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6075 Shore Boulevard S Unit 512, Gulfport
$164,900
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Coastal living at it's finest is achieved in this fully furnished 1 bedroom, 1 bath condo in Town Shores, a 55+ community in charming Gulfport. The open layout features 1,060 square feet of living space and connects a spacious kitchen, dining area and inviting living room, creating a comfortable setting for everyday living and entertaining. Ceramic tile floors complement the kitchen’s wood cabinetry, granite countertops, gas cook top range, stainless steel appliances and large island, offering ample space for meal preparation and casual gatherings. The living room and sitting area capture sweeping water views, providing a peaceful backdrop for morning coffee or an afternoon with a favorite book. The main bedroom features cozy carpeting, an abundance of natural lighting, serene water views, and a large walk-in closet. There's also assigned parking for everyday convenience and a large community laundry area. Additional storage, resort style sparkling pools, Tennis and shuffleboard courts are included along with a location within a short distance to downtown Gulfport’s shopping, waterfront dining and local favorites such as Pia’s and Tommy’s. Nearby recreation includes a public gym, basketball courts, boat docks, walking trails and Gulfport beach, all with the area’s top rated Gulf beaches and downtown St. Petersburg a convenient drive away. Whether you’re seeking a year-round home or a furnished seasonal retreat, this condo combines beautiful views, thoughtful features and easy access to the Florida lifestyle.

6075 Shore Boulevard S Unit 512, Gulfport

5935 30th Avenue S Unit 214, Gulfport
$215,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Are you ready for the 55+ Florida lifestyle in the waterfront town of Gulfport? The city is packed full of uniqueness, and Town Shores of Gulfport is packed full of amenities: 4 heated pools (3 with direct waterfront views), 2 boat docks with space for approximately 40 boats or jet skis, 4 swing parks throughout the community plus a dog park, kayak storage and launch area, walking paths along the concrete seawall, and beautiful views of Boca Ciega Bay and the Pinellas Bayway bridge. The recently renovated clubhouse offers an arts and crafts room, pool tables, table shuffleboard, card and game tables, kitchen and dining halls, an entire puzzle room, library, dance classes, plenty of planned events, and even a secure place to shred sensitive documents. You can walk to Gulfport Beach with its volleyball courts and playground. Less than a mile from the condo, Beach Blvd S is lined with restaurants, bars and shops. Even closer to home, you'll find a comfort-food breakfast and lunch diner, fine dining restaurant, small grocery store, and peaceful walks around Ibis Park and its pond. Bring some food for the turtles. Two major grocery stores and additional shopping are about 2½ miles away, and St. Pete Beach is approximately 5 miles from home. Fairfax House is one of 18 buildings in Town Shores of Gulfport and has one of the lowest monthly dues in the community. It also allows 1 pet up to 20 lbs—something only a limited number of buildings in Town Shores permit. The association is fully funded, and monthly dues actually decreased by $59 in 2026. The building was recently painted, and a new roof was installed in August 2026. The location of Fairfax House within the community is terrific, with easy access in and out. One of the community's four pools is at the end of the street. This condo comes with a covered carport close to the unit—not every condo in Town Shores has covered parking. There's also covered bicycle storage just one floor below, a shared laundry room with plenty of machines on the same floor, and a convenient trash chute. The condo also includes locked corridor storage #214. And then there's the condo itself. This corner unit, with extra living room and kitchen windows, just gleams. The south-side windows were replaced with impact-rated windows in 2022. The remodeled kitchen has granite counters, plenty of real wood cabinetry and pull-out lower drawers for easy access to kitchen and pantry items. There's a dual stainless-steel sink with sprayer faucet and soap dispenser, plus equipment for a water filtration system that is currently not connected. And one of my favorite features: a gas cooktop—a real rarity in our area! The condo doesn't have an individual water heater because hot water is provided by the association using natural gas. The Florida room is the showstopper, with a wall of windows framing expansive harbor views, Pelican Bay Marina, swaying palms and sparkling water. Wake up to the water from the primary bedroom, which has an en suite bathroom with a heat lamp and a walk-in closet. A hallway of additional closet storage leads to the guest bathroom and 2nd bedroom. The oversized bedrooms are split from each other, adding extra privacy. The entire condo was just painted, the A/C was replaced in 2022, and this place is move-in ready. If you're ready to explore the 55+ Gulfport lifestyle, call your Realtor and schedule an in-person showing. Out of town? Just let us know and we'll arrange a virtual showing.

