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$315,000
2 Beds ⋅ 1 Baths ⋅ Hempstead Annex 1 SubDv. ⋅ 33707 Zip Code
Welcome to this beautifully updated 2-bedroom, 1-bath home in the heart of GULFPORT, Florida—one of Pinellas County's most sought-after waterfront communities known for its artsy vibe, walkable downtown, and coastal charm. Combining CLASSIC CHARACTER and MAJOR MODERN UPGRADES, this move-in-ready property offers comfort, convenience, and an exceptional location near Gulfport Beach, St. Pete Beach, and downtown St. Petersburg. SIGNIFICANT IMPROVEMENTS completed in 2018 include a NEW ROOF, HVAC system, 200-amp ELECTRIC PANEL, updated electrical outlets and switches, and a FULLY RENOVATED KITCHEN featuring contemporary finishes and functionality. BRAND NEW TANKLESS WATER HEATER 2026. Original HARDWOOD FLOORS have been beautifully refinished, preserving the home's timeless appeal, while ceiling fans throughout enhance year-round comfort. A fully enclosed, air-conditioned FLEX SPACE provides valuable ADDITIONAL SQUARE FOOTAGE and endless possibilities for a home office, art studio, gym, guest space, or bonus room. The versatile layout makes this property ideal for remote workers, creatives, seasonal residents, first-time homebuyers, or investors seeking a Gulfport rental property. Located just 1.5 miles from GULFPORT BEACH and the vibrant Gulfport Waterfront District, you'll enjoy easy access to local restaurants, coffee shops, boutiques, art galleries, waterfront parks, and community events. ST. PETE BEACH is only 3.5 miles away, offering world-famous beaches, boating, fishing, and outdoor recreation. DOWNTOWN ST. PETERSBURG, with its thriving dining, entertainment, and cultural scene, is just a short drive away, while nearby INTERSTATE 275 access provides convenient commuting throughout the Tampa Bay area. Whether you're searching for a Gulfport Florida home for sale, a charming beach-area bungalow, or a property close to St. Petersburg and the Gulf beaches, this exceptional home delivers the perfect combination of location, updates, and lifestyle.

5122 12th Avenue S, Gulfport
$210,000
2 Beds ⋅ 1 Baths ⋅ Pasadena Estates Sec H SubDv. ⋅ 33707 Zip Code
Welcome to this charming Gulfport fixer-upper in Pasadena Estates! This 2-bedroom, 1-bath ranch home offers a traditional layout, built-in cabinetry, an interior laundry area, detached garage, newer vinyl fencing, and a nice-sized backyard. Just a short walk from Tomlinson Park, with a scenic pond and fountain, nature boardwalk, walking trails, playgrounds, an adult fitness area, and baseball and softball fields. Just minutes from downtown Gulfport, you’ll find the fishing pier, beach, restaurants, shops, parks, Tuesday Fresh Market, and Art Walk, with only a short drive to vibrant downtown St. Petersburg and the beautiful Gulf beaches. Whether you’re looking for an investment opportunity, renovation project, or a home to make your own, this property is a must-see! Priced to sell—schedule your showing today!

5621 13th Avenue S, Gulfport
$374,900
2 Beds ⋅ 1 Baths ⋅ Boca Ciega Estates SubDv. ⋅ 33707 Zip Code
Welcome to this stunning Gulfport bungalow, where timeless Spanish Revival character meets comfortable modern living. Mature plumeria, vintage scrollwork, a spacious front patio and carport welcome you, while the circular and wraparound driveway provide abundant parking. Inside, gorgeous original terrazzo floors and distinctive Spanish tile add warmth and character throughout. The well-designed 2-bedroom, 1-bath layout features a generous primary bedroom with custom closets, a bathroom with linen storage, and an inside utility room just off the kitchen that doubles as a convenient mudroom. Roof-mounted solar panels provide energy savings, with financing available for assumption by the buyer, plus a security system for added peace of mind. Designed for both everyday living and entertaining, the guest bedroom features a built-in office nook and sliding doors leading to an expansive back patio...large enough for dining and a hot tub. Beyond, a deep private backyard offers full privacy fencing, a separate fenced dog run and well-maintained storage shed. Just minutes from Gulfport's vibrant Art District, waterfront, restaurants and entertainment, with downtown St. Petersburg and the beaches of Treasure Island and St. Pete Beach only a short drive or scenic bike ride away. A charming home offering character, privacy and an exceptional location. Room dimensions are approximate; buyer to verify.

