Location: Gulfport
Do Not Show Listings
1902 53RD ST S, GULFPORT, FL 33707
$448,50012 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,035
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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 is courtesy of: GULFPORT REALTY (727-289-5500)
Listing Agent: Eddie Mcclure (727-200-7625)
5402 31ST AVE S, GULFPORT, FL 33707
$1,650,000498 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
Tax Year: 2024
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 is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Zach Steinberger (941-539-7253)
2654 MIRIAM ST S, GULFPORT, FL 33711
$238,999185 Days on yellowkey MLS ID: TB8464072
3 Days Off yellowkey (back on 7/2/2026)
REDUCED by $6,000 (2.4%) on 06/15/2026
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)
5407 29TH AVE S, GULFPORT, FL 33707
$1,100,00016 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
$436,500127 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
$1,049,00087 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
$445,000301 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
Elementary School: Gulfport Elementary-PN
High School: Boca Ciega High-PN
Middle School: Azalea Middle-PN
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.
Listing Agent: Stacey Purcell (727-744-0636)
5518 18TH AVE S, GULFPORT, FL 33707
$899,999322 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
$425,00032 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)
2853 SEABREEZE DR S, GULFPORT, FL 33707
$1,899,99939 Days on yellowkey MLS ID: TB8516769
1 Days Off yellowkey (back on 6/30/2026)
Bed: 4 Bath: 2.0 Gar: 5 Liv Area Sq Ft: 2500 Built: 1993Monthly Fee: $276 Tax: $16,192 (2025)Community: PyccSpa: YesSingle Family
Taxes:$16,192
Remarks: Under contract-accepting backup offers. THIS CUSTOM-BUILT WATERFRONT RESIDENCE is elevated & offers an expansive garage level, deep-water protected dockage & direct access to Boca Ciega Bay, Tampa Bay & the Gulf with no fixed bridges. Perfectly positioned within the prestigious Pasadena Yacht & Country Club community, this exceptional home embodies the finest in Florida waterfront living. Designed for both comfortable everyday living & elegant entertaining, the residence showcases stunning water views, high ceilings, crown molding, rich walnut flooring & an inviting fireplace that serves as the focal point of the family room. Enjoy spectacular sunsets from multiple vantage points throughout the home while overlooking the sparkling waters beyond. The beautifully renovated kitchen is a masterpiece of style & function, featuring premium Thermador appliances, custom cabinetry, exquisite Calacatta quartz countertops & a stunning center island with breakfast bar seating. The open-concept design allows seamless interaction between the kitchen, dining area, living spaces & the waterfront balcony, creating the perfect setting for gatherings with family & friends. Outdoor living is equally impressive. Relax beside the pool & spill over spa, entertain on the patio areas, or set sail from your private dock equipped with an 8,500-pound boat lift. The protected deep-water dockage provides easy access to some of Florida's most desirable boating destinations. Additional highlights include a substantial garage offering approximately 2,859 square feet (MOL) of additional space, pavered outdoor areas & numerous updates, including a beautiful Barcelona tile roof (2016), HVAC system (2019), pool pump (2020), saltwater softner system (2021), water heater (2026), Bali electric shades in the family room (2025), hurricane-rated garage door with reinforcing bars & rain gutters. A rare combination of luxury, craftsmanship, boating convenience & breathtaking waterfront views, this exceptional residence offers a lifestyle that is second to none. Flood insurance is currently less than $800 per year.
