Bailey-Dobson Homes with AE Flood Zone

Welcome to Bailey-Dobson, a charming subdivision nestled in the heart of Longboat Key, Manatee County, Florida. This exclusive community offers a unique blend of luxury living and coastal charm, making it a sought-after destination for homebuyers looking for the perfect blend of relaxation and sophistication.

One of the standout features of Bailey-Dobson is its proximity to the stunning beaches of Longboat Key, where residents can enjoy endless days of sun, sand, and surf. With homes in the AE Flood Zone, residents can rest easy knowing that their properties are well-protected against potential flooding, allowing them to fully enjoy all that coastal living has to offer.

The homes in Bailey-Dobson are a mix of architectural styles, from modern beachfront estates to cozy coastal cottages, ensuring that there is something to suit every taste and preference. With meticulously landscaped yards and panoramic views of the surrounding natural beauty, the homes in Bailey-Dobson offer a truly unparalleled living experience.

Residents of Bailey-Dobson also have access to a range of amenities, including private beach access, community pools, and tennis courts, providing plenty of opportunities for recreation and relaxation right at their doorstep.

If you're looking for a luxurious coastal lifestyle in a picturesque setting, look no further than Bailey-Dobson. Come and discover all that this exclusive subdivision has to offer – your dream home awaits in Longboat Key, Florida.

Newest Bailey-Dobson Homes with AE Flood Zone

$650,000

Bailey-Dobson SubDv. ⋅ 34228 Zip Code ⋅ A4683898 MLS ⋅ Active Status

Tucked along one of Longboat Key’s most peaceful and naturally beautiful streets is 681 Gulf Bay Road, a 9,000-square-foot homesite. Positioned just moments from Sarasota Bay and the Gulf of Mexico, this prime island lot offers the rare opportunity to design and build a custom coastal home in a location where nature, privacy, and convenience coexist effortlessly. Set on a quiet residential street bordered by the 32-acre Joan M. Durante Park, this property offers immediate access to shaded walking trails, mangrove boardwalks, bayfront docks, and daily wildlife sightings. With deeded access to both the beach and the bay, you are within easy reach of Longboat Key’s white sand beaches and tranquil bay waters. At the entrance to the street, iconic island favorites like Euphemia Haye and The Haye Loft make impromptu dinners and sunset cocktails delightfully effortless. The lot provides flexibility for a thoughtfully designed primary residence or second home, with space for elevated construction, a private pool, outdoor entertaining areas, and lush tropical landscaping. Located between Anna Maria Island and St. Armands Circle, you’ll enjoy the perfect balance of quiet island living and access to shopping, dining, boating, and cultural attractions in Sarasota.

681 Gulf Bay Road, Longboat Key

$1,270,000

Bailey-Dobson SubDv. ⋅ 34228 Zip Code ⋅ A4649200 MLS ⋅ Active Status

Back on the Market! RARE DOUBLE-SIZED ESTATE LOT ON LONGBOAT KEY – 18,000 SQ FT OF ISLAND LUXURY READY FOR YOUR VISION. Opportunities like this are few and far between. Nestled in one of the most coveted areas of Longboat Key, this expansive 18,000-square-foot estate lot at 560 Gulf Bay Road offers a blank canvas for your dream coastal retreat—just steps from the sugar-white sands of the Gulf of Mexico. Perfectly situated between the charm of Anna Maria Island and the upscale allure of St. Armands Circle, this oversized lot provides unparalleled space, privacy, and freedom—with no HOA and no deed restrictions limiting your design. Bordering the award-winning Joan Durante Park, you'll enjoy direct access to peaceful nature trails, scenic bayfront views, and regular visits from local wildlife including ospreys, eagles, and herons. Plus, enjoy private deeded beach access to a tranquil stretch of the Gulf, and walkable access to beloved Longboat Key staples like Euphemia Haye, Harry’s Continental Kitchen, and charming neighborhood shops. Whether you're building a serene getaway or a luxury showpiece, this one-of-a-kind homesite blends natural beauty, prime location, and limitless potential—a rare find on Florida’s Gulf Coast. Schedule your private showing today to walk the property and begin planning your Longboat Key dream build. Representative photos added, all information provided is deemed reliable but not guaranteed. The Buyer/Buyer's Agent should independently verify all information provided.,

560 Gulf Bay Road, Longboat Key

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