Location: Gulfport
Do Not Show Listings
4811 DEL RIO WAY S, GULFPORT, FL 33711
$300,000279 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,170
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
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 is courtesy of: COLDWELL BANKER REALTY (727-360-6927)
Listing Agent: Steve Capen (727-348-2211)
5405 10TH AVE S, GULFPORT, FL 33707
$340,00027 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
High School: Boca Ciega High-PN
Tax Year: 2025
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
$499,90034 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
$2,999,000270 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
Middle School: Azalea Middle-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)
3002 58TH ST S, GULFPORT, FL 33707
$685,000291 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
$499,90096 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
$995,99027 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)
5659 SHORE BLVD S, GULFPORT, FL 33707
$2,798,000257 Days on yellowkey MLS ID: TB8444501
REDUCED by $201,800 (6.7%) on 05/12/2026
Bed: 7 Bath: 7.5 Gar: 7 Liv Area Sq Ft: 5168 Built: 2012 Tax: $22,202 (2024)Community: Boca Ceiga ParkSingle Family
Taxes:$22,202
Remarks: Discover a one-of-a-kind modular home steps from Boca Ciega bay with fabulous views from every level. This stunning home boasts 7 bedrooms, 7.5 bathrooms, and a spacious 5-car garage. Imagine the options afforded by this layout. Perfect for multi generational living, Airbnb or income producing potential,1031 exchange, Entrepreneurial think tank retreat,hotel or one large single dwelling. Featured RV garage, perfect for storing your work vehicle, creating a mobile office or even launching a rental business. Step into your own private retreat, featuring separate living quarters on each level. With private entrances and upscale finishes throughout, you’ll enjoy flexibility without sacrificing privacy. The top floor is a true sanctuary—your personal haven with 3 bedrooms, a beautifully designed office, and breathtaking views of Boca Ciega Bay. Bask in natural light on rich mahogany floors beneath soaring vaulted ceilings. The gourmet kitchen, equipped with a gas stove and expansive island, leads to a covered veranda where sunsets paint the sky, perfect for entertaining or evenings of relaxation. The second floor is a versatile space, currently optimized as a 2-bedroom suite and 1-bedroom executive apartment—ideal for guests or rental income. On the ground floor, a charming studio suite offers an additional escape, complemented by a well-equipped workshop and beautiful landscaping nourished by a well-water irrigation system. Every inch of this estate reflects unparalleled craftsmanship with features like hurricane-impact windows, individual climate control for each space, tankless water heaters, and a whole-house water filtration system. Designed to embrace the luxury of coastal living while providing peace of mind with CAT 5 storm resilience. This home truly stimulates everyone’s imagination. Embrace the ultimate Florida lifestyle—this exceptional property awaits your personal touch! In the heart of downtown Gulfport steps from Boca Ciega Bay.
Listing is courtesy of: COASTAL PROPERTIES GROUP (727-493-1555)
Listing Agent: Ron Goldstein (727-493-1555)
4810 DEL RIO WAY S, GULFPORT, FL 33711
$785,00036 Days on yellowkey MLS ID: TB8519706
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1779 Built: 1953 Tax: $2,397 (2025)Community: Baywood SubSpa: YesSingle Family
Taxes:$2,397
Remarks: Stunning property opportunity — 3 bed, 3.5 bath home with a versatile den, private pool and spa. Open, light-filled floorplan with upgraded finishes, new kitchen, primary suite with a walk-in closet, two additional bedrooms each with a build in closet, and a bonus den perfect for office or media. Seamless indoor-outdoor living with covered lanai and heated pool/spa — ideal for entertaining or relaxing by the water. Prime location walking distance from marinas, dining and waterfront parks. Don't miss this turnkey coastal retreat.
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Ariel Henriquez (813-380-0557)
2657 44TH ST S, GULFPORT, FL 33711
$645,000101 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
Elementary School: Gulfport Elementary-PN
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. South Adjacent Lot with its own parcel ID #27-31-16-12474-000-1760, measuring 6,351 sq.ft. is INCLUDED for a total Lot Size of 12,702 sq.ft.!
