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5407 29th Avenue 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

1520 60th Street S, Gulfport
$809,000
4 Beds ⋅ 3 Baths ⋅ Pasadena Estates Sec G SubDv. ⋅ 33707 Zip Code
Welcome home to this Amazing updated mid century modern Gulfport Pool home with 4 bedrooms, 3 full bathrooms, with a covered open porch overlooking the one of a kind lap pool. This property includes the absolute best and most amazing back yard with lush tropical plants, paver patio, massive outdoor kitchen with concrete countertops, putting green, fire pit and a water wall feature. As you pull up you will instantly notice all the lush tropical landscaping, Glass ball art display, massive pavered driveway with parking for 6 cars and a inviting walkway to the front porch / patio. Enter the main entry to an inviting Living room with open access to the kitchen, fireplace and builtin shelving. Just off the living room is the open concept Dining / Family room which includes a bar, 2 sliders leading to the pool patio. beauifully updated kitchen with white ikea cabinets/ stainless steel appliances and granite countertops. There are 3 master Bedrooms in this home, one being on the first floor which includes ensuite bath and slider to a private screen in patio. The second master with over 440 sq feet is on the second floor of this home and includes a huge walkin closet, ensuite bath and an absolutely huge walkin shower with multiple shower heads, shower bench and dual vanity. The 3rd master is back down on the first floor and includes a seperate bath, laundry closet and has a bonus kitchenette. Could also be a 2nd Family room/ game room. The 4th bedroom is just off the dining room and is currently being used as a home office. Formally on the Gulfport Pink Flamingo Home Tour. Come and make this amazing Gulfport home your very own. Includes Irrigation front and back, Whole House Wired Entertainment System, NEW HVAC 2026, Roof 2024 (Including plywood decking) Over 2,500 Sq feet under roof. NOT IN A FLOOD ZONE. Flood insurance not required.

1520 60th Street S, Gulfport

5631 23rd Avenue S, Gulfport
$970,990
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

3101 Beach Boulevard S Unit 1-5, Gulfport
$1,250,000
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

3101 Beach Boulevard S Unit 1-5, 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

5980 Shore Boulevard S Unit 909, Gulfport
$233,500
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

1213 55th Street S, Gulfport
$369,800
3 Beds ⋅ 2 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code
Discover the flexibility and character of 1213 55th St S in Gulfport! This unique 3-bedroom, 2-bath home offers an adaptable floor plan, beautiful outdoor living space, and a studio-style configuration that gives the home an exceptional amount of versatility. Enter the left side of the home into a welcoming living room, then continue down the hallway to two comfortable bedrooms and a shared hall bathroom. Toward the back of the home, the eat-in kitchen opens toward the lush backyard, creating an easy connection between the indoor and outdoor living spaces. The spacious paver patio and tropical landscaping extend the living area outdoors, providing plenty of room for dining, entertaining, or simply enjoying the Florida lifestyle. On the right side of the home, the third bedroom offers something special. Configured as a studio-style space, it includes its own full bathroom and exterior entrance, creating the feel of a private primary suite or flexible studio. An interior connecting door also allows this area to function seamlessly as part of the main home. Use the right-side space as a private primary bedroom suite, guest retreat, home office, creative studio, or additional living area. Its flexible design allows the home to adapt to your needs while maintaining the functionality of a 3-bedroom, 2-bath residence. Outside, the lush tropical backyard is a true highlight. Established landscaping, a generous paver patio, and a fully fenced yard create a private setting for outdoor dining, entertaining, gardening, or relaxing year-round. Important updates include a 2015 roof, 2015 HVAC system, 2022 electrical panel, and plumbing updated to the main sewer line. Just minutes from Gulfport's waterfront, Arts District, local restaurants, boutique shopping, galleries, parks, and community amenities, with Downtown St. Petersburg and the Gulf beaches also nearby. A flexible 3-bedroom, 2-bath floor plan, a unique studio-style primary suite option, and a beautiful tropical backyard come together to create a home with possibilities that are anything but ordinary. Buyer to verify all information, intended uses, dimensions, permitting, zoning, and requirements with the appropriate authorities.

