Bailey-Dobson Homes with Beach Access Water Frontage

Welcome to Bailey-Dobson, a hidden gem nestled in the picturesque Longboat Key, Florida. This charming subdivision offers an unparalleled lifestyle, where the beauty of coastal living meets the tranquility of a close-knit community. Residents of Bailey-Dobson enjoy the unique advantage of beach access and waterfront properties, making it a paradise for those who cherish sun-soaked days and breathtaking sunsets.

The homes in Bailey-Dobson are designed to embrace the coastal lifestyle, featuring stunning architecture that harmonizes with the natural surroundings. Many of these residences boast expansive outdoor spaces, perfect for entertaining or simply soaking in the serene views of the sparkling waters. Whether you are looking for a cozy retreat or a spacious family home, Bailey-Dobson has something for everyone.

Living in Longboat Key means you are just steps away from pristine beaches and the soothing sounds of the ocean. Spend your days lounging on the sandy shores, indulging in water sports, or exploring the vibrant local dining scene. With its ideal location in Manatee County, Bailey-Dobson offers easy access to a variety of recreational activities, shopping, and cultural experiences.

For those who seek a harmonious blend of relaxation and adventure, Bailey-Dobson is truly a dream come true. Embrace the laid-back lifestyle of Longboat Key and discover the perfect home that offers not just a place to live, but a vibrant community to thrive in. Come experience the allure of waterfront living in Bailey-Dobson, where every day feels like a vacation!

Newest Bailey-Dobson Homes with Beach Access Water Frontage

$650,000

Bailey-Dobson SubDv. ⋅ 34228 Zip Code

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

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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