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Bethsabe Bockman-Pedersen (727-403-9976)
5810 7TH AVE S, GULFPORT, FL 33707
$359,00081 Days on yellowkey MLS ID: TB8504284
0 Days Off yellowkey (back on 6/18/2026)
REDUCED by $6,000 (1.6%) on 05/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1032 Built: 1959 Tax: $679 (2025)Community: Pasadena Estates Sec H RepSingle Family
Taxes:$679
Remarks: Under contract-accepting backup offers. Virtually Staged. Priced below appraised value! Move right into this stunning, fully renovated modern farmhouse with ZERO major capital expenditures required. Nestled safely in preferred NO-FLOOD ZONE X (never flooded), this solid concrete-block home delivers the ultimate peace of mind and insurance savings. Every expensive structural and mechanical system is already done for you: 2024: Brand new Roof installed 2024: High-end Pella Hurricane Impact Windows (slashes energy & insurance costs) 2020: High-efficiency AC system 2026: Turn-key interior remodel with luxury quartz countertops & new appliances Step inside to a bright, open family room with real-wood shiplap and stone fireplace. The designer kitchen flows effortlessly to your private outdoor oasis. Relax under a magnificent shade tree with mature staghorn ferns, host friends around the firepit, or let your pets roam freely in the large, fully fenced backyard. Just ONE block from the Pinellas Trail! Bike to Gulfport Beach, local Arts District dining, or the downtown St. Pete Pier with ease. Washer/dryer included, high-quality furnishings negotiable. Vacant, pristine, and ready for a quick, hassle-free closing. Schedule your showing today before this turn-key gem is gone!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Ron Deserranno (352-422-5623)
2800 TIFTON ST S, GULFPORT, FL 33711
$575,00055 Days on yellowkey MLS ID: TB8512557
REDUCED by $15,000 (2.5%) on 06/17/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1300 Built: 1949 Tax: $8,424 (2024)Community: Marina DistrictSpa: NoSingle Family
Taxes:$8,424
Remarks: This home is steps away from the WATERFRONT and MARINA and Park with Kayak Launch. Alley for easy access and extra room on oversized lot for RV, Boat, Waverunner and the rest of the toys. LIKE NEW. Renovated in 2025. This home has it all: SOLAR Duke Energy bill approx. $30/mo. IN-LAW SUITE + Bonus ROOM + 2 BR's + 2 Full Baths + HUGE DECK with electric for Swim/Spa, Spa, and GARAGE with workshop. Walk to, PARK, SUNSET, TENNIS, and PICKLEBALL. GOLF CART to Downtown Gulfport, Casino, Entertainment, Shops, Restaurants, Tiki Bars, Tennis, and Beach. COMPLETE RENOVATION INCLUDES: Freshly painted inside and out. New FLOORS, New KITCHEN, New BATHROOM, New LARGE CLOSETS with Organizers, FIREPLACE, TREX Front Porch, Gutters, Electric Box and Wiring and so much more...All new! Looks and feels like a NEW HOME. NO HOA; NO EXTRA FEES. RENTALS ALLOWED. Golf Cart to Downtown or Bike over to the Bike Trail. Vacant, cleared lot next door will be subdivided or available for sale. New Furniture and decor may be purchased separately or purchased turnkey for you or your tenants to take residency immediately. Beatifully and professionally renovated. LOCATION LOCATION, LOCATIONL
Listing Agent: Christi Cash, Llc (561-351-0912)
6224 PASADENA POINT BLVD, GULFPORT, FL 33707
$5,700,00050 Days on yellowkey MLS ID: TB8513065
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5274 Built: 2002Monthly Fee: $313 Tax: $32,068 (2025)Community: Pasadena Point Estates Ph IiSpa: YesSingle Family
Taxes:$32,068
Remarks: A MAGNIFICENT LUXURY WATERFRONT ESTATE SUPPORTED BY AN IMPRESSIVE DEEP-WATER DOCK WITH MOORINGS FOR A 100FT YACHT! Located in renowned Pasadena Yacht and CC, south Pinellas County’s only gated golf and boating community, this remarkable Windstar Home rests on a wide, 1 ½ lot footprint, with beautiful open water view of Boca Ciega Bay. Step up to the elevated courtyard entry and take in rich cast stone and travertine exterior finishes. Soaring 25 feet high, the majestic rotunda foyer introduces exquisite cherrywood and marble floors, dazzling faux paintwork, elegant detailed woodwork, radiant lighting, brilliant custom ceilings and unforgettable waterviews. The superb CEO-quality executive office provides extensive sumptuous built-ins, wonderful matching coffered ceilings and a double-sided fireplace. Lovely casual waterfront dining is complemented by a gorgeous formal dining room with 12ft-high ceilings. The sublime chef’s kitchen is a deeply-satisfying culinary experience. Artisan quality raised-panel wood cabinetry and superb Ogee-edge granite surfaces support high-end Gaggenau steam, convection and gas cooking, Subzero refrigeration, built-in Miele coffee system, warming drawers, refrigeration drawers, large walk-in pantry, and a built-in workstation center. You’ll love the fabulous butler’s pantry, multi-level breakfast bar (with beverage chiller and