Location: Gulfport
Do Not Show Listings
5966 BAYVIEW CIR S, GULFPORT, FL 33707
$2,200,000270 Days on yellowkey MLS ID: TB8440541
REDUCED by $295,000 (11.8%) on 04/07/2026
Bed: 5 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 4117 Built: 2025Monthly Fee: $207 Tax: $6,726 (2024)Community: Pasadena YachtSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,726
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Experience modern coastal luxury in this newly constructed Pasadena Model Home, where striking contemporary architecture meets timeless Florida charm. Designed with clean lines and sunlit open spaces in cool gray tones, this residence blends style and function with effortless grace. Set within the exclusive gated Pasadena Yacht & Country Club community, this Skimmer Point masterpiece features an impressive home, perfect for those who value both elegance and practicality. Inside, sophisticated finishes, soaring ceilings, and seamless indoor-outdoor living spaces invite relaxation and entertaining alike. Residents have available the ability to join with a shorten wait time, the premier Pasadena Yacht & CC with amenities including a private Arnold Palmer–designed golf course, full-service clubhouse, fine dining, tennis and pickleball courts, and an 80-slip marina accommodating yachts up to 80 feet. Just beyond the gates, discover the charm of downtown Gulfport—a short stroll away—offering boutique shopping, waterfront cafés, lively restaurants, and vibrant local markets. Including the luxury of Downtown St Petersburg, the beaches and Tampa, all of which just minutes away! This home is not just a residence—it’s a lifestyle defined by coastal sophistication and resort-style comfort.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Rhonda Sanderford (727-643-7346)
5509 15TH AVE S, GULFPORT, FL 33707
$299,0007 Days on yellowkey MLS ID: TB8528873
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1064 Built: 1944 Tax: $4,328 (2025)Community: Pasadena HeightsSpa: NoSingle Family
Taxes:$4,328
Tax Year: 2025
Remarks: Charming Gulfport Gem!! Welcome to this delightful 2-bedroom, 1-bath bungalow nestled in the heart of Gulfport. Offering a versatile floor plan this well-maintained residence is ideal as a full-time home, seasonal retreat, or income-producing investment property. Step inside to a bright and inviting living space that flows effortlessly into the kitchen, featuring classic white cabinetry, matching appliances, and a cozy dining area perfect for everyday meals or morning coffee. Both bedrooms are generously sized and provide comfortable accommodations with plenty of natural light. A spacious bonus room adds exceptional flexibility and can easily serve as a family room, home office, hobby space, playroom, or even a third bedroom. An indoor laundry area adds everyday convenience. Bring Fido! Outside, you'll discover a large, fully fenced backyard designed for relaxing and entertaining. Host weekend barbecues, unwind after a long day, or gather with family and friends on the back deck. A storage shed provides plenty of room for lawn equipment, bicycles, beach gear, and additional storage needs. Located in a charming neighborhood and situated in a non-flood zone, this home is just a few blocks from Tomlinson Park and only minutes from everything that makes Gulfport so special. Explore the vibrant waterfront district along Beach Boulevard, known for its eclectic boutiques, local art galleries, award-winning restaurants, cafés, and lively entertainment. Enjoy weekly markets, seasonal festivals, live music, waterfront parks, and easy access to Gulf beaches, marinas, and downtown St. Petersburg. Whether you're looking for a place to call home or a fantastic investment opportunity in one of Pinellas County's most sought-after communities, this Gulfport gem is one you won't want to miss. Schedule your appointment today.
Listing is courtesy of: HECKLER REALTY GROUP LLC (727-954-5199)
Listing Agent: Amy Heckler (727-422-9401)
2814 54TH ST S, GULFPORT, FL 33707
$1,474,90056 Days on yellowkey MLS ID: TB8512469
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3463 Built: 2025 Tax: $4,831 (2025)Community: Veteran CitySingle Family
Taxes:$4,831
Remarks: Experience the pinnacle of Gulfport, Florida living in this move-in-ready, brand-new custom construction home built by WinWay Homes to perfection and available now, so you can skip the wait and start enjoying your dream lifestyle immediately. This high-and-dry, no-flood-zone residence sits on an oversized corner lot just one block from vibrant downtown Gulfport, offering the perfect blend of modern luxury and coastal convenience. Boasting 4 bedrooms, 4 baths, and a 2-car garage, this spacious single-family home features an entertainer’s open-concept floor plan anchored by a show-stopping 10-foot quartz kitchen island. Host movie nights in the dedicated home theater, focus in your private home office, or unwind in the first-floor primary suite complete with a floor-to-ceiling spa-inspired wet room. Two additional upstairs en-suite bedrooms provide flexibility for guests, family, or a home gym. Step outside to your private resort-style oasis: a custom saltwater pool surrounded by a covered lanai, ideal for evening swims under the Florida sky. With multiple parks, Boca Ciega Bay, and an eclectic mix of restaurants and shops all within easy walking distance, this Gulfport pool home delivers the ultimate coastal lifestyle—start your mornings with coffee on the front porch and end your days with a dip in your own backyard paradise. If you’re searching for new construction homes in Gulfport FL, luxury pool homes near Boca Ciega Bay, or a custom-built residence in a prime no-flood location, this is the one you’ve been waiting for. WinWay Homes is offering a full 1 year warranty along with a third party 2-10 warranty. Schedule your private showing today and make this Gulfport, Florida dream home yours before it’s gone!
