Bailey-Dobson Homes with Beach Access Water Frontage

Welcome to Bailey-Dobson, a charming subdivision nestled in the heart of Longboat Key, FL. This exclusive community is situated in Manatee County, offering residents a luxurious coastal lifestyle with easy access to pristine beaches and breathtaking water views.

One of the standout features of Bailey-Dobson is its collection of homes with beach access and waterfrontage. Imagine waking up to the soothing sound of waves and enjoying your morning coffee with a stunning view of the water. Whether you're looking for a permanent residence or a vacation retreat, these homes provide the perfect blend of comfort and elegance.

Living in Bailey-Dobson means having the best of both worlds - a tranquil oasis to call home, with all the conveniences and attractions of Longboat Key just a stone's throw away. From upscale dining and shopping to outdoor recreational activities, this vibrant city has something for everyone.

If you're seeking a slice of paradise where every day feels like a vacation, Bailey-Dobson is the perfect place to plant your roots. Come experience the beauty and serenity of coastal living in this exceptional waterfront community. Your dream home awaits in Bailey-Dobson, where luxury meets laid-back beach living.

Newest Bailey-Dobson Homes with Beach Access Water Frontage

$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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