ice maker), and dedicated wine closet that support this incredible kitchen. Relax in the resplendent waterfront living room with custom designer entertainment center, rich marble-encased fireplace, fine coffered ceilings, and terrific window treatments (all windows are elegantly encased in wood). Step out to the enticing 450sqft covered waterfront balcony with remote controlled sunshades. Balcony offers a built-in tumbled marble/granite gas cooking center, and spacious seating/dining areas. Huge guest bedroom suite has a lavish, adjacent luxury bath. Upstairs, you’ll discover a spectacular owner’s suite: a full-height cast stone double-sided gas fireplace separates the bedroom from the plush sitting area with Juliette balcony and magnificent built-in entertainment center. The grand walk-in closet system features numerous built-ins and a generous center island dresser. The owner’s bath is a posh, pampering retreat with commanding views of the water, exceptional marble/granite surfaces, built-in microjet spa tub, custom designer vanities, a dedicated sit-down cosmetics center, and a superb glass-enclosed marble rain shower/steam room. Bedrooms 3 & 4 are oversized and en suite, with beautiful, luxurious baths. Your massive lower level is ideal for fitness/gaming/storage. Lushly landscaped, out back you’ll find the perfect blend of luxury, entertainment and waterfront adventure. A 460sqft covered lounging/dining deck transitions to a stunning Pebbletec pool/elevated spa overlooking the water. An expansive composite dock supports a 16,000 lb boat lift with cat walk, shore power, water, lighting, shower and deep water mooring with tie poles for yacht with 22ft beam. This luxury estate is a true rarity and boasts countless amenities and highly-desirable extras. One of the finest waterfront homes in Tampa Bay! Pasadena Yacht & CC enjoys an extensive list of world-class amenities including golf, tennis, fitness center, marina, restaurant, community pool and clubhouse. A great location and an extraordinary community! Dimensions are estimates, buyer to verify.
Listing is courtesy of: CENTURY 21 JIM WHITE & ASSOC (727-367-3795)
Listing Agent: Dania Perry (727-215-2045)
2222 51ST ST S, GULFPORT, FL 33707
$399,000104 Days on yellowkey MLS ID: TB8494861
REDUCED by $31,000 (7.2%) on 04/28/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1310 Built: 1940 Tax: $6,271 (2025)Community: Curns W J SubSingle Family
Taxes:$6,271
Remarks: Virtually Staged. **PRICED UNDER MARKET VALUE FOR A QUICK SALE. STRONG OPPORTUNITY — WON’T LAST.**Enjoy relaxed Florida living in this inviting 3-bedroom, 1-bath pool home, offering a comfortable layout and great indoor-outdoor flow. Enter into a spacious living and dining area filled with natural light, creating an easy flow for everyday living. The kitchen features stainless steel appliances and room for a casual dining area. The main floor includes one bedroom and a full bathroom with a shower. Upstairs, you’ll find two additional bedrooms with vaulted ceilings that add character and an open feel. Sliding glass doors lead to a deck overlooking the pool, perfect for relaxing or entertaining, with a fenced backyard providing added privacy. A newer roof (2022) and a new tankless water heater (2025) add peace of mind. Situated in the vibrant Arts District, this location places you near the unique shops and local dining spots of downtown Gulfport, along with easy access to Gulfport Beach, the marina, Clam Bayou Preserve, and a variety of entertainment including a local theatre. The area’s lively atmosphere and waterfront charm make it a standout setting, with the Gulf beaches just a short drive away and convenient access to I-275 and downtown St. Petersburg. This home offers a great combination of location, updates, and outdoor living, making it an appealing choice for enjoying the Florida lifestyle.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Christine Tatum (727-504-7014)
722 59TH ST S, GULFPORT, FL 33707
$329,90068 Days on yellowkey MLS ID: TB8508610
2 Days Off yellowkey (back on 6/14/2026)
REDUCED by $20,000 (5.7%) on 05/29/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 880 Built: 1990 Tax: $1,217 (2025)Community: Pasadena Estates Sec HSingle Family
Taxes:$1,217