1842 59th Street S, Gulfport
$475,000
4 Beds ⋅ 2 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code
Seller agrees to offer $10k to buyer for closing costs or rate buy down at closing! Over $100,000 in upgrades—including a brand-new 400 sq ft addition with two new bedrooms and a luxurious master bathroom—have transformed this charming Gulfport home into a modern retreat. Enjoy the best of both worlds: perfectly situated along the vibrant Pinellas Trail for biking, jogging, and leisurely walks, yet tucked away on a remarkably quiet corner lot that offers serenity and privacy. Located just 5 minutes from world-famous St. Pete Beach, this move-in ready home sits in a no-flood zone and features a brand-new roof (2025), new gutters, fresh exterior paint, new fencing, new electrical upgrades, and a tent treatment for termites completed in 2025—offering true peace of mind and low-maintenance living for years to come. Step outside your door and experience the best of Gulfport’s thriving coastal lifestyle. From the legendary weekly farmers market and 500-foot fishing pier to boutique shopping, local art galleries, and waterfront dining, you’re just minutes from everything this dynamic community has to offer. Don’t miss your chance to own this beautifully remodeled, corner-lot home in a rapidly appreciating neighborhood—schedule your private showing today and make this exceptional property yours!

1419 55th Street S, Gulfport
$399,900
3 Beds ⋅ 3 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Breathtaking views by day and night await from this spacious 3-bedroom, 2.5-bathroom corner unit in the highly sought-after Town Shores of Gulfport, an impeccably maintained 55+ waterfront community along beautiful Boca Ciega Bay. The desirable split-bedroom floor plan offers privacy and flexibility, while the generous living spaces are perfectly positioned to take advantage of the spectacular surrounding views. Inside, you'll find a formal dining room, built-in desk, separate pantry, convenient inside laundry, and plenty of room for comfortable everyday living and entertaining. As a corner unit, the home offers an abundance of natural light and a wonderful sense of openness. Live like you're on vacation every day with the resort-style amenities Town Shores is known for. Residents enjoy four pools, including a heated waterfront pool, tennis and pickleball courts, bocce, shuffleboard, a fitness center, library, grilling and sunning areas, kayak launches and available kayak storage, plus a marina with docks and boat slips available for rent. The community clubhouse is the heart of an active social scene and features a billiards room, ballroom, and a variety of activities and events throughout the year. Just beyond the community, enjoy everything that makes Gulfport one of Pinellas County's most beloved coastal destinations. The vibrant Gulfport Art District offers award-winning restaurants, charming boutiques, galleries, waterfront activities, and the historic Gulfport Casino. You'll also be just minutes from Pasadena Yacht & Country Club, St. Pete Beach, Treasure Island, Fort De Soto Park, and vibrant downtown St. Petersburg, with convenient access to Tampa International Airport. With incredible views, generous living space, exceptional amenities, and an unbeatable waterfront location, this is Florida living at its finest.