5935 30th Avenue S Unit 214, Gulfport

6058 Gulfport Boulevard S, Gulfport
$650,000
3 Beds ⋅ 3 Baths ⋅ Sun Ketch Twnhms At Pasadena SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Golf Course Views, Spacious Living & Florida Lifestyle! Come discover the easygoing elegance and exceptional livability of this beautiful two-story home, ideally positioned to enjoy peaceful golf course views and wonderful indoor-outdoor living. From the moment you enter, the spacious layout, abundant natural light, and thoughtful design create a warm and welcoming feeling that truly feels like home. The heart of the home is the well-appointed kitchen, featuring rich dark wood cabinetry, granite countertops, stainless steel appliances, recessed lighting, and a five-burner gas range. A breakfast bar provides the perfect place for morning coffee or casual conversation, while the open dining and living areas make entertaining effortless. Wood-style flooring adds warmth throughout the main living areas, while tile in the entry and kitchen offers easy-care practicality. A convenient half bath is perfectly situated for guests. One of the home's standout features is the enclosed lanai, accessed through beautiful French doors with built-in blinds between the glass. With hurricane shutters and a tranquil golf course setting beyond, this is the kind of space you'll want to enjoy year-round—whether you're sipping your morning coffee, unwinding at the end of the day, or entertaining friends. Upstairs, the generously sized primary suite offers a private retreat of its own. High-volume ceilings, a ceiling fan, carpeting, and a private screened lanai create an airy and relaxing atmosphere, while the golf course views provide a beautiful backdrop. The spacious en-suite bath features dual vanities with ample storage and counter space, a deep soaking tub, glass-enclosed step-in shower, private water closet with pocket door, and linen closet. The oversized walk-in closet with built-in storage makes staying organized a pleasure. Two additional bedrooms provide flexibility for family, overnight guests, a home office, or hobbies. Each bedroom is light and bright with carpeting, ceiling fans, vaulted ceilings, and generous closet space. The second full bath offers a dual-sink vanity, tub/shower combination, and linen storage. An upstairs laundry closet adds everyday convenience and keeps everything right where you need it. A two-car garage, welcoming foyer, abundant storage, multiple outdoor living areas, and beautiful golf course surroundings complete the package. Whether you're looking for a comfortable full-time residence, a relaxing Florida getaway, or simply a home where you can enjoy the view and entertain with ease, this property delivers the space, comfort, and lifestyle you've been looking for. Come see it in person—you may just find the Florida lifestyle you've been waiting for!

6058 Gulfport Boulevard S, Gulfport

5935 30th Avenue S Unit 307, Gulfport
$115,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. The beautiful, fully furnished lovely home is the most affordable property in Town Shores! Overlooking the stunning open water to Pasadena Yacht club with breathtaking sunsets! Kitchen updated with glass front cabinets and new stainless refrigerator/freezer. New HVAC system and new roof on building. This fully furnished property has newer windows in the Florida room with lovely intracoastal water views. This won't last long it is more affordable than renting an air b and b for the season! Town Shores is a thriving community with TONS to do or nothing at all! 4 heated pools, pickleball, tennis, shuffle board, bocce, yoga classes, library, dog park, fitness room, billiard hall, puzzle room, poker room, craft room, lounge and auditorium both with full kitchens! Easily walk into town to explore restaurants, shopping, live music, farmers market, festivals and the most amazing senior center you have ever seen! Covered carport space and ample guest parking.

5935 30th Avenue S Unit 307, Gulfport

5122 12th Avenue S, Gulfport
$315,000
2 Beds ⋅ 1 Baths ⋅ Hempstead Annex 1 SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Welcome to this beautifully updated 2-bedroom, 1-bath home in the heart of GULFPORT, Florida—one of Pinellas County's most sought-after waterfront communities known for its artsy vibe, walkable downtown, and coastal charm. Combining CLASSIC CHARACTER and MAJOR MODERN UPGRADES, this move-in-ready property offers comfort, convenience, and an exceptional location near Gulfport Beach, St. Pete Beach, and downtown St. Petersburg. SIGNIFICANT IMPROVEMENTS completed in 2018 include a NEW ROOF, HVAC system, 200-amp ELECTRIC PANEL, updated electrical outlets and switches, and a FULLY RENOVATED KITCHEN featuring contemporary finishes and functionality. BRAND NEW TANKLESS WATER HEATER 2026. Original HARDWOOD FLOORS have been beautifully refinished, preserving the home's timeless appeal, while ceiling fans throughout enhance year-round comfort. A fully enclosed, air-conditioned FLEX SPACE provides valuable ADDITIONAL SQUARE FOOTAGE and endless possibilities for a home office, art studio, gym, guest space, or bonus room. The versatile layout makes this property ideal for remote workers, creatives, seasonal residents, first-time homebuyers, or investors seeking a Gulfport rental property. Located just 1.5 miles from GULFPORT BEACH and the vibrant Gulfport Waterfront District, you'll enjoy easy access to local restaurants, coffee shops, boutiques, art galleries, waterfront parks, and community events. ST. PETE BEACH is only 3.5 miles away, offering world-famous beaches, boating, fishing, and outdoor recreation. DOWNTOWN ST. PETERSBURG, with its thriving dining, entertainment, and cultural scene, is just a short drive away, while nearby INTERSTATE 275 access provides convenient commuting throughout the Tampa Bay area. Whether you're searching for a Gulfport Florida home for sale, a charming beach-area bungalow, or a property close to St. Petersburg and the Gulf beaches, this exceptional home delivers the perfect combination of location, updates, and lifestyle.

5122 12th Avenue S, Gulfport

5410 14th Avenue S, Gulfport
$294,000
3 Beds ⋅ 1 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Gulfport Treasure! Move right in to this affordable and adorable 3 bedroom home situated in X flood zone on a lovely street! Many updates including new roof just installed, updated cabinets, freshly painted inside and out! Huge fenced yard with storage shed and firepit! Paver driveway with sail shades for added curb appeal! Inside laundy room with extra storage (great spot for a second bath) Lots of built in shelving and nooks! Extra closets too! New ceiling fans, fixtures and lights. Your payment can be less then renting and you get the equity and comfort of your own investment! Pride of ownership awaits! Close to shopping, restaurants and beaches and parks!

