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 the sun-kissed shores meet a vibrant community full of charm and character. Known for its eclectic arts scene, friendly atmosphere, and stunning waterfront views, Gulfport offers a unique lifestyle that combines the best of coastal living with a small-town feel.

Imagine waking up to the gentle sound of waves lapping against your sailboat, docked just outside your door. Homes with sailboat water frontage in Gulfport provide the perfect opportunity for boating enthusiasts and water lovers alike. With direct access to the serene waters of Boca Ciega Bay, you can set sail for a day of adventure or enjoy a peaceful evening cruise as the sun dips below the horizon. These properties not only offer breathtaking views but also a lifestyle filled with outdoor activities, from fishing and kayaking to paddleboarding and beachcombing.

The vibrant downtown area of Gulfport is just a stone's throw away, boasting charming boutiques, delightful cafes, and lively art galleries. The community hosts regular events, including art walks, farmers' markets, and festivals, fostering a sense of belonging and connection among residents.

Whether you’re looking for a cozy cottage or a luxurious waterfront estate, Gulfport’s real estate market has something for everyone. Embrace the coastal lifestyle and discover the magic of Gulfport – where your dream home awaits on the sailboat water!

Newest Gulfport Homes with Sailboat Water Water Frontage

$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
$1,850,000
5 Beds ⋅ 3 Baths ⋅ Broadwater Unit 2 Blk Q SubDv. ⋅ 33711 Zip Code
SALT WATER PARADISE, REIMAGINED! A Boater's Dream on A+ Water in Broadwater, with a BRAND NEW 2026 Dock and DUAL Boat Lifts! This fully renovated 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
$225,000
2 Beds ⋅ 2 Baths ⋅ South Bay Condo SubDv. ⋅ 33711 Zip Code
Virtually Staged. WELCOME HOME to your Spacious 2 Bedroom, 2 Bath waterfront condo in South Bay! Enjoy the open floor plan with split bedroom suites with walk out sliding glass doors from every room to the expansive balcony with amazing views of Tampa Bay. The kitchen offers wood cabinetry with contemporary hardware, granite countertops, stainless appliances including a glass-top range with double ovens. The private laundry closet is located in the kitchen for ease of access. This home is perfect for entertaining with its bright natural light, a flawless flow from kitchen to dining and living areas. Enjoy your morning with the most incredible sunrises and quiet evenings overlooking the Bay with views of dolphins, birds and seacoast breezes. Your Primary suite features a walk-in closet, ensuite bath, vanity area plus balcony access through a private sliding glass door set. The Guest Suite also offers a Private ensuite bath for guests along with their very own private sliding glass door for balcony access. All of the sliding glass doors have roll down storm shutters for peace of mind and safety. Another fantastic feature is your assigned under-building parking near the entry door plus a generous number of guest parking. South Bay residents have access to resort-style amenities including a Heated & Cooled Pool with Tiki cabanas, clubhouse, and new private fishing dock. The community welcomes all-ages, is pet-friendly (up to 25lbs), and is ideally located near the on and off ramps from Interstate 275. The entry to the Skyway Trail right out the front door of the building with many parks, golf courses, tennis and pickleball, within reach. Less than 10 minutes to walk or bike to Maximo Park or take a short drive to Shopping, Restaurants, Art Galleries, Downtown St Pete, our award winning Gulf Beaches, Ft. DeSoto, Skyway Fishing Pier State Park or multiple Marinas and boat launches. On-site Property Management and Maintenance are mere steps away. Don’t miss out on this amazing opportunity to experience maintenance-free living in a waterfront community. The unit is vacant and waiting for YOU! Call today to schedule your private tour.

7432 Sunshine Skyway Lane S Unit 302, St Petersburg
$260,000
1 Beds ⋅ 1 Baths ⋅ South Bay Condo SubDv. ⋅ 33711 Zip Code
Beautiful Open Tampa Bay Views That Will Take Your Breath Away! Welcome to this stunning second-story waterfront condo offering panoramic views of Tampa Bay. Start your day with spectacular sunrises and end it with partial sunset views, all while enjoying a glimpse of the iconic Sunshine Skyway Bridge from your covered corner balcony. Designed to maximize indoor-outdoor living, the balcony is accessible from both the living room and bedroom, creating a seamless flow and ensuring water views from nearly every angle. Step inside to a light-filled, open, and spacious floor plan where the breathtaking bay view will absolutely stop you in your tracks! The interior features attractive blonde bamboo plank flooring and light tile throughout. Ample closet space, a separate laundry room with additional storage, and a full-size stackable washer and dryer provide everyday convenience. A built-in dry bar with accent lighting adds both style and functionality. The kitchen offers generous wood cabinetry, Corian countertops, and double sinks, making it both practical and inviting. The bathroom features an oversized vanity with dual sinks, providing plenty of space for daily routines. Hurricane-rated windows and sliding glass doors offer peace of mind, while the HVAC system was newly installed in 2025 and the hot water heater in 2023. Additional attic storage is also available. Residents enjoy exceptional community amenities, including:A newly renovated waterfront pool where dolphins are frequent visitors. A new fishing pier that serves as a prime location for watching Fourth of July and New Year's fireworks over the bay. A fully equipped clubhouse featuring a full kitchen, large television, and an expansive balcony overlooking the pool and Tampa Bay. Waterfront park with boat ramps and frisbee golf green right around the corner. Access to interstate right down the street so very quick access to downtown St. Petersburg and Tampa International Airport. Resteraunts and shopping galore ALL AROUND! Music festivals, museums, sports activities, art shows all abound in vibrant St. Petersburg This is more than a home—it's a lifestyle. Peaceful, scenic, and effortlessly relaxing, life here is truly both full and Zen.

