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TB8504251 - 2960 59TH ST S #614, GULFPORT, FL 33707 1 Day on yellowkey
$229,500 | Condo | 2 beds | 2.0 baths | 1 car
Experience the perfect blend of comfort and style in this beautifully renovated top-floor 2-bedroom, 2-bathroom in the Jamison building at Town Shores of Gulfport ... a sought-after premier 55+ community just steps away from Gulfport Village. Every detail has been thoughtfully upgraded, making this home truly move-in ready. Step inside to discover brand-new luxury vinyl flooring throughout, enhanced by modern recessed lighting and updated fixtures that create a bright, welcoming atmosphere. Natural light pours in through new, hurricane rated energy-efficient windows, adding to the airy feel of the space. The modern kitchen is a standout feature, complete with sleek granite countertops, a spacious island ideal for entertaining, and stainless-steel appliances. Both bathrooms have been fully renovated including plumbing, modern fixtures, vanities, toilets and floor-to-ceiling ceramic tile in the shower and around the bathtub in guest bathroom.. New pocket doors have been added between the living room and sunroom providing privacy for guests. Relax and unwind while enjoying beautiful partial views of the water and sparkling community pool right from your living space. The top-floor location offers added privacy and tranquility, making it the perfect retreat. The monthly HOA fee includes a Spectrum Bulk internet and wireless package, natural gas for cooking, heat and hot water, flood and building insurance, and pool, landscaping and exterior maintenance. Town Shores has its own private marina and slips (as they become available), 4 heated pools, an active Clubhouse with weekly social events, a tennis/pickleball court, shuffleboard, bocce ball and kayak storage. This vibrant community is just a short distance from the fun, active and artsy village of Gulfport and its famous Tuesday Fresh Market and lively First Friday Art Walks. You are also just blocks away from the Gulfport public beach, restaurants, quaint inns, cafes, art galleries and boutiques! Town Shores is conveniently located just 30 minutes from Tampa International Airport and is a short drive to the cultural mecca of downtown St. Pete and the award-winning Gulf coast beaches. Schedule a showing today for this upbeat and modern unit around the corner from Gulfport Village! Whether you’re looking for a full-time residence or a seasonal getaway, this condo delivers style, convenience, and a picturesque setting all in one.
Listing is courtesy of: CENTURY 21 COASTAL ALLIANCE (727-867-8633) Listing Agent: Dallas Iannone (352-502-6818)
TB8504430 - 6012 KIPPS COLONY DR E, GULFPORT, FL 33707 1 Day on yellowkey
$12,000 | Single Family Home | 4 beds | 3.0 baths | 4 gar
One or more photo(s) has been virtually staged. Offered for Lease | Gulfport, FL Welcome to 6012 Kipps Colony Drive E, an exceptional custom residence located inside the guard-gated community of Pasadena Yacht & Country Club. Tucked within the exclusive Kipps Colony Estates, this elegant home offers privacy, sophistication, and a true resort-style lifestyle just minutes from the best of Tampa Bay. From the moment you arrive, the home makes a statement with its stately architecture, lush tropical landscaping, and expansive paver driveway. Inside, soaring ceilings and walls of windows flood the space with natural light, creating a bright, airy ambiance throughout the thoughtfully designed floor plan. The heart of the home is a stunning chef’s kitchen, featuring custom cabinetry, premium stone countertops, high-end stainless appliances, a wet bar with a glass wine display, and a large island perfect for entertaining. The seamless flow between formal and casual living spaces makes hosting effortless while still offering comfortable everyday living. The primary suite is a private retreat, complete with a spa-inspired bath, soaking tub, walk-in shower, dual vanities, and expansive his-and-her closets. A private balcony adds an extra touch of luxury. Three additional guest suites provide comfort and flexibility for family or visitors, while a dedicated media room with projector and surround sound elevates your entertainment experience. Step outside to your own personal oasis. The covered lanai, fully equipped outdoor kitchen, and resort-style pool with spill-over spa and submerged firepit create the ultimate setting for relaxing or entertaining year-round. Property Highlights: * Elevator * Impact-rated windows and doors * Smart home features * Oversized garage with ample storage * Bonus space ideal for office or flex use * Professionally landscaped grounds with pavered outdoor areas Residents have access to optional membership amenities at Pasadena Yacht & Country Club, including championship golf, tennis, fitness, fine dining, and a full-service marina—all within a secure, private setting. Perfectly positioned near the beaches, vibrant downtown St. Petersburg, and Tampa International Airport, this home offers both convenience and exclusivity. One or more photos have been virtually staged. This is more than a rental—it’s a lifestyle. Reach out for availability, and a private showing. *Utilities Not Included*
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200) Listing Agent: Angela Julian Pa (727-520-2157)
TB8504412 - 3120 DUPONT ST S, GULFPORT, FL 33707 2 Days on yellowkey
$429,000 | Apartment | 4 beds
Positioned just one block from the waterfront in the heart of Gulfport, this beautifully updated duplex presents a rare opportunity to own an income producing property in one of the area’s most vibrant and walkable coastal communities. Whether you are looking to live in one unit and lease the other or maximize rental potential on both sides, the flexibility here is hard to beat. Each residence has been thoughtfully updated with modern kitchens and bathrooms, complemented by new wiring throughout the entire property and a new HVAC system for peace of mind. A newly installed wood slat fence enhances both privacy and curb appeal, while the layout offers distinct and functional living spaces for each unit. One side features a two bedroom, one bathroom layout with a tub and shower combination, along with its own private fenced courtyard that creates a comfortable outdoor retreat. The second unit offers a spacious a bedroom, another bedroom that could also be a den or home office, and a large bathroom with tiled walk in shower. This unit also enjoys a larger private fenced courtyard, perfect for entertaining or relaxing outdoors. A shared laundry room adds convenience for both residences. Located just steps from the water and a short stroll to Beach Boulevard, you are surrounded by Gulfport’s eclectic mix of restaurants, local shops, art galleries, and waterfront parks. This is a property that not only performs as an investment, but also captures the lifestyle that makes Gulfport so special.
Listing is courtesy of: NEXTHOME BEACH TIME REALTY (727-363-3300) Listing Agent: Danyell Landreth (765-215-9132)
TB8504284 - 5810 7TH AVE S, GULFPORT, FL 33707 3 Days on yellowkey
$379,000 | Single Family Home | 2 beds | 1.0 baths
One or more photo(s) has been virtually staged. As soon as you step in the door you immediately get the feeling of being home. Your Gulfport dream home has been completely and tastefully remodeled with a modern farmhouse vibe. A beautiful fireplace on your right with real wood shiplap. Large family room. Brand new modern kitchen with new appliances and quartz counter tops. Outside there is fresh landscaping, a large magnificent shade tree hosting staghorn ferns. Enjoy evenings by the firepit or relax on the rear patio. Fido will love running in the large fenced yard. The home is only one block from the Pinellas trail so you can easily bike to the beach or the St. Pete pier. The home is solid and safe. Concrete block located in No Flood Zone X. The home has never flooded. Major systems are newer. Roof and high end Pella Hurricane Windows in 2024. AC in 2020. Washer and dryer are included. Furnishings negotiable. Vacant and easy to show.
Listing is courtesy of: REALTY HUB (407-900-1001) Listing Agent: Ron Deserranno (352-422-5623)
TB8504257 - 5420 29TH AVE S #B, GULFPORT, FL 33707 3 Days on yellowkey
$1,700 | Single Family Home | 1.0 baths | 1 gar
This charming 450-square-foot studio in Gulfport, Florida offers a comfortable and efficient living space in a great location. The unit features a beautifully renovated bathroom with modern finishes, adding a fresh and updated feel to the home. The kitchen is equipped with a cooktop and refrigerator, making it perfect for simple, convenient meal preparation. The open layout allows for flexible use of space, whether you’re setting up a cozy living area, a work-from-home nook, or both. Additional storage is available for tenant use on the first floor, providing extra room for belongings without cluttering the studio. Ideal for those seeking a low-maintenance lifestyle, this studio combines practicality with charm in a vibrant Gulfport setting close to local shops, dining, and the waterfront.
