Gulfport Homes with Sailboat Water Water Frontage

Gulfport Homes with Sailboat Water Water Frontage

Welcome to Gulfport, Florida—a hidden gem nestled in the heart of Pinellas County, where coastal charm meets vibrant community living. Known for its picturesque waterfront and artistic spirit, Gulfport offers a unique blend of relaxation and recreation, making it the perfect destination for those seeking a serene lifestyle by the sea.

One of Gulfport's standout features is its stunning homes with sailboat water frontage. Imagine waking up each morning to the gentle lapping of waves and the soft glow of the sunrise reflecting off the water. These exquisite properties not only provide direct access to the bay but also offer the luxury of sailing right from your backyard. Whether you’re an avid sailor or simply enjoy the tranquil views, living on sailboat water is a dream come true.

Gulfport's waterfront community is rich with amenities, including charming local shops, eclectic dining options, and beautiful parks. The vibrant arts scene is palpable, with galleries, festivals, and the famous Gulfport Art Walk attracting visitors and residents alike. Additionally, the nearby beaches and recreational opportunities ensure that there’s always something to do, whether it’s fishing, paddleboarding, or simply enjoying a sunset stroll along the shore.

If you’re looking for a home that embodies the essence of coastal living, Gulfport's sailboat water properties offer the perfect blend of luxury, community, and adventure. Discover your slice of paradise in Gulfport, where every day feels like a vacation!

Newest Gulfport Homes with Sailboat Water Water Frontage

$1,210,000
3 Beds 4 Baths Pointe At Marina Bay Condo The SubDv. 33711 Zip Code
NEW PRICE! Exceptional waterfront value in gated Marina Bay. This newly renovated luxury residence offers nearly 2,900 square feet of coastal-modern living PLUS a highly coveted 30-foot deeded boat slip that conveys with the property—no separate purchase and no waiting list. Seller is motivated and ready for the next owner to enjoy the Florida waterfront lifestyle. A secure key-access elevator opens directly to your private foyer, revealing soaring 11-foot ceilings, elegant tray ceilings, 8-foot doors, expansive impact-rated windows and doors, and an open-concept floor plan filled with natural light. The spacious layout includes three generous ensuite bedrooms, three full baths plus a powder room, chef's kitchen with custom wood cabinetry, abundant storage, gas fireplace, and an expansive wraparound balcony overlooking the waterfront. For boaters, Marina Bay's protected marina offers convenient docking and easy access to Boca Ciega Bay, the Intracoastal Waterway, Tampa Bay and the Gulf of Mexico. Your deeded 30-foot slip makes spontaneous sunset cruises, fishing and waterfront dining part of everyday life. Recent renovations, along with a new community roof and freshly painted exterior in 2026, create a true turn-key, lock-and-leave residence. Residents enjoy two swimming pools, two spas, a waterfront fishing pier, fitness center, clubhouse, secure under-building parking and beautifully maintained grounds. Ideally located near Eckerd College and just minutes from vibrant Downtown St. Petersburg, St. Pete Beach, Fort De Soto Park, the Pinellas Trail, Stetson University College of Law, waterfront dining, museums, championship golf, premier marinas and Tampa International Airport. Some waterfront homes simply offer a view. This one offers the freedom to step aboard your boat and go.

43 Bayview Court S Unit A, St Petersburg

$2,595,000
3 Beds 3 Baths Broadwater SubDv. 33711 Zip Code
Welcome to a premier Broadwater waterfront sanctuary—where the art of entertaining meets the boater's dream. This meticulously updated one-story residence spans 2,957 square feet of refined living across 3 bedrooms and 2.5 baths, positioned on an expansive 84 x 140 lot that commands deep-water channel access and easy passage to Boca Ciega Bay and the Gulf. Whether you're launching for an early morning fishing expedition or hosting sunset cocktails, this property has been reimagined for the discerning lifestyle enthusiast. The 2026 kitchen renovation speaks luxury: quartzite countertops and backsplash; Wolf 48-inch dual fuel range with built-in flattop and grill; 48-inch Wolf hood; paneled Subzero refrigerator with separate wine fridge, 30” refrigerator and 24” Freezer; a Miele coffee system with water supply; Cove dishwasher; wet bar with a Scotsman pellet ice maker; and a generous hidden walk-in pantry. That philosophy extends to the full outdoor kitchen featuring a Blaze 36-inch grill and Azure wine fridge, framed by artificial turf, landscape lighting, and a fire pit for evening gatherings. The saltwater, solar-heated Pebble Tec pool and new pool bath complete the resort-style setting. The primary suite welcomes you with a spa-like walk-in shower, its Toto washlet complementing the luxury spa experience, alongside a double walk-in custom closet offering refined storage. Entertainment space abounds with large living room, 2nd sitting area and covered lanai with electronic roll up screens. Two additional bedrooms in the split plan are next to the luxurious updated hall bath. Beyond entertainment, this home is engineered for longevity: updated electrical and plumbing, 2026 laundry remodel, 2025 AC, 2019 roof, 2018 tankless water heater, whole-house water softener and filtration system, and paid-off solar panels offsetting energy costs indefinitely. The seawall updated in 2017 ensures confidence against weather, while the composite dock with 20,000-pound lift features lighting, shore power, fresh water, and a kayak launch platform. This is turnkey waterfront living at its finest—sophisticated, well-appointed, and built for a lifestyle of distinction.

