Windward Bay Homes with Intracoastal Waterway Frontage

Windward Bay Homes with Intracoastal Waterway Frontage

Welcome to Windward Bay, a stunning subdivision nestled in the heart of Longboat Key, Florida. This picturesque community offers a unique blend of coastal elegance and serene living, making it the perfect place to call home. With its prime location in Manatee County, residents enjoy the best of both worlds: the tranquility of island life and the convenience of nearby urban amenities.

Windward Bay is renowned for its beautiful homes that boast breathtaking views of the Intracoastal Waterway. Imagine waking up each morning to the gentle sound of waves lapping against the shore and the sight of boats gliding by. These waterfront properties not only provide a stunning backdrop but also offer direct access to some of the best fishing, boating, and water sports that Florida has to offer.

Each home in Windward Bay is designed with an emphasis on luxury and comfort, featuring spacious layouts, modern amenities, and exquisite finishes. Many properties include private docks, allowing homeowners to easily embark on their aquatic adventures. The lush landscaping and well-maintained common areas create a warm and inviting atmosphere, perfect for relaxing or entertaining friends and family.

For those who appreciate the finer things in life, Windward Bay is just a short drive from Longboat Key’s pristine beaches, upscale dining, and boutique shopping. Whether you’re seeking a permanent residence or a seasonal retreat, Windward Bay offers a lifestyle that is truly unparalleled. Come discover your dream home in this enchanting waterfront community, where everyday life feels like a vacation.

Newest Windward Bay Homes with Intracoastal Waterway Frontage

4500 Gulf Of Mexico Drive Unit 206, Longboat Key
$769,000
2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code
"One Chance! One Corner-End Condo! One Dream! Don’t Let It Slip Away!” This residence is now available for public and private showings. Restricted access resulted in only three private showings in six months. Buyer's have a rare chance to discover a home that’s been under the radar. (Do not let the days on the market fool you. Snowbirds were unable to view this listing the entire "season"). The only coveted South Marina corner/end unit currently on the market at Windward Bay—these special residences are truly prized. End units are usually the first to sell, and for good reason: they offer approximately 250 additional square feet of living space, flooding your home with light and delivering a bright, inviting atmosphere you’ll love. This second-floor location is equally exceptional—it’s the only level where you can enjoy continuous flooring throughout, creating a sleek and modern look. No one below means more freedom, more fun, and more style. Truly extraordinary, this special end unit offers a front-row seat to nature’s most enchanting show. Picture dolphins leaping in the sparkling waters and gentle manatees gliding just below your window—the very reason the current owners fell in love with this home. From breathtaking sunrises to moonlit reflections shimmering across Sarasota Bay, every moment feels like a postcard come to life. Step inside and feel the difference! Where luxury meets comfort with a complete remodel featuring a stunning Thomasville kitchen, sleek new floors, and beautifully updated bathrooms (2022). Enjoy modern conveniences like a Midea refrigerator, remote-control blinds (2025), and most importantly peace of mind with automatic hurricane shutters in the Living and Florida Rooms. This two-bedroom, two-bath property is more than a condo—it’s a lifestyle defined by serenity, security, spectacular views, and maintenance free living. Located in pet-friendly Windward Bay, where two pets are welcome, this community offers the best of Longboat Key Coastal Dream Living. Community Highlights: Enjoy three beach access points (including one private), 26 acres of lush tropical surroundings including ½ mile of nature trails, two heated pools for year-round enjoyment, fitness center and sauna, clubhouse for social gatherings, tennis and pickleball courts, boat docks (waitlist) and kayak launches for water enthusiasts, covered parking and storage. With convenient access to Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez fishing village, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete, Monthly Condo Fees for 2025 were actually reduced, and the new 2026 Monthly Condo fees only increased by $13. Own the best of Longboat Key Bayfront living and make it yours before it’s just a memory! Paradise has an address..and it's 4500 Gulf of Mexico Drive #G206 on Longboat Key, in the rare gem of a community known as Windward Bay! Contact us today to schedule your private showing. Live the Magic & Don't Miss Out! Your Waterfront Dream Awaits!”

4500 Gulf Of Mexico Drive Unit 206, Longboat Key

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