Bailey-Dobson Real Estate

Bailey-Dobson Real Estate

**Discover Bailey-Dobson: Your Slice of Paradise in Longboat Key, FL**

Nestled in the heart of Longboat Key, Florida, the charming subdivision of Bailey-Dobson offers a unique blend of coastal living and serene suburban ambiance. Known for its picturesque landscapes and tranquil atmosphere, this community is perfect for those seeking a peaceful retreat while still enjoying the conveniences of modern life.

Bailey-Dobson boasts a variety of beautiful homes that reflect the quintessential Florida lifestyle. From elegant single-family residences to inviting townhomes, each property is designed with comfort and style in mind. Residents enjoy spacious layouts, lush landscaping, and often, stunning views of the surrounding natural beauty. The community is well-maintained, ensuring a welcoming environment for families, retirees, and everyone in between.

One of the standout features of Bailey-Dobson is its proximity to the pristine beaches of Longboat Key. Just a short stroll or bike ride away, residents can soak up the sun, enjoy water sports, or take leisurely walks along the shoreline. For those who appreciate outdoor activities, the area is dotted with parks, nature trails, and recreational facilities, making it an ideal spot for families and nature enthusiasts alike.

In addition to its natural allure, Bailey-Dobson is conveniently located near a variety of shopping, dining, and entertainment options. Local boutiques, gourmet restaurants, and cultural attractions are just moments away, ensuring that residents have everything they need at their fingertips.

Experience the charm of Bailey-Dobson, where coastal elegance meets community spirit. Your dream home awaits in this idyllic Longboat Key neighborhood!

Newest Listings in Bailey-Dobson

$650,000
A4683898 MLS
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
A4649200 MLS
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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