Location: Gulfport , 33707
Do Not Show Listings
6100 GULFPORT BLVD S #107, GULFPORT, FL 33707
$319,00026 Days on yellowkey MLS ID: TB8519772
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1069 Built: 1973Monthly Fee: $812 Tax: $2,074 (2025)Community: Golfview 01 CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,074
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome home to a beautiful 2 bedroom, 1 bathroom condo conveniently located next to the Pasadena Yacht & Country Club and across the street from Stetson Law School. This rarely available ground floor corner unit offers a light filled and spacious 1,069 square feet of living space and an additional private outdoor patio allowing entry-and-exit access to parking. Along with the open-concept living and dining room combo, this unit had new flooring and 5” baseboards installed in 2022, A/C in 2019, and new impact windows and sliding door in 2022. In unit washer & dryer, includes 2 parking spaces (one is covered) situated directly outside the unit, along with a separate private air conditioned storage room. Residents enjoy a variety of amenities, including a pool, gazebo, grill, a secure entrance for added peace of mind, and beautifully landscaped grounds that create a resort-style atmosphere. Less than 2 miles to the restaurants and shops of the Gulfport Art District, 3 miles to beautiful St. Petersburg Beach, ~ 15 minute drive to downtown St. Petersburg and it's museums, theatres and restaurants, and ~ 30 minutes to Tampa International Airport.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Christopher Lindemoen (727-501-6141)
2960 59TH ST S #215, GULFPORT, FL 33707
$199,900171 Days on yellowkey MLS ID: TB8469676
REDUCED by $29,100 (12.7%) on 06/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1973 Tax: $3,684 (2024)Community: Town Shores Of GulfportCondo
Taxes:$3,684
Elementary School: Gulfport Elementary-PN
High School: Boca Ciega High-PN
Tax Year: 2024
Middle School: Azalea Middle-PN
Remarks: BIG PRICE REDUCTION!!Welcome to this spacious two bedroom, two bath corner unit located in the desirable Jamison Building within the sought-after 55+ community of Town Shores of Gulfport. The condo is located on the second floor and is just a short elevator ride or a quick walk up. Enjoy gorgeous sunset and intracoastal water views from this light-filled residence, enhanced by abundant windows and natural light throughout. The open floor plan showcases a beautifully updated kitchen with modern appliances and updated windows, perfect for both everyday living and entertaining. The impressive primary suite features an oversized bedroom, a large walk-in closet and a private ensuite bath. The secondary bedroom is generously sized and offers double closets, ideal for guests or a home office. An oversized hallway linen closet provides exceptional storage options rarely found in condo living. Unit also comes with a separate storage area. Additional highlights include smooth ceilings throughout, neutral décor, custom ceiling fans and beautiful maintenance-free flooring. Natural gas (which is not common in condos) is included in the monthly condo fee, providing energy for both cooking and heating—an exceptional value. Town Shores offers an active and vibrant lifestyle with a large clubhouse hosting social events and activities, four heated pools, a fitness center with sauna, library, bocce ball, tennis/pickleball, and shuffleboard courts. Ideally located within walking distance to downtown Gulfport, you’ll enjoy easy access to fine dining, cafés, shops, galleries and waterfront activities. This is Florida 55+ living at its finest!