Listing is courtesy of: WINWAY REALTY (813-283-0670)
Listing Agent: Matthew Carr (941-779-3046)
2602 UPTON ST S, GULFPORT, FL 33711
$450,00032 Days on yellowkey MLS ID: TB8520823
REDUCED by $25,000 (5.3%) on 07/10/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1005 Built: 1952 Tax: $3,074 (2025)Community: Waterview Park Sec 1Single Family
Taxes:$3,074
Remarks: Virtually Staged. Beautiful, charming, classic Gulfport bungalow home in desired Waterview Park neighborhood. In addition to the main home, the property includes a beautifully renovated garage apartment with a full bath and kitchenette. This versatile space is ideal for guests, a home office, studio, hobby room, or extended family. Buyers should verify any intended rental or occupancy use with the City of Gulfport. The main house is a 2-bedroom, 1-bathroom home with 1,005 square feet, hardwood flooring, cove ceilings, excellent natural light, and the warm original character that makes a Gulfport bungalow feel like home. The pristine vintage pink tile bathroom keeps the home beautifully connected to its bungalow roots, while the layout and feel are bright, comfortable, and full of personality. Within 15 minutes to 4 beaches that have been voted #1 Beach in America: St Pete Beach, Treasure Island, Madeira & Ft Desoto. Don't forget Sunset Beach the local secret. Less than a mile to Gulfport Beach, Casino, Rec Center, and the world famous O'Maddy's Bar. You're 10 minutes to downtown St Pete & close to Interstate 275. This home could not be situated in a more perfect location. Gulfport is home to art walks, open-air markets, lovely cafes, shade trees, live music, shade trees & sunsets. The lot and neighborhood are shaded by mature trees that help make outdoor living comfortable all day long. The fenced backyard feels private, tropical, and unmistakably Gulfport, with Royal palms, a fruit-producing mango tree, a fruit-producing pecan tree, and mature landscaping. There are 4 brand-new wells still under warranty, along with an irrigation system, giving you years of low-cost watering to keep the landscaping lush without running up your water bill. There is also an 8 by 10 shed on a concrete pad for extra storage. The home has been carefully maintained over the years with newer upgrades including A/C, hurricane windows, roof, and exterior paint. It sits approximately 3 feet above the street, in Flood Zone X on the edge of Disston Heights Ridge located on a block that did not flood during Helene. Flood insurance is not required by the current owner’s mortgage company, giving buyers an important detail to explore with their own lender and insurance provider. In the back, with it's own private entrance, is the freshly renovated 308 square foot modern loft-style bonus space. Previously rented for $1,300/month. The space features vaulted ceilings, modern finishes, a kitchen area, bathroom, and a clean modern design that gives the property added versatility beyond the main home. The street is lined with well-kept homes, huge shade trees, mature landscaping, great neighbors, & the perfect micro-neighborhood. Close enough to everything you need far away from everything you don't. Less than a mile from downtown Gulfport & Beach, about 5 miles from downtown St. Pete, and about 10 minutes to St Pete Beach, this home offers quick access to shopping, dining, waterfront fun, the arts of downtown St Pete/Gulfport & world-class beaches. Classic Gulfport bungalow. Vintage pink tile bathroom. True hardwood floors. Hurricane windows. Shaded fenced yard. Well irrigation. Royal palms. Mango and pecan trees. Separate entrance loft bonus space. Rental history. Flood Zone X. No flood insurance required by current lender. Close to everything. This is Gulfport living, exactly where you want it.
