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$258,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code
Virtually Staged. Welcome to Town Shores’ desirable Manchester Building, where spectacular sixth-floor water views create the perfect backdrop for Florida living. From the moment you step inside this beautifully maintained 2-bedroom, 2-bath residence, you’ll be captivated by the sparkling waterfront vistas visible through the open floor plan. Watch dolphins and manatees play from the comfort of your own home, and even catch a glimpse of the iconic Don Cesar Hotel in the distance. Offering approximately 1,250 square feet, this light-filled condo features tile flooring throughout, creating a seamless flow from room to room. The inviting kitchen offers timeless appeal with crisp white cabinetry, neutral Corian countertops, and a gas range. The spacious primary suite includes an updated en-suite bathroom with a walk-in shower, while the guest bedroom is conveniently located next to the beautifully updated hall bath. Town Shores is one of Gulfport’s premier 55+ waterfront communities, offering an exceptional resort-style lifestyle with four heated pools, tennis courts, pickleball, shuffleboard, a clubhouse, fitness opportunities, and a full calendar of social activities. Stroll or bike to vibrant downtown Gulfport, where you’ll enjoy award-winning restaurants, waterfront parks, galleries, live entertainment, the popular Tuesday Fresh Market, and the city’s signature eclectic arts scene. This residence also includes covered, assigned parking and a private storage unit. Whether you’re searching for the perfect winter retreat or a year-round waterfront lifestyle, this exceptional condo offers breathtaking views, outstanding amenities, and everything that makes Gulfport one of Florida’s most beloved coastal communities.

6025 Shore Boulevard S Unit 602, Gulfport

$258,000
2 Beds 1 Baths Golfview I Condo SubDv. 33707 Zip Code
Welcome home to this beautifully updated 2-bedroom, 1-bathroom ground-floor condo offering an open floor plan and a private brick-paved patio with its own gated entrance directly from the parking lot, a rare feature that gives you convenient, private access in addition to the sliding glass doors off the living room. The updated kitchen features stainless steel appliances, granite countertops, and abundant cabinetry, flowing seamlessly into a light-filled living and dining area. The spacious primary suite offers great natural light and closet storage, while the second bedroom is a flexible space perfect as a guest room, home office, or den. The bathroom includes a wood-tone vanity and tub/shower combo. Enjoy the convenience of an in-unit stacked LG washer and dryer plus a dedicated additional storage closet, all within a secure, gated building. Community amenities include a sparkling pool, a grill and gazebo area, and lush, mature tropical landscaping with an assigned parking spot. Ideally located directly across from Stetson University College of Law and just minutes from Gulf beaches, I-275, downtown shopping and dining, and multiple golf courses, this move-in-ready condo is perfect for a first-time buyer, down-sizer, college attendee, or investor. Schedule your private showing today!

6100 Gulfport Boulevard S Unit 111, Gulfport

$472,900
3 Beds 2 Baths Gulfport / Boca Ceiga Park SubDv. 33707 Zip Code
Virtually Staged. Welcome to this bright and inviting 3-bedroom, 2-bath loft home built in 2003, located right in the heart of Gulfport with no HOA! Featuring premium landscaping with an exterior artistic paver circle entryway. This home offers a central position near downtown shops, dining, the library, theater, and local beach, this property places you close to everything this vibrant town has to offer. Inside, vaulted ceilings and an open-concept layout create an airy atmosphere filled with natural light. The kitchen features wood cabinetry, granite countertops, a center island, and recently updated appliances, including a new stove/oven and dishwasher. Downstairs offers flexibility with a full bedroom and bath setup, while upstairs leads to additional bright living spaces and updated bathroom, including a newly installed walk-in shower. Outdoors, the home is surrounded by an expansive paved patio perfect for outdoor dining or relaxing, with views looking out toward the nearby serene 4-acre park and lake. Premium Pella impact windows, a new hurricane-rated front door, and a new front roof offer peace of mind. Additional updates include a new water heater, and replaced storage room door. The dryer/washer hook-ups are located in Storage room. Conveniently located just minutes from Pinellas County beaches, and near downtown St. Petersburg, and Tampa International Airport, this Gulfport home offers modern updates, great character, and a location that is hard to beat. Mortgage savings may be available for buyers of this listing.