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Meredith Johnson (727-768-7651)
3010 59TH ST S #301, GULFPORT, FL 33707
$249,900212 Days on yellowkey MLS ID: TB8458044
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1971 Tax: $2,481 (2024)Community: Town Shores Of GulfportCondo
Taxes:$2,481
Remarks: Welcome to carefree coastal living in this beautifully updated 2-bedroom, 2-bathroom condominium, perfectly situated on the third floor of a desirable 55+ waterfront community. This light and bright residence offers a peaceful water view and an inviting open floorplan designed for both comfort and entertaining. The kitchen is a standout, featuring real wood white cabinetry, granite countertops, subway tile backsplash, recessed lighting, black appliances, and a stainless double undermount sink, all flowing seamlessly into the main living space. Luxury vinyl plank flooring runs throughout, adding warmth and durability, while the newly updated electrical panel provides peace of mind. Relax and unwind in the open Florida room, enclosed with updated windows that flood the space with natural light and showcase tranquil views—perfect for morning coffee or evening sunsets. This amenity-rich waterfront community offers a community boat ramp, multiple swimming pools, tennis courts, and a fitness center, making it easy to enjoy an active lifestyle. Ideally located near top-rated restaurants and bars, shopping, and Florida’s famous white sandy beaches, this condo truly has it all. Schedule your private showing today—this gem will not last long!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Dean Shafer (727-410-4040)
5617 30TH AVE S, GULFPORT, FL 33707
$348,00057 Days on yellowkey MLS ID: TB8510531
1 Days Off yellowkey (back on 7/2/2026)
Bed: 2 Bath: 1.0 Gar: 3 Liv Area Sq Ft: 864 Built: 1945 Tax: $4,956 (2025)Community: Boca Ceiga ParkSingle Family
Taxes:$4,956
Remarks: Under contract-accepting backup offers. Charming coastal cottage-style newly updated home on a highly desirable corner lot just blocks from Beach Blvd, Gulfport Beach, Shore Blvd, restaurants, shops, art galleries, and the popular Tuesday Market. This light and bright 2BR/1BA home features an open-concept layout with inviting living and dining spaces, hurricane windows, updated interior finishes, and brand-new appliances including refrigerator, dishwasher, and range. Enjoy the charming side and backyard spaces with room for outdoor dining, entertaining, a pergola, garden, or relaxing coastal retreat. Detached approximately 480 sq ft garage/workshop conveys As-Is and offers endless potential for a future studio, workshop, storage, gym, or creative space. Whether you’re looking for a primary residence, snowbird getaway, or investment opportunity, this property delivers the ideal Gulfport lifestyle and location.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Debra Saltzberg (619-871-4972)
1830 58TH ST S, GULFPORT, FL 33707
$230,000322 Days on yellowkey MLS ID: TB8421966
1 Days Off yellowkey (back on 3/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1205 Built: 1950 Tax: $2,903 (2024)Community: Pasadena Gardens Gulfview SecSpa: YesSingle Family
Taxes:$2,903
Remarks: Under contract-accepting backup offers. Short Sale. Accepting Back up and Bump ups. Big Price Drop! Don't miss it! Calling all investors or anyone that just wants a good deal on a home that needs minimal work. If you want a home that is located near all of the fun and excitement of Gulfport and our beautiful beaches, check this home out. Located in close proximity to Stetson Law, this home would make a fantastic rental. Or with some minor updating this home could be flipped for a profit or made your own. The home includes a whole house solar system so imagine your savings. The home has a master suite with an ensuite bath and inside laundry. Large covered porch and huge deck allows you to take advantage of our great weather. Good bones but could use some cosmetics. You will need to allow some additional time to close as it will need short sale approval.
Listing is courtesy of: NEXTHOME LUXE COASTAL (727-315-0315)
Listing Agent: Marsh Bilby (727-692-3118)
3022 56TH ST S, GULFPORT, FL 33707
$275,000600 Days on yellowkey MLS ID: TB8325207
REDUCED by $19,000 (6.5%) on 07/07/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 590 Built: 1930 Tax: $2,554 (2023)Community: Boca Ceiga ParkSingle Family
Taxes:$2,554
Tax Year: 2023
Remarks: LAST PRICE DROP! LESS THAN LAND VALUE. Hurry this Mixed use property in the heart of down town Gulfport wont last. Step into the charm of this enchanting cottage located in the heart of Gulfport! While the home requires some TLC (Flood damage from Helene), it offers endless possibilities to create your dream space. The expansive outdoor living area is a true showstopper, featuring mature landscaping and a spacious deck perfect for entertaining or enjoying a quiet retreat. Nestled just a short distance from downtown Gulfport, you’ll enjoy easy access to the city’s vibrant scene of activities, restaurants, and entertainment. Whether you’re an investor or looking to personalize your own oasis, this property is your canvas to bring new life to a Gulfport gem. Don't miss the opportunity to embrace the Gulfport lifestyle—schedule a showing today! Home was affected by Hurricane Helene and has been substantially damaged - Buyer is fully responsible for verifying all permitting information, and the potential for the property with the City of Gulfport, county, and/or FEMA officials. Seller makes no warranties. Sold "AS-IS" with right to inspect.
