Location: Gulfport
Do Not Show Listings
5025 9TH AVE S, GULFPORT, FL 33707
$375,00064 Days on yellowkey MLS ID: TB8509348
1 Days Off yellowkey (back on 6/8/2026)
REDUCED by $20,000 (5.1%) on 05/29/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1258 Built: 1972 Tax: $4,743 (2025)Community: Ardmore HeightsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,743
Elementary School: Bear Creek Elementary-PN
High School: Boca Ciega High-PN
Tax Year: 2025
Middle School: Azalea Middle-PN
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated BLOCK HOME just minutes from the vibrant waterfront community of Gulfport. Thoughtfully designed with flexibility in mind, this home offers a layout that adapts to today’s lifestyle—whether you’re hosting family, working from home, or simply looking for room to spread out and enjoy. Step through the front door into a bright and open living space where the kitchen, dining, and living areas flow seamlessly together. At the heart of the home, the spacious kitchen features granite countertops, abundant cabinetry, stainless steel appliances, and a large island that naturally becomes the gathering place for family and friends. Step outside to the FULLY FENCED BACKYARD, where alley access, a fire pit area, picnic space, and plenty of room to personalize create the perfect setting for relaxing evenings, weekend gatherings, and enjoying Florida’s year-round outdoor lifestyle. There’s ample space to create the backyard oasis you’ve been dreaming about. Ideally located near Gulfport’s eclectic restaurants, waterfront parks, art district, and community events, while also offering quick access to Downtown St. Petersburg, St. Pete Beach, and major Tampa Bay commuting routes, this home delivers the perfect blend of convenience, character, and lifestyle.
Listing is courtesy of: KINEST REALTY (727-212-0021)
Listing Agent: Stephanie Person (727-212-0021)
5659 SHORE BLVD S, GULFPORT, FL 33707
$2,798,000254 Days on yellowkey MLS ID: TB8444501
REDUCED by $201,800 (6.7%) on 05/12/2026
Bed: 7 Bath: 7.5 Gar: 7 Liv Area Sq Ft: 5168 Built: 2012 Tax: $22,202 (2024)Community: Boca Ceiga ParkSingle Family
Taxes:$22,202
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Discover a one-of-a-kind modular home steps from Boca Ciega bay with fabulous views from every level. This stunning home boasts 7 bedrooms, 7.5 bathrooms, and a spacious 5-car garage. Imagine the options afforded by this layout. Perfect for multi generational living, Airbnb or income producing potential,1031 exchange, Entrepreneurial think tank retreat,hotel or one large single dwelling. Featured RV garage, perfect for storing your work vehicle, creating a mobile office or even launching a rental business. Step into your own private retreat, featuring separate living quarters on each level. With private entrances and upscale finishes throughout, you’ll enjoy flexibility without sacrificing privacy. The top floor is a true sanctuary—your personal haven with 3 bedrooms, a beautifully designed office, and breathtaking views of Boca Ciega Bay. Bask in natural light on rich mahogany floors beneath soaring vaulted ceilings. The gourmet kitchen, equipped with a gas stove and expansive island, leads to a covered veranda where sunsets paint the sky, perfect for entertaining or evenings of relaxation. The second floor is a versatile space, currently optimized as a 2-bedroom suite and 1-bedroom executive apartment—ideal for guests or rental income. On the ground floor, a charming studio suite offers an additional escape, complemented by a well-equipped workshop and beautiful landscaping nourished by a well-water irrigation system. Every inch of this estate reflects unparalleled craftsmanship with features like hurricane-impact windows, individual climate control for each space, tankless water heaters, and a whole-house water filtration system. Designed to embrace the luxury of coastal living while providing peace of mind with CAT 5 storm resilience. This home truly stimulates everyone’s imagination. Embrace the ultimate Florida lifestyle—this exceptional property awaits your personal touch! In the heart of downtown Gulfport steps from Boca Ciega Bay.