3896 42nd Avenue S, St Petersburg

$317,000
2 Beds 2 Baths Bridgeton North Condo SubDv. 33711 Zip Code
Imagine waking up to the beautiful sunrises over Tampa Bay from your very own bedroom and living room. Welcome to a turn-key 2-bedroom, 2-bath home that is filled with natural light taking you to he epitome of waterfront and coastal living. The floor-to-ceiling windows throughout are where elegance and comfort combine nicely to bring the sparkling Tampa Bay to you. The open floor-plan with 2 spacious bedroom with full ensuites where you have amazingly expansive views with sliding glass doors from every room and from 2 private and screened balconies. The kitchen hosts a coastal vibe with glass tile backsplash and is perfect for entertaining with generous granite counters providing plenty of space for preparation and serving. Wood mission style cabinetry with custom features, stainless steel appliances and a pantry to provide extra storage. Just off of the mirrored dining area featuring reflections of your water views all while being able to socialize with guests in the living room. This end unit lives much larger than you would imagine… It is a MUST SEE. Located just minutes from Downtown St. Petersburg, Eckerd College, Gulf beaches, and I-275, this property is ideal as a primary residence, seasonal retreat, or investment opportunity. Experience the best in Florida waterfront living in one of St. Petersburg’s most scenic bayfront communities. Additional features include secure under-building parking (space #703), a large private indoor storage closet, and there are 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, billiard room and improved meeting and gathering spaces—further elevating the boutique coastal lifestyle offered here. All improvements have been fully funded. 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, golf, renowned dining, shopping, parks, airports, and vibrant downtown St. Petersburg. This beautiful turn-key unit blends luxury, serenity, and captivating water views into one truly unique package. A truly exceptional opportunity to own a premier coastal residence. The Bridgeton North building is well maintained with pride. Bridgeton North has completed the MILESTONE INSPECTION / HOA STUDY required by the 2022 Condo Guidelines. Bridgeton Condominiums is a 9-story, 64-unit waterfront building. This is the place to be… call today for your private showing.

7100 Sunshine Skyway Lane S Unit 703, St Petersburg

$1,499,900
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

$459,750
2 Beds 2 Baths Seapointe Terrace Condo SubDv. 33711 Zip Code
Virtually Staged. Welcome home to this completely renovated first floor corner condo, featuring four separate outdoor spaces, conveniently located in the Waterfront Community of Seapointe Terrace. Upon entrance into the open floor plan condo you will notice all new ceramic floor tile throughout, accenting the wood burning corner fireplace in the living room. The oversized kitchen features all new Kraft-Maid cabinets offering ample storage, granite counter-tops, and stainless steel appliances. Off of the kitchen is a spacious dining room featuring a private outdoor patio for dining and entertaining needs. Back inside, the spacious living room features breathtaking views of Tampa Bay and offers a patio for that morning cup of coffee to watch the beautiful sunrise. The oversized primary bedroom has the same sweeping views of Tampa Bay and the Community Pool and also features a covered front porch area for observing what mother nature has to offer. The primary bathroom offers dual vanities and a tub/shower combo. The laundry closet and guest bathroom with walk in shower are conveniently located in between the two bedrooms. The guest bedroom features a private patio for relaxing and snuggling up with your favorite book. The Waterfront Community of Seapointe Terrace offers a community pool (just a few steps away from this beautiful condo), tennis courts, clubhouse, kayak storage, fishing from the seawall, and easy access to the Bay. Conveniently located right off of I-275 for easy commutes to Tampa International Airport or nearby southern cities like Bradenton and Sarasota. For outdoor enthusiasts, the Skyway bike trail runs right beside Seapointe Terrace, offering miles of trails to explore Gulfport, St Petersburg, and the northern cities in Pinellas County. Book your private showing today!

