Location: Gulfport
Do Not Show Listings
5966 BAYVIEW CIR S, GULFPORT, FL 33707
$2,200,000233 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 a sparkling private pool and an impressive 4-car garage—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 Pasadenta 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)
3001 57TH ST S, GULFPORT, FL 33707
$350,00079 Days on yellowkey MLS ID: TB8489104
REDUCED by $30,000 (7.9%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1224 Built: 1950 Tax: $3,877 (2024)Community: Jenkins & Berls RepSpa: NoSingle Family
Taxes:$3,877
Remarks: Opportunity meets charm in this ideally located Gulfport corner-lot property, perfectly positioned on a spacious 66 x 100 lot just minutes from the waterfront, vibrant downtown Gulfport, local dining, art galleries, and community events that make this area so highly sought after. This 2- bedroom, 2-bath concrete block home offers the solid foundation buyers want, with major updates already completed and endless potential to add your own style and finishing touches. The home features slab construction, slightly elevated with three steps to entry, a 1-car garage, attached carport, and abundant off-street parking—a valuable bonus in this coastal community. Inside, key improvements include updated electrical, impact resistant windows/doors, plumbing, HVAC, tankless hot water heater, and brand-new 2025 appliances including stove, refrigerator, and microwave. The roof, installed in 2011, provides added peace of mind, and attractive Bahama shutters on windows and doors add timeless Florida curb appeal. The property did experience water intrusion and has been professionally remediated, creating an excellent opportunity for the next owner to customize finishes and make this home their own. Whether you're seeking a full-time residence, winter getaway, or investment in one of Pinellas County’s most beloved neighborhoods, this property offers location, character, and upside all in one package. Contact us today to schedule your showing!
Listing is courtesy of: GULFPORT REALTY (727-289-5500)
Listing Agent: Stacey Purcell (727-744-0636)
2807 45TH ST S, GULFPORT, FL 33711
$499,000111 Days on yellowkey MLS ID: TB8478977
4 Days Off yellowkey (back on 6/1/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1491 Built: 1960 Tax: $5,800 (2025)Community: Gulfport Harbor 1St AddSingle Family
Taxes:$5,800
Tax Year: 2025
Remarks: Completely renovated 2-bedroom, 2-bath pool home with dining/bonus room in Gulfport’s sought-after Marina District. The open-concept layout connects the living, dining, and kitchen areas, creating a bright, inviting space. The updated kitchen features modern appliances, ample storage, and a breakfast bar, while the separate dining/bonus room offers flexible space for entertaining, a home office, or additional living area. The private primary suite includes an en- suite bath, and the second bedroom is ideal for guests or family. Step outside to a very private, screened pool and hot tub combo—perfect for relaxing or entertaining year-round. Just minutes from waterfront parks, marinas, shops, and local dining, this home offers the best of Gulfport coastal living. Schedule your showing today.
5182 25TH AVE S, GULFPORT, FL 33707
$314,000178 Days on yellowkey MLS ID: TB8457196
REDUCED by $20,000 (6.0%) on 05/28/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 916 Built: 1920 Tax: $4,420 (2024)Community: Mary Park SubSingle Family
Taxes:$4,420
Elementary School: Gulfport Elementary-PN
High School: Boca Ciega High-PN
Middle School: Azalea Middle-PN
Remarks: One or more photo(s) has been virtually staged. Motivated seller - bring all offers! Structural reports and quotes are attached. Floor support and support beam are suggested to be added. Welcome to this beautifully updated, home ideally located in the highly desirable Gulfport area. Enjoy the convenience of being less than a mile to downtown Gulfport, local dining, shopping, and entertainment. The property is less than one mile from Gulfport Beach, under 10 minutes to St. Pete Beach, just a few miles from I-275, and less than 15 minutes from downtown St. Petersburg. This charming two-bedroom, one-bath home features a fully updated kitchen with brand-new appliances and modern finishes. Luxury vinyl flooring flows throughout the entire home, enhancing both style and durability. The bathroom has been completely renovated and boasts an exceptionally spacious shower equipped with dual shower heads, three handheld sprayers, and a luxurious oversized rain shower head. The primary bedroom offers private access to the outdoors through elegant French doors, creating a peaceful retreat. Additional French doors open to the backyard, leading to a private porch ideal for relaxing or entertaining. Recent upgrades include brand-new windows, a new HVAC and AC system, and a brand-new tankless water heater. The home also includes an indoor laundry room and a large, low-maintenance yard.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Taryn Cash (727-641-4989)
