Gulfport Log Homes Under $500K for Sale - Tampa Bay Premier Realty

2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Discover the charm of Gulfport living in this inviting bungalow, offering a wonderful blend of vintage character, thoughtful modern updates, and the relaxed coastal vibe that makes Gulfport so special. The home features attractive porcelain tile flooring, new carpeting in primary bedroom, and new laminate flooring in the bonus room (October 2026). The kitchen is a knockout, showcasing custom design details, Restoration Hardware-inspired lighting, custom concrete countertops, subway tile backsplash, under-cabinet lighting, a farmhouse-style porcelain sink, over-the-range vent hood, and built-in wine rack. The bathroom has also been tastefully updated. A versatile bonus room offers additional living/flex space or potential 3rd bedroom. The oversized garage provides ample room for laundry, a vehicle, and workshop space, while the extra-deep adjacent carport offers additional covered parking. Numerous important improvements include a new fence installed in 2025, plumbing redone in 2022, windows and doors replaced in 2020/2021, HVAC system replaced in 2020, and roof replaced in 2019. Step outside and enjoy the tropical landscaping, lush lawn that has been certified as a natural habitat, a covered deck, and an adjacent patio area perfect for relaxing, entertaining, or enjoying Florida's year-round outdoor lifestyle. The privacy fenced yard provides plenty of room for gardening, pets, and outdoor enjoyment. Full of character, flexible living space, and meaningful updates, this Gulfport bungalow offers a wonderful opportunity to enjoy the unique charm and laid-back lifestyle of one of Pinellas County's most beloved waterfront communities!

5313 19th Avenue S, Gulfport

5980 Shore Boulevard S Unit 1006, Gulfport

$249,500

1 Beds ⋅ 2 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code

Fantastic Bay views from this 10th floor condo**updated kitchen featuring stone counters, bright cabinets and appliances. Fully Stocked kitchen just waiting for that buyer who fancies themselves a gourmet cook. The home is furnished with beautifully crafted furniture ready for immediate occupation for the 2026-2027 Winter Season. This is truly a turn key property. Additionally a 1/2 walled room that can be used as a bedroom, bonus room or office**with beautiful water views** Come and see our newest listing**The Diplomat Building is newly painted, new flake & epoxy flooring on walkways and laundry rooms. Carport roofing replaced recently cleaned (power wash) lush maintained landscaping and glorious sunsets. Town Shores offers 4 heated pools, clubhouse, bocce, shuffleboard court, chair volleyball, puzzle room, pool tables, poker room, community room which can be rented out for any occasions. The Diplomat House has newly installed carports, walk ways, water safety lobby which can be shut down for water protection in the lobby from storms.

5980 Shore Boulevard S Unit 1006, Gulfport

$225,000

2 Beds ⋅ 2 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code

Come and see our end unit located in the Fairfax waterfront building. Views galore day and night for a relaxing atmosphere. Fairfax is a smaller low rise building well maintained and updated. New roof, replaced gas lines, newly paved and located on a waterfront canal. It overlooks the Pasadena Yacht Club waterfront homestead properties.

5935 30th Avenue S Unit 301, Gulfport

$499,880

2 Beds ⋅ 2 Baths ⋅ Brunson-Dowell Sub 1 SubDv. ⋅ 33711 Zip Code

DOUBLE LOT!!!!! Build your DREAM HOME in BEAUTIFUL Gulfport, Florida!!!! Just steps to waterfront!! Golf cart to Downtown Gulfport for dining, festivals, and shenanigans. ******** Value in the land. Home and adjacent structures have minimal value********

2625 Quincy Street S, Gulfport

5940 Pelican Bay Plaza S Unit 203, Gulfport

$280,000

2 Beds ⋅ 2 Baths ⋅ Pelican Bay Yacht Club Condo Bldg B SubDv. ⋅ 33707 Zip Code

Welcome to the prestigious Pasadena Yacht & Country Club, an exclusive gated golf community offering a resort-style lifestyle in a highly desirable location. This spacious 2-bedroom, 2-bathroom condominium features 1,476 square feet of living space, a well-designed floor plan, and abundant natural light. One of the home’s highlights is the impressive 33-foot balcony spanning the entire side of the unit, with sliding glass door access from the living room, kitchen and primary bedroom. Enjoy your morning coffee or unwind in the evening while taking in the peaceful pond and pool views. Inside, you’ll discover a bright, spacious open floor plan with generous living areas and a welcoming feel throughout. The kitchen features a cozy breakfast area, while the oversized living and dining rooms provide plenty of room for entertaining or everyday comfort. The split-bedroom layout offers added privacy, and both bedrooms feature walk-in closets. Upgrades include wood-effect porcelain tile flooring throughout, stainless steel appliances, and an air conditioning system and water heater replaced in 2017. Additional conveniences include an in-unit washer and dryer, a private exterior storage closet (#203), and a reserved under-building parking space (#9) on the ground level. Small furry friends are welcome, too! Building amenities include a party kitchen, billiards table, library, and social gathering rooms. Residents of Buildings A and B also enjoy access to a clubhouse, heated swimming pool, and spa, all included in the association dues. Ample guest parking makes entertaining friends and family easy. Optional membership at Pasadena Yacht & Country Club offers access to an outstanding selection of amenities, including an 18-hole championship golf course, sheltered marina, waterfront heated lap pool, tennis courts, fitness center, and an elegant clubhouse with multiple dining rooms, private event spaces, sports and pool bars, and a pro shop. Eligible buyers also have the opportunity to bypass the lengthy membership waitlist. Originally developed by U.S. Steel, this established community features beautifully maintained, resort-style grounds and two 24-hour manned security gates. Enjoy the best of coastal living in this fantastic location, just minutes on foot from downtown Gulfport, with its charming restaurants, lively bars, art galleries, unique shops, medical offices, convenience stores, and dog park. Nearby amenities include the library, Senior Center, and Recreation Center, featuring basketball and tennis courts, pickleball, and more. Take a stroll along beautiful Williams Pier and soak up Gulfport’s unique waterfront charm. You’re also just a 10-minute drive from Florida’s stunning Gulf beaches and the vibrant downtown St. Petersburg, with Tampa International Airport approximately 30 minutes away. This is the perfect location to enjoy small-town charm, outdoor recreation, arts and culture, and easy access to everything Tampa Bay has to offer! Call to schedule your private showing today. **PRICED TO SELL**

5940 Pelican Bay Plaza S Unit 203, Gulfport

$170,000

2 Beds ⋅ 2 Baths ⋅ Golden Sands Condo SubDv. ⋅ 33707 Zip Code

Short Sale. SHORT SALE! Fall in LOVE with Golden Sands Condo Complex! Bring your vision for this 2 Bedroom, 1-1/2 Bath, bottom floor CORNER unit! Unit 101 has 885 sq ft of living space with a 12x5 screened lanai in the courtyard! This ALL-AGES Gulfport condo complex offers water views from most common areas and is PET friendly for your furry friends that are under 35lbs! The bottom floor units will undergo renovations paid for by the association insurance and will be starting soon! Golden Sands is a quiet 16-unit Condo complex located on Boca Ciega Bay. This waterfront location allows quick access to I-275, Downtown St. Pete, and the BEACH! Just a 1/2 a mile from all that Gulfport has to offer, you'll be minutes from Clam Bayou, Gulfport Marina, Williams Pier, Veterans Park, Shopping, Dining and LIVE entertainment 7 days a week!

4902 31st Avenue S Unit 101, Gulfport

$125,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

**AFFORDABLE GULFPORT LIVING IN DESIRABLE TOWN SHORES!** Great price on this second-floor, 2-bedroom, 2-bath condo with covered parking makes it a wonderful opportunity to enjoy the Florida lifestyle in a sought-after 55+ waterfront community! Featuring an open floor plan and a sunroom just off the kitchen, this spacious condo offers plenty of possibilities. Freshly painted and professionally cleaned, this neat and inviting home is move-in ready, allowing you to settle in comfortably while adding your own personal touches and updates over time. Town Shores of Gulfport offers an exceptional array of amenities, including 4 heated swimming pools, clubhouse, fitness center, tennis/pickleball courts, shuffleboard, bocce ball, and waterfront walking paths along beautiful Boca Ciega Bay. Located in the charming small city of Gulfport, you're just blocks from its vibrant downtown, known for wonderful local restaurants, unique boutiques, art galleries, community events, and a beautiful waterfront beach. Whether you're looking for a full-time residence, a seasonal Florida retreat, or an opportunity to create a space that truly reflects your own style, this is your chance to enjoy the Town Shores lifestyle at an exceptionally appealing price!