5731 28th Avenue S, Gulfport

$265,000
2 Beds 1 Baths Pasadena Heights SubDv. 33707 Zip Code
Charming Gulfport Gem!! Welcome to this delightful 2-bedroom, 1-bath bungalow nestled in the heart of Gulfport. Offering a versatile floor plan this well-maintained residence is ideal as a full-time home, seasonal retreat, or income-producing investment property. Step inside to a bright and inviting living space that flows effortlessly into the kitchen, featuring classic white cabinetry, matching appliances, and a cozy dining area perfect for everyday meals or morning coffee. Both bedrooms are generously sized and provide comfortable accommodations with plenty of natural light. A spacious bonus room adds exceptional flexibility and can easily serve as a family room, home office, hobby space, playroom, or even a third bedroom. An indoor laundry area adds everyday convenience. Bring Fido! Outside, you'll discover a large, fully fenced backyard designed for relaxing and entertaining. Host weekend barbecues, unwind after a long day, or gather with family and friends on the back deck. A storage shed provides plenty of room for lawn equipment, bicycles, beach gear, and additional storage needs. Located in a charming neighborhood and situated in a non-flood zone, this home is just a few blocks from Tomlinson Park and only minutes from everything that makes Gulfport so special. Explore the vibrant waterfront district along Beach Boulevard, known for its eclectic boutiques, local art galleries, award-winning restaurants, cafés, and lively entertainment. Enjoy weekly markets, seasonal festivals, live music, waterfront parks, and easy access to Gulf beaches, marinas, and downtown St. Petersburg. Whether you're looking for a place to call home or a fantastic investment opportunity in one of Pinellas County's most sought-after communities, this Gulfport gem is one you won't want to miss. Schedule your appointment today.

5509 15th Avenue S, Gulfport

$178,000
1 Beds 1 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code
Welcome to your FURNISHED 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 UPDATED, BRIGHT AND SPACIOUS 1 bedroom, 1 bath condo offers an AIRY OPEN LAYOUT FLOODED WITH NATURAL LIGHT, creating a gorgeous, welcoming atmosphere from the moment you step inside. A QUEEN SIZE MURPHY BED IN THE FLORIDA ROOM provides flexible guest space along with A BEAUTIFUL WATER VIEW OF THE BAY to wake up to! Enjoy morning coffee or evening cocktails greeting dolphins, manatees and pelicans with sparkling Boca Ciega Bay and private 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. 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

$1,750,000
4 Beds 6 Baths Pasadena Estates Sec G SubDv. 33707 Zip Code
Perched high above sea level in a non-flood zone, (approximately 15’), this exceptional 1923 Spanish Mediterranean Revival Estate sits on nearly one Acre in the heart of Gulfport. The property features two structures with a combined 4 bedrooms and 5.5 bathrooms, including a beautifully preserved 3BR/3.5BA main residence, a versatile two-story carriage house, and a detached 2-car carport showing preserved wood rarely seen in the area. The main home showcases original hardwood floors, exposed wood-beam ceilings, graceful arches, two gas fireplaces, and hurricane-impact windows throughout. First floor layout includes formal living room with gas fireplace, formal dining room with large windows, a sunlit family room, a quaint powder bath and an en-suite guest bedroom or first floor primary with a fireplace! In the well appointed gourmet kitchen you will find heart-of-pine floors, gas range with 6-burner gas range with griddle, stainless steel appliances, a step-down walk-in pantry and more arches! Upstairs, a spacious primary en-suite features a walk-in dressing room, and access to the quintessential Spanish-style balcony. The guest bathroom comes with separate shower & claw foot tub, while the third bedroom enjoys the possibility of having its own future south-facing private balcony. The detached carriage house includes a guest en-suite, laundry room, two-car garage, one-car carport, and an upstairs flex room equipped with a full bath ideal as a home office, a studio, a gym, or a play room, you decide! Outdoor living is exceptional with a magnificent Resort-Style heated saltwater pool and spa with built-in self cleaning system, and lush fully fenced grounds. Encompassing an entire block from north to south, the extensive south-facing rear backyard with gate access, provides additional parking for large vessels - RV or boat, as well endless possibilities for a tennis, pickleball or basketball court for memorable outdoor entertaining. Conveniently located just minutes from Gulfport's vibrant waterfront district, award-winning beaches, downtown St. Petersburg, Tampa, and Sarasota, this remarkable Estate presents a rare opportunity to own a 1920’s classic that perfectly balances timeless charm, and modern comfort.