5410 14th Avenue S, Gulfport

6343 Vista Verde Drive E, Gulfport
$649,900
3 Beds ⋅ 3 Baths ⋅ Villas Del Verde SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Welcome to 6343 Vista Verde Dr W, a beautifully updated and spacious townhome located inside the gated, low-density Villas Del Verde community in Gulfport. Offering 3 bedrooms, 2.5 bathrooms, a 2-car garage, and resort-style amenities, this home combines the low-maintenance lifestyle of townhome living with the space and comfort you’re looking for. Inside, you’ll find an updated interior with generous living spaces, a welcoming open layout, and plenty of natural light. Recent improvements total approximately $16,000 and include new hurricane windows on the front of the home, a new water heater, HVAC enhancements with a 5-inch media filter and rebuilt plenums, a new thermostat, under-sink reverse osmosis water filter system, custom primary closet, and additional weatherproofing improvements. The location is truly hard to beat. The home is moments away from Pasadena Yacht & Country Club and minutes from the laid-back charm of downtown Gulfport, where you'll find waterfront dining, local shops, art, and Gulfport Beach. Enjoy dinner at Neptune Grill or O'Maddy's, an evening at Pia's Trattoria, or a night out at The Pearl, all close to home. The home is located 15 minutes from Downtown St Pete, 7 minutes to St Pete Beach, 25 minutes to St Pete Clearwater Airport (PIE) and 30 minutes to Tampa International Airport (TPA).

6343 Vista Verde Drive E, Gulfport

1420 Gray Street S, Gulfport
$399,000
2 Beds ⋅ 2 Baths ⋅ Pasadena Estates Sec D SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Coming soon! Welcome home to Gulfport, one of the area’s most desirable established neighborhoods. This solid block ranch has been lovingly maintained and delivers the perfect mix of comfort, character, and location. Inside, you’ll find wood flooring throughout, an updated kitchen with stone countertops and stainless steel appliances, renovated bathrooms, and a spacious Florida room that adds flexible living space. Outside is where this home really shines. The current owners have spent recent years elevating curb appeal and turning the backyard into a true entertainer’s retreat: mature landscaping, a covered patio, pergola, multiple seating areas, propane fire pit, stock tank pool, a spacious storage shed, alley access, covered parking, and room for a boat or RV. An irrigation system keeps it all looking sharp year-round, and the private setting is ideal for gathering with friends or soaking up Florida’s mild winter weather. Located in Flood Zone X — no flood insurance currently required, for genuine peace of mind. You’re just minutes from downtown Gulfport, downtown St. Petersburg, Gulf beaches, Stetson University College of Law, the Pinellas Trail, shopping, restaurants, and parks — all the convenience of the city with the feel of a quiet, established neighborhood. Whether you’re searching for a full-time residence, a seasonal escape, or simply a home that’s been cared for, 1420 Gray Street S is ready to deliver the Florida lifestyle you’ve been looking for.

1420 Gray Street S, Gulfport

2960 59th Street S Unit 101, Gulfport
$159,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. A first-floor corner home in Gulfport's Town Shores with a covered carport spot (furnishings negotiable)—a welcoming 55+ waterfront community on Boca Ciega Bay—does not come along every day- this one. This bright 2-bedroom, 2-bath Jamison House residence offers 1,170 square feet, windows on three sides, mature landscaping and true ground-floor living. The lifestyle begins right outside your door with one of the community's four heated pools—The Jamison's pool was just renovated and is HEATED year round, directly off your back patio - plus tennis, pickleball, bocce, shuffleboard, fitness room, saunas, billiards, library, ballroom, marina and kayak launch. Historic Gulfport’s beach, Williams Pier, restaurants, colorful shops and live entertainment are only a few blocks away. The seller reports that this unit did not experience interior flooding during the 2024 hurricanes. Inside, white Shaker-style cabinetry, warm butcher-block countertops and stainless steel appliances give the updated kitchen a crisp coastal feel. The split-bedroom layout adds privacy, while the spacious primary suite offers an updated private bath and walk-in closet. A garden-view Florida room works beautifully as an office, reading room or morning-coffee retreat, and tile flooring keeps upkeep simple. Less upkeep, more Gulfport—and a first-floor corner unit worth seeing. All information to be verified with the HOA. Boat slips are available on a 1st come 1st serve basis.

2960 59th Street S Unit 101, Gulfport

701 59th Street S, Gulfport
$259,000
2 Beds ⋅ 1 Baths ⋅ Pasadena Estates Sec D SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Charming Gulfport Florida Bungalow! Welcome home to this adorable 2-bedroom, 1-bath Florida bungalow situated on a large corner lot with plenty of room to enjoy the Florida sunshine! This charming home offers comfortable living with that laid-back Old Florida feel that makes Gulfport so special. The spacious yard provides endless possibilities for outdoor entertaining, gardening, pets, or simply relaxing, while the storage shed offers additional space for bikes, beach gear, tools, and more. There is an inside laundry area, eat in kitchen and spacious living area. And you’ll love the location! Downtown Gulfport is just minutes away, where you can enjoy the waterfront, local restaurants, shops, art galleries, festivals, and all the personality this vibrant community has to offer. Whether you're looking for a full-time residence, Florida getaway, or investment opportunity, this cute bungalow is one you’ll want to see. Come see it today and make it yours tomorrow!