3128 59th Street S Unit 204, Gulfport

5925 Shore Boulevard S Unit 611, Gulfport

$174,900

1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Water views fill this sixth-floor Lancaster condo at Town Shores of Gulfport. This top-floor, one-bedroom, one-bath deluxe unit offers 1,060 square feet and a Florida room with room for an office or guests. A full-size Murphy bed, a large Florida room closet, and a separate storage closet on the same floor add practical flexibility. No popcorn ceilings. The beautifully renovated open concept kitchen has granite counters, soft close shaker cabinets and stainless steel appliances, including a brand new refrigerator and new gas stove with a three year extended warranty. The bedroom features a custom Closets by Design walk-in closet, and the bathroom has a walk-in shower. Other updates include hurricane impact windows, solar window shades, an exterior storm door, and a Carrier HVAC system installed in 2025. The building received a new roof in 2025, and elevator replacement is nearing completion. The unit also includes a deeded hurricane-rated carport. Town Shores is an established 55+ waterfront community with four heated pools, a clubhouse, fitness facilities, tennis and pickleball courts, shuffleboard, bocce, fishing, and kayak storage. Marina boat slips may be available separately. The $758 monthly condominium fee includes cable TV, internet, natural gas, water, sewer, trash, exterior and grounds maintenance, pest control, pool maintenance, and recreational facilities. Gulfport’s waterfront district is nearby, with restaurants, galleries, shops, the Tuesday Fresh Market, and First Friday Art Walks. Downtown St. Petersburg and Gulf beaches are also within easy reach. Association approval and pet restrictions apply.

5925 Shore Boulevard S Unit 611, Gulfport

$450,000

3 Beds ⋅ 1 Baths ⋅ Pasadena Estates Sec F SubDv. ⋅ 33707 Zip Code

Virtually Staged. Say hello to carefree coastal living! You will notice the great curb appeal of this NEWLY RENOVATED charmer as soon as you approach! It has a Freshly Painted, Bright Exterior with NEW Renovated Landscaping. This 3-BEDROOM 1 BATH home has been completely & thoughtfully updated with great attention to detail--both INSIDE and OUT! Perfectly situated in the highly desirable Gulfport community! Step inside this luxurious home filled with natural light, showcasing luxury Pergo vinyl plank flooring, recessed LED lighting, and a neutral color palette that complements any décor. The BRAND-NEW Kitchen boasts 42” Solid Wood SOFT-CLOSE shaker cabinets with Gold Handles, Beautiful Emerald Green QUARTZ countertops, BRAND-NEW GE Stainless-Steel Appliances, and Beautiful Icelandic Green Marble Backsplash! The bathroom has been Completely Renovated with NEW Step-in Shower, Mosaic Tile, and Fixtures! As you make your way through the home, please note the Additional Upgrades including (but not limited to): ALL NEW TEXTURE on Ceilings and Walls, Interior Paint, Interior Doors, Door Hardware, Closet Doors, Ceiling Fans, LED Light Fixtures, 40 Gallon Rheem Water Heater and MORE! The HUGE ATTACHED 2-CAR GARAGE - AIR CONDITIONED - has plenty of room with extra storage and a dog washing station. NEW DOUBLE-PANED HURRICANE-RATED WINDOWS throughout! AC (2020) Water Heater (2026) The home sits on a HUGE 9,335sqft Lot with a BRAND-NEW PVC Privacy Fence (2026), a storage shed and a covered gazebo. Plenty of room for entertaining or pets! One Block from Stetson College of Law and nearby Playground at RW Caldwell Park, This home is just minutes from Gulfport’s charming Waterfront Arts District, St. Pete Beach, downtown St. Petersburg, and easy access to I-275. Whether you're a first-time buyer, investor, or looking for your Florida retirement home, this move-in ready Gulfport gem checks all the boxes! NO FLOOD ZONE! NO FLOOD INSURANCE REQUIRED! NO HOA or CDD! Call to view this beautiful home TODAY!

1119 63rd Street S, Gulfport

$147,000

1 Beds ⋅ 1 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code

Welcome to Bright and Cherry, a beautifully maintained first-floor condo that offers the perfect blend of comfort and convenience. This residence features a thoughtfully upgraded kitchen complete with elegant stone countertops and modern, updated appliances. The unit showcases the desirable Deluxe floor plan, which includes a convenient private back door providing seamless, direct access to the recently renovated community pool and patio area. You can enjoy total peace of mind knowing that this first-floor residence at The Kenmore remained completely unaffected by the hurricanes and flooding events of 2024. Because The Kenmore building is elevated, it has a proven history of being free from low-grade drainage or flooding issues. For your ease of access, this unit comes with dedicated, convenient curb parking located right along the walkway at space #14. This is a fantastic opportunity to own a turnkey home in a prime location!

2850 59th Street S Unit 112, Gulfport

$324,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Looking for that diamond in amongst all the pearls? You have found it! The only one of it's kind in the entire complex. This is a spectacular view to the West and the Southwest. Water on two sides and one of the 4 heated pools on the third side. Oh yes, we left space for the front door on the 4th/front side. Eat in kitchen, washer/dryer closet, new appliances, floors, lighting, doors, hardware. And remember there are two nicely appointed bathrooms with ceramic surrounds and floors. And a new AC/Heating system. A side entry door into the kitchen for taking packages from the carport into the house. And speaking of kitchen, it is a true eat-in kitchen with a wine/coffee bar and a table for four. Then you add in the Gulfport vibe as you can walk downtown for market, restaurants, live music, or hang out at the ice cream store. There are also professional volley ball courts down on the beach and the occasional tournament. Speaking of courts, there are tennis, pickleball, bocce and shuffleboard courts over by the clubhouse and across from the marina. Do you know that the Gulf Beaches are just across the small bridge for walks on the beach anytime you want or sunsets upstairs at the Brass Monkey on Pass A Grill. Or breakfast on the beach on another day. So much to do or never leave this extraordinary condo and complex. Remember Tampa airport is just across the bridge and Busch Gardens for a great day trip. Or a little further up the highway you can go visit Mickey !

5960 30th Avenue S Unit 114, Gulfport

$199,900

1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Virtually Staged. Waterfront ! check. Beautiful view! check. Steps to the pool! check. Walk to downtown Gulfport with live music, good food and great people! check. Beautiful waterfront community of Town Shores, surrounded by water that sparkles likes it's been sprinkled with diamonds. You may not believe what a great find. This oversized (almost 1100) sq ft condo is completely remodeled with new kitchen, bath, paint, floors and most anything you can think of, like AC. Move in ready. Gulfport is surrounded by St Pete which is the mecca of museums , restaurants, executive airport downtown, and activities. You also have easy access to the beaches - take your choice, we have miles of them just to our West. With more activities for young and old. When the kids and grandkids come to visit there are more activities that they will love as well. Busch Gardens is just across the bridge in Tampa and Disney just "up the road" in Orlando. Great central location for family and you. Come join us in Gulfport!

5955 30th Avenue S Unit 111, Gulfport

6150 Gulfport Boulevard S Unit 515, Gulfport

$299,000

2 Beds ⋅ 2 Baths ⋅ Golfview Ii Condo SubDv. ⋅ 33707 Zip Code

Virtually Staged. Enjoy top-floor living in this well-maintained 2-bedroom, 2-bathroom condo in Gulfport, conveniently located directly across the street from Stetson University College of Law. Accessible by elevator or stairs, this inviting residence features granite countertops in the kitchen and a combination of vinyl and tile flooring throughout for easy upkeep. The primary bedroom offers its own private balcony—a welcoming spot for morning coffee or unwinding at the end of the day. The condominium association recently replaced the building’s roof, adding to the property’s appeal. Enjoy a convenient location near Gulfport’s waterfront district, local restaurants, shops, and Gulf beaches, with downtown St. Petersburg also within easy reach. Whether you’re seeking a full-time residence or a seasonal getaway, this condo offers a comfortable home base for enjoying the Florida lifestyle. Schedule your private showing today!