1213 55th Street S, Gulfport

6025 Shore Boulevard S Unit 106, 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

3018 59th Street S Unit 102, 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

5955 30th Avenue S Unit 202, Gulfport
$299,000
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

6224 Pasadena Point Boulevard, Gulfport
$4,999,000
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

5325 8th Avenue S, 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

2960 59th Street S Unit 310, 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

5605 Shore Boulevard S Unit 1B, Gulfport
$399,900
2 Beds ⋅ 2 Baths ⋅ Beachwalk Condo Gulfport SubDv. ⋅ 33707 Zip Code
BIG PRICE REDUCTION!!! 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 (9 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. 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 all year-round, live music, delicious restaurants, beautiful parks and public pickleball and volleyball courts, plus a performing arts theater, art gallery, 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. 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

2800 Tifton Street S, 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

5005 24th Avenue S, Gulfport
$675,000
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

5145 Gulfport Boulevard S, Gulfport
$750,000
Hibbs Sub SubDv. ⋅ 33707 Zip Code
Set at one of Gulfport’s most visible crossroads, The Outlier Group presents 5145 Gulfport Blvd S, an outstanding opportunity offering exceptional flexibility for investors, owner-users, or developers seeking a standout corner location. Formerly home to the iconic Smokin’ J’s BBQ, the property carries a strong community legacy and sits within a bustling corridor surrounded by established local operators, high daily traffic (15,400 cars daily), and immediate proximity to Gulfport’s vibrant neighborhoods. This strategic intersection places the site next to Annex Coffee, across from Shell, and within minutes of McDonald’s, creating a natural draw for both local patrons and destination-oriented concepts. The offering includes a commercial building with existing restaurant infrastructure, creating a unique value proposition: operate, expand, redevelop. With C1 zoning, the site provides meaningful optionality for modern retail, boutique hospitality, QSR, coffee concepts, or a complete branded reimagining. The visibility, depth of frontage, and established traffic patterns strengthen its viability for operators looking to anchor a recognizable presence. Access is further enhanced by its proximity to bus lines and quick regional connections via Tampa Amtrak, St. Pete–Clearwater International Airport, and Tampa International Airport, supporting both resident and visitor traffic. On-site parking, signalized access, and air-conditioned interior space contribute to its immediate usability for a wide range of commercial visions. This is a compelling Gulfport acquisition blending charm, location strength, and redevelopment potential in one of the region’s most character-rich communities.

5145 Gulfport Boulevard S, Gulfport

2960 59th Street S Unit 405, Gulfport
$169,990
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
**ASK ABOUT SELLER CREDIT TOWARDS BUYERS CLOSING COSTS, PREPAIDS OR RATE BUYDOWN BEING OFFERED FOR ALL CONVENTIONAL AND VA BUYERS!**. Come and experience modern coastal living in this beautifully updated 2-bedroom, 2-bath residence! Offering 1,120 square feet in the highly sought-after waterfront community of Town Shores of Gulfport. This move-in ready condo combines stylish upgrades with comfort and convenience just moments from the vibrant Gulfport waterfront district. Inside, you'll find fresh interior paint, new luxury vinyl flooring, updated baseboards, and impact-rated windows throughout for added peace of mind and energy efficiency. The spacious primary suite features a fully remodeled en-suite bath with contemporary finishes and thoughtful design. The kitchen offers the convenience of rare gas cooking, making meal preparation a pleasure for home chefs and entertainers alike. The functional split-bedroom layout provides flexibility for guests, home office space, or seasonal living, while generous natural light enhances the inviting interior atmosphere. Relax and enjoy the Florida lifestyle from your private living spaces within this well-maintained waterfront community. Residents of Town Shores enjoy an extensive selection of amenities including multiple heated pools, tennis and pickleball courts, shuffleboard, clubhouse and social spaces, fitness opportunities, marina access, waterfront walking areas, and a wide variety of community activities and events. Located just blocks from downtown Gulfport, this home places you near local restaurants, coffee shops, art galleries, waterfront parks, Gulfport Beach, the marina, and popular community events. Convenient access to downtown St. Petersburg, area beaches, Tampa International Airport, and major commuter routes makes this an exceptional opportunity to enjoy the best of Florida Gulf Coast living. Whether you are seeking a full-time residence, seasonal retreat, or low-maintenance coastal property, this updated condo offers comfort, style, and an unbeatable location in one of Pinellas County’s most unique waterfront communities. Book your private showing today!

