Bay Isles Homes with Sailboat Water Water Frontage

Welcome to Bay Isles, an exclusive subdivision located in the beautiful city of Longboat Key, Sarasota County, Florida. This prestigious community offers a unique opportunity for waterfront living with homes featuring sailboat water frontage.

Bay Isles is a highly sought-after neighborhood known for its luxurious waterfront properties and stunning views of the Sarasota Bay. Residents of Bay Isles enjoy a serene and upscale lifestyle with access to private beaches, golf courses, tennis courts, and a marina.

Living in Bay Isles provides the perfect balance of tranquility and convenience, with easy access to shopping, dining, and entertainment options in nearby Sarasota and Bradenton. Whether you're a boating enthusiast looking for direct access to the Gulf of Mexico or simply seeking a peaceful retreat surrounded by natural beauty, Bay Isles offers the ideal setting for your dream home.

Experience the ultimate waterfront living in Bay Isles, where every day feels like a vacation in paradise.

Newest Bay Isles Homes with Sailboat 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

500 Harbor Cove Circle, Longboat Key image

500 Harbor Cove Circle, Longboat Key $12,250,000

Under Construction. Now nearing completion and expected to be delivered in approximately 60 days. Positioned within the exclusive Harbor Section of Bay Isles on Longboat ...

5 Beds
6 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

3481 Bayou Sound, Longboat Key $1,950,000 ▼

60% OWNER FINANCING AVAILABLE - Step into a private coastal sanctuary at 3481 Bayou Sound, located within one of Longboat Key’s most exclusive gated communities. Accessed...

5 Beds
4 Baths
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 $4,550,000 ▼

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 $4,395,000 ▼

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