6150 Gulfport Boulevard S Unit 515, Gulfport

$237,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

SUNSHINE, STYLE & THE FLORIDA LIFESTYLE YOU'VE BEEN WAITING FOR! Welcome to the highly desirable 55+ waterfront community of Town Shores, where resort-style amenities meet an unbeatable walkable location! Situated in the pet-friendly Dover Building, this beautifully maintained END UNIT is filled with natural Florida light thanks to an entire additional wall of windows, creating a bright and welcoming retreat. Thoughtfully updated and move-in ready, this home features TWO renovated bathrooms (2021 & 2025), a newer HVAC system (2020), dishwasher and gas range (2024), luxury vinyl plank flooring in the Florida room (2025), fresh interior paint, and custom blinds throughout. Hurricane-rated windows throughout and hurricane-rated front and storm doors (2023) provide added peace of mind, along with a recent home inspection and 4-point inspection available from the seller. ENJOY THE VALUE OF AN ALL-INCLUSIVE LIFESTYLE! The HOA fee covers gas for heating, hot water and cooking, upgraded cable with streaming, high-speed internet, two cable boxes, deeded assigned covered parking, trash pickup three times weekly, fire alarm system, on-site security, quarterly pest control, and grounds maintenance. Enjoy FOUR swimming pools, boat docks, kayak storage, bocce ball, and a vibrant clubhouse with a library, billiards room, and planned social events. The Dover Building also offers a patio grilling area, on-site laundry, and janitorial services, while an on-site community office adds convenience. AND THE LOCATION? SIMPLY EXCEPTIONAL! Leave the car behind and stroll to the charming downtown arts district, beautiful beach, restaurants, shops, entertainment, and nearby bus line. Whether you're seeking an active social calendar or a peaceful Florida retreat, Town Shores offers the best of both worlds. Beautifully updated, wonderfully located, and ready to enjoy—your Florida lifestyle starts here! Call today for your private tour as this unit won't last!

3114 59th Street S Unit 401, Gulfport

$359,000

3 Beds ⋅ 1 Baths ⋅ Waterview Park Sec 2 SubDv. ⋅ 33711 Zip Code

Welcome to 2818 Upton Street S in Gulfport! This recently renovated 3-bedroom, 1-bath concrete block home offers 926 square feet of updated living space. The interior features luxury vinyl plank flooring throughout, neutral paint colors, updated lighting, and ceiling fans. The kitchen is equipped with white cabinetry, granite countertops, a subway tile backsplash, and stainless steel appliances. A bright living room and separate dining area with abundant windows create a comfortable, inviting atmosphere. Outside, the spacious, fully fenced backyard provides plenty of room for entertaining, pets, or outdoor activities. Additional features include a one-car garage, driveway parking, and a covered front entry. Conveniently located near Gulfport's local restaurants, shops, waterfront attractions, and the beaches, with easy access to downtown St. Petersburg. This move-in-ready home offers an excellent combination of modern updates and practical living space. Schedule your private showing today!

2818 Upton Street S, Gulfport

6075 Shore Boulevard S Unit 411, Gulfport

$175,000

1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to Nottingham 411 at Town Shores of Gulfport, where beautifully updated interiors, panoramic water views, and an exceptional coastal lifestyle come together. What truly sets this residence apart is its coveted orientation overlooking Boca Ciega Bay and the beautiful waterfront homes of Pasadena Yacht and Country Club. Watch dolphins play, boats cruise by, and the sky transform with color from sunrise to sunset. With no buildings obstructing the rear water views, there’s always something beautiful to see! Inside, this spacious one-bedroom 55+ residence offers a refreshing blend of modern coastal style and Zen-inspired design. The generous living and dining areas feel open and inviting, with luxury vinyl plank flooring, hurricane-impact windows, and clean, contemporary finishes throughout. The beautifully appointed kitchen features a suite of Samsung appliances, including a desirable gas range, combining sleek design with everyday functionality. Thoughtfully curated interiors create a sophisticated yet comfortable atmosphere that feels distinctly different. And the views don’t stop at the living room! Enjoy additional views of Boca Ciega Bay from the kitchen, bedroom, and front entry. A nearby seating area provides another peaceful spot to enjoy your morning coffee or an evening beverage while taking in the scenery. The Nottingham Building enjoys a wonderful location within Town Shores, convenient to the waterfront swimming pool and an impressive collection of recreational amenities. Residents enjoy a clubhouse, pickleball courts, shuffleboard, bocce ball, kayak storage, and beautifully maintained waterfront grounds. Whether relaxing poolside, enjoying an afternoon on the water, or spending time with friends, there’s no shortage of ways to enjoy the Florida lifestyle. Beyond the community, you’re just a short walk from downtown Gulfport’s charming waterfront arts district, with its eclectic restaurants, boutiques, galleries, live music, and community events. Ibis Park, the beach, and the waterfront recreation center are also nearby, while downtown St. Petersburg and the Gulf beaches are just a short drive away. With its stylish, move-in-ready interior, exceptional waterfront orientation, and outstanding community amenities, Nottingham 411 offers something special: a beautifully designed home where the views are as memorable as the lifestyle.

6075 Shore Boulevard S Unit 411, Gulfport

$419,999

3 Beds ⋅ 3 Baths ⋅ Stamms Replat SubDv. ⋅ 33707 Zip Code

LOOK AT THIS ONE! A MID-CENTURY MODERN HOME IN GULFPORT THAT YOU WILL LOVE! THIS FURNISHED, 3 BEDROOM, 2 ½ BATH HOME ON ITS CORNER LOT IS JUST WANT YOU HAVE BEEN LOOKING FOR. IT IS BEAUTIFULLY MODERN WITH ITS HIGH ANGLED WINDOWS, VAULTED CEILINGS, OPEN FLOOR PLAN, & ITS IN THE HEART OF THE GULFPORT ART DISTRICT! THIS MID-CENTURY LOOK WITH AN UNBELIEVABLY FUN VIBE IS LOCATED IN THE “X” NO FLOOD ZONE & DID NOT GET ANY WATER DURING THE STORMS. THE DETAILS IN THIS HOME ARE FANTASTIC & ADD SO MUCH CHARACTER! YOU WILL LOVE THE OPEN LIVING ROOM, DINING ROOM & KITCHEN WITH ALL THE NATURAL LIGHT. PREPARE MEALS & SOCIALIZE AT THE OPEN BAR AREA WITH YOUR GUESTS. THE SLIDING DOORS OUT TO THE PRIVATE BACK PATIO IS READY FOR YOU TO SIT & HAVE DRINKS UNDER THE UMBRELLA, GRILL OUT YOUR FAVORITE MEAL & ENJOY THE FIRE PIT! THE BEAUTIFUL, LARGE PRIMARY BEDROOM EN-SUITE HAS A CANDLE FIREPLACE, LOTS OF WINDOWS & YOUR OWN MORNING PORCH TO ENJOY YOUR COFFEE. WHAT A GREAT WAY TO ENJOY FLORIDA! THE EN-SUITE BATH OFFERS A LARGE TUB & GLASS SHOWER & EXTRA SPACE AT THE VANITY AREA. THE 2ND BEDROOM WITH EN-SUITE BATH IS SO NICELY SET UP FOR A COMFORTABLE STAY FOR YOUR FAMILY & FRIENDS. ACROSS THE HALL FROM THE HALF BATH, YOUR 3RD BEDROOM IS READY FOR AN OFFICE / ART STUDIO & PULL-OUT COUCH FOR GUESTS. THE HOME HAS UPDATED ELECTRICAL THROUGHOUT 2022, A/C 2022 (ENERGY EFFICIENT MINI SPLITS), NEW PAVER DRIVEWAY 2023 & ROOF 2016. WALK OR RIDE YOUR BIKE TO GULFPORTS SHOPS, RESTAURANTS & PARKS. CALL SOON TO SEE THIS AMAZING LISTING BEFORE IT IS SOLD!