2960 59th Street S Unit 405, Gulfport

6100 Gulfport Boulevard S Unit 402, Gulfport
$209,000
2 Beds ⋅ 1 Baths ⋅ Golfview I Condo SubDv. ⋅ 33707 Zip Code
PRICED TO SELL BEFORE THEN END OF 2026! Now $209,000 BELOW MARKET VALUE. FULLY FURNISHED. 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

5940 30th Avenue S Unit 115, Gulfport
$269,900
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
"LIVE THE FLORIDA LIFESTYLE' Motivated seller newer price, Experience waterfront living at its finest in this fully renovated 2-bedroom, 2-bathroom condo corner unit, on the water with amazing views watch the dolphins jumping or fish right in your back yard. This light filled condo showcases all-new Appliances, New A/C high end updates throughout. designed for both comfort and style this residency offers a perfect blend of modern elegance and serene water views. The patio just off the sunroom adds to a delightful place to have your morning coffee, or evening cocktail and watch the beautiful west coast sunsets. Make it your luxury get-a-way or great investment property. Additional storage and covered parking right near your front door. The community offers an abundance of amenities, beautiful pools, bocce courts, shuffleboard, pickleball, lovely club house and so much more. Located walking distance to Quaint downtown Gulfport offering restaurants, theatre, shopping, the Tuesday market and lots of Art. 30 minutes to Tampa International Airport, 15 minutes to downtown St Petersburg with sports venues, theatres, museums, restaurnats and shopping.

5940 30th Avenue S Unit 115, Gulfport

2900 45th Street S Unit 7, Gulfport
$100,000
1 Beds ⋅ 1 Baths ⋅ Gulfport Shores Adult Condo SubDv. ⋅ 33711 Zip Code
Modern and fully renovated first floor unit, overlooking the sparkling pool! The space is bright and open offering over-sized rooms and tons of storage. The kitchen makes cooking a joy with quartz counter tops, sleek white cabinets, new appliances, and a gorgeous blue subway tile back splash. The stylishly updated bathroom includes a roomy walk-in shower, large vanity, new commode and modern finishes. Other outstanding features include; pool views from the living room and bedroom, new ceiling fans, laminate flooring throughout, spacious bedroom with a substantial walk-in closet, and additional storage (oversized walk-in closet & walk-in closet). Gulfport Shores 55+ condo community is nestled in the marina district and situated on Clam Bayou. The community is perfect for year-round residents and seasonal snowbirds offering amenities perfect for the sunny Florida lifestyle such as; heated community pool, bbq area with grill and outdoor seating, dock with fish-cleaning station, shuffleboard courts and kayak and canoe storage with access to Clam Bayou. The location couldn't be more ideal with Clam Bayou Nature Park right around the corner, vibrant downtown Gulfport a mile down the road with restaurants, shopping, live music, art galleries, Gulfport Casino and easy travel to the Gulf beaches, interstate access and downtown St. Pete. This condo is move-in ready and all that's missing is YOU! Schedule a private showing today and make this home yours!

2900 45th Street S Unit 7, Gulfport

4725 Del Rio Way S, Gulfport
$575,000
3 Beds ⋅ 2 Baths ⋅ B & T Rep SubDv. ⋅ 33711 Zip Code
Welcome to your beautifully remodeled retreat in the heart of Gulfport, Florida! This charming 3-bedroom, 2-bath home has been thoughtfully updated to blend modern comfort with coastal character. Step inside to discover a bright, open layout featuring stylish finishes, updated flooring, and a fresh, design throughout. The spacious living area flows seamlessly into a fully renovated kitchen, complete with modern cabinetry, sleek countertops, and updated appliances—perfect for both everyday living and entertaining. It also features a spacious two-car garage complete with a dedicated workshop area. Hurricane-rated windows and doors were installed in 2023. The warranty certificate is transferrable. The primary suite offers a relaxing escape with an updated en-suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. Both bathrooms have been remodeled with clean, modern touches. Enjoy the Florida lifestyle with a location that truly stands out—just a short walk to the Gulfport Marina, where you can take in waterfront views, stroll along the docks, or enjoy nearby dining and local shops. The home also features outdoor space ideal for relaxing, gardening, or hosting gatherings. Whether you're looking for a full-time residence, vacation home, or investment opportunity, this move-in-ready property offers the perfect combination of style, location, and convenience. Don’t miss your chance to own a slice of Gulfport charm!

