Location: Gulfport
Do Not Show Listings
1901 53RD ST S, GULFPORT, FL 33707
$275,00051 Days on yellowkey MLS ID: TB8496563
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $24,000 (8.0%) on 05/08/2026
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 878 Built: 1950 Tax: $4,223 (2025)Community: Pasadena Gardens Gulfview Sec Blk 24, Lot 6Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,223
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Classic Gulfport Charm with Limitless Potential! Nestled on a spacious corner lot, this solid 2-bedroom, 1 1/2 -bathroom residence offers the perfect canvas for your Florida dream home. Step inside to find original hardwood flooring throughout the living areas and bedrooms, exuding a warmth and character rarely found in modern builds. The vintage kitchen provides ample cabinetry and a cozy dining nook, while the iconic pink-tiled bathroom adds a touch of mid-century flair. Additional features include: Bonus Living Space: A large, screened-in porch perfect for enjoying the coastal breeze. Functional Storage: An attached one-car garage with wood-paneled walls and a separate utility shed. Outdoor Living: An expansive paved patio in the backyard, ideal for entertaining. Located just minutes from the vibrant Gulfport Waterfront District’s shops, restaurants, and beach, this property is a fantastic opportunity for first-time buyers or savvy investors looking to add value in a highly sought-after community.
Listing is courtesy of: GULFPORT REALTY (727-289-5500)
Listing Agent: Stacey Purcell (727-744-0636)
5705 15TH AVE S, GULFPORT, FL 33707
$395,00027 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
Elementary School: Gulfport Elementary-PN
High School: Boca Ciega High-PN
Middle School: Azalea Middle-PN
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
$3,150,000222 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
Tax Year: 2024
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)
2921 DUPONT ST S, GULFPORT, FL 33707
$650,00042 Days on yellowkey MLS ID: TB8500842
REDUCED by $25,000 (3.7%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1350 Built: 2001 Tax: $9,245 (2025)Community: Boca Ceiga ParkSingle Family
Taxes:$9,245
Remarks: Located in the heart of downtown Gulfport, this 21st century Key West-style elevated home is picture perfect and blends seamlessly with the area’s eclectic charm. A custom wood gate welcomes you into a large, ultra-private courtyard filled with tropical plantings, creating a serene and beautiful setting that truly sets this home apart. Surrounded by masonry walls, this inviting outdoor space leads to the staircase up to the main living level. Upstairs, an open floor plan connects the living, dining, and kitchen areas, all enhanced by vaulted ceilings and easy-care laminate flooring throughout. The kitchen features ample cabinetry, stone countertops, stainless steel appliances, and a center island, ideal for cooking, gathering, and entertaining. The spacious living room offers high ceilings and sliding doors that open to an expansive covered balcony. Designed with a split-bedroom layout, this home offers two bedrooms and two bathrooms. The primary suite includes a large walk-in closet, en suite bath with double sinks, a separate tub and shower, and private access to the balcony. The second bedroom is tucked away on the opposite side of the home and features vaulted ceilings and its own generous walk-in closet. The 35-foot covered balcony spans the entire south side of the home, overlooking the courtyard below, perfect for relaxing or entertaining. The entire lower level is enclosed and offers exceptional versatility, including an oversized two-car garage with newly epoxied floors, automatic garage door openers, hurricane-rated windows, and flood gates for added peace of mind. A spacious 16’ x 25’ unconditioned bonus room provides endless potential for storage, a workshop, art studio, or creative space. Outside, the expansive courtyard is truly an entertainer’s dream, complete with a 28-foot covered patio and surrounded by vibrant tropical greenery. The property also features alley access to the garage and a four-car off-street parking pad in front. The front yard is thoughtfully designed with xeriscaping and Florida-friendly plants, complemented by a drip irrigation system for easy, low-maintenance care. All of this just steps from everything downtown Gulfport has to offer—shopping, dining, the beach, fishing pier, vibrant seasonal events, and more. All room measurements are approximate and should be verified by Buyer.