Listing is courtesy of: COASTAL PROPERTIES GROUP (727-493-1555)
Listing Agent: Ron Goldstein (727-493-1555)
4810 DEL RIO WAY S, GULFPORT, FL 33711
$785,00033 Days on yellowkey MLS ID: TB8519706
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1779 Built: 1953 Tax: $2,397 (2025)Community: Baywood SubSpa: YesSingle Family
Taxes:$2,397
Remarks: Stunning property opportunity — 3 bed, 3.5 bath home with a versatile den, private pool and spa. Open, light-filled floorplan with upgraded finishes, new kitchen, primary suite with a walk-in closet, two additional bedrooms each with a build in closet, and a bonus den perfect for office or media. Seamless indoor-outdoor living with covered lanai and heated pool/spa — ideal for entertaining or relaxing by the water. Prime location walking distance from marinas, dining and waterfront parks. Don't miss this turnkey coastal retreat.
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Ariel Henriquez (813-380-0557)
5909 SKIMMER POINT BLVD S, GULFPORT, FL 33707
$1,495,00074 Days on yellowkey MLS ID: TB8491289
4 Days Off yellowkey (back on 6/19/2026)
REDUCED by $100,000 (6.3%) on 06/11/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3549 Built: 1995Monthly Fee: $274 Tax: $20,690 (2025)Community: Pelican Bay Estates At Skimmer Point Ph ISpa: YesSingle Family
Taxes:$20,690
Elementary School: Gulfport Elementary-PN
Remarks: Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED IN 2026! Nestled within a private gated community of the Pasadena Yacht & Country Club, this exceptional residence offers a refined blend of elegance, comfort, and resort-style Luxury living. Boasting 4 bedrooms + an office, 3.5 baths, and an expansive layout spanning 3,549 square feet of living space, this home is thoughtfully designed with soaring ceilings, oversized & custom transom windows, and multiple sliding glass doors that flood the interiors with natural light and seamlessly connect indoor and outdoor spaces. Step outside to a beautifully appointed screened lanai featuring stone pavers, a sparkling heated pool and spa, and a fully equipped outdoor kitchen complete with a gas grill, sink, and refrigerator—creating the perfect setting for entertaining. Beyond the lanai, enjoy tranquil views of a private pond framed by lush, mature landscaping and fruit trees, offering a serene and picturesque backdrop. At the heart of the home, the chef-inspired kitchen is both functional and impressive, showcasing a sprawling wraparound island with granite countertops, an electric cooktop, wine refrigerator, and custom solid wood cabinetry with soft-close features and pull-out shelving. A ceramic tile backsplash and generous pantry complete the space, while the open-concept design flows effortlessly into the formal dining room, living room, and inviting family room with a gas fireplace. Rich engineered hardwood flooring enhances the warmth and sophistication throughout the main living areas. The primary suite is a private retreat, featuring direct access to the lanai, dual walk-in closets with built-in organization systems, and a luxurious ensuite bath. Indulge in a spa-like experience with a walk-in shower featuring a built-in stone bench, a large soaking tub, and elegant finishes including granite countertops and custom tile work. Designed with privacy in mind, the triple split floor plan offers two additional bedrooms and a full bath with dual vanities on one side of the home, while a separate wing—accessed through pocket doors—includes another bedroom and full bath. This versatile space is ideal as a guest suite, in-law quarters, or bonus room, and also serves as a convenient pool bath for easy accessibility. The oversized 3-car garage provides exceptional storage and flexibility, featuring both a double and single garage door—perfect for accommodating a golf cart, kayaks, bikes, and more. Residents enjoy access to an exclusive community clubhouse just moments away, with optional separate membership offering resort-style amenities including a pool, spa, marina, restaurant, expansive dining spaces, and multiple bars. This remarkable home delivers the perfect balance of Luxury, privacy, and a custom lifestyle within one of Gulfport’s most desirable gated communities.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Jac Smith (727-228-1777)
2657 44TH ST S, GULFPORT, FL 33711
$645,00098 Days on yellowkey MLS ID: TB8496529
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1688 Built: 1951 Tax: $5,261 (2025)Community: Brunson-Dowell Sub 1Single Family
Taxes:$5,261
Remarks: Gulfport Marina District DOUBLE LOT Residence! 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. 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.!