4725 Del Rio Way S, Gulfport

5980 Shore Boulevard S Unit 405, Gulfport
$295,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
I am excited to share a new featured listing that you won’t want to miss. We currently have a lovely two-bedroom, two-bathroom waterfront condo available in historic Gulfport, FL. This unit features a unique split floor plan that situates the primary bedroom opposite the second bedroom and directly on the water. Residents can wake up to endless bay views and unwind to breathtaking sunsets every evening. The property has also been significantly updated to include brand-new hurricane impact thermal windows, new luxury vinyl flooring throughout, and brand-new vanities in both bathrooms. Additionally, the open-concept floor plan provides ample space for entertaining guests while enjoying the Florida lifestyle. This Condo is Located in the much sought after Town Shores water front Community located just steps from Historic Downtown Gulfport & Gulfport Beach! Town Shores has plenty of amenities to choose from including four heated pools, two located on the waterfront! A full two story clubhouse with complete fitness room with saunas, eight table billard hall, card rooms and a second story ball room for special events! There also a community dog park and picnic park complete with barbecue grill! There are also pickleball/tennis, bocce, shuffle board courts! Kayak storage area as well! Don't delay, this unit will not last long! Call today!

5980 Shore Boulevard S Unit 405, Gulfport

2657 44th Street S, Gulfport
$645,000
2 Beds ⋅ 2 Baths ⋅ Brunson-Dowell Sub 1 SubDv. ⋅ 33711 Zip Code
Gulfport Marina District DOUBLE LOT Residence! South Adjacent Lot with its own parcel ID #27-31-16-12474-000-1760, measuring 6,351 sq.ft. is INCLUDED for a total Lot Size of 12,702 sq.ft.! Mature tropical landscaped 2-bedroom, 2-bath block construction bungalow located just two blocks from the Gulfport Municipal Marina featuring an open split floor plan with 1,688 square feet of comfortable living space. ..Situated on a rare double lot, the home offers exceptional outdoor space and potential. The property was flood impacted by the 2024 Hurricane, and remediation has been completed. The photos include views of the home prior to the 2024 Hurricane storms, showcasing what it could once again become, offering a fantastic opportunity for the next owner to add their personal design touches. The home thoughtfully included recessed LED lighting, sleek ceiling fans, hurricane impact windows and sliders, a modern kitchen design, and a beautifully renovated primary en-suite featuring a skylight. A new A/C system installed in 2024 adds further value and efficiency. New custom-designed lower kitchen cabinets are on-site and ready for installation. The Bonus Room offers multi-use options, perhaps an office space or a 3rd bedroom? Large windows include a sizable bay window filtering an abundance of south-facing natural light. Plenty of parking curtesy of the spacious front driveway, additionally, the gated carport accessible from the rear alley provides security, privacy and cover. Storage Sheds and an additional shed platform adds to the outdoor conveniences found in this lovely home. Life in Gulfport is relaxed, colorful, and full of character. This charming waterfront community is known for its vibrant arts scene, walkable streets, and welcoming small-town feel. Residents enjoy waterfront sunsets at the Municipal Beach, strolling along the shops and restaurants and gathering for popular local events like the Gulfport Art Walk and the weekly Gulfport Tuesday Fresh Market. With beautiful beaches just minutes away and the culture and energy of St. Petersburg nearby, Gulfport offers a unique coastal lifestyle where art, boating, dining, and community come together to create an unforgettable place to live. Take advantage of this opportunity to create your own coastal retreat and enjoy the best of Gulfport living.

2657 44th Street S, Gulfport

3128 59th Street S Unit 303, Gulfport
$159,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
NEW PRICE... This UPDATED 3rd floor condo the Eton Building offers waterfront living at its best! This one bedroom one bath deluxe condo has 1060 square feet of living space with an open floor plan. Enjoy worry-free living with a monthly HOA fee of only $743. The HOA fee includes cable TV, internet, water, gas (for cooking. and heating), trash and more, leaving you only responsible for electricity! Residents of Town Shores enjoy an impressive array of amenities including a fitness center (gym), billiards room with a dozen pool tables and indoor shuffleboard tables, a library and multiple game rooms. Outdoor recreation options include shuffleboard courts, bocce ball, tennis and pickleball. The community also offers four heated pools, a recreation center and vibrant social clubhouse. The boat slips can be rented at the Marina, just steps away from this condo. Located just three blocks from the charming waterfront district of Gulfport, residents can easily enjoy a variety of local restaurants, boutiques, art galleries and entertainment. Convenient public transportation provides easy access to St. Petersburg, the nearby beaches and destinations throughout Pinellas County. Not to mention, only 10 minutes from award winning Gulf Beaches, 30 minutes to St Petersburg and Tampa International airports. Schedule your private showing TODAY and experience the beautiful views and relaxed coastal lifestyle this updated condo has to offer.

3128 59th Street S Unit 303, Gulfport

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