Bailey-Dobson Land for Sale

Welcome to Bailey-Dobson, a hidden gem nestled in the heart of Longboat Key, Florida. This charming subdivision offers the perfect blend of serene coastal living and vibrant community spirit, making it an ideal destination for those looking to invest in land for sale in one of Florida's most sought-after areas.

Bailey-Dobson is renowned for its picturesque landscapes, with lush greenery and stunning waterfront views that capture the essence of island life. Residents enjoy easy access to pristine beaches, where golden sands meet the crystal-clear waters of the Gulf of Mexico. Whether you’re looking to build your dream home or a vacation retreat, the available land parcels in this subdivision offer ample space to create your own personal oasis.

Longboat Key is not just about beautiful beaches; it’s a community rich in culture and amenities. Explore the local boutiques, dine at exquisite restaurants, and indulge in a variety of recreational activities, from golfing to boating. With its friendly atmosphere and close-knit community, Bailey-Dobson is perfect for families, retirees, and anyone seeking a tranquil lifestyle.

The land for sale in Bailey-Dobson presents a unique opportunity to invest in a prime location that promises both tranquility and convenience. With the bustling city of Sarasota just a short drive away, you’ll have access to a wealth of entertainment options while still enjoying the peaceful charm of island living. Don’t miss your chance to be part of this enchanting community—your dream home awaits in Bailey-Dobson!

Newest Bailey-Dobson Land for Sale

$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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