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Bethsabe Bockman-Pedersen (727-403-9976)
5810 7TH AVE S, GULFPORT, FL 33707
$359,00078 Days on yellowkey MLS ID: TB8504284
0 Days Off yellowkey (back on 6/18/2026)
REDUCED by $6,000 (1.6%) on 05/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1032 Built: 1959 Tax: $679 (2025)Community: Pasadena Estates Sec H RepSingle Family
Taxes:$679
Remarks: Under contract-accepting backup offers. Virtually Staged. Priced below appraised value! Move right into this stunning, fully renovated modern farmhouse with ZERO major capital expenditures required. Nestled safely in preferred NO-FLOOD ZONE X (never flooded), this solid concrete-block home delivers the ultimate peace of mind and insurance savings. Every expensive structural and mechanical system is already done for you: 2024: Brand new Roof installed 2024: High-end Pella Hurricane Impact Windows (slashes energy & insurance costs) 2020: High-efficiency AC system 2026: Turn-key interior remodel with luxury quartz countertops & new appliances Step inside to a bright, open family room with real-wood shiplap and stone fireplace. The designer kitchen flows effortlessly to your private outdoor oasis. Relax under a magnificent shade tree with mature staghorn ferns, host friends around the firepit, or let your pets roam freely in the large, fully fenced backyard. Just ONE block from the Pinellas Trail! Bike to Gulfport Beach, local Arts District dining, or the downtown St. Pete Pier with ease. Washer/dryer included, high-quality furnishings negotiable. Vacant, pristine, and ready for a quick, hassle-free closing. Schedule your showing today before this turn-key gem is gone!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Ron Deserranno (352-422-5623)
2800 TIFTON ST S, GULFPORT, FL 33711
$575,00052 Days on yellowkey MLS ID: TB8512557
REDUCED by $15,000 (2.5%) on 06/17/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1300 Built: 1949 Tax: $8,424 (2024)Community: Marina DistrictSpa: NoSingle Family
Taxes:$8,424
Remarks: This home is steps away from the 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
Listing Agent: Christi Cash, Llc (561-351-0912)
6224 PASADENA POINT BLVD, GULFPORT, FL 33707
$5,700,00047 Days on yellowkey MLS ID: TB8513065
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5274 Built: 2002Monthly Fee: $313 Tax: $32,068 (2025)Community: Pasadena Point Estates Ph IiSpa: YesSingle Family
Taxes:$32,068
Remarks: 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.
Listing is courtesy of: CENTURY 21 JIM WHITE & ASSOC (727-367-3795)
Listing Agent: Dania Perry (727-215-2045)
2222 51ST ST S, GULFPORT, FL 33707
$399,000101 Days on yellowkey MLS ID: TB8494861
REDUCED by $31,000 (7.2%) on 04/28/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1310 Built: 1940 Tax: $6,271 (2025)Community: Curns W J SubSingle Family
Taxes:$6,271
Remarks: Virtually Staged. **PRICED UNDER MARKET VALUE FOR A QUICK SALE. STRONG OPPORTUNITY — WON’T LAST.**Enjoy relaxed Florida living in this inviting 3-bedroom, 1-bath pool home, offering a comfortable layout and great indoor-outdoor flow. Enter into a spacious living and dining area filled with natural light, creating an easy flow for everyday living. The kitchen features stainless steel appliances and room for a casual dining area. The main floor includes one bedroom and a full bathroom with a shower. Upstairs, you’ll find two additional bedrooms with vaulted ceilings that add character and an open feel. Sliding glass doors lead to a deck overlooking the pool, perfect for relaxing or entertaining, with a fenced backyard providing added privacy. A newer roof (2022) and a new tankless water heater (2025) add peace of mind. Situated in the vibrant Arts District, this location places you near the unique shops and local dining spots of downtown Gulfport, along with easy access to Gulfport Beach, the marina, Clam Bayou Preserve, and a variety of entertainment including a local theatre. The area’s lively atmosphere and waterfront charm make it a standout setting, with the Gulf beaches just a short drive away and convenient access to I-275 and downtown St. Petersburg. This home offers a great combination of location, updates, and outdoor living, making it an appealing choice for enjoying the Florida lifestyle.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Christine Tatum (727-504-7014)
