Bay Isles Homes with Gated Amenities

Welcome to Bay Isles, a hidden gem nestled in the heart of Longboat Key, Florida, within the picturesque Sarasota County. This exclusive subdivision offers a perfect blend of luxury and tranquility, making it an ideal haven for those seeking a serene coastal lifestyle.

Bay Isles is renowned for its stunning homes, each showcasing exquisite architecture and meticulous attention to detail. The community features a variety of properties, from sprawling waterfront estates to elegant single-family homes, all designed to cater to diverse preferences and lifestyles. Many of these residences boast breathtaking views of the shimmering Gulf of Mexico or the lush, tropical landscapes that define this beautiful region.

One of the standout features of Bay Isles is its gated amenities, which provide residents with an added layer of security and privacy. The gated entrance creates a sense of exclusivity, allowing homeowners to enjoy peace of mind while indulging in the community's luxurious offerings. Residents can take advantage of well-maintained walking paths, serene parks, and private access to pristine beaches, perfect for sunbathing or leisurely strolls along the shore.

Living in Bay Isles means embracing a lifestyle of leisure and sophistication. With nearby golf courses, fine dining, and boutique shopping, residents have everything they need at their fingertips. Whether you’re looking to unwind on the beach, explore the vibrant local culture, or simply savor the stunning sunsets, Bay Isles offers a remarkable living experience that captures the essence of Florida's coastal charm. Discover your dream home in this enchanting community today!

Newest Bay Isles Homes with Gated Amenities

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

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

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