Gulfport Homes with Sailboat Water Water Frontage

Gulfport Homes with Sailboat Water Water Frontage

Welcome to Gulfport, Florida – a charming coastal gem nestled in Pinellas County, where the sun-kissed shores and vibrant community spirit come together to create an idyllic lifestyle. Known for its eclectic arts scene, friendly atmosphere, and stunning waterfront views, Gulfport offers a unique blend of small-town charm and modern amenities that make it a sought-after destination for homebuyers.

One of the standout features of Gulfport is its breathtaking homes with sailboat water frontage. Imagine waking up to the gentle sound of waves lapping against your dock, where your sailboat awaits just outside your door. These waterfront properties not only provide direct access to the shimmering waters of Boca Ciega Bay but also offer endless opportunities for sailing, fishing, and enjoying the sun-soaked Florida lifestyle. With spacious backyards perfect for entertaining and panoramic views that change with the tide, life here is a daily retreat.

Gulfport is not just about beautiful homes; it’s a community that thrives on connection and creativity. Stroll through the picturesque streets lined with colorful boutiques, art galleries, and cozy cafes, or take part in the lively events that celebrate the local culture, such as the Gulfport Art Walk and the annual GeckoFest.

Whether you’re seeking a serene waterfront escape or an active lifestyle filled with community engagement, Gulfport’s sailboat waterfront properties offer the perfect blend of luxury and leisure. Discover your dream home in this enchanting coastal city and embrace the vibrant lifestyle that awaits you!

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
$1,850,000
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
$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
$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
$1,950,000
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
$1,250,000
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
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