Remarks: Rare opportunity in Gulfport! This exceptionally hard-to-find 2-bedroom, 1-bath home with a 1-car finished garage is located in one of the area’s most desirable non-flood zones. Move-in ready and full of charm, this home features an open floor plan designed for both everyday comfort and effortless entertaining. The kitchen offers granite countertops, an eat-in dining space, and comes fully equipped with all appliances. Enjoy true indoor-outdoor living with two sets of French doors leading to a covered, screened lanai—perfect for relaxing or hosting guests. Step outside to a spacious, private, fully fenced backyard with ample room to add a pool, or simply unwind on your sun deck and enjoy the Florida lifestyle.Located in the heart of Gulfport, you’ll enjoy easy access to the waterfront, eclectic Beach Boulevard arts district, locally owned restaurants, coffee shops, galleries, weekly markets, live music, and community festivals. Nearby amenities include the beautiful waterfront at Gulfport Beach Recreation Area, the scenic trails and kayak launch at Clam Bayou Nature Park, the vibrant Beach Boulevard Arts District, and boating access at City of Gulfport Municipal Marina. Popular local favorites include Stella's, boutique shopping, art walks, parks, pickleball courts, and nearby Gulf beaches—all just minutes away. Live the Gulfport lifestyle—close to beaches, dining, arts, entertainment, and everything this vibrant coastal community has to offer!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Tom Demint (727-647-4239)
5610 19TH AVE S, GULFPORT, FL 33707
$425,00047 Days on yellowkey MLS ID: TB8515725
1 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1266 Built: 1963 Tax: $1,304 (2025)Community: Pasadena Gardens Gulfview SecSpa: NoSingle Family
Taxes:$1,304
Remarks: Under contract-accepting backup offers. Welcome to your dream pool home in the heart of Gulfport! Located in a highly desirable, thriving waterfront community on Boca Ciega Bay, this property puts you just moments away from Beach Blvd’s vibrant art galleries, local boutiques, delicious dining, and buzzing live music scene. Constructed of solid block, this home offers incredible peace of mind by being situated in Flood Zone X and Evacuation Zone D. Parking and access are effortless, featuring a welcoming front driveway for guests alongside convenient alley access to a rear driveway and a one-car garage. Step into your private backyard paradise, which boasts a sparkling saltwater pool surrounded by a spacious paver patio that is absolutely ideal for sunbathing and outdoor entertaining. A handy storage shed and a dedicated side-yard dog run for your furry friends round out the impressive exterior features. Inside, you will find classic, low-maintenance terrazzo floors flowing seamlessly throughout the entire three-bedroom, two-bathroom layout, which includes a private primary en-suite. The charming, sunlit kitchen offers a cozy eat-in space framed by bright double windows, while the main living room flows effortlessly into a massive 270-square-foot sunroom overlooking your pool oasis. With a brand-new 2025 HVAC system, a 2018 main house roof, and a 2016 garage roof, all the major big-ticket updates are already done for you. There is nothing left to do but pack your bags, move right in, and start living the ultimate Gulfport lifestyle today!
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Monica Crawford (727-599-1944)
5302 28TH AVE S, GULFPORT, FL 33707
$699,000274 Days on yellowkey MLS ID: TB8439648
REDUCED by $50,000 (6.7%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1407 Built: 1941 Tax: $7,412 (2024)Community: Veteran CitySingle Family
Taxes:$7,412
Remarks: "Sellers Motivated" Welcome home to this beautifully updated 3-bedroom, 2-bathroom cottage located in the highly sought-after Gulfport Arts District. Step inside and you’ll immediately feel at home with wood-look tile flooring, plantation shutters throughout, and a bright, open layout designed for modern living. The updated kitchen features contemporary style white cabinetry, Quartz countertops and trendy backsplash tile. The split floor plan offers privacy and comfort, with a spacious primary suite and two additional bedrooms ideal for guests or a home office. Relax on your screened-in front porch, perfect for enjoying Gulfport’s laid-back vibe and coastal breezes. Located directly across the street from the tennis courts, dog park, and the Gulfport History Museum, this home offers unbeatable access to the best of community living. Hop on your bike and in minutes you’ll find yourself at the beach, local restaurants, volleyball courts, and the scenic Gulfport Park. Whether you’re looking for your full-time residence or a vacation home this charming Gulfport retreat blends modern updates with small-town charm in one of Tampa Bay’s most vibrant neighborhoods. Its also a short drive to the vibrant Downtown St Pete and Tampa and located in a NON FLOOD ZONE. Gulfport’s Eclectic culture has been attracting people from all over for years and now is your time to find out why!
Listing Agent: Mike Wheaton (727-430-3740)
5944 BAY DR S, GULFPORT, FL 33707
$1,495,000610 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.
5206 NEWTON AVE S, GULFPORT, FL 33707
$455,000120 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)
2007 43RD ST S, GULFPORT, FL 33711
$179,000125 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 is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Peter Nemethy (727-685-7170)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.