Gulfport, Florida Real Estate Listings

3 Beds ⋅ 5 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code

This magnificent estate is set on an exceptional location and lot with 102 ft frontage a wide open billion-dollar view of BOCA CIEGA BAY and yearlong 180-degree SUNSET views this estate masterpiece spans over 4155 sq ft of refined interior living space. A dramatic open-concept three story which wraps around the living area with a commanding fireplace that anchors the soaring cathedral ceilings. The sweeping water views from each room on the second level is where you can capture synchronized sunset views and compliments with large balconies and outdoor cook top and refrigerator for entertaining. The high caliber of kitchen appliances alongside elongated island provides exceptional versatility for entertaining as well as two resort-type bars. Outside the home transforms into a private oasis with spa and resort-type sparkling pool full 180 degrees of water views. The pool bathroom has washer and dryer hook-ups, shower, vanity, and benches. The wood deck spans most of the property. Additional highlights include Primary Bedroom with ensuite and Huge walk-in closet, two additional bedrooms also ensuite and a loft. The three garages has parking for 4 vehicles. Quality high grade superior structural elements built this custom masterpiece in 1990 with many extras. Hurricane Shutters, Central Vacuum, Elevator, pet bathtub are just a few. The elevator was just rebuilt with current electrical equipment Julyn of 2026 The primary Bedroom and ensuite is freshly painted July 2026 The famous Vaughn McCarthy & Sons of PVC architects designed it and a full set of blueprints are available. PASADENA YACHT AND COUNTRY CLUB is one of the finest country club communities on the west coast of Florida. Enter through the 24/7 Guard Gate to a refined lifestyle full of pastoral land and mature landscapes. PASADENA YACHT CLUB AND COUNTRY CLUB is a very sought after community and this masterpiece is offered for the first time. Come and enjoy the ultimate in Florida lifestyle.

2869 Seabreeze Drive S, Gulfport

$1,100,000

6 Beds ⋅ 4 Baths ⋅ Veteran City SubDv. ⋅ 33707 Zip Code

Rare Gulfport Investment Opportunity | Flood Zone X | Three Licensed Short-Term Rental Homes Rare opportunity to own three stand-alone single-family homes in Gulfport’s Waterfront Redevelopment District, all legally zoned and fully licensed for nightly rentals. Situated in desirable Flood Zone X, the property remained high and dry during the 2024 storms. Located just steps from Gulfport’s restaurants, shops, beach, marina, and entertainment, this turnkey property is ideally positioned to benefit from the area’s thriving vacation rental market. The property includes three units: one 3-bedroom, 2-bath Sears house, one 2-bedroom, 1-bath bungalow, and one 1-bedroom, 1-bath cottage, offering a total of 6 bedrooms and 4 bathrooms. All three homes are being sold fully furnished, including indoor and outdoor furnishings. The property features in-unit laundry in two units, off-street parking, private driveway, a shared courtyard, and lush landscaping. With immediate income potential and value-add opportunities through future updates, this is a rare chance to own a turnkey short-term rental portfolio in one of Gulfport’s most desirable locations.

5407 29th Avenue S, Gulfport

$995,990

3 Beds ⋅ 3 Baths ⋅ Lake Butler Villa Cos Add SubDv. ⋅ 33707 Zip Code

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

5631 23rd Avenue S, Gulfport

$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. And an extra half bath is a real plus. The front windows have been replaced with impact resistant windows, Another plus. 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. Your front walkway has the most magnificent view of downtown St. Pete. And a mere 12 minutes or so gets you to all the great museums Downtown 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

$419,000

3 Beds ⋅ 2 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code

Welcome to 1213 55th St S, where flexible living space, a lush tropical backyard, and a prime Gulfport location come together. This 3-bedroom home offers a layout that can adapt to a variety of needs, along with established outdoor space that truly extends the living area. Inside, natural light fills the welcoming living room and flows into the main living spaces. The kitchen features an eat-in dining area, while two bedrooms are situated within the main living area. The third bedroom adds valuable flexibility with its own exterior entrance and can be used as a traditional bedroom or adapted as an office, guest space, hobby room, fitness area, or additional living space. Step outside and the backyard becomes an extension of the home. Lush tropical landscaping surrounds an expansive paver patio, while the fully fenced yard provides privacy and plenty of room for outdoor dining, entertaining, gardening, or simply enjoying the space. The location adds even more appeal. Just minutes from Gulfport’s waterfront, Arts District, restaurants, boutique shopping, galleries, parks, and community amenities, with Downtown St. Petersburg and the Gulf beaches also nearby. Recent updates include a 2015 roof, 2015 HVAC system, 2022 electrical panel, and plumbing updated to the main sewer line. Flexible floor plan. Tropical outdoor living. Gulfport location. And the major systems have already seen important updates. Schedule your private showing today.

1213 55th Street S, 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

$769,900

3 Beds ⋅ 4 Baths ⋅ Baywood Sub SubDv. ⋅ 33711 Zip Code

Stunning property opportunity — 3 bed, 3.5 bath home with a versatile den, private pool and spa. Open, light-filled floorplan with upgraded finishes, new kitchen, primary suite with a walk-in closet, two additional bedrooms each with a build in closet, and a bonus den perfect for office or media. Seamless indoor-outdoor living with covered lanai and heated pool/spa — ideal for entertaining or relaxing by the water. Prime location walking distance from marinas, dining and waterfront parks. Don't miss this turnkey coastal retreat.

4810 Del Rio Way S, Gulfport

$257,000

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

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

6025 Shore Boulevard S Unit 106, Gulfport

$243,500

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

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

5925 Shore Boulevard S Unit 108, Gulfport

$165,000

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

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

3018 59th Street S Unit 102, Gulfport

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