2306 53rd Street S, Gulfport

$185,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Virtually Staged. Welcome to the Dover Building in Town Shores of Gulfport, a highly desirable 55+ waterfront community offering resort-style living along beautiful Boca Ciega Bay. This nicely updated 2-bed, 2-bath condo features thoughtful upgrades throughout, including hardwood floors, fresh interior paint, and a remodeled kitchen with designer touches such as lower-drawer cabinetry, built-in shelving, quartz countertops, ceramic tile backsplash, stainless steel appliances, gas stove, and newer HVAC system installed in 2020. The spacious layout offers comfortable living and dining areas, generous storage, and a bright, welcoming feel. Both bedrooms are well-sized, and the split floor plan provides privacy for guests. This home is truly move-in ready with stylish updates already completed. Town Shores residents enjoy an impressive array of amenities, including four heated pools, pickleball, tennis, bocce ball, shuffleboard, a fitness center, a marina, and beautifully maintained waterfront walking paths. With direct access to the bay, the community is perfect for kayaking and enjoying Gulfport’s coastal lifestyle. The Dover Building is ideally located within the community and offers easy access to all amenities. The Dover House pet policy allows for cats and dogs. Just minutes from the vibrant Gulfport Waterfront District, you’ll enjoy restaurants, shops, art galleries, weekly markets, and the sandy shoreline of Gulfport Beach. Experience the best of Florida’s waterfront living in a welcoming, amenity-rich community.

3114 59th Street S Unit 208, Gulfport

$443,000

3 Beds ⋅ 1 Baths ⋅ Caldwells Rep SubDv. ⋅ 33707 Zip Code

Located in desirable Gulfport, this property sits on a spacious corner lot directly across from Wood Ibis Park and just five blocks from the sandy waterfront. The home features refinished oak hardwood floors, an updated kitchen, a remodeled bathroom, and mature landscaping. Enjoy relaxing or entertaining on the backyard deck, offering a private outdoor retreat. Experience the charm of Gulfport living with parks, beaches, and the community’s unique coastal atmosphere close by.

5879 27th Avenue S, Gulfport

5925 Shore Boulevard S Unit 105, Gulfport

$177,900

1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

DIRECT WATERFRONT LIVING WITH SPECTACULAR WATER VIEWS! Welcome to this beautifully remodeled, oversized 1-bedroom, 1-bath condo offering OVER 1,000 SQUARE FEET of living space in the desirable Lancaster Building at TOWN SHORES OF GULFPORT, one of the area's most sought-after 55+ waterfront communities! LOCATION, LOCATION, LOCATION! Perfectly positioned on the FIRST FLOOR and DIRECTLY ON THE WATER, this spacious residence offers beautiful waterfront views and a lovely rear patio where you can enjoy your morning coffee, watch the boats pass by, or simply relax while taking in the peaceful coastal surroundings. Imagine having the waterfront practically at your doorstep without ever having to take an elevator! Step inside and discover an inviting, remodeled interior with an exceptionally generous and open floor plan. The original sliding glass doors separating the Florida room from the main living area have been removed, seamlessly extending the living space and creating an even more open, airy atmosphere. Large windows invite natural light and showcase the beautiful waterfront setting, bringing the outdoors in. The expansive living and dining areas provide plenty of flexibility for entertaining guests, relaxing, or simply enjoying the incredible views. The generously sized bedroom offers a comfortable private retreat, while the home's oversized layout provides space rarely found in a traditional one-bedroom condo. Enjoy the convenience of FIRST-FLOOR LIVING combined with the charm of a waterfront retreat! Whether you're enjoying the views from inside or stepping out to your rear patio, this home offers the perfect setting to embrace Florida's relaxed coastal lifestyle. Town Shores of Gulfport is an active 55+ WATERFRONT COMMUNITY offering an impressive array of resort-style amenities, including FOUR HEATED SWIMMING POOLS, a private marina, tennis and pickleball courts, kayak storage, a clubhouse, fitness facilities, and an abundance of social activities. Enjoy an active lifestyle or simply spend your days soaking up the Florida sunshine! Just minutes away, you'll find Gulfport's charming waterfront arts district, featuring locally owned restaurants, eclectic boutiques, art galleries, a farmers market, and year-round community events. Beautiful Gulf beaches, downtown St. Petersburg, shopping, and entertainment are all within easy reach. DIRECT WATERFRONT VIEWS, OVER 1,000 SQUARE FEET, A REMODELED INTERIOR, AND FIRST-FLOOR CONVENIENCE — A RARE COMBINATION! Whether you're looking for a year-round residence or the perfect seasonal escape, this spacious waterfront condo offers an exceptional opportunity to enjoy the very best of Gulfport living!

5925 Shore Boulevard S Unit 105, Gulfport

$379,900

2 Beds ⋅ 1 Baths ⋅ Boca Ciega Estates Rep SubDv. ⋅ 33707 Zip Code

Beautifully Updated 2-Bedroom Home Near the Historic Gulfport beach community in a NON-FLOOD ZONE. Welcome to this beautifully updated 2-bedroom, 1-bath block-construction home offering 1,043 square feet of thoughtfully designed living space. Meticulously renovated with quality craftsmanship and high-end finishes, this home combines modern comfort with functionality in a highly desirable location. The stylish kitchen is a standout, featuring brand-new countertops, high-end appliances, abundant cabinet storage, and a layout designed for both everyday living and entertaining. The formal dining room provides a wonderful gathering space and offers convenient access to the attached one-car garage and spacious mudroom, complete with a built-in utility area, complete with a washer and dryer. Step outside to enjoy the large screened-in lanai—a perfect spot for morning coffee, outdoor dining, or relaxing year-round. Beyond the lanai is a huge backyard, offering plenty of room for outdoor activities, gardening, entertaining, or creating your own private oasis. (The large lot also conforms to the City of Gulfport’s 2026 planned ordinance (2026_4), allowing up to an 800sq ft ADU (Additional Dwelling Unit) (Buyer to verify and follow city permit process) Location is a major highlight. You'll be just minutes from shopping, public transportation, Stetson Law School and approximately one mile from the Historic Downtown that is the HIDDEN GEM OF GULFPORT, an unspoiled waterfront village brimming with independent boutiques and restaurants. Locals will tell you, “There’s always something going on in Gulfport!” You’ll delight in this charming small town’s art festivals; twice a month, market day; every Tuesday year-round, live music, delicious restaurants, beautiful parks and public pickleball and volleyball courts, plus a performing arts theater, art gallery, library and first-rate senior center all bordering the sandy beaches of the Boca Ceiga Bay. For commuters, travelers and to everyone that calls Gulfport home; location is everything as you are only 10 minutes away from the gulf beaches with access to I-275 being only approximately two miles away, putting downtown St. Petersburg within an easy drive. St. Pete-Clearwater International Airport is approximately 20 minutes away, while Tampa International Airport is approximately 30 minutes away. Updated, spacious and exceptionally well located—this home offers the opportunity to enjoy the best of Gulfport and the surrounding St. Petersburg, St. Pete Beach, Pass-a-Grille and Clearwater areas.

2109 58th Street S, Gulfport

$375,000

3 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

High and dry in Flood Zone X and Evacuation Zone D, this solid block home came through the 2024 hurricane season with no flooding and no damage! Gulfport moves at its own pace, and this home in Pasadena Gardens Gulfview puts you minutes from all of it: Tuesday mornings at the waterfront market, dinner on Beach Boulevard, and an evening walk along Boca Ciega Bay as the sun goes down over the water. this 3/2 home is move-in ready, with the big-ticket items already handled: roof replaced in 2021, new A/C in 2026, windows rated for 140 mph winds, a solid steel back door framed in concrete, and a vinyl fence added in 2022. A four-point inspection has just been completed, so you can go into insurance quotes with clarity instead of guesswork. Inside, a single-level plan with three bedrooms and 1,081 square feet of heated living space keeps daily life simple. Crown molding finishes the living room and bedrooms, carpet was replaced in 2026 alongside ceramic tile, and the single-hung windows tilt in for easy cleaning. The kitchen has solid surface counters and a large corner pantry closet, and the range, refrigerator, dishwasher and microwave are included. The washer and dryer also stay with the home. The primary bedroom has a built-in closet, and the two additional bedrooms work equally well for family, guests, or a home office. Out back, the fully fenced, oversized backyard is made for pets, play, and future outdoor entertaining, with room to add a pool. A T-gate opens to the alley, and there's a parking pad out front. With no HOA and no deed restrictions, the home works equally well as a primary residence or a smart investment, whether you're settling in full time, keeping a seasonal base, or holding it as a long-term rental. Gulfport's waterfront is close by, from the kayak launch at Clam Bayou Nature Park to Gulfport Municipal Beach and concerts at the historic Casino Ballroom. St. Pete Beach and Pass-a-Grille are a short drive west. Downtown St. Petersburg, the Dali Museum and the St. Pete Pier are about 15 minutes east. I-275 connects you to Tampa, and both St. Pete-Clearwater and Tampa International airports are within easy reach. A Gulfport block home that stayed dry in 2024, with the roof, A/C and inspection already behind it, is exactly the kind of house buyers have been waiting to see.

