Gulfport Homes with Sailboat Water Water Frontage

Gulfport Homes with Sailboat Water Water Frontage

Welcome to Gulfport, Florida—a hidden gem nestled in Pinellas County that perfectly blends coastal charm with vibrant community spirit. Known for its picturesque waterfront views and laid-back atmosphere, Gulfport offers an idyllic lifestyle for those seeking the ultimate Florida experience. With its colorful arts district, eclectic shops, and inviting restaurants, this quaint town is a haven for artists, families, and retirees alike.

One of the most captivating features of Gulfport is its stunning waterfront properties, particularly those with sailboat water frontage. Imagine waking up to the gentle sound of waves lapping against the shore and the sight of sailboats gliding gracefully across the sparkling waters of Boca Ciega Bay. Homes with sailboat water frontage provide not just a residence, but a lifestyle—where boating, fishing, and sunset cruises become part of your everyday routine.

These remarkable properties come in various styles, from charming bungalows to modern waterfront estates, each offering unique views and easy access to the water. Whether you’re an avid sailor or simply appreciate the tranquility of living by the sea, Gulfport’s waterfront homes cater to every taste.

In addition to the beautiful homes, Gulfport boasts a strong sense of community. With numerous events throughout the year, including art walks and festivals, residents enjoy a rich social life that fosters connection and camaraderie.

Discover the allure of Gulfport and explore the exceptional homes with sailboat water frontage that await you. Your dream waterfront lifestyle is just a visit away!

Newest Gulfport Homes with Sailboat Water Water Frontage

$1,250,000
3 Beds 4 Baths Pointe At Marina Bay Condo The SubDv. 33711 Zip Code
Newly renovated luxury waterfront residence in the prestigious gated community of Marina Bay, complete with a highly coveted 30-foot deeded boat slip valued at approximately $135,000-$200,000. Few waterfront condominiums offer a private deeded slip that conveys with the residence, no separate purchase, no waiting list, and no compromise. Simply park your boat and enjoy effortless access from the protected marina to Boca Ciega Bay, the Intracoastal Waterway, Tampa Bay, and the Gulf of Mexico for fishing, waterfront dining, sunset cruises, and endless days on the water. Designed for true turn-key, maintenance-free living, this residence allows you to lock the door and travel with confidence while the community maintains the exterior and grounds. A home warranty is included for additional peace of mind, making this the perfect full-time residence or luxury waterfront retreat. Unlike homes exposed to open bay conditions, Marina Bay's protected marina provides calmer waters for easier docking, greater protection from wind and wave action, and added convenience for boat owners. A secure key-access elevator opens directly to your private foyer, where nearly 2,900 square feet of thoughtfully renovated coastal modern living awaits. Located in an intimate waterfront community with only three residences per building, this home offers the privacy and quiet of a full-floor residence without the congestion of high-rise living. Inside, soaring 11-foot ceilings, elegant tray ceilings, 8-foot doors, expansive impact-rated windows and doors, and an open-concept floor plan create an atmosphere filled with natural light and timeless coastal elegance. The spacious layout features three generous ensuite bedrooms, three full baths, a powder room, a chef's kitchen with custom wood cabinetry, abundant storage, gas fireplace, and an expansive wraparound balcony overlooking tranquil waterfront views. Guests enjoy the comfort and privacy of their own ensuite accommodations. Recent renovations inside and out combined with a new community roof and painted exterior (2026) mean you can move right in and immediately begin enjoying the Florida waterfront lifestyle. Residents enjoy resort-style amenities including two swimming pools (one geothermally heated), two spas, a waterfront fishing pier, fitness center, elegant clubhouse, secure under-building parking, and beautifully maintained grounds. Ideally located just minutes from vibrant downtown St. Petersburg, award-winning restaurants, museums, waterfront parks, Fort De Soto Park, St. Pete Beach, the Pinellas Trail, Eckerd College, Stetson University College of Law, championship golf, premier marinas, Tampa International Airport, and Tampa Bay Rays baseball. Some waterfront homes simply offer a view. This one offers the freedom to untie the lines, step aboard your boat, and embrace a truly carefree, luxury waterfront lifestyle every day.