722 59TH ST S, GULFPORT, FL 33707
$329,90065 Days on yellowkey MLS ID: TB8508610
2 Days Off yellowkey (back on 6/14/2026)
REDUCED by $20,000 (5.7%) on 05/29/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 880 Built: 1990 Tax: $1,217 (2025)Community: Pasadena Estates Sec HSingle Family
Taxes:$1,217
Remarks: Rare opportunity in Gulfport! This exceptionally hard-to-find 2-bedroom, 1-bath home with a 1-car finished garage is located in one of the area’s most desirable non-flood zones. Move-in ready and full of charm, this home features an open floor plan designed for both everyday comfort and effortless entertaining. The kitchen offers granite countertops, an eat-in dining space, and comes fully equipped with all appliances. Enjoy true indoor-outdoor living with two sets of French doors leading to a covered, screened lanai—perfect for relaxing or hosting guests. Step outside to a spacious, private, fully fenced backyard with ample room to add a pool, or simply unwind on your sun deck and enjoy the Florida lifestyle.Located in the heart of Gulfport, you’ll enjoy easy access to the waterfront, eclectic Beach Boulevard arts district, locally owned restaurants, coffee shops, galleries, weekly markets, live music, and community festivals. Nearby amenities include the beautiful waterfront at Gulfport Beach Recreation Area, the scenic trails and kayak launch at Clam Bayou Nature Park, the vibrant Beach Boulevard Arts District, and boating access at City of Gulfport Municipal Marina. Popular local favorites include Stella's, boutique shopping, art walks, parks, pickleball courts, and nearby Gulf beaches—all just minutes away. Live the Gulfport lifestyle—close to beaches, dining, arts, entertainment, and everything this vibrant coastal community has to offer!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Tom Demint (727-647-4239)
1308 60TH ST S, GULFPORT, FL 33707
$449,00047 Days on yellowkey MLS ID: TB8513776
REDUCED by $20,000 (4.3%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1275 Built: 1949 Tax: $6,591 (2025)Community: Pasadena Estates Sec DSingle Family
Taxes:$6,591
Remarks: Fully renovated 3-bedroom, 2-bath Gulfport home with thoughtful updates throughout and a split floor plan that gives the primary suite real separation from the rest of the house. The open living, dining, and kitchen layout flows naturally for everyday life and easy entertaining with shaker cabinets, granite counters, a tiled island with breakfast bar, blue glass tile backsplash, and stainless steel appliances making the kitchen the clear centerpiece of the home. The primary suite includes a walk-in closet and a private en-suite with dual vanities, stone counters, and a walk-in shower with floor-to-ceiling subway tile. The second bathroom is equally well-finished with a tub/shower combo and matching fixtures. The bonus room off the secondary bedrooms works well as a dedicated home office, reading nook, or flex space. A full-size washer and dryer are included and located in the interior of the home. Every window has been fitted with blinds. The covered back entry with a new awning leads to an oversized, fully fenced backyard — plenty of room for a pool, a garden, outdoor entertaining, or storing recreational equipment. A large storage shed and alley-accessed detached garage provide additional covered parking and storage. Bring your RV, boat, trailer or work truck as the neighborhood does not restrict this and you have easy access with the double gate off the alley. Major systems were all replaced in 2022 with permits: roof with hurricane clips, electrical panel and wiring, plumbing, HVAC with new ductwork, impact-resistant windows, and water heater. Flood Zone X — no flood insurance required. Located minutes from the shops, restaurants, and waterfront of Gulfport's Historic District. No HOA.