7520 Sunshine Skyway Lane S Unit P5, St Petersburg

$949,000
3 Beds 2 Baths Broadwater Unit 2 Blk M Rep SubDv. 33711 Zip Code
WATERFRONT LIVING IN BROADWATER — UNDER $1 MILLION Welcome to your MOVE-IN READY waterfront retreat in the highly sought-after BROADWATER NEIGHBORHOOD of St. Petersburg. This beautifully maintained 3-bedroom, 2-bath home offers the Florida lifestyle buyers dream about, with direct boating access to the Gulf from your private dock and boat lift. Step inside to an open-concept layout designed for both everyday comfort and effortless entertaining. The spacious living area features custom built-in shelving and stylish shiplap accents, creating a bright coastal atmosphere. A dedicated dining area provides the perfect space for gatherings, while a versatile bonus room can serve as a home office, pantry, hobby space, or additional storage. The real showstopper is outside. Sliding glass doors open to a large waterfront backyard where you can relax, entertain, or design the custom pool you've always wanted. Enjoy morning coffee overlooking the water, spend afternoons boating and fishing, and unwind with spectacular sunset views right from your own backyard. With quick Gulf access, a private dock and boat lift, flexible living spaces, and room to create your dream outdoor oasis, this is a rare opportunity to own a MOVE-IN READY WATERFRONT HOME in BROADWATER FOR UNDER $1 MILLION. Schedule your private showing today and start living the waterfront lifestyle you've been waiting for.

4462 39th Street S, St Petersburg

$1,299,000
4 Beds 2 Baths Broadwater Unit 2 Blk L Rep SubDv. 33711 Zip Code
NEWLY REDECKED DOCK • NO FLOODING • 80 FT OF NEWER SEAWALL • BOAT LIFT & 40 FT SLIP — Experience the best of Broadwater with exceptional boating access and a location that puts the BEACHES, DOWNTOWN ST. PETERSBURG and I-275 all within easy reach. Clean lines, tasteful décor and abundant natural light enhance the inviting MID-CENTURY MODERN interior of this 4-bedroom, 2-bath block home. The SPLIT FLOOR PLAN offers excellent flow with two separate living areas, while LARGE POCKET SLIDING GLASS DOORS throughout the home open to the screened pool, waterfront and outdoor living spaces beyond. DESIGNED FOR ENTERTAINING, the kitchen features peninsula bar seating and an 8 FOOT PASS-THROUGH POCKET WINDOW that opens completely to ADDITIONAL BAR SEATING on the covered patio. From the kitchen, family room and dining areas, picturesque views of the pool and saltwater canal keep the waterfront setting at the center of everyday life. BOATERS will appreciate 80 feet of newer seawall along a wide, deep-water canal with a boat lift, approximately 40-foot slip, NEWLY REDECKED DOCK and NEWER BOAT LIFT TIE POLES within the last 4 years. Enjoy quick access to BOCA CIEGA BAY AND THE GULF BEYOND, with exceptionally high bridges accommodating larger boats. Paddleboard or kayak through the canals toward Gulfport, or head out by boat for a day on the water. Dolphins are frequent visitors, along with the occasional manatee and abundant coastal birdlife. OUTDOOR LIVING is a highlight. The expansive screened pool patio features TRAVERTINE pavers, a PEBBLE TEC pool and a 30 FOOT WIDE COVERED PORCH finished with a BEAUTIFUL CYPRESS CEILING that adds warmth and character to the outdoor living space. A CEDAR GAZEBO provides a dedicated grilling area, while a separate WATERFRONT FIRE PIT with string lights adds ambience and creates an inviting place to gather as the sun goes down. Pocket sliders, pocket windows and multiple outdoor living areas make it easy to enjoy the sea breezes and stunning SUNSET VIEWS that define Florida waterfront living. LOCATION is a standout feature. Tiki Docks and Maximo Marina are nearby for waterfront dining, fuel and marine services. The PINELLAS TRAIL is just blocks away, with access to Clam Bayou's nature trails and mangroves and a connection to the restaurants, markets, festivals and eclectic character of Gulfport. And when you're traveling by car rather than boat, the convenience is exceptional—LESS THAN A MILE TO I-275, approximately 5 MINUTES TO THE DON CESAR AND PASS-A-GRILLE BEACH, 4 miles to Gulfport and 6 miles to vibrant DOWNTOWN ST. PETERSBURG, with convenient access to Tampa International Airport. With a 2022 A/C, 2017 seawall, hurricane-impact bedroom windows and sliders, additional storm protection, a beautifully maintained waterfront setting and NO FLOODING, this Broadwater home offers the combination boaters want and buyers rarely find: the WATERFRONT LIFESTYLE, OUTDOOR SPACE, QUICK ACCESS TO THE BEACH and EASY CONNECTIVITY TO THE REST OF TAMPA BAY.