Listing Agent: Yvonne Kane (727-278-5194)
2813 KIPPS COLONY DR S, GULFPORT, FL 33707
$2,232,50094 Days on yellowkey MLS ID: TB8496341
REDUCED by $117,500 (5.0%) on 06/05/2026
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 3560 Built: 2021Monthly Fee: $174 Tax: $19,891 (2025)Community: Pasadena Yacht & CcSingle Family
Taxes:$19,891
Remarks: Inspired by the effortless elegance of Barbados, this exceptional coastal retreat blends refined design with a focus on light, views, and seamless indoor-outdoor living. Clean lines, a soft coastal palette, and British-influenced symmetry create a timeless coastal aesthetic, all set within the gated Pasadena Yacht & Country Club—Pinellas County’s only gated, waterfront and golf course community. Ideally positioned on a spacious corner lot, the home is surrounded by lush tropical landscaping designed for Florida’s coastal environment. A thoughtfully designed reverse floor plan maximizes each level and panoramic water views, with an elevator providing access to all levels— and a floor plan ideal for multigenerational living. The top level showcases a stunning open living space with white tongue-and-groove pitched ceilings, wet bar, and sliding glass doors leading to a 27’ terrace with both covered and open-air areas—perfect for entertaining or relaxing. The main living level features a beautifully appointed kitchen with white shaker cabinetry, quartz countertops, GE Café appliances, and a breakfast bar overlooking the great room and terrace. The spacious primary suite offers a gorgeous en-suite bath and expansive custom closets. This well planned design also offers the opportunity of utilizing the second full bath as his and her primary baths! The first living level includes three additional bedrooms, two baths (including an en suite guest room), and a flexible second living area or office with access to another inviting terrace. Outdoors, the backyard provides a blank canvas for a custom pool design. Additional highlights include five terraces, a four-car garage, pre wired for EV charging, room for workshop and golf cart space, a whole-house generator, metal roof, hurricane windows, Leutron lighting, and 2 expansive paver driveways. For boating enthusiasts, Pasadena Yacht & Country Club also offers a protected 75-slip marina, with boat slips currently available for purchase—providing direct access to the Gulf and a true waterfront lifestyle. (Club membership available at an additional cost) A rare opportunity to enjoy elevated coastal living in one of the area’s most sought-after communities close to downtown St. Petersburg, Florida’s gorgeous, white sand beaches, and a short 35 minute drive to Tampa International Airport.
Listing Agent: Tammy Campbell Mcnelis Pa (727-455-2351)
4811 DEL RIO WAY S, GULFPORT, FL 33711
$300,000275 Days on yellowkey MLS ID: TB8438380
0 Days Off yellowkey (back on 10/21/2025)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1684 Built: 1954 Tax: $6,170 (2024)Community: Baywood SubSingle Family
Taxes:$6,170
Remarks: Under contract-accepting backup offers. Short Sale. Mid-Century Modern potential awaits just steps from the Gulfport Marina! 4811 Del Rio Way S offers an incredible opportunity to restore a beautifully designed home in one of Gulfport’s most desirable neighborhoods. This 3-bedroom, 2-bath single-family home was recently impacted by flooding and has been gutted, providing a clean slate ready for your vision. The vaulted ceilings with exposed beams, large picture windows, and signature mid-century lines remain intact, offering a solid foundation and distinctive character rarely found today. Major updates include a 2022 roof, impact-rated windows and doors, and updated plumbing. Set on a beautifully landscaped lot with tropical curb appeal, the home is ideally located near the Gulfport Marina, Clam Bayou Nature Park, and the vibrant downtown arts district known for its waterfront dining and local charm. Bring your contractor and imagination—this property is ready to become your next Gulfport retreat.
Listing Agent: Steve Capen (727-348-2211)
5966 BAYVIEW CIR S, GULFPORT, FL 33707
$2,200,000266 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
Taxes:$6,726
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 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)
5405 10TH AVE S, GULFPORT, FL 33707
$340,00023 Days on yellowkey MLS ID: TB8514378
2 Days Off yellowkey (back on 6/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1365 Built: 1958 Tax: $4,722 (2025)Community: Gulf GroveSpa: NoSingle Family
Taxes:$4,722
Elementary School: Bear Creek Elementary-PN
Middle School: Thurgood Marshall Fund-PN
Remarks: Under contract-accepting backup offers. Welcome to your Gulfport retreat! Tucked away on a quiet street, this charming three bedroom, two bathroom home offers the perfect blend of character, comfort, and convenience. One of this home's standout features is its unbeatable location. Just a few homes away from the Pinellas Trail, you'll have miles of scenic pathways that connect you to Downtown Gulfport, some of Floridas most famous beaches, Downtown St. Petersburg, and some of the area's best parks, restaurants, breweries, and waterfront destinations. Whether you enjoy morning walks, evening bike rides, or exploring everything the city has to offer, the Pinellas Trail truly puts it all within reach. Located just minutes from Stetson College of Law, this home also presents an incredible opportunity for those looking for an investment property or long term rental in a highly desirable area. Inside, you'll immediately appreciate the home's inviting character and spacious living room, creating the perfect place to gather with family and friends or simply relax after a long day. New luxury vinyl plank flooring (2026) has been installed throughout all three bedrooms, adding a fresh and modern touch while offering lasting durability. Step outside to the covered patio, an ideal spot to enjoy your morning coffee or unwind in the shade during Florida's warm summer afternoons. The backyard provides a peaceful setting with plenty of room to entertain, garden, or create your own outdoor oasis. The home has also seen several important updates, including a water heater installed in 2020, partial plumbing updates completed in 2019, and the plumbing professionally cleaned out in 2026, giving buyers added peace of mind. Whether you're looking for a primary residence, a seasonal escape, or an income producing investment, this home offers the charm, location, and lifestyle that make Gulfport one of Pinellas County's most beloved communities. Don't miss your opportunity to make this Gulfport gem your own.