Listing is courtesy of: COMPASS FLORIDA LLC (727-380-2067)
Listing Agent: Jennifer Orns (727-410-3598)
5610 19TH AVE S, GULFPORT, FL 33707
$425,00044 Days on yellowkey MLS ID: TB8515725
1 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1266 Built: 1963 Tax: $1,304 (2025)Community: Pasadena Gardens Gulfview SecSpa: NoSingle Family
Taxes:$1,304
Remarks: Under contract-accepting backup offers. Welcome to your dream pool home in the heart of Gulfport! Located in a highly desirable, thriving waterfront community on Boca Ciega Bay, this property puts you just moments away from Beach Blvd’s vibrant art galleries, local boutiques, delicious dining, and buzzing live music scene. Constructed of solid block, this home offers incredible peace of mind by being situated in Flood Zone X and Evacuation Zone D. Parking and access are effortless, featuring a welcoming front driveway for guests alongside convenient alley access to a rear driveway and a one-car garage. Step into your private backyard paradise, which boasts a sparkling saltwater pool surrounded by a spacious paver patio that is absolutely ideal for sunbathing and outdoor entertaining. A handy storage shed and a dedicated side-yard dog run for your furry friends round out the impressive exterior features. Inside, you will find classic, low-maintenance terrazzo floors flowing seamlessly throughout the entire three-bedroom, two-bathroom layout, which includes a private primary en-suite. The charming, sunlit kitchen offers a cozy eat-in space framed by bright double windows, while the main living room flows effortlessly into a massive 270-square-foot sunroom overlooking your pool oasis. With a brand-new 2025 HVAC system, a 2018 main house roof, and a 2016 garage roof, all the major big-ticket updates are already done for you. There is nothing left to do but pack your bags, move right in, and start living the ultimate Gulfport lifestyle today!
Listing Agent: Monica Crawford (727-599-1944)
5325 8TH AVE S, GULFPORT, FL 33707
$419,90047 Days on yellowkey MLS ID: TB8513648
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1090 Built: 1952 Tax: $6,656 (2025)Community: Gulf GroveSpa: NoSingle Family
Taxes:$6,656
Remarks: 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!
Listing is courtesy of: HECKLER REALTY GROUP LLC (727-954-5199)
Listing Agent: Amy Heckler (727-422-9401)
2920 57TH ST S, GULFPORT, FL 33707
$425,00067 Days on yellowkey MLS ID: TB8507494
REDUCED by $20,000 (4.5%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1956 Tax: $3,543 (2025)Community: Boca Ceiga ParkSpa: NoSingle Family
Taxes:$3,543
Remarks: This newly remodeled, 2-bedroom, 2-full bathroom solid block bungalow offers the perfect blend of historic charm and modern luxury in the heart of Gulfport’s vibrant Art District. Positioned on a picturesque, hand-laid brick street, this home places you steps away from the eclectic Tuesday Fresh Market, lively festivals, and famous Boca Ciega Bay sunsets. This home has been completely updated with fresh interior and exterior paint, giving it a crisp, turn-key feel. The open living space flows into a fully updated kitchen featuring brand-new stainless steel appliances. With two full, completely renovated bathrooms, this home ensures modern comfort and style in every corner. The spacious outdoor patio is a true standout, offering a versatile space for entertainment or your latest creative projects. After a day at the nearby beach, enjoy a refreshing rinse in the private outdoor shower. The fully fenced yard provides a safe sanctuary for pets, and don't forget to grab a fresh mango! Start your mornings on the sweet front porch, a classic feature perfect for sipping coffee and greeting neighbors on one of Gulfport's iconic historic brick-lined streets. Whether you are looking for a creative retreat or a coastal sanctuary, this bungalow captures the very best of Florida’s most artful community. Note: Roof 2018. AC 2018. Electric & plumbing 2025. All permits & inspections completed & receipts available.
