Coastal Elegance at Privateer South, Longboat Key! Set directly along the Gulf of Mexico, this beautifully renovated two-bedroom residence at Privateer South offers effortless beachfront living within the gates of the prestigious Longboat Key Club. Move-in ready, every detail of this turnkey fourth-floor getaway speaks to comfort, style, and sophistication, framed by sweeping Gulf views and warm coastal light. Porcelain tile floors extend throughout, creating a seamless flow from room to room, while all-impact glass sliders and windows frame tranquil vistas and ensure peace of mind. The open-concept great room is spacious yet inviting, with defined living and dining areas that connect effortlessly to one of two private terraces--perfect for morning coffee or evening sunsets over the water. The modern kitchen features solid wood, shaker style cabinetry (unified throughout the home), sleek granite countertops, stainless-steel appliances, wine refrigerator, and breakfast bar seating, offering the perfect blend of beauty and function. Built-in shelving adds both storage and architectural character, while subtle lighting and window treatments complete the refined aesthetic. The primary suite serves as a private retreat with direct terrace access, a generous wall-to-wall custom-built closet, and a revamped en-suite bathroom featuring dual vanities, granite counters, and a spacious shower with multiple heads. The second bedroom is thoughtfully designed to function as a stylish office or guest suite, complete with a walk-in closet and custom Murphy bed concealed behind clean cabinetry--ideal for flexible use of space. A second full bath with tub/shower combination is equally well-appointed. Two terraces--overlooking the shimmering Gulf and eastern sunrise views--extend the living experience outdoors. The residence also includes an assigned covered parking space, the convenience of interior laundry, and abundant storage throughout. Privateer South is one of Longboat Key's premier beachfront communities, offering resort-style amenities in a serene and secure setting. Residents enjoy a Gulf-front heated pool and spa, tennis and pickleball courts, fitness center, and clubhouse, all surrounded by lush tropical landscaping with direct access to one of Florida's most pristine stretches of sand. Association fees include cable, water, waste collection, grounds care, and 24-hour gated security for a truly maintenance-free lifestyle. Perfectly positioned within the Longboat Key Club gates, the location allows members to enjoy world-class golf, a full-service marina, and exceptional dining just moments away (membership options available separately). A short drive brings you to St. Armands Circle for boutique shopping and fine restaurants, or over the bridge to downtown Sarasota, where theater, art, and culture thrive. Offering a rare combination of coastal tranquility, thoughtful design, and resort-style living, Privateer South #402 captures the best of Gulf-front Sarasota living--an inspired residence where every day feels like a retreat.
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Location
1000 LONGBOAT CLUB RD #402, LONGBOAT KEY, FL 34228
Status
For Sale
1972
1972
Year Built
2
2
Total Bedrooms
2
2
Total Bathrooms
1,290
1,290
Sq.Ft.
Living Space
1.92
1.92
Acres
Lot Size
01
Interior
Total Bedrooms
2
Total Bathrooms
2
Full Bathrooms
2
Laundry room
Inside, Same Floor As Condo Unit, Washer Hookup
Flooring
Tile
Appliances
Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
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Gorgeous white sand beaches run for 12 miles along Longboat Key’s enchanting coastline.
Welcome to Longboat Key
Idyllic island community with Gulf and Sarasota Bay views
Longboat Key (zip code 34228) is a waterfront community on a barrier island between the Gulf of Mexico and Sarasota Bay. Both bodies of water are visible from many points around this long, narrow island. Gorgeous white sand beaches run for 12 miles along Longboat Key’s enchanting coastline. This idyllic island community also offers an excellent variety of waterfront restaurants.
Longboat Key Real Estate and Home Styles
Longboat Key offers an exquisite blend of natural beauty and upscale living, making its real estate highly desirable. This exclusive locale is known for its pristine beaches, lush landscapes, and a tranquil atmosphere that attracts discerning buyers. Real estate in Longboat Key ranges from luxurious beachfront estates and contemporary condominiums to charming single-family homes and elegant townhouses. Many properties boast stunning views of the Gulf of Mexico or Sarasota Bay, private beach access, and top-tier amenities, providing residents with a lifestyle of unparalleled comfort and sophistication.