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

$1,789,000
5 Beds 3 Baths Broadwater Unit 2 Blk Q SubDv. 33711 Zip Code
NEW PRICE! NOW OFFERED AT $1,789,000! ONE OF THE HIGHEST ELEVATIONS IN THE AREA, APPROXIMATELY 12FT, TRULY HIGH AND DRY! SALT WATER PARADISE, REIMAGINED! A Boater's Dream on A+ Water in Broadwater, with a BRAND NEW 2026 Dock and DUAL Boat Lifts! This extensively upgraded waterfront pool home sits on 80ft of seawall with deep sailboat water and quick, no-bridge access to the Intracoastal, Boca Ciega Bay and the Gulf of Mexico. The all-new 394sqft composite dock (2026) rides on 22 wrapped pilings and features TWO boat lifts, a 10,000lb. and a newly added 7,000lb., both wired with 30/50 amp service, water and 110V outlets for larger vessels. Broadwater is prized for its excellent boating/fishing water, the Skyway Marina District, and easy access to Fort De Soto, downtown St. Pete, Tampa, and the beaches. An ENTERTAINER'S DREAM! Dock the boat and walk guests straight to the party. Mix drinks at the wine bar off the kitchen, host at the fully equipped bonus room bar with kegerator, icemaker and dual beverage fridges, then spill out to the pergola by the pool, wired with fans and lighting, for sunset dinners and gatherings that flow effortlessly from indoors to out. Storm-hardened and move-in ready: hurricane-rated tile roof (2018), impact Pella windows, hurricane garage doors, an upgraded 400amp electrical service with whole-home surge protection, and interconnected smoke/CO detectors with AFCI protection. New Provia hurricane exterior doors and kitchen window (2025). The pool has been converted to saltwater with a new filter, pump and controller, plus a solar heater/cooler. Mature palm landscaping and a new stamped concrete driveway complete the curb appeal. Easy-flowing split floor plan with 5 bedrooms, 3 baths, an open living/dining/kitchen area with skylight and fireplace, a 5th bedroom currently used as an office, oversized inside laundry, an inside grill, and a spacious primary suite with two walk-in closets and a spa-like bath. Kitchen features granite counters, wood cabinetry, stainless appliances, glass tile backsplash and a breakfast bar. Travertine flows throughout. Nearly $300,000 invested since 2018, including a new whole-home A/C duct system, heat pump and air handler, water heater with 12-year warranty, water softener, UVC air purification, hot water recirculation and irrigation. A rare, turnkey waterfront estate on A+ boating water. Come live the Florida waterfront lifestyle!

4424 45th Street S, St Petersburg

$325,000
2 Beds 2 Baths Bridgeton North Condo SubDv. 33711 Zip Code
Motivated Seller seeking Back-up Offers! 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

$1,899,000
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

$1,199,000
3 Beds 2 Baths Broadwater Unit 2 Blk 0 SubDv. 33711 Zip Code
This Broadwater Beauty is the waterfront home of your dreams! Like nothing you’ve seen! ZERO water intrusion or damage at all from any hurricanes per the seller! Peace of mind with this spectacular home. Sellers spared no expense, hiring award winning designer to impeccably execute modern coastal finishes. The warmth of the brushed white oak engineered hardwood floors greets you into this waterfront masterpiece. The large comfortable living spaces provide seamless indoor outdoor entertaining for those that lost to entertain. The centerpiece of this home is the masterful kitchen, high end appliances, robust countertop space -- come see for yourself and take your breath away. You'll easily be the house everyone gravitates to. The primary bedroom features a private ensuite bath large shower, double vanity and sleek finishes. The two additional bedrooms are graciously sized and include a full guest bath. Kick back and relax poolside in your personal oasis! Enjoy Summer days in the stunning pool, or slow mornings sipping your coffee on the lanai. The zeroscape back yard makes for easy maintenance -- more time to enjoy your weekends. Watch manatees and dolphins from your very own dock! The dock and boat lift are ready to house your recreational water toys! Water enthusiasts rejoice! The wide saltwater canal has easy access out to Boca Ciega Bay, the Intracoastal Waterway and the Gulf. Fishing, boating, sunset cruises and wildlife spotting is at your fingertips! This stunning home is an easy drive to award-winning beaches, vibrant downtown St. Petersburg, restaurants, shopping, Publix, Clearwater and Tampa International Airports. Schedule your tour today and fall in love!

4426 43rd Street S, 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

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