6010 17th Avenue S, Gulfport

$449,000
3 Beds 2 Baths Pasadena Estates Sec D SubDv. 33707 Zip Code
NEW PRICE! Discover this beautifully updated 3 bedroom, 2 bathroom block home offering just over 1,400 square feet of comfortable living space in desirable Flood Zone X. Recent improvements include a new roof in 2023, HVAC system in 2025, PGT windows, luxury vinyl plank flooring throughout, and a stylishly updated kitchen and bathrooms. The kitchen features stainless steel appliances and opens to inviting living spaces designed for everyday living and entertaining. Situated on an oversized fenced corner lot, there is ample room to park a boat, RV, trailers, or other recreational vehicles. Conveniently located less than half a mile from the Stetson University College of Law campus, just three blocks from Boca Ciega High School, only 2 miles from the Gulfport Arts District, 2.5 miles from the West Marine Tampa Bay flagship store, and just minutes from the Gulf beaches, this property offers an exceptional opportunity as a primary residence, vacation home, or investment property.

5939 9th Avenue S, Gulfport

$360,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
This 3-bedroom, 2-bath Gulfport home has untapped value and potential! It is NOT in a flood zone and has a fully fenced backyard. Roof 2023 | HVAC 2016 | Water Heater 2019. Generator hookup ready. The backyard is mostly pavers keeping it lower maintenance. To add to your backyard/outdoor living is a tiki hut, storage shed, and space to practice your basketball hoops. The layout of the home supports a “lock off space” which could be used as an in-law space or income producing. The home is a solid opportunity for a buyer ready to bring vision and your own style to this home for the finishing touches…….. The location is the standout feature. You're just 0.9 miles from Stetson University College of Law (Why pay dorm fees when you can be building equity?.) You’re 1.6 miles from downtown Gulfport with its unique blend of arts, culture, great food, lively and inclusive spirit with small-town appeal. You will enjoy festivals, farmers' markets, parades, great bars, amazing restaurants and gatherings that foster a deep sense of community. Boca Ciega Bay, the Gulfport Marina, Clam Bayou Nature Preserve, Twin Brooks Golf Course are all close by for the best of boating, paddle boarding, fishing, pickleball and golfing. Sports fans will appreciate easy access to professional baseball, hockey, soccer, football, and year-round sporting events throughout the Tampa Bay Area…… St. Pete Beach, Treasure Island, and Fort De Soto Park are a short drive away, as is vibrant downtown St. Petersburg with the Dali Museum, the St. Pete Pier, and Beach Drive. Tampa International Airport is only 22 miles away for super easy access!……… Be sure to schedule today, to see the potential and opportunity in person.