Listing is courtesy of: GULFPORT REALTY (727-289-5500)
Listing Agent: Stacey Purcell (727-744-0636)
5925 SHORE BLVD S #108, GULFPORT, FL 33707
$243,50044 Days on yellowkey MLS ID: TB8514320
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1972Monthly Fee: $801 Tax: $2,260 (2025)Community: Town Shores Of GulfportCondo
Taxes:$2,260
Remarks: Virtually Staged. First-Floor Waterfront Living in Gulfport’s Premier 55+ Community! Welcome to Lancaster Building #108 at Town Shores, where stunning waterfront views and effortless coastal living come together in one beautifully renovated residence. This exceptional first-floor condominium offers 2 bedrooms, 2 bathrooms, and 1,120 square feet of thoughtfully updated living space, along with the rare convenience of dedicated covered parking located directly outside your front door. Enjoy breathtaking water views from the comfort of your home, where dolphins are often spotted playing just beyond your windows. Renovated from the studs up, this move-in-ready residence delivers modern comfort and peace of mind with impact-rated windows, a new electrical panel, water heater, HVAC system, kitchen, bathrooms, interior and exterior doors, and updated closets. Inside, wide-plank porcelain tile flooring flows throughout the home, creating a bright, cohesive aesthetic. A neutral color palette, enhanced by custom crown molding, provides a timeless backdrop for any décor. The beautifully redesigned kitchen features crisp white shaker-style cabinetry with under-cabinet lighting and crown molding, a large pantry with pull-out shelving, quartz countertops, a custom tile backsplash, and a stainless-steel appliance package. The spacious primary suite is positioned at the rear of the residence to maximize privacy and water views. It features dual closets, a sliding glass door with built-in blinds, and an updated en-suite bathroom with a walk-in shower accented by stacked subway tile. The guest bedroom is located near the front of the home and is conveniently adjacent to the hall bathroom, which features a tub/shower combination and matching subway tile finishes. Residents of Town Shores enjoy an active, resort-style lifestyle with four community pools, tennis courts, pickleball courts, a clubhouse, bingo, and an extensive calendar of social events and activities. Ideally located just steps from Gulfport’s charming waterfront district, you’ll enjoy easy access to Beach Boulevard, the Gulfport Marina, the Senior Center, library, locally owned restaurants, waterfront parks, and an eclectic collection of boutiques, galleries, and shops. The monthly condominium fee of $801 includes natural gas, cable, internet, water, sewer, trash, exterior building maintenance, grounds maintenance, escrow reserves, and master insurance coverage. Experience the best of Florida waterfront living in this beautifully renovated condo offering spectacular views, extensive updates, first-floor convenience, and exceptional walkability in the heart of Gulfport.