Listing is courtesy of: COASTAL PIONEER REALTY (813-563-8100) Listing Agent: Logan Faris (727-643-1688)
TB8504199 - 1840 51ST ST S, GULFPORT, FL 33707 3 Days on yellowkey
$2,100 | Single Family Home | 2 beds | 1.0 baths
Showings by appointment only. Charming Gulfport Bungalow for Rent – 2 Bed / 1 Bath Welcome to this updated coastal bungalow in the heart of Gulfport! Just minutes from Gulfport’s vibrant Waterfront District, this 2-bedroom, 1-bath home offers the perfect blend of comfort and convenience. Step inside to find a light and bright living space with easy-care flooring, fresh paint, and an open layout. The kitchen features modern cabinetry, ample counter space, and updated appliances, making meal prep a breeze. Both bedrooms are generously sized with plenty of natural light, and the full bath is tastefully updated. Enjoy Florida living year-round in the spacious backyard—ideal for relaxing, entertaining, or gardening. The property also includes a private driveway and laundry hookups for added convenience. Walkable Gulfport Location: Blueberry Patch – 1 min Salty Pup Coffee – 1 min Tomlinson Park – 5 min Gulfport Library 15 min Gulfport Senior Center – 15 min The Peninsula Inn – 20 min Gulfport Brewery – 20 min Pia’s Trattoria – 20 min Gulfport Casino – 23 min Gulfport Beach – 23 min O’Maddy’s Bar & Grille – 25 min Address: 1840 51st Street S, Gulfport, FL 2 Bedrooms | 1 Bathroom | Off-Street Parking Spacious fenced yard | Prime Gulfport location Rental Terms: Monthly Rent: $2,100 Security Deposit: $1,050 $500 non-refundable pet fee (if applicable) Lease: 12 months Application Fee: $75/tenant
Listing is courtesy of: INSTA REAL ESTATE SOLUTIONS (813-586-0654) Listing Agent: Bill Heinz (813-841-6007)
TB8503809 - 2506 54TH ST S, GULFPORT, FL 33707 4 Days on yellowkey
$1,800 | Single Family Home | 2 beds | 1.0 baths
Charming 2/1 Gulfport Cottage close to the Historic District! Charming 2br/1ba single family home located in Gulfport. Home has been freshly painted with neutral paint, cooling effect and easy maintenance terrazzo flooring through out, ceiling fans and updated bath. Entry foyer can be used as extra sitting area and/or office space. Home has an open an airy floor plan with newer windows with lots of natural lighting. Live where others go on vacation! Available now for yearly/annual rental. One small pet ok with $350NR pet fee. Lawn Maintenance is included. The location places you in the heart of the Gulfport Arts District, just blocks from downtown Gulfport’s restaurants, arts & entertainment, shops, waterfront parks, shops, fine dining, groceries, banks, short drive to VA Hospital, downtown St Petersburg hospitals, pharmacy and vibrant local events, and only about 10 minutes to downtown St. Petersburg and your choice of the many beaches of Pinellas County! If you decide to apply for one of our properties: Screening includes credit/background check, income verification of 2.5 to 3 times the monthly rent and rental history verification. We encourage applicants with credit scores above 650 to apply, as meeting this criteria will help streamline the application process. APPLICANT CHARGES: Application Fee: $75 for each adult, 18 years of age and older (non-refundable). Lease Initiation Admin Fee: $150.00 after approval and upon signing. Security Deposit: Equal to one month’s rent on approved credit. $25 for each pet application fee for pet verification (non-refundable). Current vaccination records will be required. ESA and service animals are FREE with verified documentation. Pet Fee if applicable (non-refundable) $350 for each approved pet. All Rent Solutions residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, HVAC air filter delivery (for applicable properties), our best-in-class resident rewards program, and much more! More details upon application.
Listing is courtesy of: RENT SOLUTIONS (813-579-5597) Listing Agent: Lisa Connors (813-579-5597)
TB8503581 - 2525 53RD ST S, GULFPORT, FL 33707 4 Days on yellowkey
$722,000 | Single Family Home | 4 beds | 3.0 baths | 1 car
Located in a lush tropical setting along the brick streets of Gulfport’s downtown district, this unique masonry home sits on a large corner lot and features a legal upstairs rental apartment, offering exceptional flexibility for a variety of lifestyles. The main residence offers a three-bedroom, two-bath split floor plan, thoughtfully designed to accommodate a potential in-law suite. With a private entrance, the separate wing includes a bedroom with en suite bath, its own living area, and access to the backyard, while still allowing the home to function seamlessly as a full three-bedroom, two-bath residence. The interior has been extensively updated, featuring a custom kitchen with quartz countertops, abundant cabinetry, pantry closet, stainless steel appliances, built-in convection oven and microwave, induction cooktop, and an oversized island with seating for up to eight. Additional highlights include newly refreshed bathrooms, new luxury vinyl plank flooring, hardwood floors in the formal living room and second and third bedrooms, and a spacious, tucked-away family room. The bonus room (currently used as a family room) adds 304 heated & cooled square feet (not reflected in public records), bringing the total to approximately 2,167 square feet of living space. Outdoor spaces are equally impressive, with newly xeriscaped planting beds, mature tropical landscaping, and a picturesque koi pond surrounded by seasonal blooms. The fully fenced backyard and side yard feature new privacy fencing with a rolling gate, a paver driveway and patio, multiple entertaining areas, a 21-foot above-ground swim spa, and an outdoor shower. The legal second-floor studio apartment offers a private entrance and an expansive deck overlooking the backyard oasis. The two-story deck structure can also function as a covered carport if desired. With impact windows throughout, a natural gas whole-house generator, and roofs replaced in 2018 and 2020, this home offers both beauty and peace of mind. The home may also be sold furnished, offering a convenient turnkey opportunity if desired. Located in an X flood zone with no flood insurance required, and just a short distance to downtown Gulfport, Gulfport Beach, parks, tennis courts, the library, and local shops and restaurants, this home offers a rare opportunity to live, host, and invest all in one.
Listing is courtesy of: CALDWELL REALTY (727-321-1212) Listing Agent: Jody Sepulveda (727-515-0134)
TB8501838 - 4725 DEL RIO WAY S, GULFPORT, FL 33711 5 Days on yellowkey
$780,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
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)
TB8501778 - 2850 59TH ST S #205, GULFPORT, FL 33707 5 Days on yellowkey
$175,000 | Condo | 2 beds | 2.0 baths | 1 car
Don’t miss out on this LIGHT AND BRIGHT, IMMACULATE, MODERN UNIT with sleek European style in the Kenmore building at Town Shores of Gulfport! Priced to sell quickly, this charming unit is being offered FULLY FURNISHED AND TURNKEY to make it perfect either for a vacation getaway or your permanent forever home. The Kenmore is one of only two buildings at Town Shores with a secure lobby for extra safety and peace of mind. The building also withstood the previous storms with no damage or water intrusion. You will appreciate the roomy open floor plan (1,120 sq ft) with two spacious bedrooms, two full baths and a pleasant and comfortable sunroom with views of one of the four heated pools in the community … plus, a large storage closet that can even fit a bicycle! The floor plan features a primary bedroom with an ensuite bath, window to the sunroom and double built-in closets for extra storage, plus a guest room with a dedicated hall bath. This well cared for unit emits a sense of style and design flair with neutral wall tones, flooring, newer light textured carpet, LIGHT WOOD TONE IKEA FURNITURE … all which convey with the unit. Other unit features and highlights include a newer HVAC (2023), a deeded carport (#53) and is conveniently located on the same floor with the laundry, just steps away from the elevator. The monthly HOA fee includes a Spectrum Bulk internet and wireless package, natural gas for cooking and hot water, flood and building insurance, and pool, landscaping and exterior maintenance. Town Shores has its own private marina and slips (as they become available), 4 heated pools, an active Clubhouse with weekly social events, a tennis/pickleball court, shuffleboard, bocce ball and kayak storage. This vibrant community is just a short distance from the fun, active and artsy village of Gulfport and its famous Tuesday Fresh Market and lively First Friday Art Walks. You are also just blocks away from the Gulfport public beach, restaurants, quaint inns, cafes, art galleries and boutiques! Town Shores is conveniently located just 30 minutes from Tampa International Airport and is a short drive to the cultural mecca of downtown St. Pete and the award-winning Gulf coast beaches. Schedule a showing today for this upbeat and modern unit around the corner from Gulfport Village!
