Bay Isles Homes with Bay/Harbor Frontage

Bay Isles Homes with Bay/Harbor Frontage

Welcome to Bay Isles, an exquisite subdivision nestled in the picturesque Longboat Key, Florida. This enchanting enclave is a haven for those seeking a luxurious coastal lifestyle, where the serene beauty of nature meets the elegance of refined living. Bay Isles is renowned for its stunning homes that boast breathtaking bay and harbor frontage, providing residents with unparalleled views and direct access to the tranquil waters of Sarasota Bay.

As you explore this charming community, you'll discover a variety of architectural styles, each designed to complement the lush tropical surroundings. From contemporary masterpieces to classic Mediterranean villas, the homes in Bay Isles are crafted with the utmost attention to detail, featuring expansive living spaces, gourmet kitchens, and lavish outdoor areas perfect for entertaining or simply enjoying the sunset over the water.

Living in Bay Isles means enjoying a lifestyle filled with leisure and recreation. Residents have access to private docks, making it easy to embark on boating adventures or indulge in fishing and kayaking right from their backyards. The community also offers beautifully landscaped grounds, walking paths, and a sense of security that comes with a gated entrance.

In addition to the natural beauty and luxurious amenities, Bay Isles is conveniently located near the vibrant cultural scene of Sarasota, with its world-class dining, shopping, and entertainment options. Whether you're looking for a permanent residence or a seasonal retreat, Bay Isles promises a life of tranquility and sophistication in one of Florida's most sought-after locations. Discover your dream home in this idyllic community, where every day feels like a vacation.

Newest Bay Isles Homes with Bay/Harbor Frontage

$4,999,000
5 Beds ⋅ 3 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code
Nestled behind the gates of the highly celebrated Bay Isles community, this exceptional five-bedroom waterfront residence at 3606 Fair Oaks Lane offers the perfect blend of luxury, comfort, and peace of mind with an impressive list of recent upgrades and improvements. Designed for effortless coastal living, this beautifully updated home showcases refined interiors, expansive outdoor living spaces, and direct boating access, all within one of Longboat Key’s most sought-after neighborhoods. From the moment you arrive, the home’s meticulous maintenance and thoughtful renovations are immediately apparent. A roof just two years old, hurricane shutters on all windows and doors, and multiple updated mechanical systems provide exceptional value and confidence for years to come. Inside, the residence has been extensively renovated in 2026 with stunning new engineered wood flooring flowing throughout the home, creating a warm and welcoming coastal aesthetic. The spacious floor plan offers five generously sized bedrooms, ideal for accommodating family and guests while maintaining privacy and flexibility for today’s lifestyle needs. The heart of the home is the beautifully refreshed kitchen, complete with brand-new KitchenAid appliances installed in 2026, blending modern functionality with timeless design. Adjacent living and dining areas are filled with natural light and seamlessly connect to the outdoor entertaining spaces, creating an inviting atmosphere perfect for both everyday living and hosting gatherings. Every bathroom in the home was completely renovated in 2026 with stylish finishes and contemporary details that elevate the home’s overall elegance. Extensive system upgrades include three HVAC systems replaced in 2022, 2023, and 2026, along with a new hot water heater installed in 2026, ensuring maximum efficiency and comfort throughout the property. Outdoor living is equally impressive and designed to embrace the Florida waterfront lifestyle. The pool area underwent a significant transformation in 2025 with new pool decking, a resurfaced pool finish, updated waterline tile, and a new gas pool heater, creating a true private resort setting. In 2026, the addition of a fully equipped outdoor kitchen elevated the entertaining experience even further, offering the perfect backdrop for waterfront dining and sunset gatherings. Boating enthusiasts will appreciate the new 10,000-pound boat lift installed in 2025 along with a beautifully updated dock and deck, providing quick and convenient access to Sarasota Bay and the Gulf waters beyond. Combining luxury updates, exceptional outdoor amenities, and a premier location within the coveted Bay Isles community, with private beach club access, this extraordinary Longboat Key residence presents a rare opportunity to enjoy refined waterfront living with every major improvement already completed.

3606 Fair Oaks Place, Longboat Key
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