Bay Isles Homes with Bay/Harbor Frontage

Bay Isles Homes with Bay/Harbor Frontage

Welcome to Bay Isles, a hidden gem nestled on the picturesque Longboat Key in Sarasota County, Florida. This exclusive subdivision is renowned for its stunning bay and harbor frontage, offering residents breathtaking views and a tranquil lifestyle that many only dream of.

As you wander through the beautifully landscaped streets of Bay Isles, you’ll discover a community that perfectly blends luxury with natural beauty. The homes here are designed with elegance and sophistication in mind, featuring spacious layouts, modern amenities, and outdoor spaces that invite you to bask in the Florida sunshine. Many properties boast private docks, allowing for easy access to the sparkling waters of the bay—perfect for boating enthusiasts and those who enjoy leisurely days on the water.

Bay Isles is not just about stunning homes; it’s also about the lifestyle that comes with them. Residents enjoy a sense of community while being just moments away from the vibrant culture of Longboat Key. Fine dining, boutique shopping, and pristine beaches are all within reach, making this location truly desirable.

Imagine waking up to the gentle sound of waves lapping against your dock, sipping coffee on your patio while watching the sun rise over the bay. Life in Bay Isles is about more than just a home; it’s about embracing a lifestyle that celebrates the beauty of coastal living.

Whether you’re looking for a primary residence or a vacation retreat, Bay Isles offers a unique opportunity to experience the best of Florida living. Come and discover your dream home in this idyllic community today!

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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