Gulfport Homes with True Pool - Private

Gulfport Homes with True Pool - Private

Welcome to Gulfport, Florida, a charming coastal gem nestled in the heart of Pinellas County. Known for its vibrant arts scene, friendly community, and stunning waterfront views, Gulfport offers a unique blend of relaxed living and cultural richness. With its picturesque beaches, delightful parks, and a bustling downtown filled with eclectic shops and eateries, Gulfport is the perfect place for those seeking a laid-back lifestyle with plenty of local flavor.

One of the standout features of homes in Gulfport is the abundance of properties with private pools. Imagine basking in the Florida sun, enjoying a refreshing dip in your own true oasis right in your backyard. These homes with true private pools offer the ultimate in relaxation and entertainment, making them perfect for families, retirees, or anyone who loves to host gatherings. Whether you're sipping cocktails poolside or enjoying a morning swim, having a private pool transforms your home into a personal retreat.

Gulfport is also known for its welcoming community spirit, with numerous events and festivals throughout the year that bring residents together. From the lively Gulfport Art Walk to the annual GeckoFest, there’s always something happening in this vibrant city. With its ideal location just minutes from the stunning Gulf beaches and close proximity to St. Petersburg, Gulfport combines the best of both worlds: a serene residential atmosphere with easy access to urban amenities.

If you’re searching for a home that embodies the essence of Florida living, complete with a private pool, Gulfport is the place to be. Discover your dream home in this enchanting coastal city today!

Newest Gulfport Homes with True Pool - Private

4130 40th Street S, St Petersburg
$949,000
4 Beds ⋅ 3 Baths ⋅ Broadwater SubDv. ⋅ 33711 Zip Code
Welcome to Sand & Stone Cottage! Discover this beautifully updated mid-century modern retreat in St. Petersburg's desirable Broadwater neighborhood, just moments from the vibrant Skyway Marina District. Offering 4 bedrooms, 2.5 bathrooms, and 2,390 square feet of thoughtfully designed living space, this distinctive home blends timeless character, modern upgrades, and resort-style Florida living. Step inside to an expansive, light-filled open floor plan featuring distinctive wood-plank ceilings, beautiful tile flooring, and a stunning kitchen with quartz countertops, solid maple cabinetry, stainless-steel appliances, and an oversized island perfect for gathering. The spacious living and dining areas flow seamlessly into an enormous screened-in pool enclosure, creating the ideal setting for entertaining or relaxing in your own private tropical oasis. Outdoor living is truly spectacular! With direct pool access from both the main living area and primary bedroom, indoor-outdoor living couldn't be easier. Enjoy a sparkling saltwater pool, resurfaced in 2023 with a newer salt cell, surrounded by lush tropical landscaping and a spacious screened patio. The fully fenced 0.27-acre property features new vinyl fencing, an outdoor shower, and a reclaimed-water irrigation system. The thoughtfully cultivated garden is a haven for pollinators, featuring an abundance of flowering plants alongside edible landscaping, including lemon and papaya trees, blackberries, and more. The spacious primary suite features a fully remodeled en-suite bathroom (2022), two walk-in closets, and direct access to the lanai. Additional highlights include an interior laundry room, attached two-car garage, and exterior-access utility/storage room. Extensive recent improvements provide exceptional comfort, efficiency, and peace of mind. A beautiful new tile roof was installed in 2024, featuring hurricane wind-mitigation improvements including reinforced roof-deck attachment, hurricane clips securing the roof-to-wall connections, and a sealed roof deck providing secondary water resistance. These improvements resulted in reduced homeowners insurance premiums for the current owners. Other major upgrades include a 2025 UV-equipped HVAC system, updated ductwork and attic insulation, hurricane-impact windows, new impact-rated sliding glass doors, and a 2022 electrical panel. Newer appliances include a 2026 GE Profile refrigerator and large-capacity washer and dryer. There is ample closet space throughout the home, including 10 feet of hallway closets with built-in shelving. A premium 12-stage whole-house water filtration and softening system, installed in 2022, provides exceptional water quality throughout the home, complemented by reverse-osmosis alkaline drinking water at both the kitchen counter and refrigerator. The home has not experienced flooding during the current owners' ownership, including during Hurricanes Helene and Milton. Ideally located near the Pinellas Trail, Sprouts Farmers Market, Starbucks, shopping, restaurants, and the growing Skyway Marina District, with convenient access to St. Pete Beach, Fort De Soto Park, downtown St. Petersburg, and I-275. Sand & Stone Cottage offers a rare combination of distinctive style, substantial upgrades, privacy, and resort-inspired Florida living. Your personal paradise awaits!