5705 15TH AVE S, GULFPORT, FL 33707
$395,00038 Days on yellowkey MLS ID: TB8504909
0 Days Off yellowkey (back on 5/28/2026)
REDUCED by $5,000 (1.3%) on 05/20/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 1958 Tax: $2,834 (2025)Community: Pasadena Estates Sec HSingle Family
Taxes:$2,834
Remarks: Under contract-accepting backup offers. This Gulfport home truly lives large, offering generous space both inside and out. The primary bedroom easily accommodates a king-size bed, while the spacious living area is perfect for an oversized sectional. A separate dining room and a large screened-in porch create multiple areas to relax and entertain. Step outside to a sizable backyard with plenty of room to add a pool, garden, or outdoor living space. A 2023 renovation brought major updates, including a new HVAC system, electrical panel, windows, luxury vinyl plank flooring, ceiling fans, and a beautifully updated bathroom. The kitchen features shaker-style white cabinetry, granite countertops, and stainless steel appliances, including a refrigerator, glass-top range with self-cleaning oven, dishwasher, and microwave. Additional highlights include an oversized garage with a custom mural and a location in Flood Zone X for added peace of mind. Ideally situated just east of Stetson Law, you are only a 5-minute drive to vibrant downtown Gulfport and about 15 minutes to the beaches or downtown St. Petersburg. A new roof will be installed prior to closing with an acceptable offer.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Terri Labrie (321-427-3345)
5918 SKIMMER POINT BLVD S, GULFPORT, FL 33707
$3,150,000233 Days on yellowkey MLS ID: TB8440089
REDUCED by $150,000 (4.5%) on 05/28/2026
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 3891 Built: 1993Monthly Fee: $276 Tax: $18,116 (2024)Community: Skimmer Point Ph IiSpa: YesSingle Family
Taxes:$18,116
Elementary School: Bear Creek Elementary-PN
Remarks: Motivated Seller! Welcome to a true waterfront paradise offering spectacular, unobstructed open bay views—the ideal setting for the Florida lifestyle, perfect for kayaking, swimming, and quiet enjoyment. Discover unparalleled luxury in this exquisite, fully renovated waterfront estate nestled within a spectacular GATED COMMUNITY. Enjoy the beautiful amenities of the renowned Pasadena Yacht & Country Club, all while benefiting from an incredible location with less than a 15-minute commute to vibrant Downtown St. Pete! This estate has been renovated top-to-bottom and offers 5 spacious en-suite bedrooms plus a 1/2 bathroom, providing comfort and privacy for all. The exterior boasts an entertainer’s dream with an extended deck overlooking the bay, a resurfaced pool, and a brand new, unused pool bar area. This ultimate outdoor kitchen features two new refrigerators, a dedicated ice maker, dishwasher, and a 3-tap system for premixed beverages. The waterfront is ready for your toys with a new dock system featuring a confirmed 16,000 lb fully loaded boat lift and a separate lift for two jet skis. Anglers will appreciate the brand new installed fish cleaning station with a dedicated water line. Inside, the home is appointed with the highest level of luxury finishes. The flooring is brand new throughout, featuring elegant new carpet and premium luxury vinyl plank (LVP). The living room offers a grand scale with high ceilings, complemented by tasteful Hunter fans and high-end Moen fixtures in the baths. Every bathroom features the exquisite Cambria Brittanica Quartz from the Luxury Collection. The gourmet kitchen is equipped with top-of-the-line KitchenAid appliances (including a new dishwasher), and the laundry room features the largest capacity Samsung washer and dryer set available. Practical amenities abound, including a 4-car garage that is convertible to 5-car capacity for the collector or enthusiast. Crucially, the home features a dedicated craft room—completely separate from the bedrooms and den—offering an invaluable space for hobbies without sacrificing a bedroom. The primary suite is a true retreat, featuring a large walk-in closet and a convenient wet bar area with a fridge and sink. This is not just a house; it's a completely renovated, ready-to-enjoy luxury compound.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Anastasia Gray (727-900-8781)
6012 KIPPS COLONY DR E, GULFPORT, FL 33707
$2,395,000108 Days on yellowkey MLS ID: TB8479670
REDUCED by $100,000 (4.0%) on 05/27/2026