7400 Sunshine Skyway Lane S Unit 126, 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
$1,399,000
3 Beds ⋅ 2 Baths ⋅ Marina Bay Garden Villas Ph 2 SubDv. ⋅ 33711 Zip Code
Virtually Staged. HUGE PRICE REDUCTION - BEST PRICE IN MARINA BAY ---- PRIVATE ELEVATOR AND ALL LIVING ON ONE LEVEL. Resort style living in a tranquil setting with an abundance of wildlife, yet less then 10 minutes to DTSP or the beach. There are amazing views of the lagoons from every room and totally private from any other building. Built to FORTIFIED – Gold standards, which is superior construction that exceeds building code. This home has luxury updates with natural gas cooktop, open floor plan with beautiful Cambria Quartz counters, Grohe K7 faucet and upper lit cabinets for showcasing your collections. No detail has been missed with 8' doors and 10’ ceilings, and lots of closet space in all bedrooms. Primary Suite has 2 walk in closets finished by California Closets and the bathroom you dream of. Free standing tub and Grohe Euphoria Rain Shower and gorgeous tile. In the oversized garage, ample for 4 cars plus a carport there is a large wash tub, whether for your dog or cleaning off from the beach, a 22kW GENERAC Natural GAS GENERATOR which powers your whole house, so no power loss anytime. There is also a very large, screened room overlooking the fountain in the lake. This home is turn-key, in excellent condition and waiting for its new owner. The community offers 2 pools, hot tubs, Marina for fishing and docks, club house and fitness center. Pinellas Trail runs right next to Marina Bay so you can bike the whole county.

11 Franklin Court S Unit C, 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 | ASSUMABLE VA LOAN at 2.25% interest 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
$1,950,000
3 Beds ⋅ 2 Baths ⋅ Broadwater Unit 2 Blk N SubDv. ⋅ 33711 Zip Code
Welcome to an extraordinary waterfront retreat in Broadwater, St. Petersburg, where refined coastal living meets exceptional boating access. This oasis had NO water intrusion and is positioned on 180 feet of prime water frontage with direct sailboat access to the intercoastal or the Gulf, this cul-de-sac residence offers a rare opportunity to experience Florida living at its finest. From the moment you arrive, the professionally landscaped grounds and tropical setting create a sense of privacy and arrival. Designed with an open floor plan and split-bedroom layout, this 3-bedroom, 2-bath, plus bonus room home blends comfort with effortless elegance. The spacious living areas flow seamlessly through impact sliding glass doors to the outdoor oasis, inviting natural light and tranquil water views inside. The heart of the home features a beautifully appointed kitchen with solid wood cabinetry, solid surface countertops, stainless steel appliances, convection oven, and generous prep space—ideal for gathering and entertaining. The primary suite offers a peaceful retreat area and well-designed ensuite bath. Outdoors, a true resort-style experience awaits. Enjoy a natural gas heated saltwater pool, expansive patio, covered outdoor kitchen, and charming gazebo—all framed by lush tropical landscaping. Whether hosting sunset gatherings or enjoying quiet mornings by the water, this home was designed for exceptional indoor-outdoor living. For boating enthusiasts, the rare two individual dock configuration includes one 20,000 lb lift and a second 9,000 lb lift, both with water and electric service. Located in a no-wake zone with direct bay access, the property offers seamless enjoyment of Tampa Bay and beyond. Additional highlights include a concrete tile roof, block construction, tankless natural gas water heater, water softener, central HVAC, and an attached two-car garage. Conveniently located just minutes from downtown St. Petersburg’s vibrant dining, shopping, and cultural scene, as well as the award-winning Gulf beaches and I-275 for easy access to Tampa International Airport, this property offers both tranquility and accessibility. This is a rare Broadwater waterfront opportunity that simply cannot be missed—a true must-see for those seeking luxury, lifestyle, and premier boating access in Pinellas County.

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
$4,495,000
4 Beds ⋅ 4 Baths ⋅ Marina Bay Ph I & Ii SubDv. ⋅ 33711 Zip Code
THIS HIGH AND DRY PROPERTY HAS NEVER FLOODED! This home has an ADDITIONAL FULL BATH DOWNSTAIRS making this a 4 bedroom, 4 1/2 bath home. This gorgeous unpermitted, all wet, bathroom is handicap accessibile with a mini-split air handler, handmade italian marble tiles, dual shower-head, bidet toilet and back-lit mirror. This exceptional residence offers DEEP WATER open views across Maximo Channel, a private boat dock & lift, pool/hot tub & custom outdoor kitchen. Additionally, there's a customized automated audiovisual system with home theatre/stereo entertainment, security & indoor/outdoor/garage integration. Experience elevated waterfront living in the exclusive gated community of Marina Bay. This resort-style indoor/outdoor living at its finest, designed for both relaxation and entertaining!

19 Bayfront Court S, St Petersburg
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