Windward Bay Homes with Trees/Woods View

Windward Bay Homes with Trees/Woods View

Welcome to Windward Bay, a hidden gem nestled in the picturesque Longboat Key, Florida. This enchanting subdivision offers an idyllic blend of natural beauty and luxurious living, making it the perfect place to call home. With its serene atmosphere and proximity to stunning beaches, Windward Bay is a sanctuary for those seeking tranquility amidst the vibrant Florida lifestyle.

One of the standout features of Windward Bay is the breathtaking homes that boast views of lush trees and enchanting woods. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature, all from the comfort of your own home. The thoughtfully designed residences here are framed by vibrant greenery, offering a sense of privacy and serenity that is hard to find elsewhere.

Residents of Windward Bay enjoy a lifestyle filled with outdoor activities and leisurely pursuits. The community is ideally situated near beautiful parks, nature trails, and the sparkling waters of the Gulf. Whether you’re taking a leisurely stroll along the beach, indulging in a day of fishing, or simply basking in the sun, this neighborhood provides endless opportunities for relaxation and recreation.

In addition to its natural beauty, Windward Bay is conveniently located near a variety of shopping, dining, and entertainment options, ensuring that everything you need is just a stone's throw away. With its unique combination of scenic views, luxurious homes, and an inviting community atmosphere, Windward Bay is truly a place where dreams come home. Come discover the charm and elegance of Windward Bay, where your perfect Florida lifestyle awaits!

Newest Windward Bay Homes with Trees/Woods View

$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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