Listing is courtesy of: CALDWELL REALTY (727-321-1212)
Listing Agent: Jody Sepulveda (727-515-0134)
5401 17TH AVE S, GULFPORT, FL 33707
$375,00074 Days on yellowkey MLS ID: TB8488747
REDUCED by $4,000 (1.1%) on 05/28/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1056 Built: 1958 Tax: $5,072 (2025)Community: Pasadena Gardens Gulfview SecSingle Family
Taxes:$5,072
Middle School: Thurgood Marshall Fund-PN
Remarks: Move-In Ready! LARGE BONUS ROOM for office, den, dining or 3rd bedroom! Light-Filled Gulfport Gem on Spacious Corner Lot. See Virtual Tour Links for you walk though now! Welcome to this beautifully updated 2-bedroom, 1-bath concrete block home with soaking pool in the heart of Gulfport, Florida—located in a non-flood zone for added peace of mind. Perfect as a full-time residence or an ideal snowbird retreat, this property offers an inviting open-concept layout designed for modern living. Step inside to discover gleaming terrazzo floors and abundant natural light throughout. The updated gathering kitchen is the true centerpiece, featuring a large center island perfect for entertaining, casual dining, or hosting friends and family. The stylishly renovated bathroom boasts a walk-in shower, while the versatile large bonus room offers endless possibilities—use it as a home office, third bedroom, or formal dining space to suit your lifestyle. Outdoors, enjoy a fully fenced backyard with convenient access for boat or camper storage, plus a soaking pool and expansive paver patio—perfect for relaxing or entertaining under the Florida sun. The property also includes a one-car garage, abundant off-street parking, and valuable upgrades like a brand-new roof (2025) and rain gutters. Located in the Gulfport garden district, close to vibrant downtown, 2 blocks to Tomlinson Park and Tangerine Greenway, and nearby Stetson College. Only 15 minutes from both St Pete beach and the St. Pete Pier. Prime location near parks, downtown & beaches Motivated seller—don’t miss this move-in ready Gulfport opportunity!
Listing is courtesy of: MC HOMES REALTY INC (727-432-2181)
Listing Agent: James Newman (727-742-5140)
2831 CLINTON ST S, GULFPORT, FL 33707
$445,000257 Days on yellowkey MLS ID: TB8426104
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1959 Tax: $6,782 (2024)Community: Boca Ceiga ParkSingle Family
Taxes:$6,782
Remarks: Live the Gulfport life in this charming, walkable home. Embrace the vibrant, laid-back Gulfport lifestyle from this beautifully renovated bungalow. Positioned for easy strolls to the downtown area, you can enjoy the Art District, restaurants, and the waterfront just blocks from your front door. This bright and airy 2-bed, 2-bath home blends classic Florida charm with modern updates. The luminous sunroom offers a peaceful retreat, while the polished terrazzo floors add character throughout. Completely move-in ready, this property is more than a home—it's your entrance to everything Gulfport has to offer.
6226 8TH AVE S, GULFPORT, FL 33707
$525,00065 Days on yellowkey MLS ID: TB8490535
0 Days Off yellowkey (back on 5/27/2026)
REDUCED by $9,000 (1.7%) on 05/15/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1744 Built: 1951 Tax: $3,309 (2025)Community: Pasadena Estates Sec CSingle Family
Taxes:$3,309
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to your slice of laid-back Florida living in the heart of Gulfport. This spacious 4-bedroom, 2-bath ranch-style home offers comfortable, single-level living with an abundance of natural light throughout. The main living areas showcase beautifully refinished hardwood floors, adding warmth and character to the home. Step inside to find an open and airy layout with plenty of space to spread out, entertain, or simply unwind. A thoughtfully designed master suite addition, completed in 2018, provides a private retreat with added space and comfort. Outside, your backyard oasis awaits—fully fenced for privacy and designed for enjoying the Florida lifestyle year-round. Soak in the hot tub, relax under the pergola on the back deck, or host friends and family. This house also features a newer roof, updated kitchen and bathrooms, an electric car charging unit, and a tankless water heater. Conveniently located in the Pasadena Estates neighborhood of Gulfport. The area is known for its small-town charm and vibrant local culture. Explore Gulfport’s charming Waterfront Arts District with its galleries, shops, and award-winning restaurants. The area hosts year-round events like art fairs and farmers' markets. Outdoor enthusiasts can enjoy quick access to Clam Bayou Nature Preserve for kayaking, paddleboarding, birdwatching, and peaceful walking trails. This home is just minutes from Gulfport Beach, St. Pete Beach, Pasadena Yacht & Country Club and downtown St. Pete. Easily accessible to I-275. Whether you're looking for a full-time residence or a coastal getaway, this home blends comfort, character, and that unmistakable Gulfport charm. NO FLOOD ZONE! NO FLOOD INSURANCE REQUIRED! Call to check out this must-see home today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Jared Mcnally (727-330-0701)