Home styles in Longboat Key are diverse, reflecting the island's blend of modern luxury and classic Floridian charm. Architectural designs range from sleek, modern homes with open floor plans and floor-to-ceiling windows to traditional Mediterranean-inspired villas featuring terracotta roofs and lush courtyards. Many residences incorporate elements that embrace the island's natural beauty, such as expansive outdoor living spaces, private pools, and tropical landscaping. Whether you seek a contemporary waterfront condo or a grand estate with old-world charm, Longboat Key offers a variety of home styles to suit the tastes of even the most discerning buyers.
What to Love
Gulf and Sarasota Bay views
Stunning waterfront estates
Sublime seafood dining
Mote Marine Aquarium
People & Lifestyle
Longboat Key allows residents the opportunity to experience wonderful resort-style living. The gorgeous waters surrounding the island provide endless recreation opportunities. From unwinding on the island’s white-sand beaches to boating adventures in the turquoise Gulf, living on Longboat Key makes every day feel like a vacation.
Dining, Entertainment & Shopping
Longboat Key is home to a fantastic array of restaurants that combine sublime cuisine with mesmerizing waterfront views. The Shore serves seafood specialties such as Key West shrimp, scallop risotto, and lump crab cake alongside mouthwatering steaks, burgers, ribs, and fried chicken. The Shore’s delectable meals are paired with signature cocktails. The Drydock Waterfront Grill overlooks the Boathouse marina and Sarasota Bay at the southern end of Longboat Key. Drydock serves ocean-fresh seafood and unique tropical cocktails in a delightful setting, which was called one of the 100 best al fresco dining experiences in the United States named by OpenTable.
Chart House is a refined steakhouse with a terrace perched above the Gulf waters of Sarasota Bay. Menu highlights here include slow-roasted prime rib and the day’s freshest catch. Harry’s Continental Kitchen combines a deli and bakery with a restaurant serving sophisticated breakfast, brunch, and lunch plates. The Old Salty Dog has an eclectic surf ‘n’ turf menu with delicious fried seafood platters and steam pots loaded with fresh ocean delights.
Longboat Key’s shopping options are just as plentiful. Centre Shops of Longboat Key features a great selection of stylish boutiques, restaurants, and art galleries. A short drive south of Longboat Key, St. Armands Circle is a premier island shopping and dining destination with more than 130 businesses. J. McLaughlin on Longboat Key sells fashionable menswear and womenswear with an elegant sense of classic style. Island Adventure Outfitters is stocked with all the equipment you need to enjoy kayaking, rafting, and other water-based activities on Longboat Key’s beautiful surrounding bodies of water.
Things to Do
Bayfront Park is a waterfront hub of recreation with multipurpose sports fields and courts for tennis and basketball. Many classes, sports teams, and special cultural events are organized at the Bayfront Park Recreation Center. Bicentennial Park is a relaxing one-acre greenspace featuring landscaped shrubs, trees, and flower beds.
Mote Marine Laboratory & Aquarium is a major attraction on Longboat Key. More than 100 marine animal species are on display here at the Mote Marine Aquarium. The aquarium’s recreated habitats include a 135,000-gallon shark tank and a coral reef teeming with diverse fish, crustaceans, and sea jellies. Other popular exhibits include alligators, caimans, manatees, river otters, and sea turtles.
Close to the aquarium, Ken Thompson Park is a great place to begin your adventure on the waters surrounding Longboat Key. The park has a launch for boats, canoes, and kayaks alongside a fishing pier and a mangrove boardwalk.
Longboat Key is also home to the award-winning Longboat Key Club, an iconic establishment for over 60 years. The club features over 250 annual Club events, championship golf courses, Tennis Gardens, spa treatments, a deep-water marina, a full-service beachfront, a variety of other membership amenities and services.
