Bay Isles Real Estate

Welcome to Bay Isles, a hidden gem nestled in the heart of Longboat Key, Florida. This exclusive subdivision offers a unique blend of luxury living, natural beauty, and a vibrant community atmosphere. With its stunning waterfront properties and lush tropical landscaping, Bay Isles is a paradise for those seeking an idyllic coastal lifestyle.

As you enter this serene enclave, you'll be greeted by picturesque views of the sparkling waters of Sarasota Bay. The neighborhood is renowned for its elegant single-family homes and upscale condominiums, many of which boast private docks, allowing residents to easily access the area's renowned boating and fishing opportunities. Whether you're a seasoned sailor or simply enjoy the tranquility of waterfront living, Bay Isles provides the perfect backdrop for your aquatic adventures.

Residents of Bay Isles enjoy a wealth of amenities, including access to the private Bay Isles Beach Club, where you can soak up the sun on pristine sands or take a refreshing dip in the Gulf of Mexico. The community is also conveniently located near world-class dining, shopping, and cultural attractions, making it easy to experience the best that Longboat Key and Sarasota have to offer.

For those who appreciate an active lifestyle, Bay Isles is surrounded by scenic parks and nature trails, perfect for morning strolls or afternoon bike rides. With its friendly atmosphere and a strong sense of community, Bay Isles is not just a place to live; it’s a place to thrive.

Come explore the charm of Bay Isles, where luxury meets tranquility, and discover your dream home in this enchanting coastal haven!

Newest Listings in Bay Isles

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

3060 Grand Bay Boulevard Unit 174, Longboat Key image

3060 Grand Bay Boulevard Unit 174, Longboat Key — Grand Bay One $1,798,000 ▼

PRICE POINT ADJUSTMENT ON HIGH FLOOR UNIT! Resort Living At It's Finest with this Grand Bay Condominium offers Privacy in the exclusive Bay Isles community. Grand Bay i...

2 Beds
3 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