1714 55th Street S, Gulfport

$449,000

2 Beds ⋅ 1 Baths ⋅ Burns F J Realty Cos Rev SubDv. ⋅ 33711 Zip Code

Welcome to your gorgeous newly renovated block home in the charming Marina District of Gulfport and just steps away is the Marina itself. Imagine a lifestyle with waterfront adventures, laid-back coastal charm, and the vibrant spirit of Gulfport. This home provides an opportunity to embrace the best of coastal living. Boating, waterfront breezes, and the unique character of Gulfport are all close at hand. Enjoy the relaxed atmosphere of this beloved community, known for its eclectic personality, local dining, art scene, and small-town feel. The quality craftsmanship of the work is readily apparent. The house is light and bright. With a completely open living area, you can enjoy time with your guests and family while preparing things in the beautifully appointed kitchen. This kitchen includes quartz counter tops with plenty of prep area on the peninsula as well as a raised bar area for additional seating. The updates include wood cabinetry with soft close doors/drawers (42” uppers), stainless steel appliances and undermount sink. The entire home has beautiful terrazzo flooring. There are two amply sized bedrooms. The secondary bedroom includes a walk in closet while the larger primary bedroom has a very spacious traditional closet. The bathroom has been completely updated and includes a walk in glass enclosed shower with porcelain tile walls and mosaic tile floor. There is a single car garage with new washer and dryer (2025). The garage is accessed from the alley which has been graded and has gravel in place. The spacious back yard is completely fenced with a 6’ privacy vinyl product and has plenty of room for a pool. It includes an enclosed outdoor shower. Updates to the house include appliances (2025), impact rated windows and sliding glass door (2017), impact rated front door and side garage door (2025), roof (2020), interior doors (2025), outlets, switches and electrical boxes (2025), fire door between house and garage (2025), water heater (2025), and new sprinkler in the front yard that uses well water. The garage door is also impact rated. All updates were permitted and performed by a licensed general contractor who puts quality first. List of updates and improvements are attached. Flood insurance is transferrable to buyer! This prime location means you are a short 5 minute drive to the beach and restaurants in Gulfport and conveniently located a quick 15 minute drive to either St Pete Beach and downtown St Pete. The location is perfect for enjoying everything available in Gulfport and surrounding cities. Don't miss out on your opportunity to own a home in the diverse area of Gulfport!

2805 46th Street S, Gulfport

$120,000

1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Freshly cleaned and painted condo. Well priced move in ready, partially furnished. New A/C System installed 3 years ago. Convenient curb parking. Town Shores features 4 heated pools. Updated Clubhouse, meeting rooms, pool tables, library, puzzle room, poker room and club room and kitchen for parties etc. Stroll to down town Gulfport daily for the Open Air Market on Tuesdays for fresh produce. Restaurants Vendors and Social Affairs. Live Theater, Library, Community and Senior Center for many activities.

3128 59th Street S Unit 203, Gulfport

$389,000

2 Beds ⋅ 1 Baths ⋅ Dolan Sub SubDv. ⋅ 33707 Zip Code

Virtually staged. Welcome to Charming Gulfport! This 2 bedroom, 1 bathroom home is 4 blocks from the town center. It is concrete block construction with new AC, new flooring and new hurricane windows. Enjoy the large screened porch and outdoor fire pit for entertaining. The art galleries, restaurants, theatres, parades, Tuesday Morning Market and waterfront beaches offer entertainment for all. This home is 2 blocks from Gulfport Marina, near Downtown St. Petersburg and Tampa International Airport. Come and enjoy the coastal spirit of Gulfport.

2907 49th Street S, Gulfport

$375,000

3 Beds ⋅ 3 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code

Diplomat building, newly painted, newer flake & Epoxy flooring on walkways and laundry rooms, carport roofing recently cleaned (power washed), lush maintained landscaping, breathtaking views of Boca Ciega Bay and glorious sunsets. Enjoy living in this beautiful east end unit at Town Shores of Gulfport. You have your own oasis at the end of the hallway with full water views, loads of shade and privacy. The condo is protected with hurricane shutters for those yearly storms we may get in the summers. Stone countertops speak of an updated kitchen, upgraded maple cabinets, dishwasher, microwave, refrigerator featuring all the comforts of home. Enjoy the bonus of a full size Washer and Dryer. What a benefit for a new owner. A must see for anyone thinking of buying a waterfront condo.

5980 Shore Drive S Unit 901, Gulfport

$410,000

3 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Gulfport Charm, Endless Possibilities & An Unbeatable Location! Welcome to 1525 56th Street S, a versatile Gulfport home perfectly positioned in a quiet residential neighborhood just minutes from everything that makes Gulfport such a uniquely vibrant place to live. Located on an exceptional 127' x 56' corner lot, approximately 0.5 miles from Stetson Law School and just one mile from the heart of charming downtown Gulfport, this property offers an exceptional combination of location, flexibility and value. The current configuration transforms the primary bedroom into a private in-law suite, complete with its own entrance and a convenient kitchenette. Whether you're looking for a comfortable space for extended family, a private guest suite, a home office or additional living quarters, the possibilities are plentiful. And for buyers who prefer a more traditional floor plan, the space could easily be converted back to a conventional primary bedroom suite, making this home remarkably adaptable to your needs. The home also features a wonderful sunroom—a bright, inviting space that adds valuable living area and is perfect for morning coffee, reading, entertaining or simply enjoying the laid-back Gulfport lifestyle. Recent updates provide additional peace of mind, including a 2022 HVAC system, 2015 roof and newer/updated windows. Combine those improvements with the home's flexible layout and you've got a property that is as practical as it is full of potential. And then there's the location! Gulfport's eclectic Arts & Marina District is a stones throw away, where the atmosphere is anything but ordinary. Spend an afternoon strolling along scenic Boca Ciega Bay, visit Williams Pier, browse independent shops and boutiques, enjoy local galleries and live music, or settle in for dinner at one of the area's many acclaimed restaurants. Gulfport's colorful, funky and decidedly independent personality is right outside your door. All of this, while coming home to a quiet, established neighborhood away from the hustle and bustle. Flexible. Updated. Uniquely Gulfport. Whether you're looking for a full-time residence, a home with space for family and guests, or simply want to be close to one of the Tampa Bay area's most distinctive waterfront communities, 1525 56th Street S offers a rare combination of versatility and location.

1525 56th Street S, Gulfport

6025 Shore Boulevard S Unit 107, Gulfport

$254,900

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to waterfront living in Town Shores of Gulfport, a vibrant 55+ community nestled along the beautiful shores of Boca Ciega Bay. This spacious 2-bedroom, 2-bath GROUND FLOOR residence offers comfortable Florida living with easy access and a relaxed coastal feel. The open living and dining areas create a welcoming space for everyday living and entertaining, while the Florida room provides a wonderful spot to enjoy the waterfront setting and Florida sunshine. The primary bedroom offers a private retreat, complemented by a second bedroom and full bath for guests. Town Shores offers an array of amenities designed for an active, social lifestyle, including heated pools, tennis and pickleball courts, shuffleboard, clubhouse activities, fitness opportunities, and scenic waterfront areas. Conveniently located near downtown Gulfport's restaurants, shops, galleries, parks, and waterfront attractions, this home puts the best of Gulfport right outside your door. Whether you're looking for a year-round residence or a seasonal getaway, this waterfront condo offers the opportunity to enjoy the laid-back Gulfport lifestyle in a sought-after 55+ community.

