Windward Bay Homes with Florida Architectural style

Windward Bay Homes with Florida Architectural style

Welcome to Windward Bay, a hidden gem nestled in the picturesque Longboat Key, Florida. This enchanting subdivision is a haven for those seeking a tranquil lifestyle infused with the charm of coastal living. Windward Bay offers an array of beautifully designed homes that embody the quintessential Florida architectural style, characterized by open spaces, bright colors, and seamless indoor-outdoor living.

As you stroll through the lush, landscaped grounds of Windward Bay, you'll discover a delightful community that prioritizes both comfort and elegance. Each residence showcases unique features such as spacious patios, large windows that invite natural light, and tropical landscaping that creates a serene atmosphere. The homes here are not just places to live; they are retreats that embrace the beauty of the surrounding environment.

Living in Windward Bay means enjoying the best of both worlds: the peaceful ambiance of a close-knit community and easy access to the vibrant lifestyle that Longboat Key has to offer. Residents can indulge in stunning beaches, world-class dining, and upscale shopping just moments away. For those who appreciate outdoor activities, the nearby parks and nature reserves provide ample opportunities for kayaking, biking, and exploring the breathtaking Florida coastline.

Windward Bay is more than a subdivision; it’s a lifestyle choice for those who appreciate the finer things in life while being surrounded by nature's beauty. Whether you’re looking for a permanent residence or a vacation getaway, Windward Bay is the perfect place to call home. Come discover the charm and elegance of this idyllic community today!

Newest Windward Bay Homes with Florida Architectural style

$769,000
2 Beds 2 Baths Windward Bay SubDv. 34228 Zip Code
This residence is now available for public and private showings. "One Chance! One Corner-End Condo! One Dream! Don’t Let It Slip Away!” 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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