4461 38th Way S, St Petersburg

$1,899,000
3 Beds 2 Baths Broadwater Unit 2 Blk N SubDv. 33711 Zip Code
SIGNIFICANT PRICE IMPROVEMENT! Set on an impressive 180 feet of waterfront in sought-after Broadwater, this exceptional cul-de-sac residence combines premier boating access, resort-style outdoor living and a private tropical setting. With direct sailboat access to Tampa Bay, the Intracoastal Waterway and the Gulf, this property is ideally positioned for the ultimate St. Petersburg waterfront lifestyle. The home experienced NO WATER INTRUSION—an important distinction for waterfront buyers. Professionally landscaped grounds and lush tropical surroundings create a welcoming sense of privacy from the moment you arrive. Inside, the 3-bedroom, 2-bath home with bonus room features an open floor plan, split-bedroom design and abundant natural light. Spacious living areas flow through impact sliding glass doors to the pool and waterfront beyond, creating a seamless connection between indoor and outdoor living. The well-appointed kitchen features solid wood cabinetry, solid-surface countertops, stainless steel appliances, a convection oven and generous prep and gathering space. The spacious primary suite provides a private retreat with an ensuite bath, while the versatile bonus room provides additional space for a home office, den or guest accommodations. Step outside and experience what truly sets this property apart. A natural gas-heated saltwater pool, expansive patio, covered outdoor kitchen and charming gazebo are surrounded by lush tropical landscaping and tranquil water views—an inviting setting for entertaining, sunset gatherings or quiet mornings overlooking the water. For boating enthusiasts, the waterfront configuration is exceptional. **Two individual docks with two boat lifts—a 20,000-lb lift and a 9,000-lb lift—**each have water and electric service. Located in a no-wake zone with direct access to Tampa Bay and beyond, the property provides outstanding flexibility for enjoying the best of Florida's boating lifestyle. Additional features include impact sliding glass doors, concrete tile roof, block construction, tankless natural gas water heater, water softener, central HVAC and an attached two-car garage. Ideally located just minutes from vibrant downtown St. Petersburg, Gulf beaches, dining, shopping and cultural attractions, with convenient access to I-275 and Tampa International Airport. With its significant new price, 180 feet of waterfront, two-dock and two-lift configuration, resort-style outdoor living and premier boating access, this Broadwater residence stands apart as a distinctive waterfront property in one of St. Petersburg's most desirable boating communities.

4310 40th Street S, St Petersburg

$1,389,000
3 Beds 2 Baths Marina Bay Garden Villas SubDv. 33711 Zip Code
Elevated, FORTIFIED Gold™ Certified and perfectly positioned in Marina Bay, 17C Franklin offers resilient construction, peaceful nature and water views, and the ease of single-level living. This fee-simple townhome is not a condo, so there is no condo assessment. Built of all-block construction with all living areas on the second level and accessed by private elevator, the home combines storm-ready peace of mind with everyday comfort. Overlooking a protected nature sanctuary with tranquil water views and no direct water exposure, the setting is both private and serene. Inside, the 2,334-square-foot floor plan features open-concept living, 10-foot vaulted ceilings, and seamless indoor-outdoor flow to upper and lower screened lanais. The gourmet kitchen is centered around a quartz island and includes a new Bosch dishwasher (2025). The primary suite offers dual walk-in California Closets and a spacious spa-like bath. Additional features include impact-rated windows, doors, and garage, reinforced roof-to-wall connections, a 22-kilowatt whole-house Generac generator, fully integrated HIVE smart home system, Klipsch surround sound, Hunter Douglas electronic blinds, and whole-house water purification. A rare bonus is the approximately 2,300-square-foot climate-controlled garage with epoxy floors, dedicated HVAC, retractable screen, and custom cabinetry, ideal for collectors, storage, or workshop space. Marina Bay amenities include two pools, including one geothermal pool, spas, fitness center, and deepwater marina. Elevated, engineered, and designed for easy living, this is a rare opportunity in Marina Bay.