6025 Shore Boulevard S Unit 107, Gulfport

$230,000

1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

This is not your typical Town Shores unit. From the moment you enter this beautifully reimagined waterfront residence, the quality of the renovation is unmistakable. Every surface, finish and detail has been thoughtfully selected and professionally executed, creating a home that feels entirely fresh, sophisticated and complete. There is simply nothing left to do, and the result is exceptional. The spacious 1-bedroom, 1-bath floor plan offers an impressive 1,060 square feet, with wide-open living and dining spaces culminating in a wall of windows overlooking the water toward the luxury homes of Skimmer Point. It is a remarkable view and an equally beautiful backdrop after dark, when the lights begin to reflect across the water. The kitchen is exceptional, with finely finished cabinetry, quartz countertops, a striking backsplash, stainless steel LG appliances and a gas range. The same attention to quality continues throughout the residence, from the flooring and lighting to the completely redesigned bath with its oversized walk-in shower, beautiful tilework and abundant storage. Even the details that are often overlooked in a renovation have been addressed. Extensive permitted work included remodeling, electrical, plumbing and HVAC, resulting in a residence that has been comprehensively renewed rather than cosmetically updated. And then there is Town Shores itself. This established 55+ waterfront community offers four heated pools, a clubhouse, fitness center, tennis and pickleball, shuffleboard, bocce, fishing, marina and docks, with boat slips available separately as availability permits. The $777 monthly condominium fee includes an unusually broad range of services, including cable TV, internet, natural gas, water, sewer, trash, exterior and grounds maintenance, pest control, pool maintenance and recreational facilities. Gulfport's waterfront district, public beach, restaurants, galleries, shops, Tuesday Fresh Market and First Friday Art Walks are just minutes away, with downtown St. Petersburg and the Gulf beaches within easy reach. If you have been waiting for a Town Shores residence where “move-in ready” genuinely means there is nothing left to do, this is it.

5955 30th Avenue S Unit 310, Gulfport

$434,900

3 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Virtually Staged. A refined Gulfport retreat, reimagined from the inside out. At 2114 53rd St S, this BLOCK, NON FLOOD ZONE home has it all. Fresh landscaping sets an inviting first impression; inside, a cohesive palette and luxury vinyl plank flooring create an elegant backdrop for everyday living. The kitchen is sparkling with quartz countertops, soft-close shaker cabinetry, and a stainless steel Whirlpool appliance suite. Three bedrooms are complemented by a flexible room that can serve as a private office, intimate den, or dining space. Both bathrooms have been renewed with tile flooring, new vanities and fixtures, and smart mirrors, bringing a polished finish to the home’s most personal spaces. A carport and attached utility room with washer and dryer add practical ease. Behind the design are equally thoughtful updates: a brand-new Goodman HVAC system, a new 40-gallon A. O. Smith water heater, updated impact windows throughout, and an updated GE electrical panel. Turnkey in presentation and versatile in design, this is Gulfport living with every detail thoughtfully addressed.

2114 53rd Street S, Gulfport

$289,000

3 Beds ⋅ 1 Baths ⋅ Ardmore Heights SubDv. ⋅ 33707 Zip Code

PRICE REDUCED! MOVE IN READY, HOME PASSED A 4 POINT INSPECTION 9/10/26 AND APPRAISED TO $293,000. SELLER OFFERING CLOSING COST ASSISTANCE, CAN BE SOLD FURNISHED WITH NEW FURNITURE AND FURNISHINGS. Located in vibrant Gulfport and NOT in a flood nor evacuation zone, 3 bedroom home combines modern updates with coastal charm. Freshly painted inside and out and newly landscaped, this home offers great curb appeal with its xeriscape front yard accented by crisp white seashells. Inside, all new luxury vinyl and ceramic tile flooring flow through the home. The kitchen features newer appliances, cabinets, and custom tile backsplash. Stylish upgrades continue in the bathroom with charcoal grey ceramic tile flooring, marble-look ceramic tile walls, and eye-catching penny tile shower flooring, adding a modern finish. This home includes a brand new Rheem HVAC (2026), updated electrical panel (2023), newer roof (2022), newer hurricane impact windows (2023), and a newer tankless water heater (2023). Step outside to a spacious backyard with alley access and plenty of available parking for an RV or boat, potential for an ADU (accessory or secondary dwelling unit), garage addition, or large shed. This home is just minutes from downtown Gulfport, the Warehouse Arts District, downtown St. Petersburg, the Gulf beaches, and 30 minutes from Tampa. FURNITURE AND FURNISHINGS CAN BE INCLUDED WITH A FULL PRICE OFFER, AS WELL AS A $1,000 CLOSING COST CONCESSION! Call to schedule your showing today!

5021 9th Avenue S, Gulfport

$469,990

2 Beds ⋅ 1 Baths ⋅ Leslies John T Sub SubDv. ⋅ 33707 Zip Code

FREE 1 year buy down AND full closing cost paid with preferred lender! Listing agent is owner. 1950s charm meets 2026 style! This beautifully renovated Gulfport home has undergone an extensive transformation while preserving the character and spirit that make the area so special. The main residence features two bedrooms and one bathroom, complemented by a separate studio space—without a bathroom—that is ideal for a home office, art studio, gym, workshop, or creative retreat. Major improvements include a new roof, newer air-conditioning system, new water heater, and fresh interior and exterior updates. Best of all, enjoy a convenient location close to Gulfport’s beaches, dining, entertainment, and major highways—all without being located in a flood zone. Move in, make it yours, and start creating memories for years to come!

5224 29th Avenue S, Gulfport

$189,900

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Bring your personal style and discover the possibilities in this 2-bedroom, 2-bath condo in the Avalon Building at Town Shores of Gulfport. With a solid foundation and plenty of potential, just a few thoughtful updates could transform this home into a fresh, inviting Florida retreat tailored to your taste. Some of the work is already done. The shared bath has been refreshed with newer tile, a walk-in shower, and an updated vanity, and French doors open from the primary bedroom into an enclosed Florida room, a bright bonus space ready to become a home office, reading nook, hobby room, or guest retreat. An assigned carport space keeps your car covered and close to home. Located in a beautifully maintained 55+ waterfront community along Boca Ciega Bay, the Avalon Building offers a friendly atmosphere and convenient access to everything that makes Town Shores such a desirable place to call home. Whether you're looking for a full-time residence or a sunny Florida getaway, this condo presents an opportunity to update at your own pace while enjoying the community and lifestyle from day one. Town Shores is known for its impressive collection of resort-style amenities, including four heated swimming pools, tennis and pickleball courts, a fitness center, shuffleboard, billiards, a library, marina, and scenic waterfront walking paths. Spend your mornings strolling along Boca Ciega Bay, your afternoons by the pool, and your evenings enjoying everything nearby Gulfport has to offer. Just minutes away is Gulfport's colorful waterfront district, filled with locally owned restaurants, boutiques, art galleries, entertainment, and popular markets and community events. Browse the Tuesday Fresh Market on the bay, catch a dance or concert at the historic Gulfport Casino Ballroom, or paddle the mangroves at Clam Bayou Nature Preserve. Stetson University College of Law is right around the corner, the Gulf beaches of St. Pete Beach are about 10 minutes away, and downtown St. Petersburg is roughly 20 minutes by car, making this Gulfport FL condo an easy home base for 55+ living in Pinellas County.

5840 30th Avenue S Unit 201, Gulfport

$385,000

4 Beds ⋅ 2 Baths ⋅ Webbs Vale SubDv. ⋅ 33707 Zip Code

New Price! Rare 4-bed, 2-bath Gulfport Gem: 1987 Newer Build, Close to Marina, and High and Dry! This home sits on a corner lot, fully fenced in. Entering through the front door, you are welcomed by the open living room with charming natural-wood accents. Nearby, the kitchen features worry-free countertops, ample cabinet space, and stainless steel appliances. Down the hall is the first full bathroom with a tub and shower combo. The first-floor bedroom features laminate flooring and double closets. Making our way upstairs, you'll notice laminate flooring throughout all 3 bedrooms. The second-floor bathroom is also equipped with a tub and shower. What stands out here is that the rear bedroom has a separate entryway leading to the side stairs, ideal for a private in-law setup. Back on the ground floor, we have a laundry nook and exterior access to the screened-in, secluded patio. The backyard is fully fenced with gate access. Great space for pets and a play area, or for a boat/RV. Excellent parking in the circular driveway. The brick-lined neighborhood is quiet and convenient to all of Gulfport's amenities, including the vibrant Waterfront District with shopping, restaurants, and activities. Newer roof and water heater, Hardie Board siding. This home is move-in ready and easy to show.

