Bay Isles Homes with Custom Architectural style

Bay Isles Homes with Custom Architectural style

Welcome to Bay Isles, an enchanting subdivision nestled in the heart of Longboat Key, Florida, in beautiful Sarasota County. This exclusive community is renowned for its breathtaking waterfront views, lush landscaping, and a serene atmosphere that epitomizes the quintessential Florida lifestyle.

Bay Isles is a haven for those who appreciate custom architectural styles, with each home uniquely designed to reflect the individuality of its owners. From Mediterranean-inspired villas to contemporary masterpieces, the residences here showcase an impressive array of architectural details that harmonize with the natural beauty of the surroundings. Expansive windows invite abundant natural light, while spacious outdoor areas provide the perfect setting for entertaining or simply soaking in the stunning sunsets over the Gulf of Mexico.

Living in Bay Isles means embracing a lifestyle of luxury and leisure. Residents enjoy access to private beach clubs, pristine walking paths, and an array of recreational amenities, including golf courses and tennis courts. The community is also conveniently located near the upscale shopping and dining options of St. Armands Circle, as well as the cultural offerings of downtown Sarasota.

Whether you’re seeking a year-round residence or a seasonal getaway, Bay Isles offers a perfect blend of elegance, comfort, and tranquility. Experience the charm of coastal living in this idyllic subdivision, where custom homes and a vibrant community await you. Come discover your dream home in Bay Isles, where every day feels like a vacation!

Newest Bay Isles Homes with Custom Architectural style

$7,900,000
3 Beds 4 Baths Bay Isles SubDv. 34228 Zip Code
An exceedingly rare offering within the exclusive Bay Harbour enclave of Bay Isles on Longboat Key, this extraordinary peninsula estate delivers exceptional privacy, dramatic Sarasota Bay views, and direct boating access to both the Intracoastal Waterway and the Gulf of Mexico. Positioned at the end of a quiet cul-de-sac on a three-sided waterfront peninsula, the property features two private docks with water and electric, including one with a 15,000-lb lift designed for easy access. The Gulf is reachable through the nearby jetty with drawbridge, with an additional route via the John Ringling Bridge. The seawall was newly capped in 2020, and the pier deck and boat lift controls were replaced in 2025, ensuring superior waterfront infrastructure. Extensively rebuilt and structurally engineered, the residence is warm, refined, and filled with natural light, capturing sweeping bay views from nearly every room. The chef-inspired kitchen showcases custom rare wood cabinetry, an extended breakfast bar, a three-sink layout, double dishwashers, Sub-Zero refrigerator, Wolf warming drawer, standalone ice maker, and beautifully finished wood ceilings. The living and dining areas feature a custom jazz club floor and open seamlessly to a wraparound screened lanai, fully reconstructed with multilayer waterproof construction, a rich teak ceiling, and an open-sky section ideal for coastal breezes and stargazing. Multiple seating and dining areas create effortless indoor-outdoor living with uninterrupted water views. Outdoors, the pool area offers a private retreat surrounded by tropical landscaping and expansive travertine decking designed for both relaxation and entertaining. A custom palm-terrace garden enhances the tranquil ambiance along the east side of the deck. All bathrooms have been fully remodeled with premium finishes, floor-to-ceiling tilework, and frosted glass shower doors. The primary suite features an elegant, spa-like bath designed with refined materials. Additional upgrades include hurricane-rated windows and doors, 5-ton A/C units installed in 2024 and 2025, all-new plumbing, electrical, and HVAC ductwork, a whole-house water purification system, a full security camera system, and extensive structural improvements completed under engineering oversight. Exterior enhancements include landscape lighting, a resurfaced epoxy garage floor with mini-split A/C, and cell-foam insulation for efficiency. Residents of Bay Isles enjoy private Gulf beach access at the Bay Isles Beach Club, offering tiki huts, restrooms, BBQ areas, and gathering spaces. The gated community provides 24/7 security, community pools, and miles of shaded sidewalks ideal for walking and cycling. With its unrivaled peninsula setting, exceptional boating amenities, unmatched privacy, and sweeping water views at every turn, this estate represents one of Longboat Key’s most remarkable waterfront opportunities—an extraordinary residence defined by craftsmanship, luxury, and coastal elegance.

560 Harbor Cove Circle, Longboat Key

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