Listing is courtesy of: SOLEI INTERNATIONAL REALTY LLC (813-789-6662)
Listing Agent: Stefanie Graham (727-282-4631)
5210 JERSEY AVE S, GULFPORT, FL 33707
$420,000264 Days on yellowkey MLS ID: TB8443003
5 Days Off yellowkey (back on 7/20/2026)
REDUCED by $20,000 (4.5%) on 05/17/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1677 Built: 1960 Tax: $2,598 (2024)Community: Marchetta ParkSingle Family
Taxes:$2,598
Remarks: Under contract-accepting backup offers. 4 MILES TO THE BEACH! SOLAR POWERED BLOCK HOME, 4 BEDROOM, 3 BATHROOM. Large Florida room with living room, dining room, kitchen combo. Primary bathroom has a jacuzzi and walk in shower. The property also features an attached garage, large mango tree and other fruit trees with lots of shade. FULLY FENCED YARD and perfect for your pets, NO CDD or HOA. Recent updates include: A/C System 2022, Water Heater 2022, Hurricane Windows 2022, Whole House Water Purification System Refurbished 2025, New Plumbing System 2020, Hurricane Windows 2023, Hurricane Shutters available for extra protection. Solar panels with electric of $42/month. Just 4 miles from St. Pete Beach and minutes from shopping, dinning and entertainment and 20 minutes to Clearwater Airport
Listing is courtesy of: SANTANA AND COMPANY REAL ESTATE (941-226-9664)
Listing Agent: Ruth Santana (941-226-9664)
6024 KIPPS COLONY DR E, GULFPORT, FL 33707
$1,475,000145 Days on yellowkey MLS ID: TB8480910
0 Days Off yellowkey (back on 7/19/2026)
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3287 Built: 1997Monthly Fee: $173 Tax: $22,893 (2024)Community: Kipps Colony Estates At Pasadena Yacht/Country ClSingle Family
Taxes:$22,893
Elementary School: Bear Creek Elementary-PN
High School: Boca Ciega High-PN
Middle School: Azalea Middle-PN
Remarks: Under contract-accepting backup offers. Welcome to 6024 Kipps Colony Drive East, a beautifully updated concrete-block home tucked inside the private gates of Pasadena Yacht & Country Club’s sought-after Kipps Colony. This residence blends comfort, design and thoughtful upgrades in a setting built for everyday living and memorable entertaining. From the curb, a newly installed tile roof and freshly painted exterior signal the care and investment poured into the home. Step inside, and you’re greeted by a sunlit great room with soaring 20-foot ceilings, gleaming marble floors and full-length French doors that open to the terrace, ideal for seamless indoor-outdoor living. A dramatic double-sided fireplace adds warmth and architectural interest, setting the tone for relaxed elegance. The remodeled kitchen is built for the way we live now, offering clean lines, functional storage and refined finishes. Custom soft-close cabinetry, quartz countertops, and Bosch stainless steel appliances are accented by brass fixtures and designer lighting that bring the space together with a quiet sense of luxury. Retreat to the primary suite, where a private fireplace, built-in morning bar and dual spa-inspired baths create a personal escape. One bath is light and serene, with a freestanding soaking tub, artisan tilework and soft blue cabinetry. The other is tailored and warm, with rich wood, marble finishes and striking lighting. Two walk-in closets and direct laundry access keep your daily routine effortless. Upstairs, two generous guest suites each offer private baths, walk-in closets, and hardwood floors. French doors lead out to balconies where you can enjoy breezes and water views, ideal for reading, unwinding or hosting overnight guests. Out back, a wide 40-by- 38-foot terrace provides room for grilling, lounging or future plans for a custom pool. A second laundry area, conveniently just off the garage, makes outdoor living even easier—ideal for managing towels and gear once the pool is installed. With no rear neighbors, the space is quiet, private and ready for your vision. The four-car garage has extra depth and storage—ideal for a home gym, workshop or collector’s setup. Additional highlights include plantation shutters, detailed millwork, hurricane protection, and adjustable ambient lighting to match the mood or time of day. As a resident of Pasadena Yacht & Country Club, you’ll have access to optional membership amenities including a deepwater marina, 18-hole golf course, tennis courts, a resort-style pool and a full-service clubhouse. All of this, just minutes from Gulf beaches, local dining, and downtown St. Petersburg’s vibrant arts and culture.
