South Pasadena Homes with Dog Park Community Features

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Wake up to beautiful waterfront views from highly desirable Lancaster building in Town Shores. Watch the dolphins and manatees from your window in this 2 bedroom, 2 bath DELUXE unit. The kitchen offers newer stainless appliances (including a gas range!). Through the spacious living/dining room enter into into a light filled Florida room that overlooks Boca Ciega Bay. The large primary bedroom offers a walk in closet and ensuite bath. Town Shores offers a true resort-style lifestyle with exceptional amenities, including four heated pools, a fitness center, his-and-hers saunas, tennis and pickleball courts, shuffleboard courts, marina access, and beautifully maintained waterfront grounds. Ideally located just minutes from world renowned Gulf beaches, and of course shopping, restaurants and weekly markets in bustling downtown Gulfport. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this is your chance to own a slice of paradise. All information is deemed correct and should be verified by interested parties.

5925 Shore Boulevard S Unit 302, Gulfport

$299,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Unmatched Views & Value: Make This 10th-Floor Windsor Condo Your Own. Experience sweeping water views and incredible value in this 10th-floor, 2-bedroom, 2-bath residence located in the highly desirable Windsor House 55+ community at Town Shores of Gulfport. Unit 1002 is a fantastic opportunity for buyers looking to build equity and customize their waterfront living experience. This is the perfect blank slate for your modern upgrades and coastal vision. Step inside to an open-concept floor plan filled with natural light, offering commanding views of Boca Ciega Bay from nearly every room. The spacious living and dining areas open to large picture windows where you can watch daily dolphin shows and take in the vibrant sunsets over the iconic Don CeSar Hotel. The kitchen layout is ideally situated for entertaining and features generous storage, reverse osmosis water filtration, and a gas stove. Town Shores offers an active, maintenance-free coastal lifestyle with a full calendar of social events. Just outside your elevator-equipped building, you have access to resort-style amenities including four pools, a marina, a fitness center, a dog run, and courts for tennis, pickleball, shuffleboard, and bocce ball, plus a vibrant clubhouse featuring a library, billiards, card rooms, and a ballroom. This residence includes a covered carport to keep your vehicle shaded and offers ample guest parking. Best of all, you are just a short stroll from the charming downtown Gulfport waterfront district, brimming with award-winning dining, entertainment, and art. Secure premium views with the freedom to upgrade on your terms and create your coastal paradise.

6020 Shore Boulevard S Unit 1002, Gulfport

$185,000

1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to your WATERFRONT RETREAT in the highly sought-after Lancaster Building at TOWN SHORES OF GULFPORT – an active and vibrant 55+ community, where comfort meets coastal charm. This extra-large 1 bedroom, 1 bath condo offers an airy, open layout flooded with natural light, creating a bright and inviting atmosphere from the moment you step inside. Enjoy morning coffee or evening cocktails with sparkling water and marina views right outside your window — a daily reminder that you’re living in one of Gulfport’s most desirable waterfront communities. The expansive living and dining areas provide plenty of room for entertaining, relaxing, or simply soaking in the peaceful ambiance. Plus, the entire unit was recently upgraded with beachy driftwood tone vinyl plank flooring throughout ... practical, beautiful and easy to maintain. The spacious primary bedroom delivers comfort and privacy with a peaceful, laid-back boho/shabby-chic vibe, a large walk-in closet and a hall double closet for extra storage. A Murphy Bed in the Florida Room provides flexible guest space along with an upfront and close amazing water view to wake up to! The updated full bath with tub and rainhead shower features a beautiful new dove gray vanity, white quartz countertop, and gorgeous champagne gold vanity lighting, faucet hardware and modern cabinet pulls. The kitchen was also recently updated with white cabinetry, granite countertops and glass and champagne bronze hardware. This condo’s open design, gorgeous upgrades and extra-large footprint set it apart from typical 1-bedroom units, giving you space to breathe, move, and truly enjoy your home. Plus, this unit comes with the extra bonus of a deeded carport. Residents of Town Shores enjoy resort-style amenities including four heated pools, a private marina, tennis and pickleball courts, kayak storage, an active clubhouse with weekly social events, fitness areas, and walkable access to Gulfport’s vibrant shops, dining, and waterfront activities. With its unbeatable location, spacious interior, and bright coastal feel, this condo is the perfect place to embrace relaxed and vibrant Florida living!

5925 Shore Boulevard S Unit 405, Gulfport

$145,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

HUD-owned 2-bedroom, 2-bath ground-floor condo in the desirable Town Shores 55+ community. This unit offers a spacious layout with convenient first-floor access and is ready for your personal updates and finishing touches. Enjoy the community's amenities and a prime location just minutes from Gulfport, shopping, dining, and the Gulf beaches. Don't miss this great opportunity! HUD owned property sold strictly As-Is. HUD #093-557039.