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 4348 Built: 2024Monthly Fee: $237 Tax: $27,535 (2025)Community: Kipp's Colony Estates At Pasadena Yacht/Country ClSpa: YesSingle Family
Taxes:$27,535
Remarks: One or more photo(s) has been virtually staged. Welcome to 6012 Kipps Colony Drive E, an exceptional custom residence nestled within the guard-gated community of Pasadena Yacht & Country Club in the Kipps Colony Estates of Gulfport. Situated on a quiet interior homesite, this elegant property offers privacy, sophistication, and the refined lifestyle synonymous with one of Tampa Bay’s premier country club communities. A stately exterior, manicured tropical landscaping, and an expansive paver drive create a grand arrival. Inside, soaring ceilings and expansive windows fill the home with natural light, highlighting the spacious, thoughtfully designed floor plan. The seamless flow between formal and casual living spaces makes the home equally suited for elevated entertaining and relaxed everyday living. The chef’s kitchen serves as the heart of the home, featuring custom cabinetry, premium stone countertops, high-end stainless appliances, wet bar with transparent wine closet and generous island seating—perfect for gathering with family and guests. Adjacent living and dining areas offer both openness and intimacy, creating versatile spaces for hosting or unwinding. The primary suite is a true retreat, offering generous proportions, refined finishes, and a spa-inspired bath complete with dual vanities, a soaking tub, walk-in shower, expansive his & her walk-in closets, and access to rear balcony. The media room is equipped with projector screen and surround sound system, and the 3 additional guest suites provide comfort and privacy, making the home ideal for extended stays or multi-generational living. Outdoor living is designed for year-round enjoyment. A covered lanai and beautifully appointed outdoor kitchen, sparkling pool with spill-over spa and submerged firepit create a private sanctuary for dining al fresco, entertaining, or simply relaxing in the Florida sunshine. The home’s quality construction and elevated design provide both elegance and peace of mind. Additional highlights include: Elevator, Impact-rated windows and doors, Oversized garage with ample storage, Smart home features, Meticulous landscaping & pavered areas, Flexible bonus or office space, and much more. Residents of Pasadena Yacht & Country Club enjoy access to optional membership amenities including championship golf, tennis, fitness, dining, and a full-service marina—all within a secure, private setting. Ideally located just minutes from award-winning Gulf beaches, vibrant downtown St. Petersburg, and Tampa International Airport, this address offers convenience paired with exclusivity. 6012 Kipps Colony Drive E is a statement of timeless design and effortless country club living—where privacy, prestige, and location converge beautifully.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Angela Julian Pa (727-520-2157)
1212 59TH ST S, GULFPORT, FL 33707
$400,000150 Days on yellowkey MLS ID: TB8464739
2 Days Off yellowkey (back on 5/26/2026)
REDUCED by $50,000 (11.1%) on 05/12/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1947 Tax: $3,990 (2024)Community: Pasadena Estates Sec HSpa: NoSingle Family
Taxes:$3,990
Remarks: Under contract-accepting backup offers. Motivated seller! Welcome to 1212 59th Street S, a fully renovated and furnished 3 bedroom, 2 bath home offering modern comfort and easy Gulfport living. Thoughtfully updated throughout, this move in ready residence features an open, light-filled layout with tile flooring, a stylish kitchen with stainless steel appliances, and beautifully updated bathrooms with clean, contemporary finishes. The home is located in flood zone X, which does not require flood insurance with most carriers and experienced no significant damage or flooding during the 2024 storms. Major systems are already in place with a 2017 roof and 2015 HVAC system. Step outside to your private backyard retreat featuring a sparkling pool, mature palms, and space designed for relaxing or entertaining year-round. Whether hosting friends or enjoying a quiet afternoon poolside, this outdoor space captures the Florida lifestyle. Located just golf cart distance to Downtown Gulfport and minutes from Downtown St. Petersburg, you’ll enjoy quick access to waterfront dining, shops, art districts, beaches, and local events. Ideal as a primary residence, second home, or investment opportunity in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Shannon Minsch (813-370-6300)
5944 BAY DR S, GULFPORT, FL 33707
$1,495,000573 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.