Listing is courtesy of: BEACH & BAY REALTY LLC (727-595-0366)
Listing Agent: Aimee Smith (727-304-8776)
2820 53RD ST S, GULFPORT, FL 33707
$499,90048 Days on yellowkey MLS ID: TB8515485
REDUCED by $25,000 (4.8%) on 07/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1032 Built: 1950 Tax: $2,615 (2025)Community: Veteran CitySingle Family
Taxes:$2,615
Remarks: WELCOME TO PARADISE! NO FLOOD ZONE! This charming Gulfport residence is nestled in one of the area's most desirable locations. Situated on an oversized lush green lot, this home is just a short stroll to Gulfport's vibrant waterfront district. This adorable Gulfport bungalow offers the perfect blend of Florida lifestyle, convenience, and historic neighborhood charm. Inside, you'll find a the perfect combination of historic charm and modern living, with refinished hardwood flooring and arched doorways that maintain the character yet, freshly painted walls and updated kitchen and baths, solid wood cabinets, hard surface countertops, and stainless steel appliances (including a gas stove!) bright and comfortable living spaces designed for everyday living and entertaining alike. With two spacious bedrooms and a bonus room, you will have plenty of room to host friends and family. The property features a functional layout, abundant natural light, and a welcoming atmosphere that immediately feels like home. The spacious yard provides plenty of room for outdoor enjoyment, gardening, pets, plenty of space to park your RV or boat, and still room for a pool! The oversized garage with it's stylish refinished floors has plenty of space for hobbies, to store your toys or that favorite car that you want to protect from the hot Florida sun. Located walking distance to Gulfport Beach, the historic downtown arts district, waterfront parks, local restaurants, boutiques, and community events, this home offers easy access to everything that makes Gulfport such a sought-after destination. Downtown St. Petersburg, award-winning beaches, and major transportation routes are just a short drive away. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this property presents an exceptional chance to enjoy the relaxed coastal lifestyle of Gulfport while remaining close to all the amenities of the Tampa Bay area. Recent upgrades include: Completely remodeled garage with white shiplap walls, new tiled shower, new epoxy speckled floors, New metal garage side door, exterior house, driveway pavers & interior walls re-painted to a more modern look, New wooden window sills throughout house, Hurricane proof windows installed, Irrigation system serviced and set. This home is a true gem and a rare find in downtown Gulport, and is a MUST SEE!
Listing is courtesy of: INNOVATE REAL ESTATE (941-202-1723)
Listing Agent: Heather Panek (727-229-7732)
5800 21ST AVE S, GULFPORT, FL 33707
$349,90098 Days on yellowkey MLS ID: TB8492189
REDUCED by $10,000 (2.8%) on 07/15/2026
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1420 Built: 1957 Tax: $4,147 (2025)Community: Boca Ciega Estates RepSpa: NoSingle Family
Taxes:$4,147
Elementary School: Gulfport Elementary-PN
Middle School: Thurgood Marshall Fund-PN
Remarks: BIG PRICE REDUCTION !!!! MID-CENTURY MARVEL Welcome to this Pristine Vintage, single-story block home that sits on a spacious corner lot, in a desirable NON-FLOOD zone, offering peace of mind and plenty of outdoor space. Featuring 2 generously sized bedrooms with built in closets and 1 and 1/2 baths, this home provides 1,420 square feet of comfortable living. Recent updates include a new roof (Jan. 2018), upgraded 200-amp electrical service (2018), and a brand-new air conditioning system (2024). The home was also professionally tented for termites on March 31, 2026, adding an extra layer of confidence for buyers. Inside, you'll find fresh interior paint throughout the house. Step into an oversized living and dining area showcasing beautiful original terrazzo floors and a unique retro charm. The full bathroom stands out with vibrant tile work and has 2 step-in showers, offering both character and functionality. The kitchen features all-wood cabinetry, a built-in oven, a cooktop stove, a large refrigerator, add your personal touch to make it your own. The dining room is just waiting for your table and chairs with plenty of space for your family and friends. Off from the dining room are sliding glass doors leading to the nice sized Florida Room, which is an excellent space to relax after a long day or starting your morning with a hot cup of coffee, it also gives access to the attached extra-large 1 car garage that has ample room for your vehicle as well as extra storage space, along with laundry hookups and a convenient half bath with utility tub/sink. This property is perfect for buyers looking for solid construction, thoughtful updates, and a Mid-Century Marvel—all in a PRIME LOCATION, as it is only 1 mile from the Stetson Law School and downtown Gulfport. Once you visit the hidden gem of Gulfport, an unspoiled waterfront village brimming with independent boutiques and restaurants, you will understand and want to be part of this vibrant community. 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.