TB8502919 - 3050 DUPONT ST S, GULFPORT, FL 33707 5 Days on yellowkey
$315,000 | Single Family Home | 2 beds | 1.0 baths | 1 gar
Gulfport Arts District Investment Opportunity! Remediation Complete & Ready for Your Vision Bring your architect and contractor! This 1,176 sqft footprint at 3050 Dupont St S, Gulfport presents a prime opportunity to build or renovate in a highly desirable, walkable neighborhood. The existing structure has been professionally remediated after a prior flood event, clearing the way for your dream home. This site is ideally suited for a stunning, multi-story elevated new construction home, just like the ones being built all over this neighborhood. It also may be possible to complete a comprehensive, custom remodel (see notes below). This 6,011 sqft lot is a blank canvas waiting for your inspired coastal design. Don't miss this chance to create your personalized masterpiece from the ground. If buyer doesn’t tend to remodel existing structure, the budget needs to stay within the FEMA 50% Rule.
Listing is courtesy of: AXEN REALTY, LLC (480-399-1218) Listing Agent: Zyon Christante (727-342-0088)
TB8502668 - 3038 58TH ST S, GULFPORT, FL 33707 6 Days on yellowkey
$3,000 | Single Family Home | 2 beds | 2.0 baths
If you've been searching for a place where you can fully enjoy the Gulfport lifestyle—walk to dinner, the beach, and feel connected to a vibrant, welcoming community—this furnished monthly rental is the perfect fit. Ideally located just a short stroll from downtown Gulfport, the marina, local shops, and local favorites like Pia's Trattoria and O'Maddy's Bar & Grille, you can leave the car behind and enjoy everything this charming coastal town has to offer. This beautifully renovated 2-bedroom, 2-bathroom home is offered fully furnished and features an open floor plan with a clean, cohesive design throughout. Polished terrazzo floors add classic Florida character, while the custom kitchen showcases quality cabinetry, stainless steel appliances, and a functional layout that flows seamlessly into the living and dining areas. Step outside to a large screened-in back porch, perfect for relaxing and enjoying the Florida weather year-round. Both bathrooms have been fully updated with modern finishes, and the home is equipped for comfortable monthly stays with everything you need already in place—just bring your suitcase and settle in. The property also offers convenient rear alley access with driveway parking. Perfect for a seasonal stay, relocation, or extended getaway, this home offers a rare opportunity to experience one of Pinellas County's most walkable and unique communities with ease and comfort. Off-Season (May - Dec): $3000/monthly, In-Season (Jan - April) : $4200/monthly.
Listing is courtesy of: HR RENTALS & PROPERTY MANAGEMENT LLC (727-800-6630) Listing Agent: Amy Heckler (727-800-6630)
TB8502077 - 5960 30TH AVE S #114, GULFPORT, FL 33707 7 Days on yellowkey
$340,000 | Condo | 2 beds | 2.0 baths | 1 car
What a find! A waterfront 2 BR, 2 B condo remodeled with new kitchen , baths , floors, doors, paint and just waiting for it's "close up. And remember just a short walk / bike ride to the old fishing village of downtown Gulfport with all it's restaurants and shops and music venues daily, along with a weekly market. Adjacent to downtown is the Gulfport library and a very active senior center. And if you want to explore St Pete with it's museums like the Chihuly , Dali and the James is a short 12-15 min. drive to the East. Airports - of course we have both Tampa and Pinellas/Clearwater within half an hour! Come on over to Gulfport and spend some time after touring this sparkling waterfront find.
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906) Listing Agent: Sally Wilkinson (727-204-6767)
TB8494153 - 6238 13TH AVE S, GULFPORT, FL 33707 8 Days on yellowkey
$529,000 | Single Family Home | 3 beds | 2.0 baths | 1 gar
Under contract-accepting backup offers. Experience modern living in this beautifully updated 3-bedroom, 2-bathroom, 1-car garage single-family home located in artsy Gulfport, Florida! Featuring LVP flooring throughout, this home showcases a stylish kitchen complete with stainless steel appliances, recessed lighting, contemporary cabinetry, stone countertops, and a peninsula with bar stool seating, along with a dedicated bar area just off the kitchen featuring a wine fridge, perfect for entertaining! The kitchen opens seamlessly to the dining and living areas for an ideal open-concept layout. A versatile bonus room provides additional space for a family room, home office, or play area, while the primary suite offers a private retreat with an en-suite bathroom highlighted by a stunning tiled walk-in shower. Situated on an oversized 0.19-acre lot, the property boasts a large fenced backyard perfect for entertaining or relaxing, all in a central location close to parks, beaches, shopping, dining, entertainment, and downtown St. Pete. Don’t miss your opportunity to own this move-in ready home, schedule your private showing today!
Listing is courtesy of: JAY ALAN REAL ESTATE (855-529-2526) Listing Agent: John Creamer (727-241-9269)
R4911135 - 5980 SHORE BLVD S #901, GULFPORT, FL 33707 8 Days on yellowkey
$460,000 | Condo | 3 beds | 2.0 baths | 1 car
Very rare and highly sought after 3 bedroom, 2 1/2 bath waterfront, 9th floor, end unit with a washer & dryer! The Diplomat is one of the most desired residences in the Town Shores community and is close to the clubhouse and all the wonderful amenities. This home is a spacious 1700 SF and move in ready awaiting your personal touch. The kitchen and primary bath have been nicely updated, every bedroom has walk-in closets, the living area and 2 bedrooms have attractive engineered hardwood flooring, and the entire home has been freshly painted in neutral alabaster and crisp white on all trim and doors. The unit has hurricane shutters on the east and south windows, and a new storm door is on the way. This home has 1 assigned carport parking space and a private, secure storage space. This home, the amenities, the location in this cherished community of Gulfport are what retirement dreams are made of!
Listing is courtesy of: TAMPA HOME SALES, INC. (813-244-9303) Listing Agent: Julie Mcgee (813-244-9303)
TB8501766 - 5301 27TH AVE S #7, GULFPORT, FL 33707 9 Days on yellowkey
$1,095 | Apartment | 1.0 baths
Great updated 2nd floor studio apartment in Gulfport. There is a large living area, open kitchen with granite countertops, stainless appliances and an updated bath with a walk-in shower. The property is in close proximity to downtown Gulfport's, shoppes, restaurants and beach.
Listing is courtesy of: RMS ELITE PROPERTIES (727-821-1999) Listing Agent: Steve Zackeru (727-946-0781)
TB8501621 - 5900 SHORE BLVD S #402, GULFPORT, FL 33707 10 Days on yellowkey
$2,500 | Condo | 2 beds | 2.0 baths | 1 car
Wide Open Waterfront Views from this Beautiful 2/2 Condo which is Fully Furnished & Equipped. Updated Kitchen & Bathrooms, Ceramic Tile thru-out. Tommy Bahama style furniture. This 55+ Condo offers a 1450 sq. ft. split floor plan. Very spacious & features a Galley Kitchen with newer stainless steel appliances, natural gas for cooking, granite counters & closet pantry. The Primary bedroom has King size bed, a walk-in closet & an en suite bathroom. The second bedroom has Queen size bed. This community has it all. Beautiful Waterfront Grounds to enjoy, Community Swimming pools, Club house with plenty of activities, Billiards, Game rooms, Library, Fitness Room & Meeting Rooms. Barbeque /Picnic Areas, Parks, Tennis, shuffleboards, Kayaking/Paddleboard storage. All within walking distance to Beautiful Gulfport Beach, Rec Center, Park, Fishing Pier & Village with plenty of restaurants & shopping. Treat yourself to something special.