2702 49th Street S, Gulfport

$450,000

5 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Welcome to this charming and unique income-producing property situated on a HUGE oversized lot of nearly 1/4 acre, just minutes from the vibrant heart of Downtown Gulfport! Offering an incredible combination of character, versatility, outdoor space, and investment potential, this property presents an exciting opportunity for both investors and owner-occupants alike. The property features a quaint 3-bedroom, 1-bath main cottage, along with a separate 2-bedroom, 1-bath apartment located above the spacious 2-car garage. Adding even more convenience and appeal for investors, the two residences are separately metered for BOTH WATER AND ELECTRIC, allowing for easier management of utilities and added flexibility for rental arrangements. The property also features a ROOF FROM 2018, and AC units from 2021 and 2025, providing another valuable improvement for future owners. This flexible setup offers multiple possibilities—live in the main home while generating additional income from the apartment, create a comfortable space for extended family or guests, or take advantage of both residences as an income-producing investment. Outside is where this property truly shines. The expansive, fully fenced backyard offers an incredible amount of space rarely found this close to Downtown Gulfport. A large covered patio creates the perfect setting for outdoor dining, entertaining, weekend gatherings, or simply relaxing and enjoying the Florida lifestyle. And for an extra touch of fun, the backyard even features your very own private PUTTING GREEN! For investors and buyers with a vision, the property offers tremendous value-add potential. With some thoughtful cosmetic updates and improvements, there is an excellent opportunity to enhance both the appeal and overall value of the property while maximizing its income-producing potential. Enjoy the charm and laid-back lifestyle Gulfport is known for, with Downtown Gulfport's eclectic restaurants, local shops, art galleries, entertainment, waterfront district, and community events just minutes away. Whether you're searching for your next investment, looking to offset your mortgage with rental income, or dreaming of a property with room for multiple generations, this versatile property offers endless possibilities.

5401 21st Avenue S, Gulfport

6020 Shore Boulevard S Unit 211, Gulfport

$399,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Breathtaking Boca Ciega Bay views and beautiful sunsets take center stage in this oversized condo located in the highly sought-after 55+ community of Town Shores of Gulfport. From the moment you enter, your eyes are drawn to the expansive water views from the generous living and dining area, creating a beautiful backdrop for everyday living and entertaining. The primary suite features a walk-in closet, tons of natural light, and a private ensuite bath, while the spacious guest bedroom also offers a walk-in closet with a full guest bath conveniently located just outside the bedroom. The kitchen provides plenty of cabinet space and pantry. This condo has been thoughtfully updated with luxury vinyl flooring, a newly replaced bay window, and new HVAC in 2026. Additional conveniences include a private storage area and designated parking space. Town Shores is known for its impressive resort-style amenities, including four swimming pools, a marina with boat slips available for rent subject to availability, tennis, pickleball, bocce ball, shuffleboard, a fitness room, his-and-her saunas, and an expansive clubhouse featuring a large billiards room, multiple meeting spaces, and generous common areas. Best of all, you are just minutes from vibrant downtown Gulfport, where you can enjoy locally owned restaurants, shops, art, community events, and Gulfport Beach. Whether you are relaxing at home watching the sun set over Boca Ciega Bay or taking advantage of everything this active waterfront community has to offer, this is Florida living at its best.

6020 Shore Boulevard S Unit 211, Gulfport

$210,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

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

$220,000

2 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to beautifully updated living in Town Shores, a sought-after 55+ community in the charming town of Gulfport! This move-in-ready 2/1 condo has been thoughtfully refreshed throughout, offering a fresh, modern feel from the moment you walk in. The completely remodeled kitchen features new appliances and updated finishes, creating a stylish and functional space for everyday living and entertaining. Brand-new luxury vinyl plank (LVP) flooring flows throughout the condo, complemented by new baseboards and fresh interior paint for a clean, cohesive look. Located in the desirable Town Shores community, residents enjoy a relaxed Florida lifestyle with an array of amenities and activities. Just minutes from the waterfront, Gulfport's vibrant downtown, restaurants, shops, and beaches, this condo offers the perfect combination of comfort, convenience, and community. Whether you're looking for a full-time residence, seasonal getaway, or a place to enjoy the best of Florida living, this beautifully updated condo is ready to welcome you home!

3010 59th Street S Unit 306, Gulfport

$139,900

1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

COMPLETELY UPDATED, FURNISHED, PET FRIENDLY, CARPORT, BACK PATIO MARINA VIEW! This gorgeous condo with 1060 square feet IS A MUST SEE ... Beautifully renovated and move in ready, it features continuous luxury vinyl plank (LVP) flooring throughout for a modern, seamless look. The updated kitchen boasts all new stainless-steel appliances, while the beautifully update bathroom features a walk-in shower. Enjoy the convenience of a dedicated CARPORT just steps away from your front door, with two guest parking spots near front door! Offered furnished and pet-friendly (dogs and cats are permitted in this particular condo building), this exceptional condo combines comfort, style and convenience! Enjoy worry-free living with Spectrum cable TV and internet, gas (for cooking and heating), and more... included in your monthly HOA fee... you only pay for electricity! Residents of Town Shores enjoy an impressive array of amenities including a fitness center (gym), billiards, room with a dozen pool tables, indoor shuffleboard tables, a library and multiple game rooms. Outdoor recreation options include shuffleboard, bocce ball, tennis and pickleball courts. The community also offers four heated pools (two right on Boca Ciega Bay) and a vibrant social clubhouse! Located just three blocks from the charming waterfront district of Gulfport, residents can easily enjoy a variety of local restaurants, boutiques, art galleries and entertainment. And don't forget the very active Senior Center located just a few blocks away, with many activities to enjoy daily! Convenient public transportation provides easy access to St. Petersburg, the nearby beaches and destinations throughout Pinellas County. Not to mention, only 10 minutes from award winning Gulf beaches, and 30 minutes to St Petersburg and Tampa International Airports. Call today to see this beauty in person!

3018 59th Street S Unit 111, Gulfport

$300,000

2 Beds ⋅ 1 Baths ⋅ Hempstead Annex 1 SubDv. ⋅ 33707 Zip Code

SMALL BUT MIGHTY! Gorgeous bungalow with a roomy living room, substantial kitchen storage, and a bonus room in the back! This beautifully updated 2-bedroom, 1-bath home is 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

$489,800

3 Beds ⋅ 1 Baths ⋅ Boca Ciega Estates SubDv. ⋅ 33707 Zip Code

Welcome to this fully renovated 3-bedroom home in Gulfport's desirable Boca Ciega Estates, set in FEMA Flood Zone X and minutes from downtown Gulfport's waterfront, shops, and restaurants. Inside: polished terrazzo floors, open-concept layout, and fresh paint throughout. The renovated kitchen features granite countertops, white shaker cabinetry with brushed gold hardware, subway tile backsplash, and stainless steel appliances. The spa-inspired bath offers a vessel-sink vanity and walk-in tiled rain shower, and the permitted third bedroom adds true flexibility. Step through French doors to a screened lanai overlooking a large, fully fenced backyard shaded by mature trees, with room for a pool, garden, or outdoor kitchen. Brand-new 2026 roof, central A/C, interior laundry with washer/dryer included, hurricane shutters, and no HOA. Move-in ready.

5825 21st Avenue S, Gulfport

6020 Shore Boulevard S Unit 103, Gulfport

$230,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to Town Shores of Gulfport, where waterfront living, an active 55+ community, and one of Tampa Bay’s most charming downtown districts come together. Located on the first floor of the Windsor building, this 2-bedroom, 2-bathroom condo offers an easy, low-maintenance lifestyle in a community known for its incredible location and abundance of amenities. Just minutes from the heart of Downtown Gulfport, you can enjoy the laid-back, eclectic atmosphere that makes this waterfront town so special. Spend your mornings at a local coffee shop, meet friends for lunch or dinner, explore nearby breweries and boutiques, or stroll through the popular Saturday Fresh Market. The Gulfport Casino, waterfront district, community events, art walks, festivals and year-round entertainment are all close by. For those who love being on the water, Town Shores offers convenient boating access and a true waterfront lifestyle right outside your door. The community itself provides an impressive collection of amenities designed for both recreation and relaxation, with multiple pools, clubhouse and social spaces, recreational activities, waterfront areas and more. Whether you are looking for a full-time Florida residence or an easy place to enjoy the best of Gulfport, this first-floor Windsor condo puts you close to the water, the activities and the vibrant local lifestyle that make Town Shores such a sought-after 55+ community.

6020 Shore Boulevard S Unit 103, Gulfport

$324,900

Lake Butler Villa Cos Add SubDv. ⋅ 33707 Zip Code

Vacant Lot available high and dry not in a flood zone. Located in a very desirable location. Survey available upon request.