Listing is courtesy of: FIVE STAR REAL ESTATE OF FLORIDA LLC (727-748-0707)
Listing Agent: Bella Arango (727-278-7090)
1431 57TH ST S, GULFPORT, FL 33707
$499,90030 Days on yellowkey MLS ID: TB8520376
0 Days Off yellowkey (back on 6/29/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1469 Built: 1963 Tax: $7,998 (2025)Community: Pasadena Estates Sec HSpa: NoSingle Family
Taxes:$7,998
Remarks: Looking for room to live, relax, and work from home — all in one of Pinellas County's most charming beach towns? This updated 3-bedroom, 2-bath block home delivers comfort and convenience in equal measure, just minutes from downtown Gulfport's waterfront village, Stetson University College of Law, Boca Ciega Bay, St. Petersburg, and the Pinellas Gulf beaches. Set on a quiet corner lot away from busy roadways and fully fenced for privacy, the home offers a flexible layout with a living room, a Florida room, and a dedicated office — ideal for remote work or extra living space. The roomy kitchen has been tastefully remodeled with quartz countertops and a breakfast bar, and both bathrooms have been beautifully updated. Major systems are in great shape too: roof and windows from 2015, plumbing replaced in 2020. Step out of the Florida room onto a 25' x 17' paver patio with a custom-built pergola, perfect for entertaining in the private backyard. Storage is no problem here, with kitchen built-ins, generous linen and closet space, garage cabinets, and an outdoor shed. A closed-in garage plus a roomy driveway provide plenty of parking. Gulfport is one of Florida's most beloved waterfront communities, known for its eclectic shops, boutiques, and waterfront dining. Stetson Law is a 6-10 minute walk away, the historic Williams Pier on Boca Ciega Bay is about a mile, Tampa Bay Rays baseball is roughly 5 miles, Sarasota's beaches are under an hour by car, and Tampa International Airport is about 25 miles away. This home is high and dry: it experienced no flooding or storm damage during Hurricanes Helene and Milton in 2024.
Listing is courtesy of: SPARTAN PROPERTY MANAGEMENT (813-846-2753)
Listing Agent: Aaron Brunelle (813-846-2753)
5918 SKIMMER POINT BLVD S, GULFPORT, FL 33707
$2,999,000266 Days on yellowkey MLS ID: TB8440089
REDUCED by $151,000 (4.8%) on 06/19/2026
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
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)
3002 58TH ST S, GULFPORT, FL 33707
$685,000287 Days on yellowkey MLS ID: TB8434121
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1552 Built: 1957 Tax: $9,916 (2024)Community: Horners RepSpa: YesSingle Family
Taxes:$9,916
Remarks: This beautifully remodeled Gulfport home is just blocks away from the Gulfport Historic Arts District, shops, dining, parks, and waterfront. It sits on a double corner lot with alley access. It has many new updates, brand new appliances, newer HVAC system, newer roof (only 4 years old), and a screened in back porch with Spa/Hot tub. The open floorplan means lots of room for entertaining friends and family. This is a chance to be close to the excitement of downtown while also enjoying the relaxing community vibes of this Gulfport neighborhood!