Listing is courtesy of: WALKER AND ASSOCIATES REALTY (727-776-5430) Listing Agent: Denise Baschuk (727-776-5430)
TB8501699 - 2648 46TH ST S, GULFPORT, FL 33711 10 Days on yellowkey
$499,000 | Single Family Home | 3 beds | 2.0 baths
Tucked into one of Gulfport’s most desirable neighborhoods, this pool residence reflects the easy rhythm of Florida living. Mornings begin slowly, evenings linger a little longer, and everything in between feels effortlessly connected. The open living and dining areas blend into an updated kitchen. A generous island and breakfast bar anchor the space, offering room to prepare, gather, or simply enjoy the moment. Vaulted beadboard ceilings add warmth and coastal character, while white shaker cabinetry, stone countertops, recessed and pendant lighting, and stainless-steel appliances complete the space with thoughtful finishes. The living room features original built-ins and a fireplace, creating a natural focal point and another inviting place to gather. A split-bedroom layout provides both privacy and convenience. The primary retreat includes an ensuite bath with a walk-in shower, convenient laundry, and a new solar tube that brings in soft, ambient light. The secondary bedrooms are spacious and offer built-ins for streamlined organization. Life extends easily outdoors. A classic white picket fence and covered front porch set a welcoming tone and offer the perfect spot to wave to passing golf carts. Out back, you will appreciate the covered porch featuring composite decking and a screened pool enclosure with updated no-see-um screening. The grounds have been thoughtfully curated with pavered paths, multiple sitting areas, and lush tropical landscaping. A storage shed keeps pool equipment and gardening tools neatly stored away and, in true Gulfport fashion, is finished with a seaside mural by local artist Keirsty Long. Significant updates, a 2024 roof with hurricane clips, mostly impact-rated windows and HVAC (2021), provide peace of mind. More improvements include a pool pump and vacuum, well pumps for irrigation, front gutters, wood fencing, and a freshly painted lanai. Even the astroturf was thoughtfully selected for its recyclability. Gulfport is more than a destination; it’s a way of life. Known for its vibrant, community-driven spirit, you’ll enjoy boutique shopping, award-winning dining, lively street parades, and the beloved Tuesday Morning Market. For quieter moments, take a sunset stroll along the beach or kayak at Clam Bayou. This is a well-loved, carefully updated home that feels as good as it looks.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600) Listing Agent: Tally Figueredo (727-515-7727)
S5148541 - 5020 27TH AVE S, GULFPORT, FL 33707 11 Days on yellowkey
$333,924 | Single Family Home | 2 beds | 1.0 baths | 1 gar
Welcome Home to Old Florida Charm & Coastal Living! Located in the Art District in the beloved town of Gulfport, this two-bedroom/one-bath bungalow offers hardwood floors, built-in shelving and crown molding in the living/dining room, a cozy kitchen with stainless steel appliances (including a double-oven), a brand new hot water heater, and a light and bright sunroom that opens to your private backyard oasis, where you'll find a shed with electricity, well for irrigation, and plenty of room for a firepit, kayaks/canoes, and parking for a boat, golf cart, or RV (30 amp service in place) which you can access from the alleyway behind the home. The single car garage houses the washer/dryer, a washtub, and refrigerator. Take a short walk to the John F. Chase Park Complex that features an Art Center, tennis courts, a playground, a dog park, a bus stop, Scout Hall (for events), and the Gulfport History Museum, then continue to Beach Blvd. to enjoy the cool vibe of downtown Gulfport's waterfront historic district offering casual and fine dining, entertainment, unique boutiques, eclectic restaurants and bars, and a weekly farmer's market. There, you can also play sand volleyball and stroll down the iconic Williams Pier to catch a beautiful sunset. Less than a mile away, you will find two marinas (Mariner's Cover Marina and the Gulfport Municipal Marina, where you can charter or rent boats and access Boca Ciega Bay at the public boat ramp) and the Gulfport Yacht Club. The Twin Brooks Golf Course is one mile away and the Gulf beaches are about a ten minute drive. It's also a short drive to downtown St. Pete, Tropicana Field (home of the Tampa Bay Rays), the Dali Museum, Johns Hopkins All Children's Hospital and several other major hospitals. Two international airports are approximately 30 minutes away. This adorable place sits on almost a quarter-acre lot, is not in a flood zone, and has no HOA. What a wonderful place to call home!
Listing is courtesy of: BETTER HOMES & GARDENS LIFESTYLES REALTY (904-853-6386) Listing Agent: Sandy Harper (407-592-4663)
TB8500889 - 5631 23RD AVE S, GULFPORT, FL 33707 12 Days on yellowkey
$949,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Pre-Construction. To be built. **New Construction** The York Plan with a 3 Bedroom, 2 Bathroom, 2 car garage, 1881 square feet design presents a harmonious blend of comfort and functionality, to cater to the modern homeowner. This thoughtfully crafted residence features three bedrooms, two full bathrooms, and a spacious two-car garage, offering secure parking and additional storage. Imagine coming home to a layout that seamlessly integrates living and entertaining spaces. The open-concept design allows for effortless flow between the living room, dining area, and kitchen, creating a warm and inviting atmosphere. The master suite boasts a generous walk-in closet and an en-suite bathroom, offering a touch of luxury. The two additional bedrooms, equally comfortable, share a conveniently located second bathroom. Whether you’re a growing family, a couple seeking extra space, or an individual who values a well-designed home, the York Plan provides the perfect balance of practicality and style.
Listing is courtesy of: WINWAY REALTY (813-283-0670) Listing Agent: Matthew Carr (941-779-3046)
TB8500842 - 2921 DUPONT ST S, GULFPORT, FL 33707 12 Days on yellowkey
$725,000 | Single Family Home | 2 beds | 2.0 baths | 2 gar
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.
TB8499850 - 6025 SHORE BLVD S #303, GULFPORT, FL 33707 12 Days on yellowkey
$239,900 | Condo | 2 beds | 2.0 baths | 1 car
Welcome to Town Shores, a highly sought after 55+ community in Gulfport, nestled along beautiful Boca Ciega Bay. this spacious 2-bedroom, 2-bathroom condominium offers approximately 1250 sq. ft of comfortable living space, featuring a bright and airy layout with generous living and dining areas, ample storage, and great potential to make your own. Enjoy resort-style amenities including multiple heated pools, a vibrant clubhouse, tennis and pickle ball courts, shuffleboard, and a scenic waterfront picnic area-perfect for soaking in Florida's coastal lifestyle. Ideally located just minutes from charming downtown Gulfport, where you'll find local shops, restaurant, art galleries and easy access to stunning Gulf Beaches. A wonderful opportunity to own your slice of paradise in a welcoming, amenity-rich community.