5980 Shore Boulevard S Unit 501, Gulfport
$625,000
4 Beds ⋅ 3 Baths ⋅ Park View Heights SubDv. ⋅ 33707 Zip Code
Virtually Staged. "Gulfport Reimagined" - Step inside and prepare to be wowed! Every detail of this beautifully renovated home has been thoughtfully designed, blending style, function, and exceptional craftsmanship. Offering 4 bedrooms and 3 full bathrooms, including two en suite bedrooms, this desirable split-bedroom floor plan provides outstanding flexibility for multigenerational living, a growing family, or those seeking dedicated guest accommodations and a private home office. The heart of the home is an impressive designer kitchen where beauty meets functionality. An abundance of custom cabinetry and thoughtfully designed storage surrounds the U-shaped layout, maximizing both workspace and convenience. A breakfast bar with additional storage anchors the space, while custom quartz countertops and a full-height quartz backsplash create a sophisticated, timeless aesthetic. Oversized statement pendant lighting and the curated black-and-white design elevate the room, complemented by a brand-new stainless steel appliance package. The open-concept living area flows effortlessly into the dedicated dining space, creating an inviting atmosphere for everyday living and entertaining alike. Two generously sized guest bedrooms are tucked away off the main living area and share a beautifully designed hallway bath featuring dual vanities, along with additional hallway storage. On the opposite side of the home, a private en suite bedroom offers endless possibilities as a guest suite, home office, or secondary primary retreat. Just beyond the kitchen, a central hallway leads to an oversized laundry room with abundant storage and convenient access to the backyard. Privately situated at the rear of the home, the spacious primary suite serves as a peaceful retreat. The custom-designed walk-in closet offers exceptional organization, while the luxurious en suite bath features dual vanities and a large walk-in shower. Outside, the fully fenced backyard creates an ideal outdoor living space nestled between the home and the detached oversized two-car garage. A brick paver pathway connects the home and garage, while the generous yard offers plenty of room to create your dream outdoor oasis, whether that’s a pool, entertaining space, or simply room for pets to play. The detached garage features a fully finished interior with ample room for additional storage. Additional highlights include: Located in a non-flood zone. All renovations have been fully permitted through the City of Gulfport. Truly move-in ready with the feel of new construction—without the new construction price tag. Beyond the home, you’ll discover everything that makes Gulfport one of Tampa Bay’s most beloved communities. Enjoy a vibrant waterfront, a charming walkable downtown, eclectic boutiques, locally owned restaurants, live music, art galleries, and the popular Tuesday Fresh Market. With its welcoming atmosphere, creative spirit, and unmistakable character, Gulfport continues to be one of the area’s true hidden gems. This is more than just a home—it’s an opportunity to embrace the Gulfport lifestyle.

5217 18th Avenue S, Gulfport
$250,000
Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
BUILD YOUR LEGACY ON THIS TRIED & TRUE LEGACY LOT situated a block from Gulfport Beach & Boca Ciega Bay — directly IN THE HEART OF GULFPORT’S WATERFRONT ARTS DISTRICT. Best known for its small-town feel, artsy vibe, and friendly, laidback atmosphere, Gulfport offers the best of all worlds — a true “Old Florida” coastal community tucked away at the tip of the Pinellas County Peninsula — yet easily accessible to both the hustle and bustle of Downtown St. Petersburg and to the world-renown sugar-sands of the Gulf Coast beaches a just a few minutes across the bay! The future owner of 3108 Dupont St S will enjoy an UNRIVALED LOCATION to underpin & complement the construction of the CONTEMPORARY COASTAL RETREAT of their dreams. The 5000 square ft lot (50’ x 100’) located at 3108 Dupont St S is uniquely positioned to compound the impact and investment of an ELEVATED & INTENTIONALLY-DESIGNED NEW BUILD — offering its future residents SAFETY, DURABILITY, SUSTAINABILITY & PEACE OF MIND + newly acquired WATER VIEWS. An elevated, multi-story design on this lot would yield SPECTACULAR WATER VIEWS of BOCA CIEGA BAY & the ST. PETE BEACH COASTLINE. What’s more — this property falls within the “Waterfront Redevelopment District” and offers ADVANTAGEOUS ZONING — specifically, for those interested in OWNING & OPERATING A HOME BUSINESS. Accessible from both the street & rear alley, 3108 Dupont features immense flexibility for future design & construction. Ultimately, what truly sets this property apart is the UNPARALLELED LOCATION in the heart of this UNIQUELY WELCOMING & WALKABLE WATERFRONT COMMUNITY. This prime location facilitates an EASYGOING, COASTAL LIFESTYLE — complete with nightly music at waterfront restaurants, weekly outdoor markets, monthly art walks, charming boutiques, beach yoga or volleyball, fishing off the pier, sunset strolls along the waterfront, and so much more. Unlock a life that many people dream of — but few are fortunate enough to enjoy. Many lots offer WATER VIEWS — and many offer a WALKABLE, CENTRAL LOCATION — only a rare few offer BOTH. 3108 Dupont St S is one of those rare few. So, don’t delay — BRING YOUR VISION & YOUR BUILDER and take advantage of this UNPARALLELED OPPORTUNITY to make your mark on this beloved community today. As Mark Twain once said, “Buy land, they’re not making it anymore”. **PROPERTY IS BEING SOLD AS-IS & FOR LAND VALUE ONLY.**