701 59th Street S, Gulfport

5509 15th Avenue S, Gulfport
$250,000
2 Beds ⋅ 1 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Charming Gulfport Gem!! Welcome to this delightful 2-bedroom, 1-bath bungalow nestled in the heart of Gulfport. Offering a versatile floor plan this well-maintained residence is ideal as a full-time home, seasonal retreat, or income-producing investment property. Step inside to a bright and inviting living space that flows effortlessly into the kitchen, featuring classic white cabinetry, matching appliances, and a cozy dining area perfect for everyday meals or morning coffee. Both bedrooms are generously sized and provide comfortable accommodations with plenty of natural light. A spacious bonus room adds exceptional flexibility and can easily serve as a family room, home office, hobby space, playroom, or even a third bedroom. An indoor laundry area adds everyday convenience. Bring Fido! Outside, you'll discover a large, fully fenced backyard designed for relaxing and entertaining. Host weekend barbecues, unwind after a long day, or gather with family and friends on the back deck. A storage shed provides plenty of room for lawn equipment, bicycles, beach gear, and additional storage needs. Located in a charming neighborhood and situated in a non-flood zone, this home is just a few blocks from Tomlinson Park and only minutes from everything that makes Gulfport so special. Explore the vibrant waterfront district along Beach Boulevard, known for its eclectic boutiques, local art galleries, award-winning restaurants, cafés, and lively entertainment. Enjoy weekly markets, seasonal festivals, live music, waterfront parks, and easy access to Gulf beaches, marinas, and downtown St. Petersburg. Whether you're looking for a place to call home or a fantastic investment opportunity in one of Pinellas County's most sought-after communities, this Gulfport gem is one you won't want to miss. Schedule your appointment today.

5509 15th Avenue S, Gulfport

5940 30th Avenue S Unit 301, Gulfport
$325,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Welcome to waterfront living at its finest in the sought-after 55+ community of Town Shores in the heart of charming Gulfport! This beautifully updated top-floor corner condominium offers breathtaking panoramic views of Boca Ciega Bay and an exceptional coastal lifestyle you'll enjoy every day. This move-in-ready 2-bedroom, 2-bath residence has been thoughtfully renovated with high-end finishes throughout. The stunning kitchen features granite countertops, rich wood cabinetry, a gas range, convection microwave, and a spacious center island that's perfect for cooking, entertaining, or gathering with friends. As an end unit, the home is filled with natural light from additional windows that brighten the open living and dining areas while showcasing the spectacular water views. Quality upgrades include hurricane-impact windows, storm shutters, luxury flooring, beautifully remodeled bathrooms, electric shades throughout, and fresh interior paint. The spacious primary suite opens to the enclosed Florida room and features a generous walk-in closet. Both bathrooms have been updated with walk-in showers and single vanities. The guest bedroom offers a comfortable retreat for family and friends, while the enclosed waterfront Florida room provides the perfect space for a home office, library, or relaxing sitting area where you can unwind while taking in the beautiful bay views. Town Shores offers true resort-style living with an incredible array of amenities, including four heated pools, tennis and pickleball courts, bocce and shuffleboard, kayak storage, docks with boat slips available for rent, waterfront grilling areas, and beautifully maintained grounds. The clubhouse features a fitness center, saunas, billiards, a poker room, arts and crafts studio, library, catering kitchen, and an active social calendar designed to help you enjoy every day. Just minutes away, discover the vibrant Gulfport Arts District with its eclectic boutiques, waterfront restaurants, live music, galleries, and the historic Gulfport Casino. You'll also appreciate the proximity to award-winning Gulf beaches, downtown St. Petersburg, and two major airports. For added peace of mind, the Groton Building has successfully completed the State of Florida Milestone Inspection, and the association's reserves and surplus have funded several recent capital improvement projects. If you've been dreaming of carefree waterfront living with stunning views, outstanding amenities, and an unbeatable location, this exceptional home is ready to welcome you.

5940 30th Avenue S Unit 301, Gulfport

6025 Shore Boulevard S Unit 415, Gulfport
$249,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome Home to Town Shores of Gulfport! Experience the best of Florida waterfront living in this vibrant 55+ community nestled along the scenic shores of Boca Ciega Bay in the charming and friendly town of Gulfport. This spacious corner-unit condominium offers approximately 1,250 square feet of comfortable living space, featuring 2 bedrooms, 2 bathrooms, an open-concept floor plan, abundant natural light from multiple windows, and beautiful water views. The well-appointed island kitchen provides ample storage, a gas range, and plenty of space for preparing meals and entertaining guests. The bright and airy living areas create an inviting atmosphere that perfectly complements the relaxed coastal lifestyle. Beyond the residence itself, Town Shores offers an exceptional array of amenities and activities designed for active living. Residents enjoy multiple heated pools, pickleball and tennis courts, bocce ball, art programs, a marina, kayak storage, and a full calendar of social events and community activities. Located just steps from the beach and only a few blocks from Gulfport's lively Beach Boulevard district, you'll find an eclectic mix of restaurants, art galleries, boutiques, and waterfront bars. Whether you're seeking casual dining, fine cuisine, local art, or vibrant nightlife, Gulfport's unique charm is right outside your door. Come discover why Town Shores is more than a place to live—it's a welcoming waterfront lifestyle.