Listing is courtesy of: GULFPORT REALTY (727-289-5500) Listing Agent: Janet Marin (516-316-6818)
O6400340 - 5122 24TH AVE S, GULFPORT, FL 33707 13 Days on yellowkey
$1,395 | Condo | 1 beds | 1.0 baths
A Truly Charming Find! Discover this beautifully updated 1 bedroom, 1 bathroom duplex in the highly sought after Gulfport neighborhood, where lawn care is included. The kitchen showcases crisp white cabinetry, elegant quartz countertops, and a neutral glass backsplash, complemented by a newer stainless steel appliance package including a refrigerator, dishwasher, microwave, range, and garbage disposal. The living and dining areas offer a comfortable open layout, perfect for everyday living. The private bedroom features an oversized walk in closet, while additional storage is available with spacious pantry and linen closets. The private laundry and storage room is in the back of the building, immediately to the right of the back of the door when facing it, adding space and extra functionality. Please note that a washer and dryer are not included, and utilities are not included. Ideally located just minutes from the beach and close to Stetson University, Orlando Health Bayfront Hospital, Gulfport Beach Recreation Area, Skyway Fishing Pier, and the beautiful beaches of Treasure Island and St Petersburg. Enjoy easy access to a variety of restaurants, shopping, and entertainment options. Do not miss this incredible opportunity. Schedule your tour today and make this your new home.
Listing is courtesy of: RENT A FLORIDA HOME (863-232-6262) Listing Agent: Katrina Anarumo (863-232-6262)
TB8500262 - 6100 GULFPORT BLVD S #414, GULFPORT, FL 33707 13 Days on yellowkey
$249,900 | Condo | 2 beds | 1.0 baths | 1 car
Located across the street from Stetson Law School. This condo features two generously sized bedrooms, one full bathroom, and an additional half bath, making it ideal for comfortable living. Conveniently located near the beach, this property offers an exceptional coastal lifestyle. Residents can enjoy a variety of amenities, including a refreshing pool, a secure entrance for added peace of mind, relaxing hammocks, a grill area perfect for outdoor gatherings, and beautifully landscaped grounds that create a resort-style ambiance. This property presents a remarkable investment/rental property.
Listing is courtesy of: COASTAL HOME ADVISORS RE (727-977-8500) Listing Agent: Keith Slater (813-601-6047)
TB8500096 - 5868 26TH AVE S, GULFPORT, FL 33707 13 Days on yellowkey
$2,200 | Single Family Home | 2 beds | 2.0 baths | 1 gar
AVAILABLE MAY 1 – OCT 31, 2026. Enjoy the best of Gulfport living in this spacious, fully furnished 2-bedroom, 2-bathroom ranch-style home. This turn-key rental features a newly renovated kitchen equipped with an electric stove, dishwasher, microwave, and ample cabinet space. The dining area comfortably seats six and flows into a cozy living room featuring reclining seating and a dedicated office nook—perfect for remote work. The split-bedroom floor plan offers a primary suite with a king-size bed, dual closets, and an en-suite bathroom. The second bedroom features a queen bed and generous closet space. Step outside to a screened lanai overlooking a private, fenced backyard oasis complete with a patio, fire pit, umbrella seating, and lush tropical landscaping including Arica palms and a Pinellas pine. Parking includes a wide driveway and a 1-car garage housing the washer/dryer. Located just steps from Wood Ibis Park’s scenic walking trails and neighborhood favorites like the Comfort Cafe and The Pearl. Only a 1/2 mile walk to Gulfport Beach/Boca Ciega Bay and a 10-minute drive to the Gulf Beaches. Nearby access to the Pinellas Trail, kayak rentals, and pickleball courts. Smoke-free home.
TB8498729 - 2704 57TH ST S, GULFPORT, FL 33707 13 Days on yellowkey
$1,049,000 | Single Family Home | 3 beds | 3.0 baths | 4 gar
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)
TB8496054 - 2609 47TH ST S, GULFPORT, FL 33711 14 Days on yellowkey
$2,400 | Single Family Home | 2 beds | 2.0 baths
NEW TURNKEY RENTAL AVAILABLE FROM MAY 14, 2026 TO DECEMBER 31, 2026 - 2 bedroom 2 Full bathrooms, with an extra room that is used as an office or den. House also has a Washer and Dryer for your convenience. If you are looking for a great place, at an even better price, this rental is for you!
Listing is courtesy of: GULFPORT REALTY (727-289-5500) Listing Agent: Paula Burnie (517-388-0682)
TB8499702 - 702 GRAY ST S, GULFPORT, FL 33707 14 Days on yellowkey
$2,850 Reduced | Single Family Home | 2 beds | 2.0 baths | 1 gar
2 bedroom / 2 bath Gulfport Charmer, ready for new tenants. Available May 1st, 2026. Minutes to the Pinellas bike trail, downtown Gulfport & St Pete, Stetson Law, and St Pete Beach. Newer flooring, paint, baseboards, custom closets, light fixtures, and much more. Laundry in-unit and dishwasher! Non flood zone Lots of parking space + 1 car garage. Fenced backyard pets are allowed must confirm Number/type of pets. Contact me Today let's make this your next rental home. May Move-in Special 1st Month Rent if you move in May 2026, inquire for more details.
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294) Listing Agent: Jeremiah Greene (813-777-1536)
TB8499609 - 2850 59TH ST S #215, GULFPORT, FL 33707 14 Days on yellowkey
$210,000 | Condo | 2 beds | 2.0 baths | 64 car
Spacious corner condo with 2 bedrooms - 2 bathrooms - 1250 heated square feet of living space. Tons of natural light shining through the bank of windows providing views of the intercoastal canal and marina. The unit boasts a generous-sized primary bedroom with walk-in closet and en suite bathroom, galley kitchen with tons of cabinet space and a gas stove, a second bedroom and bathroom for guests, open and bright floor plan with a living room/dining room combo that's perfect for entertaining family and friends, an assigned covered carport space, A/C replaced in 2023 and community laundry room located on the same floor. Located in the Kenmore Building, it is situated next to 1 of 4 community pools. Town Shores of Gulfport is a vibrant 55+ condo community offering Florida living at its best with fantastic community amenities. Enjoy the community clubhouse, fitness center, billiards, shuffle board, tennis courts, 4 pools and kayak/paddleboard storage. The heart of downtown Gulfport is just a couple of blocks away offering restaurants, pubs, coffee shops, Gulfport Beach, parks, the library, Gulfport Casino, boardwalk and much more! This lovely condo won't last long! Schedule your private showing today!
Listing is courtesy of: BATDORF AND ASSOCIATES INC (727-527-4800) Listing Agent: Kathy Batdorf (727-527-4800)
TB8499628 - 5614 30TH AVE S, GULFPORT, FL 33707 14 Days on yellowkey
$559,000 | Single Family Home | 3 beds | 2.0 baths | 1 gar
Enjoy coastal breezes from the front porch of this beautifully updated cottage with modern farmhouse style located in vibrant charm of Gulfport’s Arts District. Step inside to a bright and inviting great room featuring polished terrazzo floors and fresh, neutral finishes throughout. The kitchen has been thoughtfully updated with an open-concept design, showcasing white shaker cabinetry, quartz countertops, subway tile backsplash, and stylish designer lighting. Just off the kitchen, the light-filled dining area creates an ideal space for both everyday living and entertaining. A tucked-away Florida room offers flexibility as a cozy lounge, home office, or guest space. The spacious primary bedroom features new tile plank flooring, sliding doors leading to the backyard, and a barn door entry to the updated bathroom complete with an oversized, curb-less shower. Additional bedrooms continue the home’s cohesive design with clean lines and a light, airy feel. Step outside to a private, fully fenced backyard—perfect for relaxing evenings, entertaining guests, or enjoying your own outdoor retreat. Ideally located just a short distance from Gulfport Beach, Clam Bayou Nature Preserve, and the lively Beach Boulevard Art Walk, you’ll also enjoy easy access to local dining, markets, live music, and the scenic waterfront along Boca Ciega Bay.