3108 Dupont Street S, 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
$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
$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
$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
$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
$619,999
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
$195,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to Town Shores, a highly sought after 55+ community in Gulfport, nestled along beautiful Boca Ciega Bay. this spacious 2-bedroom, 2-bathroom condominium offers approximately 1250 sq. ft of comfortable living space, featuring a bright and airy layout with generous living and dining areas, ample storage, and great potential to make your own. Enjoy resort-style amenities including multiple heated pools, a vibrant clubhouse, tennis and pickle ball courts, shuffleboard, and a scenic waterfront picnic area-perfect for soaking in Florida's coastal lifestyle. Ideally located just minutes from charming downtown Gulfport, where you'll find local shops, restaurant, hi art galleries and easy access to stunning Gulf Beaches. A wonderful opportunity to own your slice of paradise in a welcoming, amenity-rich community. The Manchester does not require a one-year ownership period prior to leasing. Owners may lease their unit subject to HOA approval and avalabilty within the community's rental cap.

6025 Shore Boulevard S Unit 303, Gulfport
$375,000
2 Beds ⋅ 1 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
This charming retreat is located in the vibrant downtown area of Gulfport just a few blocks from Beach Boulevard where you’ll discover eclectic shops, art galleries, lively restaurants/bars plus the popular Tuesday Fresh Market. Enjoy unbeatable proximity to the Gulfport Pier, marina, beach, parks, playgrounds, recreation center, theatre & library. With year-round events & activities plus quick access to downtown St. Petersburg & the Gulf beaches, this location truly offers the best of Florida living. Step inside this elevated, vintage 2 bedroom, 1 bath home & be greeted by a spacious enclosed front porch perfect for morning coffee or evening wine. The bright living room features hardwood floors flowing into a dining area & galley kitchen. Both bedrooms fit queen size beds with the larger bedroom offering a walk-in closet for added convenience. There is a detached studio with a bathroom & laundry room. The fully fenced yard backs up to an alley & includes a storage shed along with ample off-street parking via a long brick driveway. Newer roofs, A/C and main water heater. Recent termite treatment with a transferable warranty. Located in the AE flood zone. Fantastic investment opportunity, vacation home or winter escape. Furnishings & décor are negotiable. Don’t miss your chance to own this unique, vintage Gulfport gem.

2907 Clinton 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
$1,210,000
4 Beds ⋅ 3 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
JUST REDUCED $90,000! Exceptional Value Meets Income-Producing Potential in Gulfport's Historic Waterfront District. A rare opportunity to own a fully furnished, Key West-inspired coastal retreat offering short-term vacation rental potential, breathtaking Boca Ciega Bay views, and one of the most walkable locations in Gulfport's Historic Art District. Whether you're searching for a high-performing Airbnb/VRBO investment, second home, or full-time waterfront residence, this turnkey property delivers an unmatched combination of lifestyle, luxury, and exceptional value. Just steps from Gulfport's charming downtown, you'll enjoy award-winning restaurants, art galleries, boutique shopping, waterfront parks, marinas, live entertainment, and the beloved Tuesday Fresh Market. This is Florida coastal living at its finest. Designed to maximize indoor-outdoor living, the home features multiple private balconies and expansive outdoor entertaining spaces overlooking Veterans Park and Boca Ciega Bay—perfect for morning coffee, sunset cocktails, or simply soaking in the waterfront atmosphere. Inside, an open-concept floor plan is filled with natural light and thoughtfully designed for entertaining. The gourmet kitchen showcases stone countertops, abundant cabinetry, generous prep space, and premium finishes that make hosting effortless. The luxurious primary suite offers a peaceful retreat with a professionally designed walk-in closet and a spa-inspired ensuite featuring dual vanities, a whirlpool soaking tub, and an oversized walk-in shower. Two additional guest bedrooms each enjoy private balconies with beautiful water views and refreshing coastal breezes. Built for long-term durability and low-maintenance ownership, this exceptional home includes an elevator, impact-rated windows, Hardie plank siding, Trex decking, synthetic turf landscaping, and a whole-home solar system that helps keep utility costs remarkably low. The oversized two-car garage offers abundant storage for vehicles, kayaks, paddleboards, golf carts, bicycles, and all your beach gear. Located just minutes from Downtown St. Petersburg, award-winning Gulf beaches, championship golf, marinas, and Tampa Bay's premier attractions, this move-in-ready residence is equally suited as a luxury primary home, seasonal escape, or income-producing investment. With a recent $90,000 price improvement, this is an exceptional opportunity to own one of Gulfport's premier waterfront homes at an incredible new value. Schedule your private showing today.