4130 40th Street S, St Petersburg

4707 Skimmer Way S, St Petersburg
$1,625,000
3 Beds ⋅ 4 Baths ⋅ Dolphin Cay-Phase 1 SubDv. ⋅ 33711 Zip Code
Experience luxury coastal living in one of St. Petersburg’s most desirable gated waterfront communities. Meticulously maintained and extensively upgraded, this 4,000+ sq. ft. residence blends timeless elegance, modern efficiency, and exceptional flexibility—all just minutes from downtown, beautiful beaches, marinas, dining, and entertainment. An expansive open-concept layout features plantation shutters throughout, gas fireplaces, and two primary suites with spa-style bathrooms. A detached garage apartment offers a full kitchen, bathroom, and its own A/C system (2023), creating an inviting retreat for guests or extended family. The downstairs layout also offers the potential to create a fourth bedroom and fourth full bathroom. The existing half bath is already plumbed for a tub/shower, and a concealed, framed doorway connects the bathroom to the adjacent den. By converting the den into a bedroom, opening the framed doorway, and installing a tub/shower, a future owner could configure the home as a 4-bedroom, 4-bath residence. Major improvements include a new tile roof (June 2025), a Trane A/C system (October 2023) with a 10-year warranty, all-new ductwork (2025), spray foam insulation (2024), impact windows (2017), and a gas tankless water heater (2022). A whole-home Kubota diesel generator with a refreshed 180-gallon tank (2025) provides added peace of mind, with an estimated runtime of 2–3 weeks depending on usage. Outdoor spaces are designed for relaxed Florida living. Enjoy a PebbleTec pool resurfaced in 2022, an upgraded pool deck, travertine walkways, driveway, and porches (2019), and professional landscaping with custom lighting. A spacious front porch, new LED exterior lighting, and an underground downspout system (2025) complete the setting. The garage, extended by five feet in 2022, includes a hurricane-rated door, generous storage, and a dedicated workshop/storage room. A water softener system adds everyday comfort. HOA dues of $498 / month include Spectrum cable and internet, plus front and side yard maintenance. With extensive upgrades already complete and room to adapt to your needs, this move-in-ready home offers an exceptional opportunity to enjoy the St. Petersburg coastal lifestyle.

4707 Skimmer Way S, St Petersburg

2326 44th Street S, St Petersburg
$525,000
4 Beds ⋅ 2 Baths ⋅ Brunson-Dowell Sub 1 SubDv. ⋅ 33711 Zip Code
TROPICAL OASIS, POOL HOME! Welcome to this beautiful 4 bed, 2 bath home, perfectly situated near Gulfport’s desirable Marina District and Downtown Art District featuring amazing restaurants, shops, entertainment and weekly Farmer’s Market! This home offers the ultimate Florida lifestyle, whether as a primary residence, vacation getaway, or investment property and BONUS, this home is NOT in a Flood Zone! Step inside to an inviting light and bright open-concept layout featuring LPV and tile flooring. The Kitchen features a quartz bar top countertop, upgraded cabinets, stainless steel appliances, farm sink and an included washer and dryer! The split-bedroom design offers two bedrooms on each side and 2 bathrooms, giving exceptional privacy and flexibility! YOUR PRIVATE BACKYARD PARADISE AWAITS! Enjoy a sparkling heated pool surrounded by lush tropical landscaping and a BRAND-NEW 2026 pergola and pavers, complete with electricity, lighting, outdoor furniture, gas firepit and grill—perfect for entertaining or relaxing year-round! Pool upgrades include resurfacing, tile, and skimmer (2022), filtration improvements (2020), a WiFi-enabled cleaner, and a NEW 2026 heating system for those cool Florida evenings. LOCATION, LOCATION, LOCATION! Golfcart’s ride to charming downtown Gulfport and the marina, approximately 10 minutes to St. Pete Beach and Treasure Island, 10 minutes to downtown St. Petersburg, and 30 minutes to Tampa International Airport. Shopping, dining, beaches, and entertainment are all within easy reach! MOVE-IN READY and offered Furnished or Unfurnished, start enjoying the Florida lifestyle today!

