Bay Island Shores Real Estate

Bay Island Shores Real Estate

Welcome to Bay Island Shores, a hidden gem nestled in the heart of Siesta Key, Florida. This enchanting subdivision offers a unique blend of serene coastal living and vibrant community spirit, making it the perfect destination for those seeking a tranquil yet engaging lifestyle.

Bay Island Shores is ideally situated on the picturesque shores of Sarasota County, just a stone's throw away from the world-renowned Siesta Key Beach, known for its powdery white sand and stunning sunsets. Residents here enjoy a relaxed atmosphere, with the gentle sounds of the waves and the warm Florida sun creating an idyllic backdrop for everyday life.

The subdivision features a variety of charming homes, each exuding its own character and style, from quaint beach cottages to modern waterfront properties. Many homes boast breathtaking views of the surrounding waters, providing the perfect setting for morning coffee or evening gatherings with friends and family.

As part of the Siesta Key community, Bay Island Shores residents have access to an array of amenities and activities. Explore the nearby parks, indulge in local dining options, or partake in water sports such as kayaking and paddleboarding. The vibrant culture of Sarasota is just a short drive away, offering a plethora of shopping, dining, and entertainment choices.

Whether you're looking for a permanent residence or a seasonal retreat, Bay Island Shores promises a lifestyle filled with charm, convenience, and coastal beauty. Discover your dream home in this idyllic subdivision and experience the best that Siesta Key has to offer!

Newest Listings in Bay Island Shores

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
749 Siesta Drive, Sarasota
$599,000
4 Beds ⋅ 2 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code
Auction Property. This property has been identified for auction and the seller will transition the property to an auction if not under contract by the deadline of Nov 20th. Please make all offers by Nov 19th and the seller will consider all offers. Submit your offer TODAY and take advantage of this incredible investment opportunity before it’s gone!!

749 Siesta Drive, Sarasota
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