Schools
Longboat Key is served by Sarasota County Public Schools.
Real Estate Market: Explore Homes for Sale in Longboat Key, FL
Longboat Key, FL, is a picturesque barrier island nestled along Florida’s Gulf Coast, known for its exclusive waterfront properties, luxurious estates, and pristine beaches. The real estate market in Longboat Key offers a variety of high-end homes that cater to the most discerning buyers, featuring elegant architectural designs, expansive views of the Gulf of Mexico, and access to private beaches. From modern beachfront estates to Mediterranean-inspired villas, Longboat Key boasts properties that reflect luxury and sophistication.
The demand for homes in Longboat Key remains strong due to its idyllic location, blending privacy with proximity to vibrant cultural and recreational hubs. Whether you’re seeking a serene beachfront retreat or a lavish home on the bay, Longboat Key’s diverse real estate market ensures there’s something for everyone. With its combination of beauty, luxury, and convenience, Longboat Key is a sought-after destination for those looking to invest in a world-class lifestyle.
The Perks of Paradise: Advantages of Owning a Home in Longboat Key, FL
Owning a home in Longboat Key comes with a host of benefits that go far beyond the stunning views and high-end finishes. As a resident of this prestigious island community, you’ll enjoy a lifestyle defined by tranquility, elegance, and exclusivity. Longboat Key offers residents access to private beaches, ensuring that peaceful strolls along the shore or a day of sunbathing in privacy are always within reach.
Longboat Key is also a boater’s dream, with many homes offering private docks and easy access to Sarasota Bay and the Gulf of Mexico. The island’s active lifestyle is complemented by world-class golf courses, tennis clubs, and the renowned Longboat Key Club, offering dining, fitness, and spa services. Plus, with its close proximity to downtown Sarasota, you’ll never be far from the area’s cultural attractions, including art galleries, theaters, and top-tier dining. Owning a home in Longboat Key is more than just a property investment; it’s an investment in an unparalleled lifestyle.
Why Longboat Key, FL, Should Be Your Next Home: A Coastal Paradise of Luxury and Serenity
Choosing Longboat Key, FL, as your next home means embracing a lifestyle that combines luxury with serene island living. This exquisite barrier island offers the perfect blend of natural beauty and modern amenities, creating a sanctuary for those who seek elegance and tranquility. From its stunning waterfront homes and lush landscapes to its quiet, uncrowded beaches, Longboat Key provides a peaceful retreat from the everyday hustle while still offering access to all the conveniences of modern living.
Longboat Key’s vibrant community spirit, coupled with its prime location, makes it one of Florida’s most desirable places to call home. Whether you’re drawn by the island’s pristine shores, the luxury of its homes, or the variety of recreational and social opportunities, Longboat Key promises an unmatched living experience. Make Longboat Key your next home, and enjoy the rare combination of beachfront serenity and sophisticated living that few other places can offer. Every day on Longboat Key feels like a vacation in paradise, and owning a home here is your gateway to that exceptional lifestyle.
Queen's Harbor
Grand Bay
Water Club
Promenade
Beachplace
L'Ambiance
Country Club Shores
Bay Isles Harbor
Welcome to Longboat Key
Idyllic island community with Gulf and Sarasota Bay views
Longboat Key (zip code 34228) is a waterfront community on a barrier island between the Gulf of Mexico and Sarasota Bay. Both bodies of water are visible from many points around this long, narrow island. Gorgeous white sand beaches run for 12 miles along Longboat Key’s enchanting coastline. This idyllic island community also offers an excellent variety of waterfront restaurants.