2326 44th Street S, St Petersburg

4568 40th Street S, St Petersburg
$845,000
4 Beds ⋅ 2 Baths ⋅ Broadwater Unit 2 SubDv. ⋅ 33711 Zip Code
Welcome to waterfront living in the highly desirable Broadwater neighborhood! 40' of seawall - This beautifully remodeled 4-bedroom, 2-bath block home with a private pool offers over 1,900 sq. ft., no HOA, and an inviting split-bedroom floor plan. The home reportedly experienced no flood damage during the two recent major storms. The spacious primary suite features dual walk-in closets, while the showpiece kitchen offers quartz countertops with a waterfall island, all-wood cabinetry, tile backsplash and a dry bar. A pass-through sliding window provides convenient service to the lanai and pool area. Both bathrooms have been extensively updated with floor-to-ceiling tile, custom dual-sink vanities, niches, and modern finishes. Outside, enjoy the in-ground pool, newer pool equipment, newly paved pool deck, vinyl fencing, fresh landscaping, and waterfront setting with mangroves providing additional privacy. The property currently has no dock or lift; seller advises a dock and lift may be permitted- subject to applicable approvals and buyer verification. Major improvements include impact-rated windows and sliders, 2025 roof, 2024 HVAC, 2024 water heater, 2024 garage door and opener, newer interior and exterior doors, fresh interior/exterior paint, utility sink, and finished garage floor. Note- There are Mangroves growing along the seawall and the new buyer is able to apply for a permit to have them trimmed and then apply for dockage.

4568 40th Street S, St Petersburg

4501 37th Street S, St Petersburg
$1,295,000
3 Beds ⋅ 2 Baths ⋅ Broadwater SubDv. ⋅ 33711 Zip Code
Waterfront living in Broadwater simply does not get much better than this. Immaculate inside and out, this 3-bedroom, 2-bath home with a 2-car garage sits along one of the widest and largest canals in the area, surrounded by gardens and landscaping that have been cared for with extraordinary attention to detail. Out back, the reason people move to Florida becomes immediately clear. A beautiful dock and deck with boat lift puts the water just steps from your door. Launch the boat for an easy afternoon on Tampa Bay, head out early for a morning of fishing, or simply stay home and enjoy the frequent visits from playful dolphins and manatees right off the end of your dock. The outdoor spaces feel more like a private tropical retreat than a backyard. A sparkling swimming pool is surrounded by custom paver patios and walkways, while the screened lanai provides a comfortable place to relax throughout the year. A wonderful cedar gazebo with a metal roof creates an inviting setting for outdoor dining, morning coffee, cocktails with friends, or a quiet dinner overlooking the pool and waterfront. Inside, the home reflects the same level of care. The kitchen was remodeled in 2022, and new sliding glass doors connect the interior living spaces beautifully with the pool, lanai and waterfront beyond. Three bedrooms and two bathrooms offer a comfortable, practical floor plan, while the 2-car garage and additional paver driveway provide exceptional parking for family and guests. Equally impressive is the extensive list of improvements. In 2025, the home received a new HVAC system, new water heater, new garage floor epoxy and fresh exterior paint. A new variable-speed pool pump was added in 2024. Improvements in 2023 included new dock pilings, an extended deck, additional paver driveway, updated electrical panel, new pool heater and new rear screened enclosure and lanai. In 2022, the owners added new stainless boat-lift cables, remodeled the kitchen, installed new sliding glass doors and replaced the garage door. The home was repiped with new water-supply lines in 2018, when the pool interior and solar panels were also added. And then there is the location. Broadwater is one of South St. Petersburg's most desirable waterfront communities, right in the heart of the thriving Skyway Marina District. You can spend the morning on the water, the afternoon along the award-winning Gulf Beaches, and the evening enjoying the restaurants, arts, culture and energy of vibrant Downtown St. Petersburg, all within minutes of home. Beautifully maintained, thoughtfully improved and surrounded by an outdoor environment that captures the very best of Florida waterfront living, this is more than a house with a pool and a dock. It is a home designed around the reasons people choose to live in St. Petersburg in the first place.