5429 ESSEX AVE S, GULFPORT, FL 33707
$1,300,000166 Days on yellowkey MLS ID: TB8457726
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2340 Built: 2012 Tax: $14,749 (2024)Community: Boca Ceiga ParkSingle Family
Taxes:$14,749
Remarks: Waterfront-Turnkey-Short-Term Rental investment opportunity in the heart of Gulfport’s Historic Art District! This fully furnished, Key West-inspired coastal retreat offers short-term vacation rental potential, breathtaking Boca Ciega Bay views, and an unbeatable walkable location just steps from downtown Gulfport’s restaurants, galleries, waterfront parks, nightlife, and popular Tuesday Farmers Market. Whether you’re seeking a high-performing Airbnb/VRBO property, second home, or full-time waterfront residence, this exceptional home delivers the perfect combination of lifestyle and income-producing potential. Guests and owners alike will love the private outdoor living spaces with panoramic water views overlooking Veteran’s Park—ideal for morning coffee, sunset cocktails, and entertaining in true Florida style. Inside, coastal elegance meets modern luxury with an open-concept layout designed for comfort and hosting. The gourmet kitchen features stone countertops, extensive cabinetry, abundant storage, and premium finishes perfect for entertaining vacation guests or everyday living. The luxurious primary suite serves as a private sanctuary with a professionally designed walk-in closet system and a spa-inspired ensuite bath complete with a whirlpool tub, dual vanities, and oversized enclosed shower. The third floor features private outdoor decks off the primary, second, and third bedrooms, offering incredible sunset views and refreshing coastal breezes that make Gulfport one of Tampa Bay’s most beloved waterfront communities. Built for durability, efficiency, and low-maintenance ownership, the home includes an elevator, impact-rated windows, Hardie plank siding, Trex decking, turf landscaping, and a whole-home solar system for significantly reduced electric costs. The oversized two-car garage provides ample room for vehicles, kayaks, jet skis, beach gear, or additional owner storage. Located just minutes from Downtown St. Petersburg, award-winning Gulf beaches, marinas, and Tampa Bay attractions, this rare turnkey short-term rental property is ready to generate income immediately while offering an incredible waterfront lifestyle. Opportunities like this in Gulfport’s Historic Waterfront District are exceptionally rare.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Tricia Dooley (727-460-0060)
3120 CLINTON ST S, GULFPORT, FL 33707
$819,000141 Days on yellowkey MLS ID: W7882028
REDUCED by $10,000 (1.2%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1650 Built: 2017 Tax: $12,057 (2024)Community: Boca Ceiga ParkSingle Family
Taxes:$12,057
Remarks: Experience the best of Florida living in this stunning 2-bedroom, 2-bath coastal retreat, ideally positioned just the second house from the beach. Built in 2017 and meticulously maintained, this 2,750 sq ft residence blends modern design with relaxed Gulfport charm. The open-concept main living area is perfect for entertaining and features LVP flooring throughout, contemporary lighting, and abundant natural light. The chef’s kitchen is appointed with quartz countertops, stainless steel appliances, a center island with breakfast bar, shaker-style cabinetry with crown molding, tile backsplash, stainless range hood, and a walk-in pantry with a custom door. A dedicated dining area offers ample space for gatherings and everyday living. The spacious primary suite includes an ensuite bath with dual vanities, a large soaking tub, and an oversized tiled walk-in shower. A guest bedroom and an elegant guest bath with a large tiled shower complete the main living quarters. Enjoy outdoor living from one of two second-story balconies—one overlooking the front for coastal breezes and one in the rear with views of your private backyard oasis. The lower level features a large unfinished space, offering incredible potential for future expansion. With plenty of room to customize, the area could easily be built out to include additional bedrooms, bathrooms, a game room, home gym, or bonus living space—allowing you to design the perfect layout to fit your lifestyle. Outdoors, relax or entertain by the sparkling in-ground pool in the fenced backyard, complemented by a paved driveway and a 2-car attached garage. Located in the heart of vibrant Gulfport, this home is just steps from the sand and minutes from the city’s charming downtown, known for its colorful art district, waterfront dining, and lively community events. This move-in-ready coastal home offers a rare opportunity to live just moments from the Gulf. Schedule your private showing today.