Longboat Key Real Estate and Home Styles
Longboat Key offers an exquisite blend of natural beauty and upscale living, making its real estate highly desirable. This exclusive locale is known for its pristine beaches, lush landscapes, and a tranquil atmosphere that attracts discerning buyers. Real estate in Longboat Key ranges from luxurious beachfront estates and contemporary condominiums to charming single-family homes and elegant townhouses. Many properties boast stunning views of the Gulf of Mexico or Sarasota Bay, private beach access, and top-tier amenities, providing residents with a lifestyle of unparalleled comfort and sophistication.
Home styles in Longboat Key are diverse, reflecting the island's blend of modern luxury and classic Floridian charm. Architectural designs range from sleek, modern homes with open floor plans and floor-to-ceiling windows to traditional Mediterranean-inspired villas featuring terracotta roofs and lush courtyards. Many residences incorporate elements that embrace the island's natural beauty, such as expansive outdoor living spaces, private pools, and tropical landscaping. Whether you seek a contemporary waterfront condo or a grand estate with old-world charm, Longboat Key offers a variety of home styles to suit the tastes of even the most discerning buyers.
What to Love
Gulf and Sarasota Bay views
Stunning waterfront estates
Sublime seafood dining
Mote Marine Aquarium
People & Lifestyle
Longboat Key allows residents the opportunity to experience wonderful resort-style living. The gorgeous waters surrounding the island provide endless recreation opportunities. From unwinding on the island’s white-sand beaches to boating adventures in the turquoise Gulf, living on Longboat Key makes every day feel like a vacation.
Dining, Entertainment & Shopping
Longboat Key is home to a fantastic array of restaurants that combine sublime cuisine with mesmerizing waterfront views. The Shore serves seafood specialties such as Key West shrimp, scallop risotto, and lump crab cake alongside mouthwatering steaks, burgers, ribs, and fried chicken. The Shore’s delectable meals are paired with signature cocktails. The Drydock Waterfront Grill overlooks the Boathouse marina and Sarasota Bay at the southern end of Longboat Key. Drydock serves ocean-fresh seafood and unique tropical cocktails in a delightful setting, which was called one of the 100 best al fresco dining experiences in the United States named by OpenTable.
Chart House is a refined steakhouse with a terrace perched above the Gulf waters of Sarasota Bay. Menu highlights here include slow-roasted prime rib and the day’s freshest catch. Harry’s Continental Kitchen combines a deli and bakery with a restaurant serving sophisticated breakfast, brunch, and lunch plates. The Old Salty Dog has an eclectic surf ‘n’ turf menu with delicious fried seafood platters and steam pots loaded with fresh ocean delights.
Longboat Key’s shopping options are just as plentiful. Centre Shops of Longboat Key features a great selection of stylish boutiques, restaurants, and art galleries. A short drive south of Longboat Key, St. Armands Circle is a premier island shopping and dining destination with more than 130 businesses. J. McLaughlin on Longboat Key sells fashionable menswear and womenswear with an elegant sense of classic style. Island Adventure Outfitters is stocked with all the equipment you need to enjoy kayaking, rafting, and other water-based activities on Longboat Key’s beautiful surrounding bodies of water.
Things to Do
Bayfront Park is a waterfront hub of recreation with multipurpose sports fields and courts for tennis and basketball. Many classes, sports teams, and special cultural events are organized at the Bayfront Park Recreation Center. Bicentennial Park is a relaxing one-acre greenspace featuring landscaped shrubs, trees, and flower beds.
Mote Marine Laboratory & Aquarium is a major attraction on Longboat Key. More than 100 marine animal species are on display here at the Mote Marine Aquarium. The aquarium’s recreated habitats include a 135,000-gallon shark tank and a coral reef teeming with diverse fish, crustaceans, and sea jellies. Other popular exhibits include alligators, caimans, manatees, river otters, and sea turtles.
Close to the aquarium, Ken Thompson Park is a great place to begin your adventure on the waters surrounding Longboat Key. The park has a launch for boats, canoes, and kayaks alongside a fishing pier and a mangrove boardwalk.