4501 37th Street S, St Petersburg

3830 46th Avenue S, St Petersburg
$980,000
3 Beds ⋅ 2 Baths ⋅ Maximo Moorings SubDv. ⋅ 33711 Zip Code
Outstanding Waterfront Redevelopment & Restoration Opportunity! Rarely available, this exceptional property presents a compelling opportunity to acquire a substantial waterfront site in the rapidly evolving Skyway Marina District. Strategically positioned within close proximity to the newly renovated Maximo Marina and Tiki Docks Waterfront Restaurant, the property offers an exceptional combination of waterfront frontage, boating access, Gulf connectivity, and proximity to the area's continued redevelopment. With approximately 80 feet of seawall, this is a truly special opportunity for a builder, developer, investor, or buyer looking to create a premier waterfront residence. The original 3-bedroom, 2-bath, approximately 2,469-square-foot home sustained flooding during Hurricane Helene and, with an updated appraisal, qualifies for restoration under FEMA’s 49% rule. This creates a unique opportunity to restore, renovate, or potentially rebuild a custom waterfront home while taking advantage of this extraordinary location. Whether you're a seasoned developer, builder, investor, or buyer searching for a one-of-a-kind waterfront project, this property offers an exceptionally rare combination of deep-water access, substantial waterfrontage, Gulf accessibility and extraordinary views. Opportunities like this are increasingly difficult to find. Bring your vision and make this extraordinary waterfront location your own!

3830 46th Avenue S, St Petersburg

3896 42nd Avenue S, St Petersburg
$2,475,000
3 Beds ⋅ 3 Baths ⋅ Broadwater SubDv. ⋅ 33711 Zip Code
Your boat gets a 20,000-pound lift. You get the Broadwater lifestyle to match. On an 80 x 140 Broadwater lot with deep-water channel access, this updated single-story home puts Boca Ciega Bay and the Gulf minutes off the dock: sunrise fishing runs, sandbar afternoons, dinner by boat, and back before the sunset cocktails need refreshing. The composite dock is built for serious boating, with lighting, shore power, fresh water, and a kayak launch, all backed by a seawall updated in 2017. Inside, 2,957 square feet across 3 bedrooms and 2.5 baths are designed for people who entertain well and cook even better. The 2026 kitchen is the centerpiece: quartzite counters and backsplash, a Wolf 48-inch dual-fuel range with griddle and grill under a 48-inch Wolf hood, paneled Sub-Zero column refrigeration (30" refrigerator, 24" freezer, and dedicated wine column), a plumbed Miele coffee system, Cove dishwasher, and a wet bar with a Scotsman pellet ice maker. A hidden walk-in pantry keeps the counters gallery-clean. The party moves easily outdoors. A covered lanai with motorized roll-down screens opens to a solar-heated saltwater Pebble Tec pool, a new pool bath, and a full outdoor kitchen with a Blaze 36-inch grill and Azure wine fridge, finished with turf, landscape lighting, and a fire pit for late evenings by the water. Back inside, a large living room and second sitting area give guests room to spread out. The split floor plan gives the primary suite real privacy, with a spa-style walk-in shower, Toto washlet, and double custom walk-in closets. Two guest bedrooms share a beautifully updated hall bath. The big-ticket items are handled: updated electrical and plumbing, 2026 laundry remodel, 2025 AC, 2019 roof, 2018 tankless water heater, whole-house water softener and filtration, and owned (paid-off) solar panels to help offset energy costs. Turnkey, polished, and ready for the next owner to tie up and stay awhile.