6025 Shore Boulevard S Unit 415, Gulfport

5005 24th Avenue S, Gulfport
$685,000
3 Beds ⋅ 3 Baths ⋅ Curns W J Sub SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. In the heart of Gulfport, with its vibrant arts scene, waterfront marina, locally loved restaurants, and independent shops, this home offers a rare blend of character, functionality, and resort-inspired living. Check out the curb appeal — a fresh exterior framed by lush tropical landscaping and a low-maintenance xeriscape front yard. A brick walkway leads you through the covered entry to immediate sightlines of the bright living room offering soaring ceilings and beams, engineered hardwood floors, and a fireplace layered in natural textures. Light pours throughout the open-concept layout, flowing into the dining area. The adjacent kitchen balances functionality with style, featuring linen-toned cabinetry with dovetail drawers, double convection ovens, and a Samsung stainless steel refrigerator. Windows overlooking the patio continue the home’s connected indoor-outdoor feel. Off the main living spaces, a step-down flex room with patio access and built-ins lends itself to a relaxed family room, media lounge, or home office. Three bedrooms include two spacious primary suites. The first primary retreat features a lounge with custom closets that opens into the bedroom where original terracotta tile flooring adds warmth and timeless character. Its ensuite bath features textured stone tilework and earthy organic finishes. The second primary suite offers private access to the carport and an ensuite bathroom with a gorgeous custom door and a stunning clawfoot tub. A third bedroom continues the home’s design language with Art Deco-inspired glass wall accents and double glass sliders opening directly to the patio. The outdoor space is centered around an expansive screened patio. Paver flooring, a covered lanai with large spa, multiple lounging and dining areas, and a shade sail overhead create an atmosphere that feels resort-inspired. The home interior offers a laundry closet with a full-size stackable washer and dryer, and the nearby oversized garage offers more versatility, including additional storage, a full pool bath, kitchenette, and second laundry area — ideal for entertaining, extended guest stays, or multigenerational living. The pool bath itself showcases vibrant tilework by noted tropical artist Monica Watson. This property has been thoughtfully designed for both functionality and sustainability including kayak, canoe, and bike racks, raised garden beds, rain barrels, and mature landscaping that includes various tropical fruits. It offers underground power and utilities, and abundant parking, including space for large trailers or RVs with a 30-amp hookup. Extensive upgrades include whole-home solar power with a Tesla backup battery system, impact-rated windows and doors, whole-house surge protection, new ductwork, UV air purification system, reverse osmosis water filtration, and irrigation on well and tap. The property also boasts extensive integrated security system with cameras, control keypads, infrared monitoring, and integrated smoke detectors, all hardwired into the home’s solar infrastructure. Distinctive, flexible, and deeply connected to the creative coastal spirit of Gulfport, this is far more than a traditional three-bedroom home — it is a private retreat designed for gathering, creating, hosting, and living exceptionally well. Just minutes from downtown St. Petersburg and Gulf beaches, Gulfport offers a uniquely creative and laid-back lifestyle that feels worlds away from typical suburban Florida living.

5005 24th Avenue S, Gulfport

5925 Shore Boulevard S Unit 107, Gulfport
$200,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Price reduced by 20,000. Welcome to this 1st floor unit in Town Shores 55+ Waterfront Community. Beautifully updated 2 BEDROOM / 2 BATH condo. A new roof was completed in 2025 along with new carports. New electric panel along with new HVAC unit and Hurricane impact Front and Back door along with new appliances & kitchen cabinets. Town Shores sits directly on Boca Ciega Bay. Relax with morning coffee or evening sunset from your Florida room & outdoor patio area with peaceful marina views and dolphins. The many amenities include shuffleboard, billiards, a fitness center, cardroom, tennis and pickleball courts, along with 4 heated pools. The Marina offers boat slips, docks, a kayak launch and fishing. The quaint village of Gulfport is a short stroll to the many restaurants, Tuesday market, shopping, a vibrant nightlife, and Gulfport Beach.

5925 Shore Boulevard S Unit 107, Gulfport

5980 Shore Boulevard S Unit 907, Gulfport
$229,000
1 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Virtually Staged. Best Waterfront Value in the Community! Live like you’re on vacation in this beautifully updated 1 bedroom, 1.5 bath condo located in the desirable Diplomat Building of the waterfront Town Shores 55+ community. Enjoy unobstructed water views and spectacular sunsets from this resort-style community designed for active Florida living. This move-in ready condo features an updated kitchen with brand new stainless steel appliances (2026), a gas stove, tile flooring throughout, electric hurricane shutters, new lighting (2026), and a new front door (2026). The condo also conveys with a deeded parking space (#118) and additional storage space is included, perfect for beach chairs, holiday decorations, bicycles, and more. A laundry facility is located in the building for added convenience. Town Shores offers an impressive list of amenities including 4 heated pools, tennis courts, pickleball courts, bocce ball, shuffleboard, kayak storage, bike storage, a marina with boat slips available for annual rental, a clubhouse, fitness room, and his/her saunas. The monthly condo fee covers cable, internet, water, sewer, trash, gas, pool maintenance, grounds maintenance, and more for worry-free living. Ideally located just a few blocks from vibrant Downtown Gulfport where you can enjoy dining, shopping, entertainment, waterfront parks, and Gulfport Beach. South Pasadena shopping, Downtown St. Petersburg, and the beautiful Gulf Beaches are all within easy reach. Don’t miss your opportunity to own a piece of paradise in one of Gulfport’s most sought-after waterfront communities. Schedule your private showing today!