2850 59th Street S Unit 115, St Petersburg

$189,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to coastal living in the highly sought-after 55+ waterfront community of Town Shores in Historic Gulfport! This unit features updated kitchen and bathrooms and laminate flooring. Enjoy the Florida Room with beautiful water views, perfect for relaxing, and also a dedicated carport spot. The community offers true resort-style amenities, including three heated pools, tennis, pickleball, and clubhouse activities, ideal for a vibrant and low-maintenance lifestyle. Located minutes from downtown Gulfport's walkable waterfront district, stunning Gulf Beaches, and downtown St. Pete, this is your chance to own a piece of paradise.

3128 59th Street S Unit 115, Gulfport

$225,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Don’t miss this incredible value in the highly sought-after Town Shores of Gulfport! This beautifully maintained second-floor condo offers the perfect combination of comfort, convenience, and waterfront living. Relax or entertain in the spacious Florida room while taking in breathtaking water views, where you’ll occasionally catch a glimpse of dolphins and manatees. The updated kitchen features real wood cabinetry, high-end stainless steel appliances, including a gas stove, making it a delight for any home chef. The primary bathroom has also been tastefully updated. Additional improvements include double-pane vinyl windows with blinds included and an APCO Fresh-Aire air purification system, providing cleaner, healthier indoor air. Unwind on the front balcony, and enjoy the convenience of the community laundry room located on the same floor. Elevator access is just steps away, offering easy accessibility without the inconvenience of elevator noise. Town Shores is a vibrant 55+ waterfront community offering an exceptional resort-style lifestyle with four community pools, tennis and pickleball courts, and an active clubhouse filled with social events and activities. Ideally located in the heart of Gulfport, you’re just minutes from award-winning Gulf beaches, waterfront restaurants, shopping, and the renowned Fort De Soto Park, where you can enjoy camping, fishing, kayaking, biking, boating, and some of Florida’s most beautiful natural scenery. Schedule your private showing today and discover why Town Shores is one of Gulfport’s most desirable waterfront communities!

5935 30th Avenue S Unit 206, Gulfport

$179,000

1 Beds ⋅ 1 Baths ⋅ Bay Island Group 2 SubDv. ⋅ 33707 Zip Code

Waterfront oasis in a tropical paradise; complete low-maintenance, full-of-enjoyment lifestyle here at Bay Island. Located in the little City of South Pasadena, FL; nestled between St Petersburg and St Pete Beach - you have the best of all worlds being only minutes to the pristine beaches of the Gulf, and under a 20 minute drive to the emersed culture of Downtown St Petersburg. Upon entering this first floor unit, you will LOVE the open-concept/layout of the Kitchen, Dining, Living space. You'll notice the beautifully newly installed luxury vinyl tile in the main living space, with a fully renovated kitchen and bath. The Kitchen comes complete with white shaker cabinets, beautiful stone countertops, and brand-new stainless steel appliances. Enjoy your early morning coffee, or late afternoon night cap on the breeze filled patio that is just off your back Hurricane Rated sliding glass doors. Take an early am or pm walk around the 1.5 mile sea wall that has amazing views of Boca Ciega Bay all the way around, pop into the His/Hers gym for a quick workout, or stop in the sauna, then enjoy your afternoons by one of the 5 pools/2 spas, or at the clubhouse where there is a pickleball league, a full-scale billard, a library, card-room and entertainment room upstairs for regularly scheduled events!! The HOA dues cover all of you main utilities including Cable, Internet, Sewer, Trash, Water, Exterior Insurance and Maintenance and much much more. The cost of living in this lifestyle abundant community is quite low compared to single family homes and inflation on utilities. Oh and don't forget to enjoy the Sunday morning markets at Corey Avenue; or the frequent live music events at the clubhouse, or at Horan Park - both just a short walk from this community. You will absolutely love your decision to come live in Paradise!!

7425 Bay Island Drive S Unit 107, St Petersburg

$239,000

1 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

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

5980 Shore Boulevard S Unit 909, Gulfport

$249,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

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

6025 Shore Boulevard S Unit 415, Gulfport

$199,000

1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

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

3018 59th Street S Unit 414, Gulfport

$715,000

3 Beds ⋅ 3 Baths ⋅ Curns W J Sub SubDv. ⋅ 33707 Zip Code

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

5005 24th Avenue S, Gulfport

$219,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

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

5925 Shore Boulevard S Unit 107, Gulfport

South Pasadena Homes with Dog Park Community Features

Newest South Pasadena Homes with Dog Park Community Features