Bailey-Dobson Homes with Beach Access Water Frontage

Welcome to Bailey-Dobson, a hidden gem nestled in the picturesque Longboat Key, Florida. This enchanting subdivision offers a unique blend of luxurious living and serene coastal charm, making it the perfect place to call home. With its prime location in Manatee County, Bailey-Dobson boasts stunning waterfront properties that provide direct beach access, allowing residents to savor the sun, sand, and surf at their leisure.

Imagine waking up to the soothing sounds of the ocean, with the gentle sea breeze wafting through your windows. Homes in Bailey-Dobson are designed to maximize the breathtaking views of the Gulf of Mexico, featuring spacious layouts and modern amenities that cater to both comfort and elegance. Whether you’re looking for a cozy beach cottage or a sprawling estate, this subdivision offers a variety of architectural styles to suit every taste.

In addition to its picturesque homes, Bailey-Dobson is ideally situated near a wealth of recreational activities. Residents can indulge in world-class dining, boutique shopping, and vibrant cultural experiences, all just a stone's throw away. For those who appreciate the outdoors, the nearby beaches and parks provide endless opportunities for kayaking, fishing, and leisurely strolls along the shoreline.

Experience the best of coastal living in Bailey-Dobson, where every day feels like a vacation. Discover your dream home in this idyllic subdivision and embrace the luxurious lifestyle that Longboat Key has to offer. Don’t miss your chance to own a piece of paradise with direct beach access and stunning waterfront views!

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

Start Your Search