Listing is courtesy of: COMPASS FLORIDA LLC (727-380-2067)
Listing Agent: William Thomas (813-335-2304)
6025 SHORE BLVD S #415, GULFPORT, FL 33707
$259,00033 Days on yellowkey MLS ID: TB8519596
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1971 Tax: $4,279 (2025)Community: Town Shores Of GulfportCondo
Taxes:$4,279
Remarks: Welcome Home to Town Shores of Gulfport! Experience the best of Florida waterfront living in this vibrant 55+ community nestled along the scenic shores of Boca Ciega Bay in the charming and friendly town of Gulfport. This spacious corner-unit condominium offers approximately 1,250 square feet of comfortable living space, featuring 2 bedrooms, 2 bathrooms, an open-concept floor plan, abundant natural light from multiple windows, and beautiful water views. The well-appointed island kitchen provides ample storage, a gas range, and plenty of space for preparing meals and entertaining guests. The bright and airy living areas create an inviting atmosphere that perfectly complements the relaxed coastal lifestyle. Beyond the residence itself, Town Shores offers an exceptional array of amenities and activities designed for active living. Residents enjoy multiple heated pools, pickleball and tennis courts, bocce ball, art programs, a marina, kayak storage, and a full calendar of social events and community activities. Located just steps from the beach and only a few blocks from Gulfport's lively Beach Boulevard district, you'll find an eclectic mix of restaurants, art galleries, boutiques, and waterfront bars. Whether you're seeking casual dining, fine cuisine, local art, or vibrant nightlife, Gulfport's unique charm is right outside your door. Come discover why Town Shores is more than a place to live—it's a welcoming waterfront lifestyle.
Listing is courtesy of: BAIRD REALTY GROUP (727-360-4900)
Listing Agent: Eric Baird (727-455-1096)
1520 60TH ST S, GULFPORT, FL 33707
$850,98718 Days on yellowkey MLS ID: TB8523560
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2162 Built: 1959 Tax: $2,154 (2025)Community: Pasadena Estates Sec GSingle Family
Taxes:$2,154
Remarks: 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 Roof 2024 (Including plywood decking) Over 2,500 Sq feet under roof. NOT IN A FLOOD ZONE. Flood insurance not required.
Listing is courtesy of: FOREVER FLORIDA REAL ESTATE (727-440-6444)
Listing Agent: Patrick Mortimer (727-220-8600)
6251 10TH AVE S, GULFPORT, FL 33707
$1,375,000135 Days on yellowkey MLS ID: A4684006
REDUCED by $25,000 (1.8%) on 07/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2752 Built: 1925 Tax: $16,375 (2025)Community: Pasadena Estates Sec CSpa: NoSingle Family
Taxes:$16,375
Elementary School: Bear Creek Elementary-PN
Remarks: Virtually Staged. Welcome to a beautifully reimagined piece of Gulfport history in Pasadena Estates—a 1920s Spanish-Mediterranean gem on a sprawling 1/3-acre lot. Meticulously restored, this residence honors its architectural heritage w/ original arches, beamed vaulted ceilings & exquisite woodwork throughout, complemented by deco-stucco interior walls. Featuring beautiful hardwood floors alongside elegant wood-look tile, every room radiates warmth and style. W/ 3-4 beds & 2 full/2 half baths, it artfully blends thoughtful, high-end renovations for modern comfort while retaining its historic charm. Venture through the grand foyer into a sun-drenched formal parlor anchored by a classic wood-burning fireplace and handcrafted details, incl. authentic corbels & exposed beams. Entertain in elegance in the formal dining rm, which features a stunning crystal chandelier & opens through French doors to a picturesque Spanish courtyard w/ a tranquil old-world fountain. The chef's kitchen is a showstopper w/ wood cabinetry, granite counters, premium appliances incl. a new 2026 dishwasher, designer lighting & a luxurious quartz island. A spacious Butler's Pantry connects directly to a powder rm, complete w/ a well-appointed wet bar & fridge—perfect for entertaining guests or hosting special occasions. Adjacent spaces incl. a mudroom w/ updated electrical panel (2020), a 4th bed/flex rm, cleverly concealed laundry closet & half bath. The family rm features shiplap built-ins & seamless indoor-outdoor living. The sparkling saltwater pool was resurfaced less than a yr. ago, w/ a new pump & saltwater system replaced in 2023. Enjoy the lovely, landscaped grounds & a firepit set on easy-maintenance artificial turf. Upstairs, the renovated primary suite is a sanctuary, boasting a spa-inspired bath w/ Italian Carrara marble, custom glass & a designer double vanity, plus an expertly crafted dressing closet. Add'l rms retain vintage charm w/ original fixtures & a restored cast-iron tub. Recent upgrades—incl. a new 2025 roof, hurricane-rated doors, new 2nd-fl. A/C (July 2025), serviced & inspected downstairs A/C, Renewal by Andersen® windows, spray foam insulation, updated plumbing & more—ensure lasting peace