Bay Isles Real Estate

Welcome to Bay Isles, a picturesque subdivision nestled in the heart of Sarasota County, Florida. This enchanting community is a hidden gem that perfectly combines the tranquility of suburban living with the vibrant lifestyle that Sarasota is renowned for.

Bay Isles is characterized by its lush landscapes, meticulously maintained properties, and a warm, inviting atmosphere. As you stroll through the tree-lined streets, you’ll discover a variety of charming homes that cater to diverse tastes, from elegant waterfront estates to cozy single-family residences. The community is designed to foster a sense of belonging, making it an ideal place for families, retirees, and everyone in between.

One of the highlights of Bay Isles is its proximity to the stunning Gulf Coast beaches. Residents enjoy easy access to soft sandy shores and breathtaking sunsets, perfect for leisurely afternoons or evening strolls. Additionally, the area boasts a wealth of recreational opportunities, including nearby parks, golf courses, and nature trails, ensuring that outdoor enthusiasts will always find something to enjoy.

For those who appreciate culture, Bay Isles is just a short drive away from downtown Sarasota, where you can indulge in fine dining, boutique shopping, and a vibrant arts scene. The local community is also known for its excellent schools and family-friendly amenities, making it a perfect place to raise children or settle into a peaceful retirement.

Experience the charm and allure of Bay Isles, where every day feels like a vacation. This is more than just a place to live; it’s a lifestyle waiting to be embraced. Come discover your dream home in this idyllic Florida community!

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

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

3301 Bayou Road, Longboat Key $1,250,000

Located within the gated and highly desirable community of Bay Isles on Longboat Key, this 4 bedroom, 3 bathroom pool home encompasses 2827 square feet of living space. T...

4 Beds
3 Baths
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

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

3131 Bayou Sound, Longboat Key $1,650,000 ▼

Wrapped in lush, mature landscaping and set along a tranquil mangrove-lined canal, this waterfront 3BR/2.5BA residence on Longboat Key offers space, privacy and an inviti...

3 Beds
3 Baths
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

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

560 Harbor Cove Circle, Longboat Key image

560 Harbor Cove Circle, Longboat Key $7,900,000 ▼

An exceedingly rare offering within the exclusive Bay Harbour enclave of Bay Isles on Longboat Key, this extraordinary peninsula estate delivers exceptional privacy, dram...

3 Beds
4 Baths
Bay Isles SubDv.
34228 Zip Code