Listing is courtesy of: HECKLER REALTY GROUP LLC (727-954-5199) Listing Agent: Joseph Pultrone (267-977-6622)
TB8497304 - 3128 59TH ST S #110, GULFPORT, FL 33707 16 Days on yellowkey
$224,900 | Condo | 2 beds | 2.0 baths | 1 car
Welcome to coastal living in the highly sought-after 55+ waterfront community of Town Shores in Historic Gulfport! This rare first floor unit has a new kitchen, luxury vinaly flooring, paint, plumbing, electric, A/C unit, lightning, & new front door! Your new residence has its own car port parking spot and plenty of guest parking close by. Also included is an assigned storage unit. Enjoy the added bonus of a FLORIDA ROOM—perfect for morning coffee, reading, or relaxing while taking in the peaceful surroundings. Laundry facilities are located nearby for added ease. Town Shores delivers true RESORT-STYLE AMENITIES, including 3 HEATED POOLS, tennis courts, pickleball, shuffleboard, bocce ball, kayak rentals, and plenty of lifestyle activities over at the clubhouse . The clubhouse features many liftstyle activities and includes fitness center, game rooms, & billiards. Whether you're looking for relaxation or an active lifestyle, this community has it all. The Hoa is well funded and the roof is about 5 years old. Hoa dues include gas (hot water heater & oven), water, cable & internet, maintenance, trash, pest control, & insurance coverage on the building. Located just minutes from DOWNTOWN GULFPORT, you’ll love the walkable waterfront district filled with local restaurants, boutique shops, art galleries, and weekly events. Plus, you’re a short drive to DOWNTOWN ST. PETERSBURG, award-winning GULF BEACHES, and major airports. Whether you're searching for a full-time residence or seasonal retreat, this is your opportunity to enjoy LOW-MAINTENANCE LIVING in one of Gulfport’s most desirable communities. Don’t miss your chance to own a piece of paradise—schedule your private showing today!
Listing is courtesy of: ALL FLORIDA REALTY GROUP (813-551-1507) Listing Agent: Geoffrey Mikulka (813-422-4561)
TB8499159 - 5105 TANGERINE AVE S, GULFPORT, FL 33707 17 Days on yellowkey
$4,500 | Single Family Home | 4 beds | 2.0 baths
Santorini House in Gulfport – Stylish Comfort Near the Beach Experience coastal charm and modern comfort at this beautifully remodeled 4-bedroom, 2-bath home in the heart of Gulfport. Thoughtfully designed and fully furnished, this spacious retreat offers everything needed for a relaxing stay. The open-concept living area features comfortable seating and a bright, inviting atmosphere. The fully equipped kitchen includes all essentials to prepare delicious meals for family and friends. Step outside to the large back patio—perfect for morning coffee, evening cocktails, or outdoor dining under the stars. Located in a safe, no-flood zone neighborhood, the home is in walking distance to modern playground for kids, outside gym for adults and beautiful local parks. It is just moments from Pasadena Plaza, Downtown Gulfport’s vibrant restaurants, galleries, waterfront pier, bars, and shops. Enjoy the popular Tuesday Farmers Market, stroll through nearby Veteran’s Park, or explore the artsy vibe of Downtown St. Pete. The pristine sands of St. Pete Beach and Treasure Island are only a short drive away. Whether for a family getaway, a group trip, or a peaceful retreat, Santorini House offers the perfect blend of style, comfort, and convenience in one of Gulfport’s most desirable locations.
Listing is courtesy of: FL INVESTMENT REALTY LLC (727-363-6000) Listing Agent: Alla Panteleeva (727-251-4004)
TB8497981 - 3010 59TH ST S #309, GULFPORT, FL 33707 17 Days on yellowkey
$110,000 | Condo | 1 beds | 1.0 baths
Under contract-accepting backup offers. Enjoy living in this wonderful Community of Town Shores of Gulfport. The Barclay Building is a 3 story smaller building in the Community. Very close and friendly residents located across from the Town Shores Marina. Beautiful glistening waters day and night. Town Shores offers community activities, 4 heated pools, shuffleboard, bocce, tennis, pickleball, fitness room, clubhouse, puzzle room, community room, library etc. The condo is very appealing, affordable and the right size for winter residents and visitors. Convenient curb parking.
Listing is courtesy of: SELLERS EXPRESS REALTY INC (727-347-0187) Listing Agent: Joseph Thompson (813-358-8252)
O6398075 - 6150 GULFPORT BLVD S #402, GULFPORT, FL 33707 17 Days on yellowkey
$2,700 | Condo | 2 beds | 2.0 baths
Welcome to this 4th floor 2BR/2BA unit is located in popular Golfview Condominiums. It has a great location directly across from Stetson Law College with views of the historic golf course of Pasadena Yacht and Country Club. Amenities include granite counters in updated kitchen, CH/A replaced in 2017, LR/DR combo, ceiling fans, and W/D in the unit. Other great features include a large community pool, BBQ grills, sitting areas with views overlooking the golf course and ponds, and assigned parking spaces. Secure building entrances. This condo will be available the beginning of August 2026. Roommates welcome!
Listing is courtesy of: HENIN REALTY (407-644-8595) Listing Agent: Jerome Henin (407-644-8595)
TB8498528 - 6214 8TH AVE S, GULFPORT, FL 33707 18 Days on yellowkey
$539,900 | Single Family Home | 2 beds | 2.0 baths | 1 gar
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)
TB8498606 - 4624 27TH AVE S, GULFPORT, FL 33711 18 Days on yellowkey
$485,000 | Single Family Home | 2 beds | 2.0 baths | 1 gar
Under contract-accepting backup offers. Move-in ready Gulfport home on a desirable corner lot with major upgrades already done! This solid block construction home offers durability and peace of mind, featuring fresh interior and exterior paint, an updated primary bathroom, spacious walk-in closet, tile flooring, and a functional layout designed for easy living. Enjoy added security with wired security cameras already installed, along with major system upgrades including impact hurricane windows (2023), new impact front door (2025), roof (2016), solar system with emergency power outlets, updated A/C and ductwork (2020), hybrid water heater, and extensive electrical improvements throughout. Outside, you’ll find a freshly painted exterior, pavered patio with additional parking, a one-car garage, and a convenient no-step front entry. Located just minutes to downtown Gulfport, beaches, dining, and entertainment—this home blends comfort, efficiency, and location. Garage experienced minor water intrusion during recent hurricanes; no impact to main living areas.
Listing is courtesy of: CENTURY 21 INTEGRA (800-593-7653) Listing Agent: Aaron Beeman (727-201-6881)
TB8497860 - 5980 SHORE BLVD S #405, GULFPORT, FL 33707 19 Days on yellowkey
$329,000 | Condo | 2 beds | 2.0 baths | 1 car
I am excited to share a new featured listing that you won’t want to miss. We currently have a lovely two-bedroom, two-bathroom waterfront condo available in historic Gulfport, FL. This unit features a unique split floor plan that situates the primary bedroom opposite the second bedroom and directly on the water. Residents can wake up to endless bay views and unwind to breathtaking sunsets every evening. The property has also been significantly updated to include brand-new hurricane impact thermal windows, new luxury vinyl flooring throughout, and brand-new vanities in both bathrooms. Additionally, the open-concept floor plan provides ample space for entertaining guests while enjoying the Florida lifestyle. This Condo is Located in the much sought after Town Shores water front Community located just steps from Historic Downtown Gulfport & Gulfport Beach! Town Shores has plenty of amenities to choose from including four heated pools, two located on the waterfront! A full two story clubhouse with complete fitness room with saunas, eight table billard hall, card rooms and a second story ball room for special events! There also a community dog park and picnic park complete with barbecue grill! There are also pickleball/tennis, bocce, shuffle board courts! Kayak storage area as well! Don't delay, this unit will not last long! Call today!