of mind for buyers seeking a move-in ready, storm-ready historic home in Gulfport, FL. The property also offers natural gas—a valuable feature for buyers seeking energy flexibility & efficiency. Uninterrupted Terminix pest control service since purchase provides an additional layer of protection and confidence for the next owner. The current owners beautifully redesigned the front w/ landscaping & brick pavers, creating a welcoming circular drive & convenient guest parking. The detached 2-car garage offers the owners exclusive rear-entry access—perfect for added privacy and ease—and is equipped w/ 2 add'l electrical panels. All of this is just mins. from Gulfport Beach, St. Pete Beach, Pasadena Yacht & Country Club & downtown St. Petersburg. Nestled in the heart of Gulfport, FL—known for its small-town charm & vibrant local culture—enjoy tree-lined streets, art galleries, shops & eateries. Gulfport Beach and the Recreation Center are nearby for swimming & kayaking, and parks offer scenic views & outdoor activities. Year-round events like art fairs & farmers' markets, Maynard Duryea Bayview Park & Treasure Island Beach are just a short drive away.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
6226 8TH AVE S, GULFPORT, FL 33707
$499,000111 Days on yellowkey MLS ID: TB8490535
REDUCED by $11,000 (2.2%) on 07/06/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1744 Built: 1951 Tax: $3,309 (2025)Community: Pasadena Estates Sec CSingle Family
Taxes:$3,309
Remarks: Virtually Staged. Welcome to your slice of laid-back Florida living in the heart of Gulfport. This spacious 4-bedroom, 2-bath ranch-style home offers comfortable, single-level living with an abundance of natural light throughout. The main living areas showcase beautifully refinished hardwood floors, adding warmth and character to the home. Step inside to find an open and airy layout with plenty of space to spread out, entertain, or simply unwind. A thoughtfully designed master suite addition, completed in 2018, provides a private retreat with added space and comfort. Outside, your backyard oasis awaits—fully fenced for privacy and designed for enjoying the Florida lifestyle year-round. Soak in the hot tub, relax under the pergola on the back deck, or host friends and family. This house also features a newer roof, updated kitchen and bathrooms, an electric car charging unit, and a tankless water heater. Conveniently located in the Pasadena Estates neighborhood of Gulfport. The area is known for its small-town charm and vibrant local culture. Explore Gulfport’s charming Waterfront Arts District with its galleries, shops, and award-winning restaurants. The area hosts year-round events like art fairs and farmers' markets. Outdoor enthusiasts can enjoy quick access to Clam Bayou Nature Preserve for kayaking, paddleboarding, birdwatching, and peaceful walking trails. This home is just minutes from Gulfport Beach, St. Pete Beach, Pasadena Yacht & Country Club and downtown St. Pete. Easily accessible to I-275. Whether you're looking for a full-time residence or a coastal getaway, this home blends comfort, character, and that unmistakable Gulfport charm. NO FLOOD ZONE! NO FLOOD INSURANCE REQUIRED! Call to check out this must-see home today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Jared Mcnally (727-330-0701)
1902 53RD ST S, GULFPORT, FL 33707
$448,50014 Days on yellowkey MLS ID: TB8525542
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1368 Built: 1945 Tax: $4,035 (2025)Community: Pasadena Gardens Gulfview SecSpa: NoSingle Family
Taxes:$4,035
Remarks: Welcome to this charming 2-bedroom, 1-bath home situated on a rare double corner lot in the heart of Gulfport! Featuring a light, bright, and airy open floor plan, this well-maintained home offers comfortable living with thoughtful updates throughout. The former sunroom was professionally converted into additional bonus living space in 2022, providing flexibility for a home office, den, or extra gathering area. Recent improvements include a new HVAC system (2026), updated plumbing and electrical, and a tankless water heater for added efficiency and convenience. The indoor laundry room includes pantry storage, a second refrigerator/freezer, maximizing functionality and organization. The kitchen boast a gas range, refrigerators/freezer, brand new microwave, and dishwasher, kitchen island, and built in bench seating with storage. Outside, you'll find two storage buildings offering ample space for tools, hobbies, or additional storage needs. An outdoor programmable lighting system enhances the home's curb appeal and creates a welcoming atmosphere day and night. Located in a charming, walkable neighborhood and situated in a non-flood zone, this property is just steps away from Tomlinson Park, local shops, dining, and all that Gulfport represents! Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this delightful home is ready to welcome its next owner.
