Windward Bay Homes with Intracoastal Waterway Frontage

Windward Bay Homes with Intracoastal Waterway Frontage

Welcome to Windward Bay, a hidden gem nestled in the heart of Longboat Key, Florida, within the picturesque Manatee County. This charming subdivision offers an idyllic coastal lifestyle, where the tranquil waters of the Intracoastal Waterway serve as your backyard playground. Imagine waking up each day to the gentle sounds of waves lapping at the shore, with breathtaking views that stretch as far as the eye can see.

Windward Bay is characterized by its stunning homes that boast direct Intracoastal Waterway frontage, allowing residents to enjoy unparalleled access to boating, fishing, and watersports right from their own backyards. Each property is thoughtfully designed, featuring spacious layouts, modern amenities, and expansive outdoor spaces perfect for entertaining or simply soaking in the sun.

The community itself is a blend of tranquility and convenience. Residents can relish the peace of a serene waterfront lifestyle while being just a short drive away from the vibrant culture and entertainment options of Longboat Key. From exquisite dining and boutique shopping to world-class golf courses and pristine beaches, there's something for everyone here.

Nature enthusiasts will appreciate the proximity to lush parks and nature preserves, providing ample opportunities for outdoor exploration. Whether you're looking to unwind on your private dock, take a sunset cruise, or enjoy a leisurely stroll along the beach, Windward Bay is the perfect place to call home.

Experience the charm of waterfront living in Windward Bay, where every day feels like a vacation. Your dream home awaits in this enchanting subdivision, where the beauty of Florida's coastline is right at your doorstep.

Newest Windward Bay Homes with Intracoastal Waterway Frontage

$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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