1108 S 55th Street, Gulfport

$2,900,000
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

$1,250,000
5 Beds 5 Baths Boca Ceiga Park SubDv. 33707 Zip Code
PRIME LOCATION in the heart of Gulfport's vibrant waterfront district, this exceptional 5 unit commercial property presents a rare turnkey opportunity for investors seeking to capitalize on the area's thriving vacation rental market. Just STEPS from Gulfport Beach and Boca Ciega Bay, guests can enjoy a walkable coastal lifestyle surrounded by waterfront dining, boutique shopping, art galleries, fishing, boating, and year-round community events. Recently renovated with a fresh coastal aesthetic, the property features 5 attractive units showcasing luxury vinyl plank flooring, updated kitchens and bathrooms, contemporary fixtures, and bright, open living spaces designed to appeal to today's travelers. Tropical landscaping, charming curb appeal, and ample on-site parking further enhance the property's welcoming beach-town atmosphere. One of Gulfport's greatest attractions is its unique blend of Old Florida charm and vibrant local culture. Guests can stroll to the popular Tuesday Fresh Market, enjoy waterfront events at the Historic Casino Ballroom, explore nearby walking trails and nature preserves, or spend the day kayaking, paddleboarding, and fishing along Boca Ciega Bay. The area's lively arts scene, independent restaurants, and welcoming small-town feel continue to draw visitors seeking an authentic Florida experience. Ideally located just MINUTES from St. Pete Beach, Downtown St. Petersburg, and many of Tampa Bay's premier attractions, this beautifully renovated 5 unit property offers an exceptional opportunity to generate short-term rental income in one of Pinellas County's most sought-after waterfront destinations.

3101 Beach Boulevard S Unit 1-5, 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

$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

$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

$310,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code
Wake up to breathtaking, unobstructed views of Boca Ciega Bay from this beautifully renovated waterfront condominium in the highly desirable Town Shores 55+ community. Located in the sought-after Ivanhoe Building, which features a new roof, this second-floor residence offers the perfect combination of waterfront living and peace of mind. Served by an elevator and situated above the ground level, this home provides convenient access while enjoying a high-and-dry location. Just steps from one of the community's four heated pools and including a covered carport, this condo delivers the Florida lifestyle you've been dreaming of. Completely renovated in 2021 and sparingly used since as a seasonal winter retreat, this meticulously maintained residence is truly move-in ready. The stunning kitchen features white shaker cabinetry, granite countertops, subway tile backsplash, and stainless steel appliances. The spacious floor plan flows seamlessly from the kitchen into the dining and living areas, leading to the enclosed Florida room, where large picture windows frame spectacular water views and provide the perfect setting to enjoy your morning coffee while watching dolphins and manatees play in Boca Ciega Bay. The waterfront primary suite features private access to the Florida room, a walk-in closet, and an updated en-suite bath; a generously sized guest bedroom, updated guest bath, and ample storage complete the interior. The monthly condominium fee provides exceptional value by covering water, sewer, trash, high-speed internet, premium cable television, natural gas for cooking and heating, and hot water supplied through the community's central water-heating system—eliminating the need to maintain or pay for an individual water heater. With so many expenses included, your primary utility responsibility is simply the electric bill. Beyond the condo itself, Town Shores offers one of the most desirable waterfront lifestyles in the Tampa Bay area. Residents enjoy four heated swimming pools, tennis and pickleball courts, bocce and shuffleboard courts, a fitness center, clubhouse, grilling areas, a kayak launch, fishing areas, beautifully landscaped grounds, and recently renovated boat docks—all set along the scenic shores of Boca Ciega Bay. Located just a short stroll from vibrant Downtown Gulfport, you'll enjoy easy access to waterfront parks, beaches, restaurants, shopping, art galleries, entertainment, and the renowned Gulfport Casino. Whether you're seeking a year-round residence, seasonal getaway, or low-maintenance Florida lifestyle, this exceptional condo offers one of the finest waterfront opportunities currently available in Town Shores.