Listing Agent: Eddie Mcclure (727-200-7625)
5020 26TH AVE S, GULFPORT, FL 33707
$625,00016 Days on yellowkey MLS ID: TB8525132
0 Days Off yellowkey (back on 7/3/2026)
Bed: 5 Bath: 0.0 Gar: 3 Liv Area Sq Ft: 2387 Built: 1949 Tax: $1,528 (2025)Community: Art DistrictApartment
Taxes:$1,528
Remarks: Under contract-accepting backup offers. Duplex in Gulfport, FL.
Listing Agent: Rachel Whitlatch (727-667-5990)
5402 31ST AVE S, GULFPORT, FL 33707
$1,650,000500 Days on yellowkey MLS ID: TB8357835
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 2597 Built: 2021 Tax: $11,557 (2024)Community: Boca Ceiga ParkSingle Family
Taxes:$11,557
Remarks: BIG PRICE DROP! Newer construction modern coastal style home right in the heart of Gulfport. One block from the water and mere steps from all of the local favorites on Beach Drive. This three-level block construction home is a fortress with impact rated windows and doors. The oversized garage and corner lot provide ample parking for cars, golf carts, boats, and anything else you can think of. All five bedrooms have their own ensuite and each floor boasts a separate powder room. The open concept kitchen stuns with quartz countertops, soft close shaker cabinetry, high end Samsung appliances, and luxury lighting fixtures. Surrounding the entire second floor is a beautiful wrap around porch with marvelous water views that provide the perfect space for entertaining and taking in the Florida sunsets. The water views are further amplified off the third floor balcony beyond the loft and wet bar. Your own private elevator connects each floor making this residential masterpiece functionally flawless. Smart home features include a complete home security system, cameras, MyQ garage doors, and a Schlage smart lock. Other amazing features are the luxury vinyl flooring throughout, Eemax tankless hot water heater, recessed energy efficient LED lighting, and it can come fully furnished. For the investor looking to add a crown jewel to their portfolio please inquire about the financials and pro forma projections. Call today and be the envy of family, friends, and neighbors!
Listing Agent: Zach Steinberger (941-539-7253)
5407 29TH AVE S, GULFPORT, FL 33707
$1,100,00018 Days on yellowkey MLS ID: TB8512836
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 3207 Built: 1940 Tax: $10,496 (2025)Community: Veteran CitySingle Family
Taxes:$10,496
Remarks: 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.
Listing is courtesy of: CORCORAN DWELLINGS (727-888-4663)
Listing Agent: Georgia Ambler (727-291-2655)
5520 20TH AVE S, GULFPORT, FL 33707
$436,500129 Days on yellowkey MLS ID: TB8485962
REDUCED by $3,400 (0.8%) on 07/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1958 Tax: $5,846 (2025)Community: Pasadena Gardens Gulfview SecSingle Family
Taxes:$5,846
Remarks: Discover this beautifully updated home in the heart of Gulfport! This inviting property features an open floor plan designed for comfortable living and easy entertaining. The home has been completely updated and includes a brand-new roof, fresh interior and exterior paint, and stylish modern finishes throughout. The spacious primary bathroom offers both a separate shower and relaxing bathtub, creating a perfect retreat at the end of the day. An inside laundry room adds everyday convenience, while the fenced backyard provides privacy and plenty of space for outdoor enjoyment—with room to add a pool if desired. Ideally located, you can walk or bike to the vibrant downtown waterfront, local parks, restaurants, and shops that make Gulfport such a sought-after community. With no flood insurance required and close proximity to parks and schools, this home offers both peace of mind and an exceptional location. A wonderful opportunity to enjoy the Gulfport lifestyle in a move-in-ready home!