Listing is courtesy of: FOREVER FLORIDA REAL ESTATE (727-440-6444)
Listing Agent: Stephanie Mcnaughton (727-421-1242)
6214 8TH AVE S, GULFPORT, FL 33707
$499,90092 Days on yellowkey MLS ID: TB8498528
1 Days Off yellowkey (back on 6/25/2026)
REDUCED by $25,100 (4.8%) on 06/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1372 Built: 1952 Tax: $3,726 (2025)Community: Pasadena Estates Sec CSingle Family
Taxes:$3,726
Remarks: Under contract-accepting backup offers. An artistic retreat in the heart of Gulfport, this mid-century pool home blends timeless design with inspired updates, all centered around a lush, whimsical outdoor space that feels like a living work of art. Ideally situated on a charming brick-lined street in a sought-after Gulfport neighborhood, just minutes from the downtown waterfront and vibrant Arts District, and within close proximity to Stetson University and only three blocks from Pinellas Trail access. Step inside to a spacious, light-filled living room showcasing stunning refinished terrazzo floors, elegant cove ceilings, and beautiful built-in bookshelves. The living area flows effortlessly into a recently modernized kitchen featuring solid wood 42-inch cabinetry with dovetail drawers, custom built-in storage solutions, quartz countertops, a natural gas range, and a convenient breakfast bar. This versatile floor plan features a spacious king-sized primary bedroom with a generous closet, along with a well-sized guest room offering tranquil pool views. Two well-preserved mid-century bathrooms showcase original retro tile in exceptional condition, celebrating the home’s authentic architectural character. At the rear of the home, a spacious multi-use Florida room overlooks the pool and screened patio - perfect as a home office, artist’s studio, additional living space, or dining area. With the addition of a wall, this space could easily be converted into a third bedroom while still maintaining ample living area. Beyond the Florida room, you’ll find a large screened porch with beautiful exposed wood-beam ceilings - an ideal place to relax, catch the breeze, and enjoy tranquil views of the pool and lush, tropical landscaping. The backyard feels like a private, whimsical retreat, complete with a sparkling in-ground pool, sun deck lounge area, charming vine-covered arbor, outdoor shower, and an abundant variety of mature plantings that attract butterflies and offer year-round color. The yard is fully fenced for added privacy and seclusion. At the rear of the property, an oversized air-conditioned one-car garage offers a built-in workbench, shelving, and a spacious laundry area with a full-size washer and dryer, along with ample room for covered parking. Convenient alley access leads to a long driveway providing abundant off-street parking for multiple vehicles, as well as easy rear entry to the home. Additional improvements include a New Shingle Roof (2025), Hurricane Impact Windows (2023), Tankless On Demand Gas Water Hater (2020), and Blown Insulation (2021). This Gulfport gem sits in a prime location close to the artsy downtown district, marina, and scenic parks, and is just around the corner from Stetson Law. Whether you're strolling to the Tuesday market or heading to the beach for sunset, everything you love about coastal living is close by. Spend your days exploring art galleries, browsing unique boutiques, savoring local cuisine, and unwinding on some of the Gulf Coast’s most stunning beaches. This ideal location also offers quick access to vibrant Downtown St. Pete and convenient connectivity to I-275 for effortless commuting or weekend adventures.
Listing is courtesy of: ASSET MANAGEMENT REAL ESTATE (727-820-1991)
Listing Agent: Darcie Wheeler (727-820-1991)
5631 23RD AVE S, GULFPORT, FL 33707
$995,99023 Days on yellowkey MLS ID: TB8523067
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2168 Built: 2027 Tax: $5,855 (2025)Community: Lake Butler Villa Cos AddSingle Family
Taxes:$5,855
Remarks: Pre-Construction. To be built. WinWay Homes offers a 3 Bed, 2 Bath, 1 Half Bath, 2 Car Garage, 2166 sf custom home located in Gulfport in the beautiful historical district. The spacious open floor plan features a stunning granite island overlooking the open family and dinning looking out 12' sliding glass doors. Relax with a beverage on a large covered lanai with enough room to add an optional pool and outdoor kitchen in the backyard. The master suite with spacious walk-in closet and double french glass doors leading to 372sf covered lanai. The master bath with a spa-inspired floor to ceiling walk-in wet area, with optional multiple shower heads, and free-standing tub offers the ultimate tranquil experience. Standard features will include shaker cabinetry, tile backsplash, granite vanity in all bathrooms, energy efficient water heater, LED lighting, in wall pest control, USB outlets, ventilated shelving, 2-10 home warranty, land tile flooring. Additional options will be offered including, gourmet kitchen, privacy fence, pool and spa, and the list continues. Exterior features include optional brick paver drive and sidewalk, James Hardie shake siding, and custom-tailored landscaping. Contract now to choose your options, colors, and styles. Additional Floorplans Available.
Listing is courtesy of: WINWAY REALTY (813-283-0670)
Listing Agent: Matthew Carr (941-779-3046)
2814 54TH ST S, GULFPORT, FL 33707
$1,474,90052 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!
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