17 Franklin Court S Unit C, St Petersburg

$1,250,000
3 Beds 2 Baths College Landings Rep SubDv. 33711 Zip Code
Set along the picturesque waters of Boca Ciega Bay is the coveted community of Marina Bay - a 60-acre tropical oasis nestled among Bayview Isles, Eckerd College, and Tierra Verde - where you will discover the artistic masterpiece of coastal living that is 21 Crescent Place. This 2000 square-foot, 3-bedroom, 2-bath residence offers a serene water view of the Bay with a private marina just steps away. The property is designed with exceptional flow, abundant light, and a seamless blend of indoor and outdoor spaces. This elevated, one-level home, complete with a private elevator and a whole-house natural gas 22kW GENERAC generator, offers luxurious seaside living with absolute peace of mind. Step inside to admire beautifully restored light oak floors and the exquisitely remodeled (2024) open-concept interior, where natural light and picturesque water views fill the space. Custom features, luxury finishes, and exceptional details abound, including bespoke lighting throughout, oversized windows, crown molding, and a modern staircase with stainless steel balusters. The heart of the home is the newly designed gourmet kitchen, equipped with smart-enabled appliances, a gas cooktop, custom cabinetry, an electronics drawer, quartz countertops, and a breathtaking waterfall island, making it a culinary enthusiast's paradise. Retreat to the owners' suite, a private sanctuary featuring built-in custom storage and a spa-like ensuite bath with a double vanity, a spacious tiled walk-in shower, and modern jetted soaking tub. Two additional bedrooms and a fully remodeled bath with a walk-in shower offer ample space for guests or family. All living spaces are on one level, served by a private elevator with access to the expansive 2,000 sq. ft., 4-car garage—perfect for vehicles, recreational equipment, a workshop, gym, or game room. The garage, complete with sink, is presently outfitted with a vintage darkroom, showcasing not only the versatility of the space but the owners’ artistic flair. Additional upgrades to the property include impact windows, a new tile roof (2021), a tankless hot water heater, mini-split in garage and whole house HVAC (2024). In addition to the lush tropical trees and plants surrounding the property, the landscaping and numerous lakes throughout Marina Bay enhance the beauty of this home. Watch osprey, herons, egrets, ibis, and ducks, along with pelicans diving for fish and dolphins and manatees playing in Boca Ciega Bay beside the community’s deep-water marina. Additional amenities include two pools (one with geothermal heat for year-round swimming), two spas, a fitness center, a community clubhouse, and a fishing pier adjacent to the docks. Marina Bay is a pet-friendly community, just 10 minutes from downtown St. Pete, 25 minutes from Tampa Airport, and a short bike ride along the protected bike paths of Pinellas Trail to Pass-a-Grille and St. Pete Beach. Deep water boat slips are available for purchase.

21 Crescent Place S, St Petersburg

$1,099,000
3 Beds 2 Baths Maximo Moorings SubDv. 33711 Zip Code
Experience refined waterfront living in this fully reimagined residence located in the coveted Maximo Moorings of St. Petersburg’s Skyway Marina District. Perfectly positioned on a tranquil canal with direct access to open water, this exceptional 3-bedroom, 2-bath home offers a private boat dock with lift, a resort-style pool, and an expansive paver patio designed for effortless indoor-outdoor living. The thoughtfully redesigned interior showcases an open, flowing floor plan that seamlessly connects the living room, dining room, family room, and kitchen—ideal for both refined entertaining and relaxed coastal living. At the heart of the home, the chef-inspired kitchen impresses with new quartz countertops, new rich wood cabinetry, premium new appliances, a breakfast bar, an oversized pantry closet, and a pass-through window to the patio for seamless alfresco dining. Every detail has been elevated with new baths, new flooring, new doors, extensive upgrades throughout, and lush new landscaping. A new A/C system (2025) and new washer and dryer provide modern efficiency and peace of mind. The desirable split-bedroom layout offers privacy and tranquility. The elegant primary suite features a walk-in closet, spa-like en suite bath, and sliding glass doors opening directly to the pool and patio. Two generously sized guest bedrooms provide ample closet space, while the beautifully appointed guest bath doubles as a convenient pool bath. Both the dining room and family room open to the outdoor living area through sliding doors, enhancing the home’s seamless connection to its waterfront setting. Whether lounging poolside, entertaining under the stars, or cruising directly to open water from your backyard, this extraordinary home captures the essence of luxury Florida waterfront living.

3807 48th Avenue S, St Petersburg

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