Bay Isles Homes with Boatable Water Water Frontage

Welcome to Bay Isles, an exquisite waterfront subdivision nestled in the heart of Longboat Key, Florida. This serene community offers a unique blend of luxury, tranquility, and the quintessential Florida lifestyle, making it a perfect haven for those seeking a slice of paradise.

Bay Isles boasts stunning homes with boatable water frontage, providing residents direct access to the sparkling waters of Sarasota Bay. Imagine stepping out of your back door onto your private dock, ready to embark on a sunset cruise or a day of fishing in the Gulf of Mexico. Whether you’re an avid boater or simply enjoy the peaceful ambiance of waterfront living, Bay Isles caters to your every desire.

The architecture in Bay Isles is diverse, featuring elegant single-family homes and luxurious estates that reflect the coastal charm of the area. Many properties are adorned with lush landscaping and expansive outdoor spaces, perfect for entertaining or simply soaking in the sun. With stunning views and gentle sea breezes, every day feels like a vacation in this idyllic community.

Beyond the allure of the homes, Bay Isles is conveniently located near some of Longboat Key’s finest amenities. Residents can enjoy access to pristine beaches, upscale dining, and boutique shopping, all just a stone's throw away. The area also offers a wealth of recreational opportunities, from golf courses to nature trails, ensuring that there is always something to do.

Experience the enchanting lifestyle of Bay Isles, where luxury meets leisure in one of Florida's most sought-after locations. Your dream waterfront home awaits!

Newest Bay Isles Homes with Boatable Water Water Frontage

1600 Harbor Sound Drive, Longboat Key image

1600 Harbor Sound Drive, Longboat Key $3,995,000

Discover the rare opportunity to create a legacy waterfront estate in the prestigious Harbor Section of Bay Isles, one of Longboat Key's most coveted boating communities....

Bay Isles SubDv.
34228 Zip Code

3606 Fair Oaks Place, Longboat Key image

3606 Fair Oaks Place, Longboat Key $4,999,000

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 ...

5 Beds
3 Baths
Bay Isles SubDv.
34228 Zip Code

1600 Harbor Sound Drive, Longboat Key $11,900,000

Pre-Construction. To be built. Positioned directly across from the iconic St. Regis Longboat Key Resort, this exceptional waterfront residence offers immediate access to ...

5 Beds
6 Baths
Bay Isles SubDv.
34228 Zip Code

2600 Harbourside Dr Unit B-06, Longboat Key image

2600 Harbourside Dr Unit B-06, Longboat Key $425,000

A 85 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina; extra long finger pier, wide beam, and extra wide finger pier. This is a Yacht Club slip. Enjoy all the ameni...

Bay Isles SubDv.
34228 Zip Code

2600 Harbourside Drive Unit C13, Longboat Key image

2600 Harbourside Drive Unit C13, Longboat Key $489,500

72' x 21' Boat Slip on C-Dock at Longboat Key Moorings Marina for Sale ~ AND THERE IS NO MEMBERSHIP REQUIREMENT to join The Longboat Key Club (which is now $115,000) and ...

Bay Isles SubDv.
34228 Zip Code

1571 Harbor Cay Lane, Longboat Key image

1571 Harbor Cay Lane, Longboat Key $4,400,000 ▼

Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor...

4 Beds
4 Baths
Bay Isles SubDv.
34228 Zip Code

510 Harbor Gate Way, Longboat Key $3,950,000 ▼

A Waterfront Work of Art. Experience a one-of-a-kind waterfront residence on Longboat Key — now offered at an exceptional new value. Designed around three interconnected ...

4 Beds
6 Baths
Bay Isles SubDv.
34228 Zip Code

2600 Harbourside Drive Unit O-11, Longboat Key image

2600 Harbourside Drive Unit O-11, Longboat Key $239,000 ▼

Easy Access for Docking your Boat! A 45 ft. x 22.5 ft. Boat Slip on the north side of O-dock pier at Longboat Key Moorings Marina. This slip requires Club membership. Uni...

Bay Isles SubDv.
34228 Zip Code

2600 Harbourside Drive Unit H-10, Longboat Key image

2600 Harbourside Drive Unit H-10, Longboat Key $270,000 ▼

One of two slips for sale side by side...right up front. Perfect for your fleet! A 55 ft. x 20 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; p...

Bay Isles SubDv.
34228 Zip Code

2600 Harbourside Drive Unit H-09, Longboat Key image

2600 Harbourside Drive Unit H-09, Longboat Key $270,000 ▼

Many boaters feel H-dock is the best dock in the marina; convenient to the showers, and the marina village and office. Slip is at the seawall with easy in/out access. A 5...

Bay Isles SubDv.
34228 Zip Code

2800 Harbourside Drive Unit M-03, Longboat Key image

2800 Harbourside Drive Unit M-03, Longboat Key $250,000 ▼

45 x 20 Boat Slip on M-dock at Longboat Key Moorings Marina for sale. Exceptional views of Sarasota Bay and the city skyline, close to parking for easy access. LBK Club m...

Bay Isles SubDv.
34228 Zip Code

2600 Harbourside Drive Unit R-02, Longboat Key image

2600 Harbourside Drive Unit R-02, Longboat Key $189,000 ▼

Easy access and views! 40 x 20 Boat Slip at Longboat Key Moorings Marina for sale right now in the marina! LBK Club membership is optional. Direct access to Sarasota Bay ...

Bay Isles SubDv.
34228 Zip Code