Listing is courtesy of: GULFPORT REALTY (727-289-5500)
Listing Agent: Paula Burnie (517-388-0682)
1212 HULL ST S, GULFPORT, FL 33707
$365,00014 Days on yellowkey MLS ID: TB8526576
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 944 Built: 1950 Tax: $4,058 (2025)Community: Pasadena Estates Sec DSpa: NoSingle Family
Taxes:$4,058
Remarks: Discover the perfect blend of historic charm, coastal character, and everyday functionality in this beautifully maintained Gulfport bungalow. Nestled in one of Gulfport's most sought-after neighborhoods, this move-in-ready home offers timeless appeal with endless possibilities for its next owner. The neighborhood itself is a standout feature: quiet, walkable streets where Stetson University College of Law security patrols both the roads and alleys around the clock, creating an added layer of safety that residents genuinely appreciate. It's an ideal setting for students, faculty, or anyone who values the calm and security of a campus-adjacent community. Inside, original character meets comfortable living with bright, inviting spaces designed for both relaxation and entertaining. The spacious kitchen offers abundant cabinetry and room for a casual breakfast table, while the expansive bonus room creates an ideal setting for formal dining, a family room, a home office, or a creative flex space. Outdoor living is where this property truly shines. The architecturally designed covered carport serves as a unique open-air entertaining pavilion, creating the perfect backdrop for weekend barbecues, dinner parties, or lingering Florida evenings with family and friends. The low-maintenance xeriscaped yard keeps upkeep simple, while a private well provides an economical irrigation source for gardening enthusiasts. An oversized detached garage offers exceptional storage, built-in cabinetry, generous workspace, and a convenient half bath, making it ideal for artists, hobbyists, woodworkers, or anyone needing extra room for projects. Coveted rear alley access provides valuable space for boat parking, golf cart storage, an RV, or additional vehicles. Begin your mornings with coffee on the screened front porch and spend your evenings enjoying Gulfport's welcoming small-town atmosphere as neighbors stroll and golf carts pass by. Just minutes away, the Historic Gulfport Waterfront District offers award-winning restaurants, waterfront parks, boutique shopping, galleries, live entertainment, festivals, the popular Tuesday Morning Market, and spectacular sunsets over Boca Ciega Bay. Additional highlights include a newer roof, freshly painted exterior, select impact-rated windows, a transferable termite warranty, and a location in desirable Flood Zone X, where flood insurance is typically not required. The owners also recently created a private patio oasis on the side of the home, perfect for unwinding at the end of the day. The home has demonstrated exceptional durability through recent Florida storms, providing added peace of mind. Rarely does a property combine vintage character, versatile living space, an oversized garage, alley access, and an unbeatable location all in one. Just one block from Stetson University College of Law and within easy reach of Pasadena Yacht and Country Club, vibrant downtown Gulfport, the Gulf beaches, and downtown St. Petersburg, this is Florida living at its most authentic.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Chase Walseth (727-755-3830)
1714 55TH ST S, GULFPORT, FL 33707
$400,00010 Days on yellowkey MLS ID: TB8528313
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 955 Built: 1955 Tax: $3,600 (2025)Community: Pasadena GardensSingle Family
Taxes:$3,600
Remarks: Welcome to **1714 55th Street S, Gulfport, FL 33707**, where comfort, convenience, and the Florida lifestyle come together in one exceptional opportunity. Whether you're searching for a primary residence, seasonal retreat, or investment property, this move-in-ready **3-bedroom, 2-bath home** offers outstanding value with **no deed restrictions**, giving you the flexibility to truly make it your own. From the moment you arrive, you'll appreciate the peace of mind that comes with major updates already completed. The **roof was replaced in 2021**, a **4-point inspection has just been completed**, and for added confidence, the seller is including a **one-year home warranty** for the new owner's protection. Best of all, this home is **ready for immediate occupancy**, allowing you to move in and start enjoying the Florida lifestyle right away. Inside, you'll find a functional floor plan with comfortable living spaces, generous bedrooms, and two full bathrooms designed to accommodate families, guests, or those who simply appreciate