Listing is courtesy of: CENTURY 21 JIM WHITE & ASSOC (727-367-3795)
Listing Agent: Dania Perry (727-215-2045)
5731 28TH AVE S, GULFPORT, FL 33707
$484,900182 Days on yellowkey MLS ID: TB8456482
REDUCED by $15,100 (3.0%) on 05/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1188 Built: 2003 Tax: $2,277 (2024)Community: Boca Ceiga ParkSpa: NoSingle Family
Taxes:$2,277
Remarks: On quiet mornings, the lake is still. The light filters in. And the day begins exactly the way it should. This residence delivers an exceptional Forida living experience. It is defined by soaring ceilings, abundant natural light, and sightlines that continually reconnect you to the outdoors. The open concept entry, living and dining areas blend seamlessly into the kitchen creating a space that feels both inviting and elegant. It offers extended wood cabinetry with soft close drawers, stone countertops and a generous island and breakfast bar. Ideal for meal preparation, a casual bite, and gathering with friends and family. The primary retreat, conveniently located on the main level, features an updated en-suite bath. Upstairs, a loft-style split bedroom configuration offers the perfect balance of privacy and convenience. Two spacious bedrooms share a guest bath that has recently been updated with a walk-in shower. Storage is plentiful, including a walk-in closet that has been thoughtfully created from a former bathroom; plumbing remains in place for an easy conversion back to three bathrooms if desired. For those who cherish outdoor spaces, this home delivers! Dine al fresco on the extended paver patio, an ideal setting for outdoor meals, year-round get-togethers, or evening cocktails under the stars. After a stroll around Ibis Park or a day from the beach, rinse off in the private outdoor shower. The landscaping has been carefully curated with an eye for detail creating a true tropical oasis. There is ample parking to accommodate both vehicles and golfcarts. An incredibly unique feature is the additional 500+ square feet of storage and utility space found at the end of the carport, affectionally referred to as the “basement”. Think man cave, workshop, extra storage, or just ease of accessible plumbing and electrical systems. Impact rated windows, sliders and doors not only provide quiet from the outside world, but this added protection has helped prove this property’s resilience. The hot water heater is brand new and the roof system was replaced in 2019 and 2023. All of this is just moments from Gulfport’s Historic District where the waterfront, live music, open-air markets, and a vibrant community spirit make Gulfport feel like a destination and a home.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Tally Figueredo (727-515-7727)
5819 27TH AVE S, GULFPORT, FL 33707
$399,000207 Days on yellowkey MLS ID: TB8448300
REDUCED by $26,000 (6.1%) on 05/22/2026
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1163 Built: 1950 Tax: $4,232 (2025)Community: Bay View Park Sec PSingle Family
Taxes:$4,232
Remarks: Virtually staged photos. Beautifully renovated and set on an oversized, tree-lined lot just moments from Downtown Gulfport, this move-in- ready ranch offers the outdoor space, updates, and relaxed Florida lifestyle buyers rarely find at this price point. From the moment you arrive, the shade trees, and welcome curb appeal create a setting that feels peaceful, private, and distinctly Gulfport. Inside, the bright sun-filled living spaces blend warmth and functionality with thoughtful modern updates throughout. The beautifully renovated kitchen features custom wood cabinetry, quartz countertops, designer tile backsplash, Kraus fixtures and stainless-steel appliances, creating a space that feels both stylish and inviting for everyday living and entertaining alike. The enclosed living and sun-filled gathering spaces overlook the beautiful grounds, bringing the outdoors in and creating the easy, relaxed atmosphere that makes Florida living space appealing. The fully renovated bathroom offers a clean, spa-inspired design complete with a large walk-in shower and timeless finishes. What truly separates this property is the incredible outdoor space. The oversized professionally landscaped yard offers room to entertain, garden, relax under the trees, or even create a future pool oasis. The new deck expands the outdoor living experience, while the detached freshly painted 1.5 car garage adds valuable flexibility for storage, bikes, kayaks, a workshop, gym, studio, or hobby space rarely found in this location and price range. Beyond the cosmetic renovations, the home has also been pridefully maintained and cared for with an impressive list of improvements and system updates, offering buyers the confidence of move-in-ready living with added peace of mind and the ease of simple unpacking and enjoying the Gulfport lifestyle from day one. Located just blocks from Downtown Gulfport, Gulfport Beach, waterfront dining, breweries, art walks, local markets, and year-round community events, this home offers the lifestyle buyers are searching for with convenient access to Downtown St. Pete and 1-275. 5819 27th Ave S delivers the rare combination of move-in condition, beautiful outdoor living, flexible garage space, and true Gulfport charm…all at a price point that is becoming harder and harder to find.
