Bay Island Shores Homes with Sailboat Water Water Frontage

Bay Island Shores Homes with Sailboat Water Water Frontage

Welcome to Bay Island Shores, a hidden gem nestled in the heart of Siesta Key, Florida. This charming subdivision is renowned for its stunning sailboat water frontage, offering residents unparalleled access to the beautiful waters of the Gulf of Mexico. Imagine waking up each morning to breathtaking views, where the gentle sound of waves lapping against your dock becomes a soothing soundtrack to your daily life.

Bay Island Shores is a vibrant community characterized by its picturesque homes, many of which boast private docks and direct access to sailboat-friendly waters. Whether you're an avid sailor or simply enjoy the tranquility of waterfront living, this subdivision caters to your every desire. The homes here are designed to maximize the stunning views, featuring spacious layouts, modern amenities, and outdoor spaces perfect for entertaining or simply relaxing in the Florida sun.

Living in Bay Island Shores means embracing the laid-back lifestyle that Siesta Key is famous for. Residents enjoy easy access to pristine beaches, local shops, and delectable dining options, all while being part of a friendly and welcoming community. The area is also known for its lush landscapes and vibrant wildlife, making it a paradise for nature lovers.

Whether you’re looking for a year-round residence or a vacation getaway, Bay Island Shores offers the perfect blend of luxury and leisure. Come experience the magic of waterfront living in Siesta Key—where your dream home awaits amidst the beauty of Bay Island Shores.

Newest Bay Island Shores Homes with Sailboat Water Water Frontage

894 Freeling Drive, Sarasota
$3,695,000
Bay Island Shores SubDv. ⋅ 34242 Zip Code
Zoning confirmation letter in from City of Sarasota. Ready for permitting and your custom dream home. This waterfront gem fronts Roberts Bay, facing Edwards Island, and offers unobstructed 180-degree views of dolphins, various bird species, and manatees. It's a perfect canvas for creating your customized residence. Located on the prized northern tip of Siesta Key, nestled on the Freeling Drive peninsula, this exquisite parcel blends sophistication with coastal living. Bay Island is renowned for its admired homes and architectural beauty, redefining island luxury along one of the area’s most pristine waterways. The oversized homesite is just under 15,000 square feet and features an impressive 155 feet of brand-new two-foot-elevated seawall, offering stunning panoramas. This location is ideal for boating and fishing enthusiasts, or for simply enjoying breathtaking sunrises and sunsets in unmatched natural beauty. Access on and off the island is easy, with Siesta Key Village's vibrant shops and restaurants, as well as the world-renowned Siesta Key Beach, just minutes away. Downtown Sarasota, with its galleries, theater, and fine dining, is also a short drive. Opportunities like this are rare, making this property a true gem for anyone seeking the ultimate waterfront address where privilege and prestige are embedded in an affluent lifestyle. I highly recommend experiencing the magic of this property for yourself. Choose any architect or builder to make your dreams come true. Owner will consider financing.

894 Freeling Drive, Sarasota
732 Siesta Drive, Sarasota
$2,550,000
3 Beds ⋅ 5 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code
Back on the market with a $445,000 price reduction, Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—exceptional amenity for the discerning boating enthusiast. To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction. The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas. Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota’s most sought-after enclaves.

732 Siesta Drive, Sarasota
847 Freeling Drive, Sarasota
$3,950,000
4 Beds ⋅ 5 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code
Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.

847 Freeling Drive, Sarasota
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