Bailey-Dobson Real Estate

Bailey-Dobson: The Perfect Subdivision in Longboat Key, FL

Nestled in the picturesque city of Longboat Key, in Manatee County, Florida, you will find the charming subdivision of Bailey-Dobson. Offering a perfect blend of natural beauty and modern conveniences, this community is an ideal place to call home.

Bailey-Dobson is renowned for its tranquil atmosphere and stunning surroundings. With its prime location on Longboat Key, residents can enjoy the best of both worlds - the peacefulness of a suburban neighborhood and the excitement of a vibrant coastal city.

The subdivision of Bailey-Dobson features a variety of housing options to suit every lifestyle. From spacious single-family homes to stylish townhouses, there is something for everyone. The architecture is diverse, ranging from contemporary designs to classic Mediterranean styles, adding to the neighborhood's unique character.

One of the main attractions of Bailey-Dobson is its proximity to the beautiful beaches that Longboat Key is famous for. Residents can easily access pristine white sands and crystal-clear waters, perfect for swimming, sunbathing, or enjoying water sports. Additionally, the community offers well-maintained parks, walking trails, and green spaces, providing ample opportunities for outdoor recreation and relaxation.

When it comes to amenities, Bailey-Dobson has it all. The subdivision is conveniently located near shopping centers, restaurants, and entertainment options, ensuring residents have easy access to everything they need. Moreover, the community is served by excellent schools, making it an ideal choice for families.

If you are looking for a peaceful and picturesque place to live in Longboat Key, Bailey-Dobson is the perfect subdivision for you. With its beautiful surroundings, diverse housing options, and convenient location, it offers an exceptional quality of life. Don't miss the opportunity to be a part of this wonderful community.

Newest Listings in Bailey-Dobson

$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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