Longboat Key is also home to the award-winning Longboat Key Club, an iconic establishment for over 60 years. The club features over 250 annual Club events, championship golf courses, Tennis Gardens, spa treatments, a deep-water marina, a full-service beachfront, a variety of other membership amenities and services.
Schools
Longboat Key is served by Sarasota County Public Schools.
Southside Elementary, Public, K-5
Pine View School for the Gifted, Public, 2-12
Sarasota Military Academy, Public, Charter, 6-12
Booker Visual and Performing Arts, Public, 9-12
Suncoast Polytechnical High, Public, Magnet, 9-12
Saint Stephen’s Episcopal School, Private, PK-12
Real Estate Market: Explore Homes for Sale in Longboat Key, FL
Longboat Key, FL, is a picturesque barrier island nestled along Florida’s Gulf Coast, known for its exclusive waterfront properties, luxurious estates, and pristine beaches. The real estate market in Longboat Key offers a variety of high-end homes that cater to the most discerning buyers, featuring elegant architectural designs, expansive views of the Gulf of Mexico, and access to private beaches. From modern beachfront estates to Mediterranean-inspired villas, Longboat Key boasts properties that reflect luxury and sophistication.
The demand for homes in Longboat Key remains strong due to its idyllic location, blending privacy with proximity to vibrant cultural and recreational hubs. Whether you’re seeking a serene beachfront retreat or a lavish home on the bay, Longboat Key’s diverse real estate market ensures there’s something for everyone. With its combination of beauty, luxury, and convenience, Longboat Key is a sought-after destination for those looking to invest in a world-class lifestyle.
The Perks of Paradise: Advantages of Owning a Home in Longboat Key, FL
Owning a home in Longboat Key comes with a host of benefits that go far beyond the stunning views and high-end finishes. As a resident of this prestigious island community, you’ll enjoy a lifestyle defined by tranquility, elegance, and exclusivity. Longboat Key offers residents access to private beaches, ensuring that peaceful strolls along the shore or a day of sunbathing in privacy are always within reach.
Longboat Key is also a boater’s dream, with many homes offering private docks and easy access to Sarasota Bay and the Gulf of Mexico. The island’s active lifestyle is complemented by world-class golf courses, tennis clubs, and the renowned Longboat Key Club, offering dining, fitness, and spa services. Plus, with its close proximity to downtown Sarasota, you’ll never be far from the area’s cultural attractions, including art galleries, theaters, and top-tier dining. Owning a home in Longboat Key is more than just a property investment; it’s an investment in an unparalleled lifestyle.
Why Longboat Key, FL, Should Be Your Next Home: A Coastal Paradise of Luxury and Serenity
Choosing Longboat Key, FL, as your next home means embracing a lifestyle that combines luxury with serene island living. This exquisite barrier island offers the perfect blend of natural beauty and modern amenities, creating a sanctuary for those who seek elegance and tranquility. From its stunning waterfront homes and lush landscapes to its quiet, uncrowded beaches, Longboat Key provides a peaceful retreat from the everyday hustle while still offering access to all the conveniences of modern living.
Longboat Key’s vibrant community spirit, coupled with its prime location, makes it one of Florida’s most desirable places to call home. Whether you’re drawn by the island’s pristine shores, the luxury of its homes, or the variety of recreational and social opportunities, Longboat Key promises an unmatched living experience. Make Longboat Key your next home, and enjoy the rare combination of beachfront serenity and sophisticated living that few other places can offer. Every day on Longboat Key feels like a vacation in paradise, and owning a home here is your gateway to that exceptional lifestyle.
Queen's Harbor
Grand Bay
Water Club
Promenade
Beachplace
L'Ambiance
Country Club Shores
Bay Isles Harbor
Roger Pettingell is a nationally recognized leader in Sarasota and Manatee Counties’ luxury waterfront real estate market, known for his record-breaking success and white-glove client experience.
Roger Pettingell is a nationally recognized leader in Sarasota and Manatee Counties’ luxury waterfront real estate market, known for his record-breaking success and white-glove client experience.