Bay Island Real Estate

Bay Island Real Estate

Welcome to Bay Island, a hidden gem nestled in the heart of sunny Florida! This picturesque subdivision offers a perfect blend of tranquility and vibrant coastal living, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle by the water.

Bay Island boasts stunning waterfront properties, with many homes featuring breathtaking views of the tranquil bay. Imagine waking up to the gentle sound of waves lapping against the shore, enjoying your morning coffee while watching the sun rise over the water. The lush landscaping and well-maintained community spaces create a warm and inviting atmosphere, perfect for leisurely strolls or afternoon picnics.

Residents of Bay Island enjoy a plethora of amenities, including access to private beaches, swimming pools, and well-equipped recreational facilities. The community is designed with convenience in mind, offering easy access to shopping, dining, and entertainment options just a short drive away. Whether you’re in the mood for fresh seafood at a local restaurant or a fun day of shopping at nearby boutiques, everything you need is within reach.

For outdoor enthusiasts, Bay Island is a paradise. With nearby parks, nature trails, and opportunities for boating and fishing, you can fully embrace the Florida lifestyle. The close-knit community hosts various events throughout the year, fostering friendships and creating lasting memories.

Discover the charm of Bay Island, where a relaxed lifestyle meets the beauty of Florida’s coastline. Your dream home awaits in this idyllic subdivision, offering a perfect escape from the hustle and bustle of everyday life. Come and experience the magic of Bay Island today!

Newest Listings in Bay Island

$12,500,000
5 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining and entertaining. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.

546 Freeling Drive, Sarasota
$17,650,000
4 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Four Seasons Hotel in Bali or private estate? Set on more than an acre of coveted waterfront property along the prestigious north end of Siesta Key, this extraordinary Balinese-inspired estate is a rare sanctuary where timeless architecture, unparalleled craftsmanship, and the restorative beauty of nature exist in perfect harmony. Offered fully furnished, the residence has been curated to provide an effortless, move-in-ready lifestyle, where every detail has been thoughtfully considered and every space evokes a sense of calm, balance, and understated luxury. Spanning more than 8,000 square feet, the home embraces the philosophy of seamless indoor-outdoor living. Expansive walls of glass dissolve the boundaries between the interiors and the surrounding tropical landscape, filling the home with natural light, gentle coastal breezes, and mesmerizing waterfront views. Rich exotic woods, natural stone, tranquil water features, and handcrafted architectural elements create an atmosphere reminiscent of an exclusive Balinese resort, where every room serves as a peaceful retreat. Designed as a private wellness oasis, the grounds are nothing short of breathtaking. Lush tropical gardens, mature specimen palms, fragrant flowering plants, and winding pathways lead through a series of serene outdoor spaces that inspire quiet reflection and effortless entertaining. A tranquil koi pond, crossed by picturesque footbridges, gently meanders alongside the residence, filling the air with the soothing sound of flowing water and creating a Zen-inspired tranquility throughout the estate. The resort-caliber outdoor living spaces are exceptional. An infinity-edge pool appears to merge effortlessly with the sparkling bay beyond and features a swim-up bar, spa, expansive sun shelves, and multiple terraces for lounging in the Florida sunshine. A dramatic sunken fire pit provides the perfect setting for evening gatherings beneath the stars, while the outdoor kitchen, covered dining pavilion, and numerous seating areas invite unforgettable alfresco entertaining against a backdrop of spectacular sunsets and panoramic waterfront vistas. With more than 700 feet of waterfront frontage, the property offers an extraordinary connection to the water that is rarely found. Whether setting out for a morning paddle through calm mangrove-lined waters or enjoying effortless boating from the private dock, every day begins and ends immersed in Sarasota's extraordinary coastal beauty. A dedicated waterfront garage, newer seawall, and abundant shoreline further enhance this exceptional waterfront lifestyle. Inside, every space has been thoughtfully designed to nurture both relaxation and recreation. A private theater, game room, fitness studio, and dedicated meditation room create an environment centered around wellness, entertainment, and everyday enjoyment. An oversized garage accommodating more than eight vehicles provides ample space for collectors and enthusiasts alike. Modern technology complements the home's timeless design with Crestron smart home automation, a three-stop elevator, whole-house generator, reverse osmosis water filtration system, and numerous additional upgrades that deliver effortless comfort, security, and peace of mind. This one-of-a-kind estate represents one of Siesta Key's most extraordinary luxury offerings and an exceptionally rare opportunity to own a true legacy property.

3799 Flamingo Avenue, Sarasota
$4,190,000
5 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Discover timeless coastal elegance in this upcoming traditional-style new construction home, perfectly situated in the highly coveted Bay Island neighborhood on Siesta Key. Designed to blend modern sophistication with classic charm, this residence offers an extraordinary lifestyle of luxury and tranquility. Set on a 13,815 sqft. homesite, this 3,001 sqft. masterpiece features 5 spacious bedrooms, 5 full bathrooms, 2 half baths, and an office. There is opportunity for a private fitness studio, and there are 3 garage spaces. Thoughtfully curated interiors showcase refined finishes, soaring ceilings, and abundant natural light that capture lush landscaping views throughout. At the heart of the home lies a gourmet chef’s kitchen—a showpiece of design and functionality. A striking quartz waterfall island anchors the open-concept layout, framed by elegant pendant lighting, custom cabinetry, and top-of-the-line stainless steel appliances. Perfectly suited for entertaining or relaxed coastal living, the adjoining living and dining areas flow seamlessly to the outdoors. Step into your private tropical retreat, where a resort-style pool with a champagne spa is surrounded by lush landscaping and swaying palms. Host the family or guests with the covered outdoor kitchen and the dinning space. The outdoor living space is designed for serenity and sophistication, offering the ideal backdrop for gatherings or quiet moments alike. Located in one of Sarasota’s most desirable neighborhoods, this remarkable new construction home offers privacy, convenience, and effortless access to world-class beaches, fine dining, and vibrant cultural attractions. A rare opportunity to own a brand-new luxury residence on Bay Island—where coastal beauty meets timeless design.

838 Norsota Way, Sarasota
$979,900
Bay Island SubDv. ⋅ 34242 Zip Code
Some spend years searching for the perfect spot. This is it. A rare buildable lot on Bay Island—known as the gateway to Siesta Key, this intimate 169-home neighborhood at the northern tip of Siesta Key, surrounded by deep turquoise waters and just minutes from everything that makes Sarasota legendary. With Lush mature landscaping that frames the property, create the coastal estate you've always envisioned. Just steps away from America's #1 beach, with Siesta Key's famous powdered sugar-like quartz sand, as well as a Quick drive across the north bridge to downtown Sarasota's world-class dining, arts, and culture or for a trip to St. Armands Circle for a bit of shopping just over the Ringling Bridge. This location truely has it all. Why Bay Island? This isn't just a lot. It's your blank canvas on a barrier island where homes rarely turn over and vacant land is almost unheard of. Picture your custom-designed retreat—morning coffee on a sun-drenched lanai, evening walks to the beach, and weekend cruises. Come see all the possibilities

3473 Hamilton Avenue, Sarasota
$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
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