Listing is courtesy of: EQUITY REALTY SUNCOAST (727-343-8100)
Listing Agent: Peter Chicouris (727-410-7064)
2704 57TH ST S, GULFPORT, FL 33707
$1,049,00089 Days on yellowkey MLS ID: TB8498729
0 Days Off yellowkey (back on 7/1/2026)
Bed: 3 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 2384 Built: 2007 Tax: $14,101 (2025)Community: Gulfport Sub.Spa: NoSingle Family
Taxes:$14,101
Remarks: Under contract-accepting backup offers. Under Contract...Accepting Back up Offers. This elevated key west style home is located just steps from the Gulfport Beach and Arts District which has many amazing restaurants, shops as well as events and festivals. The property itself features 3 large bedrooms and 3 full baths with two of the bedrooms having en-suite baths. A very open floor plan lends itself to entertaining with its spaciousness. The living room, as well as the Master Bedroom opens to the nice sized upper rear deck overlooking the resort comparable pool, patio area and professionally landscaped fenced rear yard. The lower level of the property has a split garage, an entry leading to an interior foyer area with interior stairwell, with the rear area is currently configured with a large game room which also opens directly on to the expansive patio area and beautiful pool. This amazing property also features a newer (2 years old) standing seam metal roof as well as owned solar panels to keep the energy costs reasonable for years to come. Also a very reasonable and assumable flood policy which the current premium is $516.00 annually. This wonderful property has been professionally staged and must be seen to be appreciated.
Listing is courtesy of: WEICHERT REALTORS EXCLUSIVE PROPERTIES (813-426-2669)
Listing Agent: Bob Meyers, Jr (727-460-8364)
2831 CLINTON ST S, GULFPORT, FL 33707
$445,000303 Days on yellowkey MLS ID: TB8426104
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1959 Tax: $6,782 (2024)Community: Boca Ceiga ParkSingle Family
Taxes:$6,782
Remarks: 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 has to offer.
5518 18TH AVE S, GULFPORT, FL 33707
$899,999324 Days on yellowkey MLS ID: TB8422862
3 Days Off yellowkey (back on 5/8/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3110 Built: 1925 Tax: $12,715 (2024)Community: Pasadena Gardens Gulfview SecSingle Family
Taxes:$12,715
Remarks: Under contract-accepting backup offers. This versatile retreat is unlike anything else on the market. A rare Gulfport estate sitting on a truly private double lot, this property blends timeless character with modern upgrades across three separate residences- the main home, a stand-alone cottage, and a garage apartment overlooking a resort-style pool. Whether you’re envisioning multi-generational living, private guest retreats, or income-producing opportunities, the versatility and lifestyle here are unmatched. The main Dutch Colonial home spans over 2,200 sq ft with 3 bedrooms, 2.5 baths, and rich hardwood floors. A spacious updated family room opens directly to the pool deck, while a covered porch overlooks the lush backyard-creating the perfect setting for indoor-outdoor living. The standalone cottage has been completely remodeled from top to bottom and never lived in since. Bright and airy, it features a full kitchen with stone countertops, modern appliances, a stylish bath, lofted bedroom, and luxury vinyl plank flooring. Above the oversized two-car garage, the freshly renovated studio apartment offers abundant natural light, sleek stone counters, and luxury vinyl flooring - plus a bird’s-eye view of the backyard and pool that makes every day feel like a private resort. Step outside and this estate transforms into a tropical sanctuary: a sparkling in-ground pool, outdoor kitchen, travertine patio, and fruit-bearing trees (including mango), all surrounded by privacy fencing. Recent upgrades include one of the roofs (2017), electrical, plumbing, irrigation, gutters, pool resurfacing, tankless water heater, refinished oak and bamboo floors, landscaping, driveway, full interior renovation of the guest apartment, cottage and more - blending peace of mind with lasting appeal. All three residences enjoy private entries both to exterior roadways and interior pool/backyard, making this one of the most flexible and unique estates in Gulfport. Just blocks from the city’s historic waterfront district, vibrant arts and dining scene, and less than 10 minutes to both the Gulf beaches and downtown St. Petersburg- this home offers a one-of-a-kind lifestyle in a prime location without the added cost of being in a flood zone!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Larry Lanni (727-744-6823)