5980 Shore Boulevard S Unit 907, Gulfport

3102 57th Street S, Gulfport
$425,000
Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Unbeatable Gulfport Opportunity! Prime, Cleared Double Lot with Unmatched Development Potential. Rarely available, this cleared double corner lot at 3102 57th St S is a developer's dream or the perfect spot for your custom dream home—or two! The City of Gulfport has confirmed that this property can be divided into two new buildable lots, offering flexibility for two single-family homes or a multi-unit project. Enjoy a quintessential coastal lifestyle in the heart of Gulfport's Historic Arts District. The location is truly exceptional: it is just one block from Gulfport Beach and Shore Blvd, and only three walkable blocks to the vibrant shops, dining, arts, and entertainment along Beach Blvd. The property is zoned Residential Low Medium (RLM), providing incredible flexibility for development. Permitted uses include ~ Single-Family and Duplex Dwellings ~ Townhouse or Multi-Family Dwellings ~ Public Park or Recreation Facility ~ Daycare Center or Church ~ Assisted Living Facility, Educational-Related Facilities. With a lot size of approximately 9,000 SqFt, this is a unique and sought-after investment opportunity in one of St. Pete's most desirable neighborhoods. Build your legacy here!

3102 57th Street S, Gulfport

5025 9th Avenue S, Gulfport
$375,000
4 Beds ⋅ 2 Baths ⋅ Ardmore Heights SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Welcome to this beautifully updated BLOCK HOME just minutes from the vibrant waterfront community of Gulfport. Thoughtfully designed with flexibility in mind, this home offers a layout that adapts to today’s lifestyle—whether you’re hosting family, working from home, or simply looking for room to spread out and enjoy. Step through the front door into a bright and open living space where the kitchen, dining, and living areas flow seamlessly together. At the heart of the home, the spacious kitchen features granite countertops, abundant cabinetry, stainless steel appliances, and a large island that naturally becomes the gathering place for family and friends. Step outside to the FULLY FENCED BACKYARD, where alley access, a fire pit area, picnic space, and plenty of room to personalize create the perfect setting for relaxing evenings, weekend gatherings, and enjoying Florida’s year-round outdoor lifestyle. There’s ample space to create the backyard oasis you’ve been dreaming about. Ideally located near Gulfport’s eclectic restaurants, waterfront parks, art district, and community events, while also offering quick access to Downtown St. Petersburg, St. Pete Beach, and major Tampa Bay commuting routes, this home delivers the perfect blend of convenience, character, and lifestyle.

5025 9th Avenue S, Gulfport

2850 59th Street S Unit 205, Gulfport
$158,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. PRICE IMPROVEMENT!! Don’t miss out on this FURNISHED, BRIGHT AND MODERN POOLSIDE 2ND FLOOR UNIT with sleek European style in the Kenmore building at Town Shores of Gulfport ... a premier 55+ community with resort-style amenities! 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. Kenmore is a no pet building, ESA pet accepted with association approval. 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!

2850 59th Street S Unit 205, Gulfport

3014 58th Street S, Gulfport
$529,000
3 Beds ⋅ 2 Baths ⋅ Horners Rep SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. This amazing Gulfport property has so many great features you will feel like you are home! It is nestled in this beautiful community where you can walk to downtown Gulfport and find beaches, shops, parks, bars, tons of restaurants, and a thriving Arts District. This three bedroom, 2 bath house has a split floorplan and sits on a double lot with alley access and off street parking available. The floorplan even allows for flexibility for multigenerational living by providing an exterior entrance to the primary bedroom where you could close it off to exist as a separate area of the house. It has many new updates: new kitchen with appliances, new water heater, new garage door and opener, newly finished terrazzo floors, and more. The outdoor entertaining space will truly wow you! There is plenty of room for friends and family to gather. The house is surrounded by beautiful xeriscaping and a screened-in porch. There is plenty of room for a fire pit, outdoor kitchen, or even a pool here. Don't miss this chance to be part of this vibrant city!

3014 58th Street S, Gulfport

5418 11th Avenue S, Gulfport
$335,000
3 Beds ⋅ 1 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Partially or Fully Digitally Staged Completely Renovated & Move-In Ready! Welcome home to this beautifully updated property where all the hard work has already been done — simply move in, unpack, and start enjoying Florida living. This home features extensive upgrades inside and out, including a newer roof, newer air conditioning system, and brand-new AC ductwork recently replaced for improved efficiency and comfort. From the moment you arrive, you’ll appreciate the curb appeal highlighted by newer vinyl privacy fencing and a covered front patio — perfect for relaxing mornings or evening gatherings. Step inside to discover a thoughtfully renovated interior showcasing modern finishes throughout. The stunning kitchen is a true centerpiece, featuring soft-close cabinetry, stainless steel appliances, butcher block countertops, and a stylish glass mosaic backsplash designed for both function and style. The home offers beautiful flooring throughout with no carpet, creating a clean and contemporary feel. Interior upgrades continue with fiberglass rounded wall corners, fresh skim coating, and updated paint that enhance the home’s polished appearance. A separate indoor laundry room, located within the air-conditioned living space, includes a high-end washer and dryer for added convenience. The backyard provides an ideal space for entertaining or unwinding, complete with lush St. Augustine sod, fruit-bearing trees, and newer 6-foot vinyl privacy fencing. With plenty of room to add a pool, the outdoor space offers endless possibilities. Conveniently located near sandy beaches, popular restaurants, shopping destinations, and local fishing spots, this home combines modern upgrades with an unbeatable lifestyle location. Schedule your private showing today — this exceptional home is ready to be yours!