5955 30th Avenue S Unit 202, Gulfport

$5,700,000
4 Beds 5 Baths Pasadena Point Estates Ph Ii SubDv. 33707 Zip Code
A MAGNIFICENT LUXURY WATERFRONT ESTATE SUPPORTED BY AN IMPRESSIVE DEEP-WATER DOCK WITH MOORINGS FOR A 100FT YACHT! Located in renowned Pasadena Yacht and CC, south Pinellas County’s only gated golf and boating community, this remarkable Windstar Home rests on a wide, 1 ½ lot footprint, with beautiful open water view of Boca Ciega Bay. Step up to the elevated courtyard entry and take in rich cast stone and travertine exterior finishes. Soaring 25 feet high, the majestic rotunda foyer introduces exquisite cherrywood and marble floors, dazzling faux paintwork, elegant detailed woodwork, radiant lighting, brilliant custom ceilings and unforgettable waterviews. The superb CEO-quality executive office provides extensive sumptuous built-ins, wonderful matching coffered ceilings and a double-sided fireplace. Lovely casual waterfront dining is complemented by a gorgeous formal dining room with 12ft-high ceilings. The sublime chef’s kitchen is a deeply-satisfying culinary experience. Artisan quality raised-panel wood cabinetry and superb Ogee-edge granite surfaces support high-end Gaggenau steam, convection and gas cooking, Subzero refrigeration, built-in Miele coffee system, warming drawers, refrigeration drawers, large walk-in pantry, and a built-in workstation center. You’ll love the fabulous butler’s pantry, multi-level breakfast bar (with beverage chiller and ice maker), and dedicated wine closet that support this incredible kitchen. Relax in the resplendent waterfront living room with custom designer entertainment center, rich marble-encased fireplace, fine coffered ceilings, and terrific window treatments (all windows are elegantly encased in wood). Step out to the enticing 450sqft covered waterfront balcony with remote controlled sunshades. Balcony offers a built-in tumbled marble/granite gas cooking center, and spacious seating/dining areas. Huge guest bedroom suite has a lavish, adjacent luxury bath. Upstairs, you’ll discover a spectacular owner’s suite: a full-height cast stone double-sided gas fireplace separates the bedroom from the plush sitting area with Juliette balcony and magnificent built-in entertainment center. The grand walk-in closet system features numerous built-ins and a generous center island dresser. The owner’s bath is a posh, pampering retreat with commanding views of the water, exceptional marble/granite surfaces, built-in microjet spa tub, custom designer vanities, a dedicated sit-down cosmetics center, and a superb glass-enclosed marble rain shower/steam room. Bedrooms 3 & 4 are oversized and en suite, with beautiful, luxurious baths. Your massive lower level is ideal for fitness/gaming/storage. Lushly landscaped, out back you’ll find the perfect blend of luxury, entertainment and waterfront adventure. A 460sqft covered lounging/dining deck transitions to a stunning Pebbletec pool/elevated spa overlooking the water. An expansive composite dock supports a 16,000 lb boat lift with cat walk, shore power, water, lighting, shower and deep water mooring with tie poles for yacht with 22ft beam. This luxury estate is a true rarity and boasts countless amenities and highly-desirable extras. One of the finest waterfront homes in Tampa Bay! Pasadena Yacht & CC enjoys an extensive list of world-class amenities including golf, tennis, fitness center, marina, restaurant, community pool and clubhouse. A great location and an extraordinary community! Dimensions are estimates, buyer to verify.

6224 Pasadena Point Boulevard, Gulfport

$375,000
3 Beds 2 Baths Gulf Grove SubDv. 33707 Zip Code
This charming 3-bedroom, 2-bath Gulfport home presents an excellent investment opportunity with a tenant already in place through 04/30/2027, providing immediate rental income for the next owner. Situated on a spacious fully fenced corner lot with a massive shed/garage perfect for storage, hobbies, or workspace needs. Inside, you’ll find a bright and inviting floor plan with sleek laminate flooring flowing throughout the living room, kitchen, and dining areas. The kitchen offers abundant storage, including dual pantry closets surrounding the refrigerator. Both bathrooms have been tastefully updated, while energy-efficient Tesla solar panels and a REEM tankless water heater help keep utility costs low. The primary suite includes a private en-suite bathroom with a relaxing jetted tub as well as its own separate entrance, offering added flexibility and privacy. The additional guest bedrooms are generously sized and filled with natural light. Located just one block from the Pinellas Trail and conveniently positioned between Downtown Gulfport and St. Petersburg’s award-winning Gulf beaches, this home offers easy access to local restaurants, eclectic shops, entertainment, and waterfront attractions. Only 10 minutes to the beach, 10 minutes to Downtown St. Pete, and approximately 30 minutes to Tampa International Airport, this property combines location, lifestyle, and investment potential all in one. Don’t miss this exceptional Gulfport investment opportunity!