5429 Essex Avenue S, Gulfport
$600,000
2 Beds ⋅ 2 Baths ⋅ Pelican Bay Yacht Club Condo Bldg B SubDv. ⋅ 33707 Zip Code
BREATHTAKING WATER VIEWS from this elegant 11th-floor corner-end unit in the exclusive, guard-gated Pasadena Yacht & Country Club! Enjoy ultimate privacy and panoramic vistas of Boca Ciega Bay. This stunning waterfront condo offers the perfect blend of luxury, privacy, and coastal living. Step inside to an open and inviting floor plan, perfect for entertaining. The spacious living room features a stunning contemporary TV wall with ledger stone and wood accents, and a bar-height wood butcher block countertop. Floor-to-ceiling windows flood the space with natural light and frame the spectacular water views. The gourmet kitchen is standout, offering solid wood cabinetry, granite countertops, brand-new stainless-steel Samsung appliances, and a beautiful stone backsplash. Enjoy your morning coffee in the cozy breakfast nook or step onto the balcony to take in the view of luxury waterfront estates and the tranquil bay. The primary suite is a true retreat, offering his-and-hers walk-in closets and an absolutely beautifully remodeled spa-like en-suite bathroom, featuring a custom vanity with quartz countertops and sleek glass faucets. The second bedroom also includes a walk-in closet, private balcony access, and an adjacent beautifully remodeled bathroom, ideal for guests, family, or a stylish home office. Additional Features Include: • Tile flooring throughout • Recently replaced water heater • In-unit laundry room with ample storage • Private storage unit conveniently located on the same floor • Assigned covered parking space !!! RARE MEMBERSHIP OPPORTUNITY!!! Ownership within Pasadena Yacht & Country Club offers access to one of the most sought-after private country club communities on Florida’s Gulf Coast. Buyers in PYCC receive a 30-day priority window to join the exclusive Yacht & Golf Club, skipping the long waitlist, and enjoy world-class amenities, including Championship 18-hole golf course, tennis courts, Resort-style waterfront pool with tiki bar, wellness programs, fitness center, Upscale clubhouse dining and vibrant social events. Various membership options are available (additional fees apply). !!! BOATERS TAKE NOTE!!! The seller also owns a boat slip in PYCC, available for purchase separately, offering convenient access to Boca Ciega Bay and the Gulf of America. MLS:TB8448304 . Schedule your private showing today and experience luxury waterfront living and the exclusive lifestyle of Pasadena Yacht & Country Club!

5940 Pelican Bay Plaza S Unit 1105, Gulfport
$499,000
3 Beds ⋅ 2 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code
Exceptional opportunity to own an oversized double corner lot in one of Gulfport’s most desirable areas. This property offers outstanding potential to build new, expand, or create income-producing opportunities, with ample space for additional structures. The existing 3-bedroom, 1.5-bath home with a 1-car garage is move-in ready and features flexible living space, including a separate living room and a combined family/dining area, making it ideal for immediate use while planning future improvements. Plenty of room for boat, RV, and trailer parking adds to the versatility of this unique property. Conveniently located near Gulfport Beach, the marina, and Stetson University College of Law, with easy access to St. Petersburg and Interstate 275. Opportunities like this are rare secure your piece of Gulfport with room to grow, build, and invest. Current lease expires Nov 30th 2026.