5418 11th Avenue S, Gulfport

701 49th Street S, Gulfport
$895,000
Ardmore Heights SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. This is a unique, two-building flex property located directly on the Pinellas Trail with frontage on 49th Street South, the main north–south corridor into Gulfport with approximately 22,000 vehicles per day. This property is a rare opportunity to purchase a property with both high traffic road frontage and direct frontage on The Pinellas Trail. The site consists of 4,924 SF gross SF across two concrete block buildings (3,460 SF and 1,464 SF), plus a bonus storage shed fronting the trail, situated on a 0.31-acre lot with 10+ parking spaces. The interior configuration includes multiple small rooms and studios, making it well-suited for creative users, multi-tenant concepts, or owner-operators looking to generate multiple income streams. The property is zoned Commercial General, allowing for a wide range of uses including retail, office, personal services, restaurant, warehouse, trade shops, automotive and marine-related uses, fitness, and many conditional uses. The outdoor areas provide functional space for pop-up markets, events, vendor stalls, or customer gathering, which pairs naturally with the heavy pedestrian and cyclist traffic along the Pinellas Trail. With an average of 160,000 trail users per month, this property functions as a true destination site, offering visibility not just to vehicles, but to a constant stream of cyclists, pedestrians, and local residents. Whether repositioned for creative studios, retail, wellness, trades, or a potential hybrid live-work or market concept, this is a highly adaptable property in the City of Gulflort, FL.

701 49th Street S, Gulfport

5413 15th Avenue S, Gulfport
$399,000
3 Beds ⋅ 1 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code
OWNER FINANCING AVAILABLE - LOW INTEREST **1.99perc.** interest rate. 1 to 5 year Finance packages available. Close fast, OWN NOW with minimal screening required. Fully renovated in sunny Florida - Gulfport, near St. Petersburg, Clearwater, and the best beaches Florida has to offer. NON flood zone. Fully Remodeled Gulfport Gem — Move-In Ready with Designer Touches! Welcome to this beautifully updated 3-bedroom, 1-bathroom concrete block home in the heart of Gulfport, located in a high-and-dry, non-flood zone (Zone E) — offering peace of mind without sacrificing location. Just minutes from vibrant downtown Gulfport, Pasadena, and some of Florida’s best Gulf beaches, this home blends convenience, charm, and modern comfort in one of Pinellas County’s most sought-after areas. Brand new hurricane impact windows, fresh interior and exterior paint, new ceilings, updated flooring with new baseboards, and designer accent walls. Enjoy Florida living with a screened front porch, a fenced backyard, and double gate access for boat, RV, or trailer parking. The oversized garage offers ample space for storage and can accommodate a large truck. The landscaping has been refreshed with new areca palms and crushed shell accents, creating a tropical outdoor space perfect for entertaining or relaxing. The crushed shell also adds additional parking and is low maintenance. New cabinetry, a spacious island, solid surface countertops, new sink and faucet, brand-new microwave and dishwasher, and stylish LED light fixtures with halo fans throughout. The bathroom has been completely redone with a new vanity and mirror, custom tile work, a tub/shower combo with glass doors, and modern finishes. All three bedrooms include closet shelving, offering efficient and organized storage. Additional upgrades include a smartphone-compatible garage door opener, LeafGuard gutters, new ductwork (2024), ultraviolet germicidal air system (2023), water heater (2023), A/C (2021), and roof (2015). This turnkey home is the ideal blend of modern updates, prime location, and low-maintenance coastal living. With the flexible financing available, contact us and let's see how we can help you

5413 15th Avenue S, Gulfport

5966 Bayview Circle S, Gulfport
$2,200,000
5 Beds ⋅ 5 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Virtually Staged. Experience modern coastal luxury in this newly constructed Pasadena Model Home, where striking contemporary architecture meets timeless Florida charm. Designed with clean lines and sunlit open spaces in cool gray tones, this residence blends style and function with effortless grace. Set within the exclusive gated Pasadena Yacht & Country Club community, this Skimmer Point masterpiece features an impressive home, perfect for those who value both elegance and practicality. Inside, sophisticated finishes, soaring ceilings, and seamless indoor-outdoor living spaces invite relaxation and entertaining alike. Residents have available the ability to join with a shorten wait time, the premier Pasadena Yacht & CC with amenities including a private Arnold Palmer–designed golf course, full-service clubhouse, fine dining, tennis and pickleball courts, and an 80-slip marina accommodating yachts up to 80 feet. Just beyond the gates, discover the charm of downtown Gulfport—a short stroll away—offering boutique shopping, waterfront cafés, lively restaurants, and vibrant local markets. Including the luxury of Downtown St Petersburg, the beaches and Tampa, all of which just minutes away! This home is not just a residence—it’s a lifestyle defined by coastal sophistication and resort-style comfort.

5966 Bayview Circle S, Gulfport

4811 Del Rio Way S, Gulfport
$300,000
3 Beds ⋅ 2 Baths ⋅ Baywood Sub SubDv. ⋅ 33711 Zip Code
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.

