Bay Isles Homes with Bay/Harbor Frontage

Bay Isles Homes with Bay/Harbor Frontage

Welcome to Bay Isles, an exquisite subdivision nestled on the stunning shores of Longboat Key, Florida. This enchanting community is located in Sarasota County, where the sun-kissed beaches and vibrant coastal lifestyle come together in perfect harmony. Bay Isles is renowned for its picturesque waterfront properties, offering residents breathtaking views of the glistening bay and tranquil harbor.

Imagine waking up each morning to the gentle sound of waves lapping against your private dock, with the shimmering water just steps away from your door. Homes in Bay Isles boast prime bay and harbor frontage, allowing for an unparalleled connection to the natural beauty that surrounds you. Whether you’re an avid boater, a fishing enthusiast, or simply someone who enjoys the serenity of waterfront living, this community caters to your every desire.

The architectural styles in Bay Isles are as diverse as its residents, with elegant single-family homes and luxurious estates that reflect the essence of coastal living. Many properties feature expansive outdoor spaces, perfect for entertaining or simply soaking in the breathtaking sunsets that Longboat Key is famous for.

In addition to its stunning homes, Bay Isles offers a wealth of amenities, including private beach access, lush landscaping, and a sense of community that is hard to find elsewhere. Whether you’re looking to retire in paradise, raise a family, or invest in a second home, Bay Isles is the ideal setting for a life well-lived. Embrace the coastal lifestyle and discover the magic of Bay Isles—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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