5230 11th Avenue S, Gulfport
$875,000
3 Beds ⋅ 2 Baths ⋅ Villa De Maria SubDv. ⋅ 33707 Zip Code
Are you tired of paying sky high electric bills, expensive HOA fees and blowing your budget at the gas pump? STOP SCROLLING!!! ECO FRIENDLY SANCTUARY ~ UNDER $100 ELECTRIC BILLS ~ VOLUMINOUS WORKSHOP ~ LOW-MAINTENANCE ELEVATED LIVING ~ Welcome to a truly one-of-a-kind, engineered HAVEN offering ultimate freedom and storm resilience just moments from the Pasadena Yacht & Country Club. Designed for those who value independence, security, and low-overhead luxury, this exceptional custom residence features paid-off solar panels, a 2024 Generac emergency generator, natural gas connection, EV charging capability, and hurricane-impact protection. Unwind across multiple private upper decks framed by tropical canopy, delivering seamless indoor-outdoor living with LITTLE weekend YARD maintenance. Inside, soaring ceilings and high-end finishes create an airy, light-filled SPACE. IN EVERY ROOM ONE IS SURROUNDED BY VIEWS OF NATURE WITH A treehouse ambiance. The crown jewel for makers, collectors, or adventurers is the massive, fully enclosed 1,600+ SF lower-level, workshop, PLAY AREA and flex storage space. CAPABLE of housing SPORTS AND EXERCISE EQUIPMENT, SMALL BOATS, kayaks, or a world-class workshop , this level provides utility rarely found in coastal Pinellas County. Located outside mandatory HOA restrictions, steps from Gulfport’s vibrant downtown waterfront, dining, and marina. Experience high-spec coastal living with maximum security and LOW MONTHLY MAINTENANCE costs. (NOTE: this property does not currently have a pool. Pool-possibility renderings have been provided by Sunshine City Pools.)

2613 59th Street S, Gulfport
$389,000
2 Beds ⋅ 2 Baths ⋅ Pelican Bay Yacht Club Condo Bldg A SubDv. ⋅ 33707 Zip Code
IMPROVED PRICE!! Centrally located in the gated waterfront community of Pasadena Yacht and Country Club, this spacious 2BR/2BA 7th floor condo is located in Building A on Pelican Bay Plaza. There is plenty of room to spread out with 1,476 SqFt & a split bedroom floor plan with en suite baths in both rooms. The 33 ft balcony has gorgeous views of Boca Ciega Bay and is accessible from the living room & master bedroom. There is a second balcony off the 2nd bedroom and dining area with views of downtown St. Petersburg. There are washer/dryer hook-ups in the unit and assigned storage. Building offers secured entry, a lovely community sitting area, rec room with pool table, & the Admiral Quarters, which is available upon request for private functions. There is covered assigned garage parking, a community pool & spa, and a clubhouse that can be reserved upon request. Pasadena Yacht and Country Club offers an 18-hole historic championship golf course, and Golf, Yachting, Social and Fitness Memberships at an additional cost. Amenities include golf, tennis, swimming, 3 restaurants, fitness, sauna, locker rooms, concierge services and a newly renovated resort style pool deck with junior Olympic sized swimming pool. Boat slips at the Yacht Club may be available for additional purchase. New ownership within the community allows you a limited time to become a member and skip the line of the long waitlist. The neighborhood is conveniently located in close proximity to quality dining, grocery and retail options, and a short drive to downtown Gulfport, the Gulf Beaches, I-275 & Downtown St. Petersburg. All measurements are estimates & should be verified by buyer.

5950 Pelican Bay Plaza S Unit 705, Gulfport
$444,000
2 Beds ⋅ 2 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Live the Gulfport life in this charming, walkable home. Embrace the vibrant, laid-back Gulfport lifestyle from this beautifully renovated bungalow. Positioned for easy strolls to the downtown area, you can enjoy the Art District, restaurants, and the waterfront just blocks from your front door. This bright and airy 2-bed, 2-bath home blends classic Florida charm with modern updates. The luminous sunroom offers a peaceful retreat, while the polished terrazzo floors add character throughout. Completely move-in ready, this property is more than a home—it's your entrance to everything Gulfport

2831 Clinton Street S, Gulfport