4811 Del Rio Way S, Gulfport

5950 Pelican Bay Plaza S Unit 705, Gulfport
$389,000
2 Beds ⋅ 2 Baths ⋅ Pelican Bay Yacht Club Condo Bldg A SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. IMPROVED PRICE!! Centrally located in the gated waterfront community of Pasadena Yacht and Country Club, this spacious 2BR/2BA 7th floor condo is located in Building A on Pelican Bay Plaza. There is plenty of room to spread out with 1,476 SqFt & a split bedroom floor plan with en suite baths in both rooms. The 33 ft balcony has gorgeous views of Boca Ciega Bay and is accessible from the living room & master bedroom. There is a second balcony off the 2nd bedroom and dining area with views of downtown St. Petersburg. There are washer/dryer hook-ups in the unit and assigned storage. Building offers secured entry, a lovely community sitting area, rec room with pool table, & the Admiral Quarters, which is available upon request for private functions. There is covered assigned garage parking, a community pool & spa, and a clubhouse that can be reserved upon request. Pasadena Yacht and Country Club offers an 18-hole historic championship golf course, and Golf, Yachting, Social and Fitness Memberships at an additional cost. Amenities include golf, tennis, swimming, 3 restaurants, fitness, sauna, locker rooms, concierge services and a newly renovated resort style pool deck with junior Olympic sized swimming pool. Boat slips at the Yacht Club may be available for additional purchase. New ownership within the community allows you a limited time to become a member and skip the line of the long waitlist. The neighborhood is conveniently located in close proximity to quality dining, grocery and retail options, and a short drive to downtown Gulfport, the Gulf Beaches, I-275 & Downtown St. Petersburg. All measurements are estimates & should be verified by buyer.

5950 Pelican Bay Plaza S Unit 705, Gulfport

1830 58th Street S, Gulfport
$230,000
2 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Short Sale. Accepting Back up and Bump ups. Big Price Drop! Don't miss it! Calling all investors or anyone that just wants a good deal on a home that needs minimal work. If you want a home that is located near all of the fun and excitement of Gulfport and our beautiful beaches, check this home out. Located in close proximity to Stetson Law, this home would make a fantastic rental. Or with some minor updating this home could be flipped for a profit or made your own. The home includes a whole house solar system so imagine your savings. The home has a master suite with an ensuite bath and inside laundry. Large covered porch and huge deck allows you to take advantage of our great weather. Good bones but could use some cosmetics. You will need to allow some additional time to close as it will need short sale approval.

1830 58th Street S, Gulfport

2960 S 59th Street Unit 311, Gulfport
$149,900
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Great opportunity to own a Two Bedroom, Two Bath Pool Side home located in Town Shores . One of the perks of living in this unit is that the pool and the intercostal views are just steps away! Your poolside home comes with a new dishwasher an updated kitchen/baths and 4 year New AC. Florida room has newly installed continuous vinyl plank flooring attractive wallpaper featuring the Florida Palm Tree. Makes you feel at home. Flooring is easy care vinyl planking throughout! No flooding in Jamison Town Shores is Waterfront Community that is located on Boca Ciega Bay and is just steps away from Historic Downtown Gulfport & Gulfport Beach. Gulfport has plenty of things to do from Bars, to Restaurants and even a farmers market every week on Tuesday! Don't miss out on the perfect condo for you and yours, Call Today!

2960 S 59th Street Unit 311, Gulfport

2605 59th Street S, Gulfport
$1,790,000
4 Beds ⋅ 3 Baths ⋅ Villa De Maria SubDv. ⋅ 33707 Zip Code
Magnificent Estate with Pool - 4 Bedrooms | 3 Baths | 3,429 Sq Ft | Oversized 3-Car Garage + 2,300+ Sq Ft Bonus Space Welcome to an exceptional estate with gorgeous sunsets and views of the Pasadena Golf & Country Club—where elegance, functionality, and the Florida lifestyle come together seamlessly. Elevated above the landscape, a grand staircase leads to a stately front entry. Inside, you’re immediately drawn to sweeping views of the pool and lush fairways beyond. The living and dining areas flow effortlessly, highlighted by a custom chandelier and French doors that open to an inviting poolside retreat—perfect for indoor-outdoor living. The gourmet kitchen is thoughtfully designed for both everyday living and entertaining. It features a large center island, KitchenAid five-burner gas cooktop with pot filler, double ovens with integrated microwave, vented hood, wine cooler, and Wellborn wood cabinetry. Granite countertops, appliance garages, and a lighted art display add both beauty and function. A breakfast bar offers seating for four to five, while the adjacent breakfast nook enjoys peaceful views of the pool and golf course. At the heart of the home, the spacious family room offers a warm and inviting setting with a gas-burning fireplace and direct access to the outdoor living space. The primary suite is a true retreat, spanning over 650 square feet. This private sanctuary includes a sitting area overlooking the pool, direct patio access, and a luxurious en-suite bath with a custom walk-in closet, dual vanities, granite countertops, pendant lighting, Wellborn cabinetry, a soaking whirlpool tub, walk-in shower with bench, decorative niches, and a private water closet. Additional features include a dedicated office near the entry, three well-appointed guest bedrooms, and two additional bathrooms, including a convenient pool bath. On the lower level, over 2,300 square feet of air-conditioned space offers incredible flexibility—ideal for a home theater, game room, fitness area, or additional garage/storage space. Recently resurfaced flooring (2024) and a home theater system (2019) enhance the versatility. An electric vehicle charging station is also included. The pool and outdoor living area, located on the main level, were completely renovated in 2024 and designed for both relaxation and entertaining. Improvements include a redesigned deck, stainless steel railings, new pumps and heater, outdoor speakers, upgraded landscape lighting, and programmable holiday lighting. Additional notable upgrades: • Two tankless water heaters • Generac whole-house generator • Water softener system • Six-zone irrigation system • 50-year shingle roof • Security camera system • Front fence lighting (2021) This is a rare opportunity to own a one-of-a-kind residence offering refined design, extensive upgrades, and breathtaking golf course view.

2605 59th Street S, Gulfport