Listing Agent: Barb Hetrick Pa (727-481-5560)
5206 NEWTON AVE S, GULFPORT, FL 33707
$455,00083 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)
5824 GULFPORT BLVD S, GULFPORT, FL 33707
$325,000121 Days on yellowkey MLS ID: TB8475752
0 Days Off yellowkey (back on 5/21/2026)
REDUCED by $14,000 (4.1%) on 05/08/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1036 Built: 1945 Tax: $6,198 (2025)Community: Bay View Park Sec PSingle Family
Taxes:$6,198
Elementary School: Azalea Elementary-PN
High School: East Lake High-PN
Middle School: Bay Point Middle-PN
Remarks: Under contract-accepting backup offers. No flood damage and no flood insurance required! Freshly painted interior! Just one mile from the sparkling waterfront, this circa 1945 “Old Florida” charmer tells a story the moment you arrive. A cozy covered porch sets the scene, and then — that magenta front door. Bright, happy, unforgettable. It swings open to reveal original hardwood floors, plantation shutters, classic wainscoting, mosaic tile accents, and a surprisingly open layout that feels airy and effortless for a home of this era. The living room flows naturally into the kitchen, with space for a full dining table where friends linger a little longer and dinners turn into memories. To one side of the home, you’ll find two inviting bedrooms and a full bath — tucked away and peaceful. On the other side, a step-down bonus room offers flexibility and possibility: home office, media lounge, guest retreat, or even future conversion into a multi-generational suite or income-producing space with the garage. It’s the kind of layout that adapts to your story. Step outside and the mood shifts to lush and green. Bamboo sways in the breeze, mango and palm trees frame the yard, just shy of a ¼-acre lot — a rare find this close to the coast — gives you room to dream big. Boat, RV, pool, gardens, entertaining under the stars… there’s space for it all. No HOA, no CDD, new A/C unit in 2025, roof replaced in 2018, and a tankless water heater brings peace of mind. Updated windows, electric, and owner has installed a well to water the yard so no high water bills! Just the freedom to live creatively in Gulfport’s beloved Art District. Here, mornings begin with beach walks and salty air. Afternoons are spent wandering galleries and local markets. Evenings bring sunset celebrations on the pier, waterfront dinners, and live music drifting through town. You’re minutes to the marina, boat and kayak launch, and quick access to I-275 — close to downtown St. Pete and the airport, yet still feeling like your own tucked-away coastal escape. A little nostalgic. A little salty. Fully, joyfully Gulfport. Where the breeze feels softer, the colors feel brighter, and life moves just a little slower. Welcome to your bungalow by the beach. Come step inside and feel the sunshine for yourself.
Listing is courtesy of: HOME SWEET TAMPA BAY (813-523-2421)
Listing Agent: Amanda Clay (813-469-7935)
2007 43RD ST S, GULFPORT, FL 33711
$179,00088 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 Agent: Peter Nemethy (727-685-7170)
2654 MIRIAM ST S, GULFPORT, FL 33711
$244,999152 Days on yellowkey MLS ID: TB8464072
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1376 Built: 1951 Tax: $4,869 (2024)Community: Haynsworth HeightsSingle Family
Taxes:$4,869
Remarks: A great opportunity in the highly desirable Marina District of Gulfport! This home is being sold as-is and requires compliance with current floodplain regulations. The home offers a blank slate for investors, builders, or buyers looking to rebuild to their vision. Prime location just minutes from the marina, waterfront, downtown Gulfport, dining, shopping, and arts district. Buyer to verify all zoning, flood, and building requirements.
Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)
Listing Agent: Adam Swiecicki (305-240-4379)
2525 53RD ST S, GULFPORT, FL 33707
$722,00045 Days on yellowkey MLS ID: TB8503581
5 Days Off yellowkey (back on 5/18/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2167 Built: 1950 Tax: $7,095 (2025)Community: Veteran CitySpa: YesSingle Family
Taxes:$7,095
Remarks: Under contract-accepting backup offers. Located in a lush tropical setting along the brick streets of Gulfport’s downtown district, this unique masonry home sits on a large corner lot and features a legal upstairs rental apartment, offering exceptional flexibility for a variety of lifestyles. The main residence offers a three-bedroom, two-bath split floor plan, thoughtfully designed to accommodate a potential in-law suite. With a private entrance, the separate wing includes a bedroom with en suite bath, its own living area, and access to the backyard, while still allowing the home to function seamlessly as a full three-bedroom, two-bath residence. The interior has been extensively updated, featuring a custom kitchen with quartz countertops, abundant cabinetry, pantry closet, stainless steel appliances, built-in convection oven and microwave, induction cooktop, and an oversized island with seating for up to eight. Additional highlights include newly refreshed bathrooms, new luxury vinyl plank flooring, hardwood floors in the formal living room and second and third bedrooms, and a spacious, tucked-away family room. The bonus room (currently used as a family room) adds 304 heated & cooled square feet (not reflected in public records), bringing the total to approximately 2,167 square feet of living space. Outdoor spaces are equally impressive, with newly xeriscaped planting beds, mature tropical landscaping, and a picturesque koi pond surrounded by seasonal blooms. The fully fenced backyard and side yard feature new privacy fencing with a rolling gate, a paver driveway and patio, multiple entertaining areas, a 21-foot above-ground swim spa, and an outdoor shower. The legal second-floor studio apartment offers a private entrance and an expansive deck overlooking the backyard oasis. The two-story deck structure can also function as a covered carport if desired. With impact windows throughout, a natural gas whole-house generator, and roofs replaced in 2018 and 2020, this home offers both beauty and peace of mind. The home may also be sold furnished, offering a convenient turnkey opportunity if desired. Located in an X flood zone with no flood insurance required, and just a short distance to downtown Gulfport, Gulfport Beach, parks, tennis courts, the library, and local shops and restaurants, this home offers a rare opportunity to live, host, and invest all in one.