O6399512 - 2865 51ST ST S #8, GULFPORT, FL 33707 19 Days on yellowkey
$1,900 Reduced | Apartment | 2 beds | 1.0 baths
One or more photo(s) has been virtually staged. Welcome to your newly renovated oasis just a stone's throw away from the pristine beaches! This charming apartment boasts fresh renovations, including elegant granite countertops that add a touch of sophistication to your culinary endeavors. Located mere blocks from the sandy shores, you'll have easy access to endless days of sun, surf, and sea breeze. Convenience is key in this prime location, with downtown St. Petersburg and Gulfport's vibrant attractions just a short distance away. Whether it's exploring eclectic shops, savoring culinary delights at local eateries, or immersing yourself in cultural experiences, everything you desire is within reach. Nestled within a community adorned with mature landscaping, tranquility awaits you at every turn. Spend leisurely afternoons lounging by the community pool, where relaxation is elevated amidst the serene surroundings. Don't miss the opportunity to call this apartment home, where coastal living meets urban convenience. Schedule your viewing today and embark on a lifestyle of comfort, convenience, and coastal charm!
Listing is courtesy of: BIRCH HAVEN MANAGEMENT, LLC (813-444-4995) Listing Agent: Dalton Robinson (813-444-4995)
O6399495 - 2865 51ST ST S #5, GULFPORT, FL 33707 19 Days on yellowkey
$2,025 Reduced | Apartment | 2 beds | 1.0 baths
One or more photo(s) has been virtually staged. Welcome to your newly renovated oasis just a stone's throw away from the pristine beaches! This charming GROUND FLOOR – END UNIT apartment boasts fresh renovations, including elegant granite countertops that add a touch of sophistication to your culinary endeavors. Located mere blocks from the sandy shores, you'll have easy access to endless days of sun, surf, and sea breeze. Convenience is key in this prime location, with downtown St. Petersburg and Gulfport's vibrant attractions just a short distance away. Whether it's exploring eclectic shops, savoring culinary delights at local eateries, or immersing yourself in cultural experiences, everything you desire is within reach. Nestled within a community adorned with mature landscaping, tranquility awaits you at every turn. Spend leisurely afternoons lounging by the community pool, where relaxation is elevated amidst the serene surroundings. Don't miss the opportunity to call this apartment home, where coastal living meets urban convenience. Schedule your viewing today and embark on a lifestyle of comfort, convenience, and coastal charm!
TB8496629 - 2907 CLINTON ST S, GULFPORT, FL 33707 19 Days on yellowkey
$389,900 | Single Family Home | 2 beds | 2.0 baths
Welcome to the Boho Bungalow, a charming retreat in the vibrant downtown area of Gulfport—just three blocks from Beach Blvd. where you’ll discover eclectic shops, art galleries, lively restaurants/bars plus the popular Tuesday Fresh Market. Enjoy unbeatable proximity to the Gulfport Pier, marina, beach, parks, playgrounds, recreation center, theatre & library. With year-round events & activities plus quick access to downtown St. Petersburg & the Gulf beaches, this location truly offers the best of Florida living. Step inside this elevated, vintage 2-bedroom, 1-bath home & be greeted by a spacious enclosed front porch—perfect for morning coffee or evening wine. The bright living room features hardwood floors flowing seamlessly into a dining area & galley kitchen. Both bedrooms comfortably fit queen-size beds with the larger bedroom offering a walk-in closet for added convenience. Out back, a detached in-law suite/studio with a bathroom & separate laundry room providing endless possibilities—ideal for guest accommodations, a home office or an art studio. The fully fenced yard backs up to an alley & includes a storage shed along with ample off-street parking via a long brick driveway. Key Updates & Features: Newer roof, A/C and water heater. Recent termite treatment with a transferable warranty. Large crawl space has a moisture barrier, sump pump & reinforced structural supports also under warranty. Located in the AE flood zone, but according to the previous Owner, this home DID NOT FLOOD. Currently rented at $3,600/month making this a fantastic investment opportunity, vacation home or snowbird escape. Furnishings & décor are negotiable. Don’t miss your chance to own this unique, vintage Gulfport gem—schedule your private showing today!
Listing is courtesy of: COASTAL PROPERTIES GROUP (727-493-1555) Listing Agent: Juliana Verheyen Jewell (727-900-3131)
TB8492189 - 5800 21ST AVE S, GULFPORT, FL 33707 20 Days on yellowkey
$369,900 | Single Family Home | 2 beds | 1.5 baths | 1 gar
Charming Block Home on Oversized Corner Lot in the NO Flood Zone! This well-maintained single-story block home sits on a spacious corner lot in a desirable NON-FLOOD zone, offering peace of mind and plenty of outdoor space. Featuring 2 generously sized bedrooms with built in closets and 1 and 1/2 baths, this home provides 1,420 square feet of comfortable living. Recent updates include a new roof (Jan. 2018), upgraded 200-amp electrical service (2018), and a brand-new air conditioning system (2024). The home was also professionally tented for termites on March 31, 2026, adding an extra layer of confidence for buyers. Inside, you'll find fresh interior paint throughout the house. Step into an oversized living and dining area showcasing beautiful original terrazzo floors and a unique retro charm. The full bathroom stands out with vibrant tile work and has 2 step-in showers, offering both character and functionality. The kitchen features all-wood cabinetry, a built-in oven, a cooktop stove and a large refrigerator ready for your personal touch. Off from the dining room are sliding glass doors leading to the nice sized Florida Room, which is an excellent space to relax after a long day or starting your morning with a hot cup of coffee, it also gives access to the attached extra-large 1 car garage that has ample room for your vehicle as well as extra storage space, along with laundry hookups and a convenient half bath with utility tub/sink. This property is perfect for buyers looking for solid construction, thoughtful updates, and classic Florida character—all in a prime location which is 1 mile from the Stetson Law School and downtown Gulfport, with it's unique boutique's, shopping, numerous restaurants, large public library, very active senior center and 1/2 mile of sandy beaches on the Boca Ceiga Bay. In addition, it's location has easy access to I-275 to get to St. Petersburg is a 15 minute drive, the St. Pete/Clearwater airport is only 20 minutes away and the Tampa International airport is within 30 minutes.
TB8497112 - 5840 30TH AVE S #106, GULFPORT, FL 33707 20 Days on yellowkey
$130,000 | Condo | 1 beds | 1.0 baths
Under contract-accepting backup offers. Welcome to the Avalon Building at Town Shores of Gulfport, a beautifully maintained 55+ waterfront community set along the shores of Boca Ciega Bay! This updated 1-bedroom, 1-bath condo offers a fresh, move-in-ready interior with tasteful renovations throughout! You'll feel right at home in this 1-bedroom bottom floor unit! Step inside to a bright, open living space featuring easy care luxury vinyl flooring, updated lighting, and a clean, neutral color palette. The remodeled kitchen showcases new cabinetry, solid-surface counters, and energy efficient appliances, perfect for everyday cooking. The spacious bedroom has fresh paint and a walk-in closet, and the updated bathroom has a crisp, refreshed look. This unit is conveniently located next to the laundry facilities and mailboxes, with designated parking at your front door! The Avalon building is known for its friendly atmosphere and convenient location within the community. Residents enjoy access to resort style amenities! Four heated pools, tennis and pickleball courts, a fitness center, shuffleboard, billiards, library, a marina, and scenic waterfront walking paths. Live the Gulfport lifestyle! Just minutes away, downtown Gulfport offers charming restaurants, boutiques, art galleries, vibrant night life, and weekly markets. Call today to see!