3896 42nd Avenue S, St Petersburg

4379 44th Street S, St Petersburg
$1,400,000
4 Beds ⋅ 3 Baths ⋅ Broadwater Unit 2 Blk P SubDv. ⋅ 33711 Zip Code
Welcome to waterfront living at its finest in the highly sought-after Broadwater neighborhood of St. Petersburg. Situated on an oversized 11,278-square-foot lot with 80 feet of waterfront frontage, this beautifully updated 4-bedroom, 3-bathroom residence offers 2,505 square feet of thoughtfully designed living space and a lifestyle that is second to none. Best of all, this home has never flooded, providing peace of mind while enjoying all the benefits of waterfront living. Inside, you'll find spacious living areas filled with natural light and designed to maximize the stunning water views. At the heart of the home is a chef's kitchen featuring premium Wolf appliances including double ovens and a Wolf microwave/oven combination, along with Sub-Zero refrigeration. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating the perfect setting for both everyday living and entertaining. Step outside and discover your own private waterfront resort. The expansive backyard is anchored by a massive pool overlooking the canal and surrounded by multiple seating and gathering areas, offering countless places to relax, entertain, and enjoy the view. The covered outdoor kitchen is a true showpiece, complete with an Alfresco grill, Alfresco cooktop, Sub-Zero refrigerator, Sub-Zero ice maker, and Perlick wine refrigerator, creating the ultimate outdoor entertaining experience. Boating enthusiasts will appreciate the private dock, dedicated jet ski platform, and recently installed 14,000-pound boat lift. With 80 feet of seawall frontage and quick access to Boca Ciega Bay, you'll enjoy easy access to waterfront dining, fishing, sandbars, and sunset cruises right from your backyard. Additional updates include a new roof in 2022, updated sliding door in 2020, plumbing improvements, and the addition of the boat lift in 2023. Located in one of St. Petersburg's premier boating communities, Broadwater offers a convenient location just minutes from Gulf beaches, downtown St. Petersburg, shopping, dining, and entertainment. Whether you're hosting family and friends poolside, preparing dinner in the gourmet indoor or outdoor kitchen, or heading out for a day on the water, this exceptional property offers the very best of Florida waterfront living.

4379 44th Street S, St Petersburg

7100 Sunshine Skyway Lane S Unit 906, St Petersburg
$400,000
3 Beds ⋅ 2 Baths ⋅ Bridgeton North Condo SubDv. ⋅ 33711 Zip Code
Motivated seller...huge price reduction. Perched on the 9th floor, this fully furnished residence showcases uninterrupted, million-dollar views of the Gulf from every principal living space. Floor-to-ceiling glass in the great room frames endless sunsets, while two private, screened, west-facing balconies provide an intimate front-row seat to the shimmering horizon. Thoughtfully updated with timeless style, the home features a beautifully appointed kitchen with custom wood cabinetry, soft-close storage, glass accents, granite countertops, and a stainless steel appliance suite. Crown molding flows throughout, enhancing the home’s refined ambiance. Offering exceptional flexibility, the floor plan includes two luxurious bedrooms—each with private balcony access—and an impressive bonus room that can serve as a third bedroom, private guest lounge, or secondary living area with its own entry. Additional features include secure under-building parking (space #906), a private indoor storage locker, and nearby laundry facilities on every floor. Bridgeton North has recently completed a series of tasteful enhancements, including fresh exterior finishes, a modernized lobby, upgraded fitness center, and improved meeting and gathering spaces—further elevating the boutique coastal lifestyle offered here. Residents enjoy an impressive array of waterfront amenities: Heated saltwater pool overlooking the Bay and Skyway Bridge, Outdoor grilling terrace and direct access to scenic walking trails connecting to Maximo Park and Sunshine Skyway State Park. The community is pet-friendly with no age restrictions, and the monthly association fee includes water, sewer, trash, cable, internet, and building maintenance. Perfectly situated, you are just minutes from award-winning Gulf beaches, marinas, boating, renowned dining, shopping, parks, airports, and vibrant downtown St. Petersburg. This remarkable penthouse blends luxury, serenity, and captivating water views into one rare offering. A truly exceptional opportunity to own a premier coastal residence.