extra space. Natural light fills the home, creating a warm and inviting atmosphere that's ready for your personal touches. One of this home's greatest advantages is its incredible location in the heart of Gulfport. Known for its vibrant arts community, welcoming small-town charm, and beautiful waterfront, Gulfport has become one of Pinellas County's most desirable places to live. Spend your weekends strolling along the Gulfport Marina, exploring the eclectic shops and local art galleries, dining at award-winning waterfront restaurants, or enjoying live music and community festivals that take place throughout the year. The city's famous Tuesday Fresh Market and First Friday Art Walk create an atmosphere unlike anywhere else on Florida's Gulf Coast. Outdoor enthusiasts will appreciate the nearby parks, walking trails, pickleball and tennis courts, kayak launches, and waterfront recreation opportunities. Enjoy spectacular sunsets over Boca Ciega Bay, launch your boat from nearby public ramps, or simply relax along the scenic waterfront while watching dolphins play. Beach lovers will appreciate being just a short drive from some of Florida's most beautiful white-sand beaches, including **St. Pete Beach, Treasure Island, Pass-a-Grille, Madeira Beach, and Fort De Soto Park**. Whether you enjoy boating, fishing, paddleboarding, or simply soaking up the sun, you'll have endless opportunities just minutes from your front door. The location also provides quick access to vibrant **Downtown St. Petersburg**, where you'll enjoy world-class restaurants, rooftop bars, museums, breweries, shopping, waterfront parks, entertainment venues, and professional sports. Visit the renowned Salvador Dalí Museum, catch a Tampa Bay Rays game, explore Beach Drive, or enjoy concerts and events at the St. Pete Pier—all just a short drive away. Commuters will appreciate convenient access to I-275, making travel to Tampa, Clearwater, and both Tampa International and St. Pete-Clearwater International Airports simple and convenient. With **no HOA or deed restrictions**, valuable recent improvements, immediate availability, and an unbeatable location close to Gulfport's waterfront, Downtown St. Petersburg, and the Gulf beaches, this home offers an incredible opportunity to enjoy everything Florida's Gulf Coast has to offer. Schedule your private showing today and discover why so many people are proud to call Gulfport home.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Patrick Defeo, Ii (941-518-0708)
5025 9TH AVE S, GULFPORT, FL 33707
$375,00067 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
Taxes:$4,743
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)
1213 55TH ST S, GULFPORT, FL 33707
$439,00035 Days on yellowkey MLS ID: TB8517996
REDUCED by $11,000 (2.4%) on 07/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1147 Built: 1952 Tax: $5,469 (2025)Community: Pasadena HeightsSingle Family
Taxes:$5,469
Remarks: This one's for the person who wants a home that bends to fit real life, not the other way around. Just minutes from Gulfport's waterfront and downtown St. Petersburg, this 3-bedroom home leads with flexibility. Step into a bright, welcoming living room that flows straight into the heart of the house. The kitchen's eat-in dining area makes it easy to gather for everyday meals without needing a separate dining room. Two bedrooms sit within the main living area, with the full bath tucked toward the back for privacy. Then there's the third bedroom, and it's the kind of space that changes how you use the whole house. It has its own door to the outside, which makes it easy to use as a guest room, a home office, a hobby room, a fitness space, or a quiet retreat when you just need somewhere separate from the main living area. However you need it to function this year, it'll flex again next year. Out back, a TROPICAL BACKYARD OASIS is waiting. Lush landscaping and an expansive paver patio set up the space for outdoor dining, entertaining, or just sitting outside with a coffee. The FULLY FENCED YARD adds privacy without sacrificing the charm. Location does a lot of the work here too. You're minutes from Gulfport's Arts District, waterfront restaurants, boutique shopping, galleries, parks, and a steady calendar of community events, with Downtown St. Petersburg and the Gulf beaches just a short drive out. It's the kind of spot that gives you neighborhood charm without giving up city convenience. Recent updates include a ROOF (2015), HVAC (2015), ELECTRICAL PANEL (2022), and UPDATED PLUMBING TO THE MAIN SEWER LINE, so the big-ticket items are already handled. Homes with this much flexibility, outdoor living, and location rarely sit for long. Schedule your private tour today.