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Donna Feger (202-210-9563)
5302 28TH AVE S, GULFPORT, FL 33707
$699,000271 Days on yellowkey MLS ID: TB8439648
REDUCED by $50,000 (6.7%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1407 Built: 1941 Tax: $7,412 (2024)Community: Veteran CitySingle Family
Taxes:$7,412
Remarks: "Sellers Motivated" Welcome home to this beautifully updated 3-bedroom, 2-bathroom cottage located in the highly sought-after Gulfport Arts District. Step inside and you’ll immediately feel at home with wood-look tile flooring, plantation shutters throughout, and a bright, open layout designed for modern living. The updated kitchen features contemporary style white cabinetry, Quartz countertops and trendy backsplash tile. The split floor plan offers privacy and comfort, with a spacious primary suite and two additional bedrooms ideal for guests or a home office. Relax on your screened-in front porch, perfect for enjoying Gulfport’s laid-back vibe and coastal breezes. Located directly across the street from the tennis courts, dog park, and the Gulfport History Museum, this home offers unbeatable access to the best of community living. Hop on your bike and in minutes you’ll find yourself at the beach, local restaurants, volleyball courts, and the scenic Gulfport Park. Whether you’re looking for your full-time residence or a vacation home this charming Gulfport retreat blends modern updates with small-town charm in one of Tampa Bay’s most vibrant neighborhoods. Its also a short drive to the vibrant Downtown St Pete and Tampa and located in a NON FLOOD ZONE. Gulfport’s Eclectic culture has been attracting people from all over for years and now is your time to find out why!
Listing Agent: Mike Wheaton (727-430-3740)
5921 SKIMMER POINT BLVD S, GULFPORT, FL 33707
$1,275,000218 Days on yellowkey MLS ID: TB8455664
1 Days Off yellowkey (back on 6/4/2026)
REDUCED by $45,000 (3.4%) on 06/02/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3464 Built: 2001Monthly Fee: $286 Tax: $16,067 (2025)Community: Pelican Bay Estates At Skimmer Point Ph ISingle Family
Taxes:$16,067
Remarks: Under contract-accepting backup offers. NEWLY PRICED WELL BELOW APPRAISED VALUE – SELLER READY TO MAKE A DEAL!! More than a community, it's home. Life within the gated waterfront Pasadena Yacht and Country Club is built on connections where neighbors become friends and relationships develop on the golf course and in the water. It is one of the rare places you can swing a club or racquet in the morning then watch the sunset from your boat in the evening. At the heart of PYCC is an 18-hole Arnold Palmer-designed championship golf course, clubhouse with multiple dining options, active fitness center, deep water marina, jr Olympic-sized pool, tennis and pickleball courts. Residents may enjoy optional membership access to multiple amenities. Your custom built luxury home overlooks a tranquil pond with peaceful natural views including birds, ducks and turtles. Nearly every room of the spacious single story residence opens to the screened pool area creating seamless indoor and outdoor living. Featuring 4 bedrooms, 4 baths, and a 3 car garage this split bedroom floor plan includes a formal dining room, two bonus rooms (ideal for work-out space, play rooms, office), laundry room and an expansive kitchen-living area. Any chef would be proud to prepare a meal among the granite counters, wood cabinetry, breakfast island, gas range and breakfast island. The large primary suite offers an expansive walk-in closet and an ensuite bathroom with double granite topped vanities, soaking tub and walk-in shower. Special interior highlights include high ceilings, gas fireplace, and modern designs. The home is located close to downtown Gulfport boasting waterfront cafes, boutique shops, and a weekly market. It is also near the Gulf beaches, Fort DeSoto Park, and convenient interstate access to Tampa or Sarasota. Boat slips may become available for lease or purchase.