6251 12TH AVE S, GULFPORT, FL 33707
$425,00034 Days on yellowkey MLS ID: TB8519317
REDUCED by $10,000 (2.3%) on 06/30/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1395 Built: 1971 Tax: $6,324 (2025)Community: Pasadena Estates Sec FSpa: NoSingle Family
Taxes:$6,324
Remarks: Priced to Sell! HIGH & DRY • UPDATED • OVERSIZED LOT • NO HOA • MINUTES TO THE BEACHES & PINELLAS TRAIL! Welcome to one of the best values in St. Petersburg, where you'll enjoy approximately 25 feet of elevation, an oversized lot, and a beautifully move-in ready home just minutes from St. Pete Beach, Treasure Island, Madeira Beach, Pass-a-Grille, Gulfport, and the world-famous Gulf Coast. Finding an updated home this close to the beaches with higher elevation, no HOA, and major system upgrades already completed is a rare opportunity. This well-maintained home offers the peace of mind today's buyers are looking for with a newer roof, updated windows, remodeled kitchen, remodeled bathroom, upgraded electrical panel, natural gas service, and a tankless water heater. The expensive improvements have already been completed, allowing you to move right in and start enjoying the Florida lifestyle. Situated on an oversized homesite, this property offers endless possibilities for outdoor living. The spacious backyard provides room for a future pool, outdoor kitchen, firepit, garden, children's play area, pets, RV or boat parking (verify local regulations), or simply your own private backyard retreat. The circular driveway adds exceptional curb appeal while providing ample parking for family and guests. Inside, you'll appreciate the inviting floor plan featuring comfortable living spaces perfect for entertaining, family gatherings, or everyday living. The thoughtful updates blend modern conveniences with timeless charm, creating a home that's both functional and welcoming. Outdoor enthusiasts will love being less than one-half mile from the Pinellas Trail, one of Florida's premier recreational destinations. Nearly 50 miles of paved trails connect residents to parks, waterfronts, restaurants, breweries, shopping, entertainment, and local communities while offering incredible opportunities for biking, jogging, walking, rollerblading, and an active Florida lifestyle. Location is everything, and this home delivers. You're just minutes from Downtown Gulfport, known for its waterfront district, local restaurants, boutiques, art galleries, farmers markets, live entertainment, and year-round festivals. Downtown St. Petersburg is also nearby, offering award-winning dining, museums, nightlife, waterfront parks, sporting events, and endless entertainment. Stetson University College of Law, shopping, medical facilities, top-rated parks, schools, marinas, boat ramps, and everyday conveniences are all within easy reach. Whether you're searching for a primary residence, family home, second home, vacation property, or investment opportunity, this property checks all the boxes: HIGH & DRY, move-in ready, updated throughout, oversized lot, no HOA, high elevation, natural gas, tankless water heater, close to Gulf beaches, near the Pinellas Trail, and an unbeatable location in one of St. Petersburg's most desirable areas. Opportunities like this are increasingly difficult to find—schedule your private showing today.
Listing is courtesy of: ORCHARD BROKERAGE, LLC (844-515-9880)
Listing Agent: Justin Meyers (703-609-2629)
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