Listing is courtesy of: FOREVER FLORIDA REAL ESTATE (727-440-6444) Listing Agent: Melanie King (727-403-0098)
A4689798 - 5211 25TH AVE S, GULFPORT, FL 33707 20 Days on yellowkey
$425,000 | Single Family Home | 2 beds | 1.0 baths
One or more photo(s) has been virtually staged. 2/1 in Gulfport Arts District with detached studio structure. Fully renovated 2025. This completely renovated 2-bed home in Gulfport, Florida offers a rare blend of flexibility, location, and all-new systems. The main home features a bright, efficient layout with updated finishes throughout and all new appliances installed in 2026, creating a clean, move-in ready space with modern comfort. A standout feature is the detached rear studio structure, complete with a full bathroom and dual closets. This versatile space can be used as a guest area, private office, creative studio, or flex space. Every major system was replaced in 2025 including a new metal roof, HVAC, water heater, electrical, and plumbing, offering true peace of mind for years to come. Fresh updates throughout give the home a crisp, refreshed feel while maintaining its Gulfport charm. Situated outside of a flood zone with no HOA restrictions, this property offers both security and freedom. The location places you in the heart of the Gulfport Arts District, just blocks from downtown Gulfport’s restaurants, shops, waterfront parks, and vibrant local events, and only about 10 minutes to downtown St. Petersburg. This 2-bed home in Gulfport is a unique opportunity for buyers seeking a move-in ready home with flexible-use space in one of the area’s most character-filled neighborhoods. All room measurements and square footage are approximate and should be independently verified by buyers.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100) Listing Agent: Lucia Spriggs (518-337-3895)
TB8496341 - 2813 KIPPS COLONY DR S, GULFPORT, FL 33707 20 Days on yellowkey
$2,350,000 | Single Family Home | 4 beds | 4.0 baths | 4 gar
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 is courtesy of: COMPASS FLORIDA LLC (727-339-7902) Listing Agent: Tammy Campbell Mcnelis Pa (727-455-2351)
TB8497285 - 5117 12TH AVE S, GULFPORT, FL #33707, GULFPORT, FL 33707 21 Days on yellowkey
$314,900 | Single Family Home | 3 beds | 1.0 baths
Charming 3-bedroom, 1-bath home in the heart of Gulfport! This property features durable vinyl flooring throughout, a beautifully updated kitchen with granite countertops and custom cabinetry, and a layout designed for comfortable everyday living. Step outside to a private backyard—perfect for relaxing or entertaining year-round. Ideally located just minutes from downtown St. Petersburg, award-winning beaches, marinas, parks, and Gulfport’s vibrant arts district. A great opportunity for a primary residence or investment in one of the area’s most desirable communities.
Listing is courtesy of: IMPERIO REAL ESTATE (727-748-4017) Listing Agent: John Pereira (727-320-4133)
TB8497196 - 5935 30TH AVE S #312, GULFPORT, FL 33707 21 Days on yellowkey
$159,900 | Condo | 1 beds | 1.0 baths
Welcome to the highly desirable Fairfax building in Town Shores of Gulfport, a premier waterfront 55+ community. Upon entering this beautifully updated residence, you’ll immediately appreciate the thoughtful, tasteful upgrades and well-designed layout. This spacious one-bedroom, one-bath condominium features a versatile bonus room—ideal for a home office, guest space, or additional living area—and offers serene views overlooking the Intracoastal waters of Boca Ciega Bay. This unit also has a large bonus closet in the living room and is tastefully furnished, with optional furnishings available, making this an excellent opportunity for a turnkey purchase if desired. Ideally located just minutes from vibrant downtown Gulfport, you’ll enjoy easy access to local dining, shopping, entertainment, and community events. Residents also have the pleasure of experiencing some of the most breathtaking sunsets along Florida’s Gulf Coast. Enjoy peace of mind knowing both the Milestone Inspection and Structural Integrity Reserve Study (SIRS) requirements have been met, with upgrades to elevator and new roof recently completed. Town Shores amenities include four pools, a marina, kayak racks, grilling area, tennis & bocce courts, dog park, and a clubhouse where many social activities are offered. Don’t miss your opportunity to own a piece of waterfront living in one of Gulfport’s most sought-after communities.
A4689825 - 1601 GRAY ST S, GULFPORT, FL 33707 21 Days on yellowkey
$750,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to this newly built 1,774 SF modern bungalow in the heart of Gulfport, just a few blocks from the beach and Stetson University College of Law. Enjoy the best of both worlds with a quick 10-minute drive to Downtown St. Petersburg and just 30 minutes to Downtown Tampa. Inside, you’ll find soaring vaulted ceilings, elegant tray ceilings with crown molding details, white oak floors, and Craftsman bungalow–style casing and trim work that elevate the home’s clean yet timeless aesthetic. The open-concept layout features custom cabinetry, quartz countertops, state-of-the-art appliances, detailed ceiling treatments, custom wall accents, and abundant natural light from hurricane-impact windows throughout. The bedrooms and bathrooms are beautifully finished, including a luxurious primary suite and a thoughtfully designed shared bathroom showcasing custom tile work and high-end finishes. Step outside to welcoming front and back porches, a spacious backyard, and a rare two-car garage—ideal for storage, hobbies, or parking. The home also features a hurricane-rated 30-year warranty roof for added peace of mind. Perfect for a small family or a pair of working professionals, this brand-new home offers modern comfort, refined craftsmanship, and the relaxed Gulfport lifestyle. Gulfport Waterfront District: 3 mins – Enjoy local boutiques, quirky dining, and the Tuesday Fresh Market. St. Pete Beach: 10 mins. Downtown St. Petersburg: 15 mins
Listing is courtesy of: FLATFEE.COM (954-965-3990) Listing Agent: Cliff Glansen
A4689802 - 1607 GRAY ST S, GULFPORT, FL 33707 21 Days on yellowkey
Welcome to this newly built 1,774 SF modern bungalow in the heart of Gulfport, just a few blocks from the beach and Stetson University College of Law. Enjoy the best of both worlds with a quick 10-minute drive to Downtown St. Petersburg and just 30 minutes to Downtown Tampa. Inside, you’ll find soaring vaulted ceilings, elegant tray ceilings with crown molding details, white oak floors, and Craftsman bungalow–style casing and trim work that elevate the home’s clean yet timeless aesthetic. The open-concept layout features custom cabinetry, quartz countertops, state-of-the-art appliances, detailed ceiling treatments, custom wall accents, and abundant natural light from hurricane-impact windows throughout. The bedrooms and bathrooms are beautifully finished, including a luxurious primary suite and a thoughtfully designed shared bathroom showcasing custom tile work and high-end finishes. Step outside to welcoming front and back porches, a spacious backyard, and a rare two-car garage—ideal for storage, hobbies, or parking. The home also features a hurricane-rated 30-year warranty roof for added peace of mind. Perfect for a small family or a pair of working professionals, this brand-new home offers modern comfort, refined craftsmanship, and the relaxed Gulfport lifestyle. Gulfport Waterfront District: 3 mins – Enjoy local boutiques, quirky dining, and the Tuesday Fresh Market. St. Pete Beach: 10 mins Downtown St. Petersburg: 15 mins
TB8496563 - 1901 53RD ST S, GULFPORT, FL 33707 21 Days on yellowkey
$299,000 Reduced | Single Family Home | 2 beds | 1.5 baths | 1 gar
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)
TB8496835 - 5004 23RD AVE S, GULFPORT, FL 33707 22 Days on yellowkey
$319,900 | Single Family Home | 2 beds | 1.0 baths
Under contract-accepting backup offers. Come live the Florida lifestyle with this beautiful, low-maintenance bungalow—an ideal starter home or retirement dream. Located in a no-flood zone that remained high and dry during the last storm, this property offers both safety and peace of mind with lower insurance rates. This move-in-ready 2-bedroom, 1-bath home features original wood floors, a bright open layout, and a charming patio area. Recent updates include refreshed interior paint, new flooring in the Florida room, a newer HVAC system, and updated plumbing and electrical. The roof is ten years old and equipped with hurricane clips. Situated within biking distance of Gulfport's Beach Boulevard district, you will have easy access to the marina, pier, restaurants, shops, and local events like the Tuesday Market and Art Walks. The central location also provides effortless commutes across Tampa Bay, with St. Pete Beach and Downtown St. Petersburg just 10 minutes away. ?Schedule your private showing today and start enjoying the Florida dream.
Listing is courtesy of: MC HOMES REALTY INC (727-432-2181) Listing Agent: Isabel Arango (727-688-1982)