Listing is courtesy of: CALDWELL REALTY (727-321-1212)
Listing Agent: Jody Sepulveda (727-515-0134)
2605 59TH ST S, GULFPORT, FL 33707
$1,790,000410 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)
2657 44TH ST S, GULFPORT, FL 33711
$645,00064 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.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Bethsabe Bockman-Pedersen (727-403-9976)
6049 9TH AVE S, GULFPORT, FL 33707
$419,900138 Days on yellowkey MLS ID: TB8469236
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1531 Built: 1949 Tax: $1,092 (2024)Community: Pasadena Estates Sec DSingle Family
Taxes:$1,092
Remarks: Welcome to this delightfully expanded home in the northern, non-flood, Stetson area of Gulfport. Mature Mango and Meyer Lemon trees greet you before reaching the welcoming front porch with its exposed beams and southerly views. The oversized living room features hand-scraped Hickory solid wood flooring. All appliances remain in the kitchen which boasts ample counter space, breakfast bar and adjoining laundry room. Adjacent is the dining area with backyard access. The master bedroom is cavernous with walk-in closet, ensuite bathroom and more hand-scraped Hickory solid wood flooring. Don't miss the granite topped double vanity and oversized walk-in shower! Two more bedrooms and a hall bathroom round out the lovely home. The cozy backyard is complete with outdoor storage shed and private vinyl fencing. An additional storage room can be found in the carport which includes plumbing for an additional bath if desired.
Listing is courtesy of: BAKER STREET BAYSIDE (404-218-6331)
Listing Agent: Phillip Baker (404-218-6331)
5900 BAYVIEW CIR S, GULFPORT, FL 33707
$1,150,000118 Days on yellowkey MLS ID: TB8470263
1 Days Off yellowkey (back on 5/10/2026)
REDUCED by $49,000 (4.1%) on 04/28/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2762 Built: 1993Monthly Fee: $276 Tax: $7,825 (2024)Community: Skimmer Point Ph IiiSingle Family
Taxes:$7,825
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Owner is motivated! Bring ALL offers! Best value in PYCC! Situated on a desirable corner lot within the gated Pasadena Yacht & Country Club community, this well-built 3-bedroom, 2.5-bath residence offers solid construction, generous room sizes, and a practical layout designed to support comfortable everyday living with seamless indoor-outdoor connection. The home features a spacious kitchen with granite countertops, custom wood cabinetry, and stainless-steel KitchenAid & LG appliances, opening naturally to the main living areas. Maple hardwood flooring runs throughout much of the home, while a teak and bronze staircase adds warmth and architectural character. All bedrooms are generously proportioned and offer ensuite bathroom access along with ample closet space, providing flexibility for family living or guests. The primary suite includes access to a private balcony, and the main living level is enhanced by an expansive balcony off the kitchen—extending the living space and offering an inviting outdoor retreat. Outdoors, the property offers a large backyard and pool area suitable for casual entertaining or enjoying Florida’s year-round climate. The home is elevated above the floodplain and built with block pier and poured concrete foundation, offering durability and peace of mind. A new roof was installed in 2025, and the oversized garage provides excellent space for vehicles, storage, or hobbies. Located within one of Gulfport’s most established and sought-after communities, this property presents a compelling opportunity for buyers seeking space, quality construction, and the lifestyle benefits of Pasadena Yacht & Country Club, with the ability to update and personalize over time.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Tammy Campbell Mcnelis Pa (727-455-2351)
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