Listing is courtesy of: SUNCOAST HOME REALTY (727-204-5001)
Listing Agent: Keyvan Kohan-Shohet (727-204-5001)
5944 BAY DR S, GULFPORT, FL 33707
$1,495,000607 Days on yellowkey MLS ID: TB8319194
4 Days Off yellowkey (back on 5/26/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3978 Built: 2001Monthly Fee: $82 Tax: $10,342 (2023)Community: Pasadena Yacht & CcSpa: NoSingle Family
Taxes:$10,342
Tax Year: 2023
Remarks: Under contract-accepting backup offers. RESTING ON A QUIET CUL DE SAC, WITH A BEAUTIFUL CURB APPEAL, LARGE CIRCULAR DRIVEWAY AND TOWERING ROYAL PALMS, THIS IMPRESSIVE 5 BEDROOM, 3 ½ BATH, 4948 TOTAL SQFT (UNDER ROOF) RESIDENCE OFFER TREMENDOUS FEXIBILITY AND A WONDERFUL LIVING EXPERIENCE WITHIN PINELLAS COUNTY’S ONLY GATED BOATING, GOLF AND TENNIS COMMUNITY. Beyond its attractive covered entry, you’ll discover rich crown trim finishes, lovely driftwood-style flooring and an expansive split-bedroom floor plan. Open dining/multi-purpose great room overlooks the back yard and transitions to a sumptuous kitchen with fine maple cabinetry, granite surfaces, multi-level breakfast bar, stainless steel appliances, walk-in pantry and matching butler’s pantry with separate wine and beverage centers. A double door entry opens to an owner’s bedroom featuring a large bedroom, two sizable walk-in closets, and a sitting area that opens to the back yard lanai. The owner’s bath is an elegant retreat, with two wide vanities, a large cosmetics sitting area, a spacious dual entry shower, and private rest room. Den/fitness room is complemented by a dedicated office. First level guest bedroom and full guest bath. Upstairs you’ll find a huge family room/entertainment and media center, two spacious bedrooms and full bath with walk-in glass shower enclosure. The home offers a large indoor laundry with built in sink and extensive cabinetry and counter space. Living room opens to a 330+ sqft covered deck with half bath and a spacious private back yard. Home has solar electric panels, plantation shutters, 3-car garage, PVC fencing and lots of parking space. The Pasadena Yacht and Country Club’s superior amenities including golf, tennis, fitness centers, marina, restaurant, community pool and clubhouse. Avoid the extensive country club wait list by purchasing this most pleasing home. Dimensions are estimates, buyer to verify dimensions. Flood insurance is under $800 per year. Assumable.
5206 NEWTON AVE S, GULFPORT, FL 33707
$455,000117 Days on yellowkey MLS ID: TB8489391
2 Days Off yellowkey (back on 5/22/2026)
REDUCED by $10,000 (2.2%) on 05/12/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1386 Built: 1981 Tax: $4,077 (2025)Community: Pasadena HeightsSpa: YesSingle Family
Taxes:$4,077
Remarks: Under contract-accepting backup offers. Welcome home to this wonderfully tranquil pool home just a quick stroll to vibrant Gulfport - one of the most sought-after beach towns in Florida. This move-in-ready 3 bed/2 bath gem boasts concrete block construction and is located in a non-flood zone for added peace of mind. Step inside to the great room and see all the space! The updated kitchen with SS appliances and granite counters is the true centerpiece featuring a breakfast bar perfect for casual dining or hosting friends and family. The interior layout includes an open living /dining /family room providing flexibility for everyday living and bonus space for a corner office if you like. That corner space features a dry bar with lots of matching cabinets and an additional pantry just off the kitchen. The primary bedroom features and ensuite bath, dual closets and a view of the tranquil backyard. The spacious inside laundry/storage room makes for convenience. Other practical upgrades include: HVAC (2024), electrical panel (2021), and updated windows. Outdoors, embrace the Florida Lifestyle in your fully fenced private oasis complete with salt system pool, hot tub and expansive patio—perfect for relaxing or entertaining under the spacious gazebo. Surrounded by mature tropical landscaping, you have found your Florida retreat! Other outdoor features include circular paver drive, low maintenance landscaping with custom low voltage lighting, newer exterior paint, storage shed and irrigation system. Convert the dry bar off the pool area to a wet bar (easily done) and you may never want to leave. This home is perfect as a full-time residence, a snowbird retreat or investment property (with its proximity to Stetson University). Located a short walk/ bike ride/ golf cart cruise to vibrant downtown Gulfport including its funky & fabulous shops and restaurants, beach front park, municipal marina, art festivals, markets and more. Just 15 minutes from both the St Pete beaches and downtown St. Petersburg with its cultural energy and waterfront parks. Convenient access to Interstate 275 makes commuting to Tampa or our international airport quick and easy. Explore the nearby Pinellas Trail for walking, biking, or skating links to all Pinellas County has to offer. It’s no wonder Gulfport is such a favorite! Come explore this non-flood zone gem today - this is Florida living at its best!