5211 25TH AVE S, GULFPORT, FL 33707
$379,00098 Days on yellowkey MLS ID: A4689798
REDUCED by $10,000 (2.6%) on 07/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 662 Built: 1949 Tax: $3,385 (2025)Community: Roebucks RepSingle Family
Taxes:$3,385
Remarks: Virtually Staged. Buyer’s change of plans = your opportunity! 2/1 in Gulfport Arts District with detached studio structure. Fully renovated 2025. Offered below recent appraised value. This completely renovated 2-bed home in Gulfport, Florida offers a rare blend of flexibility, location, and all-new systems. The main home features a bright, efficient layout with updated finishes throughout and all new appliances installed in 2026, creating a clean, move-in ready space with modern comfort. A standout feature is the detached rear studio structure, complete with a full bathroom and dual closets. This versatile space can be used as a guest area, private office, creative studio, or flex space. Every major system was replaced in 2025 including a new metal roof, HVAC, water heater, electrical, and plumbing, offering true peace of mind for years to come. Fresh updates throughout give the home a crisp, refreshed feel while maintaining its Gulfport charm. Situated outside of a flood zone with no HOA restrictions, this property offers both security and freedom. The location places you in the heart of the Gulfport Arts District, just blocks from downtown Gulfport’s restaurants, shops, waterfront parks, and vibrant local events, and only about 10 minutes to downtown St. Petersburg. This 2-bed home in Gulfport is a unique opportunity for buyers seeking a move-in ready home with flexible-use space in one of the area’s most character-filled neighborhoods. All room measurements and square footage are approximate and should be independently verified by buyers.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Lucia Spriggs (518-337-3895)
2869 SEABREEZE DR S, GULFPORT, FL 33707
$3,200,00021 Days on yellowkey MLS ID: TB8523477
Bed: 3 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4155 Built: 1990Monthly Fee: $276 Tax: $19,083 (2025)Community: Pasadena Yacht & CcSpa: YesSingle Family
Taxes:$19,083
Remarks: 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 Hugh 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 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.
Listing is courtesy of: COASTAL PROPERTIES GROUP (727-493-1555)
Listing Agent: Teresa Kelley-Brownell (727-692-5931)
6010 17TH AVE S, GULFPORT, FL 33707
$1,750,0004 Days on yellowkey MLS ID: TB8528651
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3829 Built: 1923 Tax: $4,302 (2025)Community: Pasadena Estates Sec GSpa: YesSingle Family
Taxes:$4,302
Remarks: Perched high above sea level in a non-flood zone, (approximately 15’), this exceptional 1923 Spanish Mediterranean Revival Estate sits on nearly one Acre in the heart of Gulfport. The property features two structures with a combined 4 bedrooms and 5.5 bathrooms, including a beautifully preserved 3BR/3.5BA main residence, a versatile two-story carriage house, and a detached 2-car carport showing preserved wood rarely seen in the area. The main home showcases original hardwood floors, exposed wood-beam ceilings, graceful arches, two gas fireplaces, and hurricane-impact windows throughout. First floor layout includes formal living room with gas fireplace, formal dining room with large windows, a sunlit family room, a quaint powder bath and an en-suite guest bedroom or first floor primary with a fireplace! In the well appointed gourmet kitchen you will find heart-of-pine floors, gas range with 6-burner gas range with griddle, stainless steel appliances, a step-down walk-in pantry and more arches! Upstairs, a spacious primary en-suite features a walk-in dressing room, and access to the quintessential Spanish-style balcony. The guest bathroom comes with separate shower & claw foot tub, while the third bedroom enjoys the possibility of having its own future south-facing private balcony. The detached carriage house includes a guest en-suite, laundry room, two-car garage, one-car carport, and an upstairs flex room equipped with a full bath ideal as a home office, a studio, a gym, or a play room, you decide! Outdoor living is exceptional with a magnificent Resort-Style heated saltwater pool and spa with built-in self cleaning system, and lush fully fenced grounds. Encompassing an entire block from north to south, the extensive south-facing rear backyard with gate access, provides additional parking for large vessels - RV or boat, as well endless possibilities for a tennis, pickleball or basketball court for memorable outdoor entertaining. Conveniently located just minutes from Gulfport's vibrant waterfront district, award-winning beaches, downtown St. Petersburg, Tampa, and Sarasota, this remarkable Estate presents a rare opportunity to own a 1920’s classic that perfectly balances timeless charm, and modern comfort.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Bethsabe Bockman-Pedersen (727-403-9976)
2907 CLINTON ST S, GULFPORT, FL 33707
$389,90097 Days on yellowkey MLS ID: TB8496629
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 796 Built: 1930 Tax: $4,798 (2025)Community: Boca Ceiga ParkSingle Family
Taxes:$4,798
Remarks: 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.
