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 exclusive subdivision offers a unique blend of coastal charm and luxurious living, making it one of the most sought-after destinations for homebuyers looking to embrace the quintessential Florida lifestyle.

Windward Bay is renowned for its stunning homes that boast breathtaking Intracoastal Waterway frontage. Imagine waking up to the gentle sound of waves lapping against the shore and enjoying panoramic views of the sparkling waters right from your own backyard. These residences are designed with both comfort and elegance in mind, featuring spacious layouts, modern amenities, and exquisite finishes that cater to every taste.

Living in Windward Bay means indulging in a lifestyle filled with leisure and recreation. Residents can take advantage of the community's private boat docks, perfect for setting sail into the serene waters or embarking on fishing expeditions. The nearby pristine beaches offer a paradise for sunbathing, swimming, and beachcombing, while the vibrant local dining and shopping scene ensures that you’re never far from entertainment.

In addition to the natural beauty and recreational opportunities, Windward Bay fosters a close-knit community atmosphere where neighbors become friends. With an array of social activities and events throughout the year, you’ll find plenty of opportunities to connect and create lasting memories.

Discover Windward Bay, where coastal living meets elegance, and let your dreams of waterfront living come true in this idyllic Longboat Key community. Your slice of paradise awaits!

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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