Bailey-Dobson Homes with Boatable Water Water Frontage

Welcome to Bailey-Dobson, a hidden gem nestled in the picturesque Longboat Key, Florida. This charming subdivision offers a unique blend of tranquility and coastal living, making it an ideal haven for those seeking a serene lifestyle. With its stunning waterfront properties, Bailey-Dobson is perfect for boating enthusiasts and anyone who dreams of waking up to the gentle sound of waves lapping at the shore.

The homes in Bailey-Dobson are not just residences; they are gateways to a lifestyle filled with adventure and relaxation. Each property boasts boatable water frontage, allowing residents to indulge in their passion for boating, fishing, or simply enjoying the breathtaking views of the sparkling waters of the Gulf of Mexico. Imagine stepping out of your backyard onto your private dock, ready to set sail at a moment's notice or unwind with a sunset cruise.

The subdivision is characterized by its lush landscapes and friendly community atmosphere. Residents enjoy a laid-back lifestyle, with easy access to pristine beaches, local shops, and exquisite dining options that Longboat Key is renowned for. Whether you’re exploring the vibrant marine life or taking leisurely strolls along the beach, Bailey-Dobson offers an unbeatable quality of life.

For those seeking a slice of paradise, Bailey-Dobson provides an exceptional opportunity to own a piece of waterfront property in one of Florida's most coveted locations. Experience the charm and beauty of Longboat Key living, where every day feels like a vacation. Come and discover your dream home in Bailey-Dobson today!

Newest Bailey-Dobson Homes with Boatable Water Water Frontage

$695,000

Bailey-Dobson SubDv. ⋅ 34228 Zip Code

Create your custom coastal retreat or bring the seller’s thoughtfully prepared plans to life at 561 Gulf Bay Road. This rare 9,990-square-foot vacant homesite is ideally located in the heart of Longboat Key, between the charm of Anna Maria Island and the sophistication of St. Armands Circle. Bordering the 32-acre Joan M. Durante Community Park, the property offers exceptional privacy, peaceful natural surroundings, and convenient access to scenic walking trails, a picnic pavilion, and picturesque views of Sarasota Bay and the Sarasota skyline. Imagine watching eagles, ospreys, and other native wildlife from your future home or backyard. With no HOA or deed restrictions, you have the flexibility to personalize the available plans or design a custom residence that reflects your vision and lifestyle. The property also includes deeded beach access to a quiet stretch of white sand along the Gulf of Mexico, allowing you to enjoy the best of both Gulf and bay living. Nearby destinations include Euphemia Haye, Harry’s Continental Kitchens, boutique shopping, and a neighborhood deli, with additional dining, recreation, shopping, and entertainment available throughout Longboat Key, Anna Maria Island, and Sarasota. Underground utility improvements throughout the area are complete. Previously prepared plans for a custom single-family residence and an elevation study are available upon request, providing an excellent starting point for your future island home. Buyers should independently verify current building requirements and property suitability. This is a special opportunity to build in one of Longboat Key’s most naturally beautiful and desirable locations. Schedule your private showing and begin planning your Florida coastal lifestyle. Representative Photos Added to listing showcase preliminary renderings showcasing Conditioned Square Footage of 4,936 and Unconditioned Square Footage of 4,053.

561 Gulf Bay Road, Longboat Key

$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

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