7100 Sunshine Skyway Lane S Unit 906, St Petersburg

3874 48th Avenue S, St Petersburg
$2,490,000
3 Beds ⋅ 3 Baths ⋅ Maximo Moorings SubDv. ⋅ 33711 Zip Code
Experience the pinnacle of luxury waterfront living at this extraordinary St. Petersburg masterpiece, perfectly positioned on the Grand Canal at 3874 48th Ave S. Designed to impress, this completely rebuilt custom residence showcases soaring vaulted ceilings and a spectacular open-concept floorplan with breathtaking water views throughout. The chef’s dream gourmet kitchen is a true showstopper, featuring premium gas appliances, exquisite custom craftsmanship, and elegant finishes that flow seamlessly into expansive living and entertaining spaces. Beautiful custom wood trim, stunning Italian tile flooring, and spa-inspired bathrooms create a sophisticated yet inviting coastal ambiance. A thoughtfully designed split-bedroom layout offers ultimate privacy, while a dedicated office space and inside laundry provide everyday functionality. Custom closet systems throughout ensure exceptional organization and convenience. Step outside into your private tropical paradise, where lush island-inspired landscaping surrounds a sparkling pool, outdoor kitchen, and multiple spaces designed for unforgettable entertaining. Boating enthusiasts will appreciate the impressive deepwater dockage with two boat lifts, including capacity up to 60,000 lbs—perfect for large vessels and waterfront adventures. With all-new electrical, plumbing, and HVAC systems, this home offers peace of mind along with unparalleled style. Ideally located just minutes from vibrant Downtown St. Petersburg, world-renowned Gulf beaches, and only 30 minutes to Tampa International Airport, this exceptional estate delivers the perfect blend of refined luxury, modern convenience, and the ultimate Florida coastal lifestyle.

3874 48th Avenue S, St Petersburg

4201 37th Street S, St Petersburg
$1,599,000
4 Beds ⋅ 3 Baths ⋅ Broadwater SubDv. ⋅ 33711 Zip Code
A TRUE BOATERS PARADISE  with a rare deep water view, premium finishes from start to finish throughout the home, this waterfront renovation is the epitome of Florida living. Presenting 4 bedrooms, 3 baths, and a 2 car garage, this residence has been completely rebuilt from the studs to top of the line finishes-there was no expense spared where the upgrades go far beyond what you can see at first glance. The investment starts before you even step inside. A  HUGE OVERSIZED circular 2in travertine paver driveway that is fully set and grouted over 4in concrete, creates an exceptionally stunning arrival framed by mature trees and fresh landscaping that has a rare accommodation for an abundance of cars. Major upgrades include a BRAND NEW Metal Roof, ALL IMPACT-RATED Windows, Doors, and pocketing sliders, PEX plumbing throughout, a NEW Bosch HVAC system with all new ductwork, and a fully spray-foamed roof deck for efficiency and durability. Inside, polished travertine vein cut floors carry throughout the entire home, giving the home a true touch of elegance with a pristine finish. The main living area is open, bright, and designed to connect, anchored by an electric fireplace wrapped in a travertine ledgestone feature wall that also appears in the kitchen backsplash. Natural light fills the space, and pocketing sliders open wide to the outdoor living area, creating an easy indoor-outdoor flow. The kitchen is thoughtfully designed and beautifully finished, offering granite countertops, custom solid wood cabinetry, high-end lighting, and a full KitchenAid appliance package including a gas range. A stainless apron sink sits beneath a huge picture window overlooking the pool, while the central island provides casual seating and a natural gathering space. A secondary living area is tucked near the guest bedrooms, giving flexibility for multi-generational living, a media room, or a private retreat for visitors. The primary suite is positioned for privacy and offers direct access to the backyard, a walk-in closet with built-in organizers, and an impeccable ensuite with dual sinks and a custom walk-in shower finished in polished travertine with a glass enclosure. Step outside and the entire property shifts into full entertainer mode. A covered travertine patio overlooks the newly refinished PebbleTec pool, complete with all new equipment, skimmer, and autofill system, along with a NEW Hot Spring spa for year-round enjoyment. The custom  travertine continues outdoors with a fully finished deck, seamless drainage system, and multiple areas to gather, dine, and unwind. The NEW massive outdoor kitchen is fully equipped with granite countertops and Coyote appliances including a built-in gas grill, burner, and refrigerator, all set beneath a louvered pergola that lets you control sun and shade throughout the day. At the water’s edge, the boating lifestyle takes over. The composite dock with a 9,000 lb RARE BRAND NEW HIGH TECH Guardian boat lift is ready for everything from quick sunset cruises to full days out on Boca Ciega Bay while not obstructing your deep canal waterfront view. If you’ve been searching for a waterfront property that actually delivers on its promise, this is the one that raises the bar. From start to finish this home was custom built with PREMIUM TOP OF THE LINE FINISHES Schedule your private showing and see firsthand what makes it a truly special home.

4201 37th Street S, St Petersburg

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