Bay Isles Homes & Condos for Sale on Longboat Key

Bay Isles is a gated master community on Longboat Key made up of distinct neighborhoods rather than a single development. Condominiums, attached residences and custom homes offer different settings, including bayfront, landscaped and golf-course outlooks.

Community setting and features

The Bay Isles Association describes resident access to its private Gulf-side beach club, with facilities for enjoying a day at the shore. Within the larger community, each neighborhood has its own association and amenities. Compare the specific residence and its governing documents before assuming that the same services apply throughout Bay Isles.

What to know before buying

Compare the property's condition and insurance requirements with its location and ownership costs. Request current association documents where applicable, including fees, reserves, assessments and restrictions for your intended use.

Which neighborhood and associations apply to this home?

Confirm both master and neighborhood dues, beach-club access and any separately purchased Longboat Key Club membership.

Find your Longboat Key property with Scott & Jan

We help buyers compare beachfront, bayfront and island properties, including second homes purchased from out of state. Tell us what matters most, from beach access and boating to space for guests. We can help you evaluate available residences and arrange a tour.

Contact Scott & Jan Langa | Explore Longboat Key communities

Available Bay Isles Properties

1600 Harbor Sound Drive, Longboat Key image

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

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

3360 Bayou Sound, Longboat Key $4,699,999

Virtually Staged. Brand-new custom construction in Bay Isles? This is it. Introducing an exceptional new residence in one of Longboat Key’s most coveted gated communities...

5 Beds
5 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

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

3060 Grand Bay Boulevard Unit 174, Longboat Key image

3060 Grand Bay Boulevard Unit 174, Longboat Key — Grand Bay One $1,829,000 ▲

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

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

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 C-04, Longboat Key image

2600 Harbourside Drive Unit C-04, Longboat Key $350,000

Unique with a 42 ft long finger pier and is nicely protected on the west bank at Longboat Key Club Moorings from this 55 ft x 21 ft. slip in the marina. Enjoy all the ame...

Bay Isles SubDv.
34228 Zip Code

2800 Harbourside Drive Drive Unit M-10, Longboat Key image

2800 Harbourside Drive Drive Unit M-10, Longboat Key $289,000 ▲

A 58 ft. x 20 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enj...

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