5631 23rd Avenue S, Gulfport

6100 Gulfport Boulevard S Unit 405, Gulfport

$249,000

2 Beds ⋅ 2 Baths ⋅ Golfview I Condo SubDv. ⋅ 33707 Zip Code

Contemporary style, a functional open floor plan, and an exceptional location come together in this tastefully updated 2-bedroom, 2-bath condo in Golfview I Condominiums. Situated directly across from Stetson University College of Law, you'll be minutes from Gulfport's lively waterfront district, eclectic Beach Boulevard, award-winning Gulf beaches, downtown St. Petersburg, and countless destinations for dining, shopping, entertainment, and recreation. Designed for easy living, the floor plan flows naturally from the spacious living room into the dining area and kitchen, creating comfortable spaces for everyday life and effortless entertaining. Gleaming wood floors bring warmth to the living room, while tile flooring throughout the remainder of the home offers durability, low maintenance, and a cohesive look. Neutral finishes provide the perfect backdrop for virtually any decorating style. The kitchen combines clean design with everyday practicality, featuring granite countertops, stainless steel appliances, and a dedicated glass washer at the sink—a thoughtful upgrade that's rarely found. Just beyond, the adjoining dining area offers an ideal setting for everything from a quick breakfast before work to leisurely dinners with family and friends. The primary suite includes a private bathroom, while the second bedroom features an oversized double closet and convenient access to the hall bath. A separate laundry room with washer and dryer keeps household tasks neatly tucked away. The A/C was replaced six years ago, and the water heater was installed in 2016. Bordering the Pasadena Yacht & Country Club golf course, Golfview I offers residents beautifully landscaped grounds, a saltwater swimming pool, gazebo and lounge areas, perfect for unwinding after a day at work or on the golf course. Two furnished guest suites are available for rent by family and friends of residents, subject to availability and advance reservations, making extended visits easy and comfortable. The community welcomes up to two pets, cats or dogs, with a maximum weight of 50 pounds/dog. Owners may lease their unit with a minimum rental period of only three months, providing excellent flexibility for seasonal residents, investors, or anyone seeking additional options for future use. Living in Gulfport means becoming part of one of Tampa Bay's most distinctive communities. Known for its vibrant arts scene, independently owned restaurants, galleries, boutiques, live music, festivals, weekly markets, historic Casino Ballroom, marina, and year-round community events, Gulfport offers a character all its own. Spend the afternoon exploring Beach Boulevard, enjoy dinner overlooking Boca Ciega Bay, browse the monthly Art Walk, paddle through nearby waters, or gather with friends to watch another unforgettable Florida sunset. There is always something to experience. Whether you're searching for a primary residence, a winter escape, or an investment opportunity, this move-in-ready condo offers an outstanding opportunity to enjoy the Gulfport lifestyle while staying close to everything that makes the greater St Petersburg area one of Florida's most desirable places to live.

6100 Gulfport Boulevard S Unit 405, Gulfport

$279,000

3 Beds ⋅ 1 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code

Gulfport Treasure! Great new price!!! 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

$349,999

2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

There is something undeniably appealing about a classic Gulfport bungalow, and this beautifully updated 2-bedroom, 1-bath home gets the balance just right. Original character and charm remain, including a wonderful original fireplace that anchors the living space, while the important updates have already been thoughtfully completed. The result is a home that feels authentic, comfortable, and completely move-in ready. Inside, natural light complements the home's warm bungalow character, with the original fireplace serving as a reminder of the history and personality that make homes like this so special. The fully renovated kitchen features quartz countertops and a Whirlpool stainless steel appliance suite, while the updated bath feels fresh and polished. Behind the scenes, many of the improvements buyers appreciate most have already been addressed, including a newer roof, new impact glass windows, updated electrical wiring and plumbing, and a new tankless water heater. Just off the kitchen, a quiet screened lanai creates the perfect spot for morning coffee, an evening cocktail, or simply enjoying Gulfport's laid-back Florida lifestyle. The oversized corner lot may be one of this property's best surprises. There is plenty of room for boat, RV, or trailer parking, with additional space to consider a future pool, home addition, or expanded outdoor living area. A separate freestanding structure adds even more possibilities. Use it as a home office, art studio, workshop, she-shed, creative space, or explore converting it back to its original use as a carriage house garage. For buyers looking beyond a primary residence, the home's turn-key condition and Gulfport location also create excellent potential as an income-producing property. Best of all, the property sits high and dry in desirable FEMA Flood Zone X, an increasingly important consideration for Florida buyers. Updated where it matters, rich with the original character that gives a Gulfport bungalow its personality, and offering considerably more flexibility than its charming footprint might suggest, this is a home that makes it very easy to imagine calling Gulfport home.

1601 54th Street S, Gulfport

$239,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to the amazing waterfront community of Town Shores of Gulfport. This completely renovated 2-bedroom, 2-bath condo located on the second floor is waiting for you. The kitchen was beautifully renovated in 2022, windows were replaced in 2023, and new flooring was completed in 2024.The primary bedroom offers a spacious walk-in closet with a custom closet system for exceptional storage and organization and a bathroom renovated in 2024. The community has several pools, Tennis courts and many fun activities. You will spend your evenings watching the spectacular sunset. Enjoy easy Florida living in a beautifully updated home close to Gulfport’s charming waterfront, shops, restaurants, and beaches. Just a short drive to downtown St. Pete and Tampa. Don't miss out on the opportunity to own this wonderful updated condo today.

5840 30th Avenue S Unit 202, Gulfport

$399,900

Skimmer Point Ph Iv SubDv. ⋅ 33707 Zip Code

Exceptional opportunity to build in the desirable Pasadena Yacht & Country Club community in St. Petersburg! This 0.22-acre unimproved residential lot offers a blank canvas to bring your vision to life. Whether you’re looking to build your dream home or add to your investment portfolio, this property provides excellent potential in an established and sought-after community surrounded by beautiful residential homes. Conveniently located near shopping, dining, schools, major roadways, Gulf beaches, and all that St. Petersburg has to offer. Don’t miss this opportunity to secure your piece of Florida and create something truly your own. Buyer and buyer’s agent to verify zoning, building requirements, utilities, dimensions, and all information deemed important.

Skimmer Point Drive S, Gulfport

$394,999

2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Welcome to this charming 2-bedroom GULFPORT COTTAGE with a versatile bonus room that can be used as a home office, guest space, or potential 3rd bedroom. Enjoy the Florida lifestyle from the SPACIOUS SCREENED IN BACK PORCH (2022), plus two large sheds offering plenty of additional storage in the FULLY FENCED in backyard. This Property is NOT LOCATED IN A FLOOD ZONE that requires flood insurance. The house has no history of flooding. Located less than a mile from Gulfport's beaches, restaurants, shops, and entertainment, approximately 10 minutes from Downtown St. Pete, and a short drive to some of FLORIDAS TOP RATED GULF BEACHES. Major upgrades include ROOF (2022), A/C (2024), WATER HEATER (2024), TUFF SHED (2022), and MAIN SEWER LINE replacement (2026). A great opportunity to own a well-maintained home in one of Gulfport's most desirable locations.

1907 53rd Street S, Gulfport

$475,000

3 Beds ⋅ 2 Baths ⋅ Jenkins & Berls Rep SubDv. ⋅ 33707 Zip Code

Bring Your Vision: Create Your Dream Oasis in the Heart of Gulfport Capture the coveted "Key West North" lifestyle at a fraction of the price. Located at 3008 DuPont Street South, this 3-bedroom, 2-bathroom pool home sits just 0.2 miles from Gulfport's celebrated arts scene, local dining, and waterfront. The property is being sold AS-IS following Hurricane Helene, but because it was NOT SUBSTANTIALLY DAMAGED, you can fast-track your renovations instead of starting from scratch. Jumpstart your project with total peace of mind—Roof 8/2021, Electrial, Plumbing and Windows 2022, the backyard pool has already been repaired and is fully operational, and permits have been submitted for approval. A majestic Royal Poinciana tree anchors the front yard, where a classic porch overlooks a neighborhood coming back to life. Out back, your future paradise features a gorgeous travertine-paved pool with a sun-shelf and a large deck with a motorized awning. Gulfport is strong and rising quickly—don't miss this rare chance to build personal equity and design your own coastal sanctuary.

3008 Dupont Street S, Gulfport

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