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Jennifer Tobey, Pa (727-871-1064)
5230 11TH AVE S, GULFPORT, FL 33707
$525,00089 Days on yellowkey MLS ID: TB8482582
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1488 Built: 1955 Tax: $8,870 (2025)Community: Pasadena HeightsSpa: NoSingle Family
Taxes:$8,870
Remarks: Exceptional opportunity to own an oversized double corner lot in one of Gulfport’s most desirable areas. This property offers outstanding potential to build new, expand, or create income-producing opportunities, with ample space for additional structures. The existing 3-bedroom, 1.5-bath home with a 1-car garage is move-in ready and features flexible living space, including a separate living room and a combined family/dining area, making it ideal for immediate use while planning future improvements. Plenty of room for boat, RV, and trailer parking adds to the versatility of this unique property. Conveniently located near Gulfport Beach, the marina, and Stetson University College of Law, with easy access to St. Petersburg and Interstate 275. Opportunities like this are rare secure your piece of Gulfport with room to grow, build, and invest.
Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-325-5843)
Listing Agent: Norma Lopez (727-580-5402)
6012 KIPPS COLONY DR E, GULFPORT, FL 33707
$2,395,00097 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 Agent: Angela Julian Pa (727-520-2157)
1212 59TH ST S, GULFPORT, FL 33707
$400,000139 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
$1,495,000562 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)
4725 DEL RIO WAY S, GULFPORT, FL 33711
$740,00035 Days on yellowkey MLS ID: TB8501838
REDUCED by $40,000 (5.1%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1925 Built: 1957 Tax: $7,613 (2025)Community: B & T RepSingle Family
Taxes:$7,613
Remarks: Welcome to your beautifully remodeled retreat in the heart of Gulfport, Florida! This charming 3-bedroom, 2-bath home has been thoughtfully updated to blend modern comfort with coastal character. Step inside to discover a bright, open layout featuring stylish finishes, updated flooring, and a fresh, design throughout. The spacious living area flows seamlessly into a fully renovated kitchen, complete with modern cabinetry, sleek countertops, and updated appliances—perfect for both everyday living and entertaining. It also features a spacious two-car garage complete with a dedicated workshop area. The primary suite offers a relaxing escape with an updated en-suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. Both bathrooms have been remodeled with clean, modern touches. Enjoy the Florida lifestyle with a location that truly stands out—just a short walk to the Gulfport Marina, where you can take in waterfront views, stroll along the docks, or enjoy nearby dining and local shops. The home also features outdoor space ideal for relaxing, gardening, or hosting gatherings. Whether you're looking for a full-time residence, vacation home, or investment opportunity, this move-in-ready property offers the perfect combination of style, location, and convenience. Don’t miss your chance to own a slice of Gulfport charm!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Daniel Smith (813-784-8083)
5731 28TH AVE S, GULFPORT, FL 33707
$484,900171 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 Agent: Tally Figueredo (727-515-7727)
5819 27TH AVE S, GULFPORT, FL 33707
$399,000196 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)
5325 11TH AVE S, GULFPORT, FL 33707
$345,00085 Days on yellowkey MLS ID: L4959296
1 Days Off yellowkey (back on 5/10/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 965 Built: 1956 Tax: $1,646 (2025)Community: Gulf GroveSpa: NoSingle Family
Taxes:$1,646
Remarks: Under contract-accepting backup offers. This Mid-century, bungalow style home located in the middle of the city of Gulfport. This two bedroom, one bath (+ and outside 1/2 bath) pool home is located on a corner lot and boast a very lush, mature, tropical landscape. Inside you will find beautiful, original hardwood floors in the living room and both bedrooms, as well as ceramic tile in the kitchen, bathroom, and in the large Florida room located at the rear of the home (that also has a separate home entrance). The kitchen has granite counter tops on the original wood cabinets. This home has a newer metal room that was installed in 2019. The pool was built in 2019 and is surrounded by a concrete cool deck, palm trees, and rocks (in lieu of grass). The carport has been enclosed into a screened-in patio in the rear of the home, where there is also exterior access to the laundry/storage, half bathroom and a separate storage/tool room. This home is being sold "as is" only by the estate
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Tony Fridovich (863-698-4267)
5206 NEWTON AVE S, GULFPORT, FL 33707
$455,00072 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
$325,000110 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)
5813 18TH AVE S, GULFPORT, FL 33707
$475,00026 Days on yellowkey MLS ID: A4692739
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)
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