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Karen Mckeller (727-420-2282)
2007 43RD ST S, GULFPORT, FL 33711
$179,000122 Days on yellowkey MLS ID: TB8488064
REDUCED by $10,000 (5.3%) on 05/21/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 528 Built: 1926 Tax: $1,379 (2025)Community: Boca Ceiga HeightsSingle Family
Taxes:$1,379
Remarks: A small home could be rehab, but the potential is take down rebuild a builder’s dream large lot all access side, access, and front access.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Peter Nemethy (727-685-7170)
2605 59TH ST S, GULFPORT, FL 33707
$1,790,000444 Days on yellowkey MLS ID: TB8379600
0 Days Off yellowkey (back on 4/28/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3429 Built: 2007 Tax: $10,606 (2025)Community: Villa De MariaSingle Family
Taxes:$10,606
Remarks: Under contract-accepting backup offers. Magnificent Estate with Pool - 4 Bedrooms | 3 Baths | 3,429 Sq Ft | Oversized 3-Car Garage + 2,300+ Sq Ft Bonus Space Welcome to an exceptional estate with gorgeous sunsets and views of the Pasadena Golf & Country Club—where elegance, functionality, and the Florida lifestyle come together seamlessly. Elevated above the landscape, a grand staircase leads to a stately front entry. Inside, you’re immediately drawn to sweeping views of the pool and lush fairways beyond. The living and dining areas flow effortlessly, highlighted by a custom chandelier and French doors that open to an inviting poolside retreat—perfect for indoor-outdoor living. The gourmet kitchen is thoughtfully designed for both everyday living and entertaining. It features a large center island, KitchenAid five-burner gas cooktop with pot filler, double ovens with integrated microwave, vented hood, wine cooler, and Wellborn wood cabinetry. Granite countertops, appliance garages, and a lighted art display add both beauty and function. A breakfast bar offers seating for four to five, while the adjacent breakfast nook enjoys peaceful views of the pool and golf course. At the heart of the home, the spacious family room offers a warm and inviting setting with a gas-burning fireplace and direct access to the outdoor living space. The primary suite is a true retreat, spanning over 650 square feet. This private sanctuary includes a sitting area overlooking the pool, direct patio access, and a luxurious en-suite bath with a custom walk-in closet, dual vanities, granite countertops, pendant lighting, Wellborn cabinetry, a soaking whirlpool tub, walk-in shower with bench, decorative niches, and a private water closet. Additional features include a dedicated office near the entry, three well-appointed guest bedrooms, and two additional bathrooms, including a convenient pool bath. On the lower level, over 2,300 square feet of air-conditioned space offers incredible flexibility—ideal for a home theater, game room, fitness area, or additional garage/storage space. Recently resurfaced flooring (2024) and a home theater system (2019) enhance the versatility. An electric vehicle charging station is also included. The pool and outdoor living area, located on the main level, were completely renovated in 2024 and designed for both relaxation and entertaining. Improvements include a redesigned deck, stainless steel railings, new pumps and heater, outdoor speakers, upgraded landscape lighting, and programmable holiday lighting. Additional notable upgrades: • Two tankless water heaters • Generac whole-house generator • Water softener system • Six-zone irrigation system • 50-year shingle roof • Security camera system • Front fence lighting (2021) This is a rare opportunity to own a one-of-a-kind residence offering refined design, extensive upgrades, and breathtaking golf course view.
Listing is courtesy of: SUN SAND & SEA HOMES REALTY (727-391-9696)
Listing Agent: Bobbie Kaplan (727-423-7377)
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