Listing Agent: Juliana Verheyen Jewell (727-900-3131)
2920 57TH ST S, GULFPORT, FL 33707
$399,90070 Days on yellowkey MLS ID: TB8507494
REDUCED by $25,100 (5.9%) on 07/18/2026
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)
5813 18TH AVE S, GULFPORT, FL 33707
$475,00074 Days on yellowkey MLS ID: A4692739
INCREASED by $10,000 (2.2%) on 06/16/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1596 Built: 1954 Tax: $7,309 (2024)Community: Boca Ciega EstatesSpa: NoSingle Family
Taxes:$7,309
Remarks: MOTIVATED SELLER! MOVE-IN READY 3BR/2.5BA HOME IN THE HEART OF GULFPORT – NO FLOOD INSURANCE REQUIRED. Beautifully updated single-family home featuring NEW luxury vinyl plank flooring throughout, a fully remodeled kitchen with stainless steel appliances, modern cabinetry, and updated countertops. All bathrooms renovated, including a private primary suite with updated en-suite bath. Major improvements include NEW ROOF (2020), newer windows, NEW AC, and recent termite tenting. Bright interior with functional layout and generously sized bedrooms. Half bath adds convenience for guests. Enjoy outdoor living with a large covered patio and fully fenced backyard with room for a pool and a mature mango tree. Located in a walkable, bike-friendly neighborhood just minutes to Gulfport Beach, waterfront, marina, arts district, dining, and shopping. Ideal for full-time residence, second home, or investment. Low-maintenance, updated, and ideally located—schedule your showing today!
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
5939 9TH AVE S, GULFPORT, FL 33707
$489,9004 Days on yellowkey MLS ID: TB8529791
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1404 Built: 1955 Tax: $6,738 (2025)Community: Pasadena Estates Sec DSingle Family
Taxes:$6,738
Remarks: Discover this beautifully updated 3 bedroom, 2 bathroom block home offering just over 1,400 square feet of comfortable living space in desirable Flood Zone X. Recent improvements include a new roof in 2023, HVAC system in 2025, PGT windows, luxury vinyl plank flooring throughout, and a stylishly updated kitchen and bathrooms. The kitchen features stainless steel appliances and opens to inviting living spaces designed for everyday living and entertaining. Situated on an oversized fenced corner lot, there is ample room to park a boat, RV, trailers, or other recreational vehicles. Conveniently located less than half a mile from the Stetson University College of Law campus, just three blocks from Boca Ciega High School, only 2 miles from the Gulfport Arts District, 2.5 miles from the West Marine Tampa Bay flagship store, and just minutes from the Gulf beaches, this property offers an exceptional opportunity as a primary residence, vacation home, or investment property.
Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)
Listing Agent: Josh Garfield (813-731-6665)
1099 52ND ST S, GULFPORT, FL 33707
$400,00078 Days on yellowkey MLS ID: TB8502656
0 Days Off yellowkey (back on 7/17/2026)
REDUCED by $25,000 (5.9%) on 07/08/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1258 Built: 1970 Tax: $442 (2025)Community: Marchetta ParkSingle Family
Taxes:$442
Remarks: Under contract-accepting backup offers. Virtually Staged. **Eco-Friendly Oasis on a Corner Lot: Updates, Solar Power, and Prime Gulfport Location!** Discover the perfect sanctuary for the environmentally conscious resident in this fully updated, low-maintenance home. This solid BLOCK construction home sits on a desirable CORNER LOT and features 3 bedrooms and 2 full baths, all with beautifully preserved terrazzo floors throughout (except in 1 bathroom). Parking is easy with an oversized 1-car garage and spacious driveway. Worry-free living is assured with major systems replaced in 2015, including a new ROOF, HVAC, DUCTWORK, ATTIC INSULATION, ELECTRICAL PANEL, and IMPACT windows. A 2018 TANKLESS water heater adds to the efficiency. Live nearly off-grid thanks to SOLAR PANELS installed in 2016 and 2020, resulting in incredibly low monthly electric bills that often range from $0 to $30. This property is a dream for gardeners and homesteaders, featuring 4 raised garden beds, rain chains, and 6 rainwater catching barrels. Enjoy fresh produce from numerous fruit-bearing trees and plants, including fig, Meyer lemon, banana, papaya, Thai lime, dragon fruit, pineapple, and blackberries. For peace of mind, the home is located in Flood Zone X, meaning flood insurance is typically not required, and is situated in a Non-Evacuation Zone, approximately 28 feet elevation. The location is unbeatable: enjoy a short bike ride to downtown Gulfport's restaurants and recreation, or hop on the Pinellas Trail just a few blocks away.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Monica Crawford (727-599-1944)
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