5325 8th Avenue S, Gulfport

$245,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code
Stunning 2 bedroom, 2 bath COMPLETELY REMODELED condo in bustling & coveted waterfront Gulfport. With marina views right from your front door & Florida room, just step outside to see dolphins or go fishing. Enter into a large living/dining room combo boasting shiplap walls and built-in cabinetry and shelving. Fresh paint throughout, two sizable bedrooms, newer double paned windows (2021), newer AC (2023), BRAND NEW ceramic wood look tile flooring throughout (2026), newer electrical outlets, upgraded fans and lighting, and a Chef's dream kitchen. The kitchen features recess dimmable lighting, butcher block counter tops, new sink & Kohler fixtures, newer stainless steel appliances, gas stove, newer shaker cabinets, and leads into a sunny Florida room that overlooks one of 4 Town Shores pools and a water view of Boca Ciega Bay. Gorgeous guest bathroom was totally remodeled in 2026. Enjoy shuffleboard, tennis & pickleball courts, kayak storage, fitness center with his and hers saunas, billiards & poker room, and the many gatherings the community puts together. Located within walking distance to all downtown Gulfport has to offer- weekly markets, festivals, shops, live music, restaurants, and bars. Steps away from the water and minutes from world renowned Gulf Beaches. 30 minutes to 2 international airports. Unit includes 1 Carport (#41) and plenty of guest parking is available. FURNITURE IS NEGOTIABLE. **Service and Emotional Support Animals Allowed!** All information is deemed to be accurate and to be verified by buyer.

2960 59th Street S Unit 310, Gulfport

$449,900
2 Beds 2 Baths Beachwalk Condo Gulfport SubDv. 33707 Zip Code
BIG PRICE REDUCTION! NEW BUYER INCENTIVE - OFFERING $10,000 OFF PRICE OR HAVE $10,000 TO PUT TOWARDS YOUR CLOSING COSTS!! Looking for a PERSONAL OASIS or GREAT INVESTMENT? Possible 3.75percent Assumable Mortgage for well Qualified Buyers. This Condo's Location is exceptional and is the ONLY Condo right across from the Gulfport Beach that is currently FOR SALE. In addition; the Association by-laws allow for monthly renting (once a month for 12 months) This Beauty is located in the Heart of Gulfport's Historic Waterfront District and is directly across from the Gulfport Municipal Beach/Park. The floorplan boasts 2 Bedrooms and 2 Full Bathrooms. The Condo has new Premium Vinyl Flooring throughout, Newer Appliances. New Furniture and so much more. Condo also has an in-unit Washer/Dryer for your convenience and to top it off is being sold FULLY FURNISHED! The Beachwalk Condo Community (10 units total) has a private pool with a deck, a gas grill and tables and chairs to enjoy with fellow neighbors or your guests. The views from the Balcony whether watching the dolphins swimming through the Bay, watching the sunrise, taking in the smells and sounds coming from the nearby restaurants and bars or just relaxing while the breezes cool you down after a hot Florida day are what having a Condo in Paradise is all about!! Two-story buildings are exempt from the Florida condo milestone inspections, Bill 154. The building foundation has passed inspection and was undamaged in any of the prior storms. Enjoy the hidden gem of Gulfport, an unspoiled waterfront village brimming with independent boutiques and restaurants. Locals will tell you, “There’s always something going on in Gulfport!” You’ll delight in this charming small town’s art festivals twice a month, market day every Tuesday, live music, delicious restaurants, beautiful parks and public pickleball courts, plus a performing arts theater, library and first-rate senior center. Located only 10 minutes away from stunning gulf beaches, 15 minutes to Downtown St. Petersburg, 20 minutes to the St. Pete/Clearwater airport and just 30 minutes to Tampa International Airport make the location of your new home or home away from home even sweeter. THIS UNIT HAD NO DAMAGE FROM ANY PREVIOUS STORMS. Call today for your personal showing and be where the action is to all Events happening in GULFPORT! (Listing agent is the Owner of the Condo)

