this unit is assigned 2 designated parking spots (one undercover and one in a convenient location in the parking lot). On-site maintenance keeps the tropical landscape up to par while you enjoy the sparkling (and when needed-heated) salt water pool, numerous outdoor grills and relaxing outside courtyard. Located directly across from Stetson College of Law, your student can walk to class! You are close to the fun downtown area of Gulfport with locally owned shops and restaurants. Looking for more entertainment? You are also close to downtown St. Petersburg, known for its museums, sporting venues, dining, and waterfront attractions, is just a short drive away. Are you the outdoors type? Ride your bike to the Pinellas Trail! Or enjoy the beautiful St. Pete Beaches beaches with a quick drive. Easy access to major highways and 30 minutes to Tampa International Airport, this prime location secures the ultimate in convenience. This is a hidden opportunity for Stetson Law faculty or a student who needs "no maintenance" living! Schedule a showing today!!

6150 Gulfport Boulevard S Unit 202, South Pasadena

Listing courtesy of FLORIDA EXECUTIVE REALTY. 813-327-7807

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South Pasadena Florida Homes for Sale

Are you looking to buy or sell a home in South Pasadena Florida? Call or Text (239) 880-8850 to schedule a showing on any South Pasadena, FL home for sale or to sell your South Pasadena Florida home! As Realtors specializing in the South Pasadena area, we can take care of all of your South Pasadena FL real estate needs including buying pre-existing homes, new construction homes, condominiums, land, commercial and multi-family homes in South Pasadena Florida. We can also help you find distressed properties in South Pasadena including HUD Homes, Short Sales and REO Bank Foreclosures. If you need help financing a home in South Pasadena, we have access to some of the best lenders that service the South Pasadena Florida area, including lenders that offer credit repair to buy a home and work with home builders in and near the South Pasadena area to help you build your home while building up your credit. If you are going to buy or sell a home in South Pasadena Florida, then be sure to Call or Text (239) 880-8850 Today! We are a real estate team specializing in the South Pasadena, FL area! Displayed are homes for sale in South Pasadena, FL, a city located in Florida. These South Pasadena Listings are updated every 15 minutes from the South Pasadena MLS.