Bay Island Homes with Sailboat Water Water Frontage

Welcome to Bay Island, a hidden gem nestled in the heart of Siesta Key, Florida. This enchanting subdivision offers a unique blend of coastal charm and modern living, making it a perfect destination for those seeking a serene waterfront lifestyle. With its picturesque streets lined with swaying palm trees and vibrant tropical landscaping, Bay Island is a true paradise for nature lovers and outdoor enthusiasts alike.

One of the standout features of Bay Island is its stunning homes with sailboat water frontage. Imagine waking up each morning to breathtaking views of sparkling waters, where the gentle sounds of waves lapping against the shore create a soothing soundtrack to your day. These waterfront properties are designed for those who appreciate the finer things in life, with spacious layouts, modern amenities, and private docks that provide direct access to the open waters of the Gulf of Mexico.

Living in Bay Island means you can indulge in a lifestyle filled with adventure and relaxation. Spend your days sailing, fishing, or simply soaking up the sun on the pristine beaches of Siesta Key, known for its powdery white sands and crystal-clear waters. In the evenings, enjoy vibrant sunsets from your own backyard or take a leisurely stroll to the nearby dining and shopping options that this charming community has to offer.

Whether you're looking for a permanent residence or a vacation retreat, Bay Island in Siesta Key presents an unparalleled opportunity to embrace the waterfront lifestyle you've always dreamed of. Come discover the magic of Bay Island, where every day feels like a vacation!

Newest Bay Island Homes with Sailboat Water Water Frontage

$8,395,000

4 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Under Construction. Incredible opportunity in highly desirable Bay Island, easy access to downtown Sarasota and Siesta beaches. Currently under construction with acclaimed Voigt Brothers construction, early 2027 completion date. Walls are up, roof is on, time to make your selections!!

3820 Flamingo Avenue, Sarasota

$2,590,000

4 Beds ⋅ 4 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!

300 Garden Lane, Sarasota

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