5605 Shore Boulevard S Unit 1B, Gulfport

$559,999
3 Beds 2 Baths 78burns F J Realty Cos Rev SubDv. 33711 Zip Code
Walk to WATERFRONT and MARINA and Park with Kayak Launch. Alley for easy access and extra room on oversized lot for RV, Boat, Waverunner and the rest of the toys. LIKE NEW. Renovated in 2025. This home has it all: SOLAR Duke Energy bill approx. $30/mo. IN-LAW SUITE + Bonus ROOM + 2 BR's + 2 Full Baths + HUGE DECK with electric for Swim/Spa, Spa, and GARAGE with workshop. Walk to, PARK, SUNSET, TENNIS, and PICKLEBALL. GOLF CART to Downtown Gulfport, Casino, Entertainment, Shops, Restaurants, Tiki Bars, Tennis, and Beach. COMPLETE RENOVATION INCLUDES: Freshly painted inside and out. New FLOORS, New KITCHEN, New BATHROOM, New LARGE CLOSETS with Organizers, FIREPLACE, TREX Front Porch, Gutters, Electric Box and Wiring and so much more...All new! Looks and feels like a NEW HOME. NO HOA; NO EXTRA FEES. RENTALS ALLOWED. Golf Cart to Downtown or Bike over to the Bike Trail. Vacant, cleared lot next door will be subdivided or available for sale. New Furniture and decor may be purchased separately or purchased turnkey for you or your tenants to take residency immediately. Beatifully and professionally renovated. LOCATION LOCATION, LOCATIONL

2800 Tifton Street S, Gulfport

$685,000
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

$200,000
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

$1,449,900
4 Beds 4 Baths Veteran City SubDv. 33707 Zip Code
Experience the pinnacle of Gulfport, Florida living in this move-in-ready, brand-new custom construction home built by WinWay Homes to perfection and available now, so you can skip the wait and start enjoying your dream lifestyle immediately. This high-and-dry, no-flood-zone residence sits on an oversized corner lot just one block from vibrant downtown Gulfport, offering the perfect blend of modern luxury and coastal convenience. Boasting 4 bedrooms, 4 baths, and a 2-car garage, this spacious single-family home features an entertainer’s open-concept floor plan anchored by a show-stopping 10-foot quartz kitchen island. Host movie nights in the dedicated home theater, focus in your private home office, or unwind in the first-floor primary suite complete with a floor-to-ceiling spa-inspired wet room. Two additional upstairs en-suite bedrooms provide flexibility for guests, family, or a home gym. Step outside to your private resort-style oasis: a custom saltwater pool surrounded by a covered lanai, ideal for evening swims under the Florida sky. With multiple parks, Boca Ciega Bay, and an eclectic mix of restaurants and shops all within easy walking distance, this Gulfport pool home delivers the ultimate coastal lifestyle—start your mornings with coffee on the front porch and end your days with a dip in your own backyard paradise. If you’re searching for new construction homes in Gulfport FL, luxury pool homes near Boca Ciega Bay, or a custom-built residence in a prime no-flood location, this is the one you’ve been waiting for. WinWay Homes is offering a full 1 year warranty along with a third party 2-10 warranty. Schedule your private showing today and make this Gulfport, Florida dream home yours before it’s gone!

2814 54th Street S, Gulfport

$249,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code
Waiting for a waterfront condo, 2 bedroom and perfectly remodeled so you move right in? You have found it! And in Gulfport, the quaint "fishing village" surrounded by Boca Ciega Bay and St Petersburg! Located in the community of Town Shores with amenities like a clubhouse, marina, tennis and pickleball courts, alongside bocce and shuffleboard. Four heated pools are located throughout the complex. You can walk or bike to town with restaurants , shopping and a Tuesday market every week or just sit and swing on the local beach while you read that new book. If you want the Gulf beaches they are about 12-15 min. away and stretch for miles or a day of museums in downtown St Pete is a special treat and just waiting to entertain you for hours on end. The monthly fee includes all utilities (except electric)and even internet, wi-fi, and cable.

5955 30th Avenue S Unit 105, Gulfport

$229,000
1 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code
One or more photo(s) has been virtually staged. Best Waterfront Value in the Community! Live like you’re on vacation in this beautifully updated 1 bedroom, 1.5 bath condo located in the desirable Diplomat Building of the waterfront Town Shores 55+ community. Enjoy unobstructed water views and spectacular sunsets from this resort-style community designed for active Florida living. This move-in ready condo features an updated kitchen with brand new stainless steel appliances (2026), a gas stove, tile flooring throughout, electric hurricane shutters, new lighting (2026), and a new front door (2026). The condo also conveys with a deeded parking space (#118) and additional storage space is included, perfect for beach chairs, holiday decorations, bicycles, and more. A laundry facility is located in the building for added convenience. Town Shores offers an impressive list of amenities including 4 heated pools, tennis courts, pickleball courts, bocce ball, shuffleboard, kayak storage, bike storage, a marina with boat slips available for annual rental, a clubhouse, fitness room, and his/her saunas. The monthly condo fee covers cable, internet, water, sewer, trash, gas, pool maintenance, grounds maintenance, and more for worry-free living. Ideally located just a few blocks from vibrant Downtown Gulfport where you can enjoy dining, shopping, entertainment, waterfront parks, and Gulfport Beach. South Pasadena shopping, Downtown St. Petersburg, and the beautiful Gulf Beaches are all within easy reach. Don’t miss your opportunity to own a piece of paradise in one of Gulfport’s most sought-after waterfront communities. Schedule your private showing today!

5980 Shore Boulevard S Unit 907, Gulfport

$220,000
2 Beds 1 Baths Golfview I Condo SubDv. 33707 Zip Code
Located in vibrant Gulfport and overlooking the Pasadena Yacht and Country Club Golf course, this beautifully updated 2-bedroom, 1-bath fourth-floor Golfiew Condominums unit offers the perfect combination of coastal ambiance, investment flexibility, and incredible convenience! Ideally situated within walking distance to Stetson University College of Law and the charming Gulfport Art District, this partially furnished condo is just minutes to St. Pete Beach, and downtown St. Petersburg with only a half hour commute to Tampa International Airport! With the ability to lease the unit up to three times per year for four months at a time, this condo presents an exceptional opportunity for seasonal owners, investors, or anyone looking to enjoy part-time Florida living while generating rental income from snowbirds, students, or long-term guests. Golf View Condominiums is a beautifully maintained Spanish Mediterranean-inspired community featuring secure gated entry, elevators, stucco architecture, fresco-style tile accents and a stunning U-shaped layout centered around a lush courtyard and sparkling resort-style pool. Residents enjoy a large lounge area, picnic pavilion with grills, and a relaxed coastal atmosphere that feels both private and inviting. Situated on the top floor, this light and bright residence offers incredible views overlooking the picturesque courtyard and pool area. Enter the condo and you’re greeted by a spacious living room filled with natural light and upgraded hardwood flooring. Just beyond, the dining area flows seamlessly into the modern kitchen featuring granite countertops, beautiful wood cabinetry and stainless steel appliances. Two oversized bedrooms feature upgraded hardwood floors and generous closet space while providing flexibility for guests, a home office, or additional living space. The shared bathroom has been thoughtfully updated for ADA compatibility. Additional features include one covered parking space, one additional assigned parking space, and an air-conditioned private storage locker perfect for bikes, luggage, and beach gear. This is an exceptional opportunity to own a stylish, move-in-ready condo in one of Gulfport’s most charming and centrally located communities.

6100 Gulfport Boulevard S Unit 402, Gulfport