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You are here: Home / Bay Isles Homes, Villas & Townhouses for Sale | Longboat Key

Bay Isles Homes, Villas & Townhouses for Sale | Longboat Key

Bay Isles is one of the most prestigious and well-known residential communities on Longboat Key, offering a diverse mix of villas, townhouses, and single-family homes in a private, gated setting. Located on the southern end of the island, Bay Isles combines luxury living, natural beauty, and convenient access to Sarasota Bay and the Gulf of Mexico.

This master-planned community is especially appealing to buyers who value security, waterfront access, and a refined island lifestyle.

Homes, Villas & Townhouses in Bay Isles

Bay Isles features a variety of residential options designed to suit different lifestyles, from low-maintenance villa living to expansive single-family homes. Neighborhoods within Bay Isles each offer their own character and architectural style.

Depending on the section, residences may include:

  • Maintenance-free villas and patio homes
  • Townhouses with attached garages
  • Custom single-family homes on interior or waterfront lots
  • Private pools, courtyards, or screened lanais
  • Views of Sarasota Bay, canals, or lush landscaped preserves

Because Bay Isles is an established and highly sought-after community, available listings vary and tend to sell quickly when they become available. Current inventory and pricing will be displayed below when homes are on the market.

Community Amenities & Lifestyle

Bay Isles is known for its exceptional amenities and gated security, providing residents with a sense of privacy and exclusivity. Many homeowners also enjoy optional access to the Longboat Key Club, which offers championship golf, tennis, dining, and beach facilities.

Community features may include:

  • 24-hour gated security
  • Private roads and well-maintained landscaping
  • Walking and biking paths
  • Waterfront access in select neighborhoods
  • Close proximity to Longboat Key Club amenities

This combination of amenities supports a lifestyle centered on comfort, recreation, and relaxation.

Longboat Key Location & Nearby Attractions

Bay Isles enjoys a prime Longboat Key location near beaches, marinas, shopping, and dining. Residents are just minutes from the white-sand beaches of the Gulf of Mexico and Sarasota Bay, making it easy to enjoy boating, fishing, and water sports.

St. Armands Circle is a short drive away and offers upscale shopping, restaurants, and cafés. Downtown Sarasota’s cultural attractions—including theaters, galleries, and museums—are also easily accessible via the John Ringling Causeway.

Villas, Townhouses & Homes for Sale in Bay Isles Longboat Key

3533 FAIR OAKS LANE LONGBOAT KEY FL 34228
New Listing - yesterday
1 / 78
$3,250,000
Single Family Residence For Sale
Active
4
BEDS
6
TOTAL BATHS
3,909
SQFT
3533 FAIR OAKS LANE
LONGBOAT KEY, FL 34228
MANCHESTER BAY Subdivision
2120 HARBOURSIDE DRIVE 612 LONGBOAT KEY FL 34228
New Listing - yesterday
1 / 47
$695,000
Condominium For Sale
Active
3
BEDS
2
TOTAL BATHS
2,039
SQFT
2120 HARBOURSIDE DRIVE 612
LONGBOAT KEY, FL 34228
FAIRWAY BAY 3 Subdivision
2410 HARBOURSIDE DRIVE 111 LONGBOAT KEY FL 34228
New Listing - 2 days on site
1 / 2
$2,375,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
3,690
SQFT
2410 HARBOURSIDE DRIVE 111
LONGBOAT KEY, FL 34228
MARINA BAY Subdivision
1571 HARBOR CAY LANE LONGBOAT KEY FL 34228
New Listing - 6 days on site
1 / 93
$5,000,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
4,209
SQFT
1571 HARBOR CAY LANE
LONGBOAT KEY, FL 34228
BAY ISLES Subdivision
3040 GRAND BAY BOULEVARD 213 LONGBOAT KEY FL 34228
New Listing - a week on site
1 / 44
$1,550,000
Condominium For Sale
Active
2
BEDS
4
TOTAL BATHS
2,550
SQFT
3040 GRAND BAY BOULEVARD 213
LONGBOAT KEY, FL 34228
GRAND BAY 2 Subdivision
350 GULF OF MEXICO DRIVE 234 LONGBOAT KEY FL 34228
New Listing - 2 weeks on site
1 / 38
$1,149,000
Condominium For Sale
Active
3
BEDS
4
TOTAL BATHS
2,513
SQFT
350 GULF OF MEXICO DRIVE 234
LONGBOAT KEY, FL 34228
TANGERINE BAY CLUB Subdivision
2550 HARBOURSIDE DRIVE 333 LONGBOAT KEY FL 34228
New Listing - 2 weeks on site
1 / 44
$1,595,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
3,067
SQFT
2550 HARBOURSIDE DRIVE 333
LONGBOAT KEY, FL 34228
MARINA BAY Subdivision
3291 BAYOU ROAD LONGBOAT KEY FL 34228
New Listing - 2 weeks on site
1 / 41
$1,150,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,267
SQFT
3291 BAYOU ROAD
LONGBOAT KEY, FL 34228
BAY ISLES Subdivision
3060 GRAND BAY BOULEVARD 195 LONGBOAT KEY FL 34228
New Listing - 2 weeks on site
1 / 45
$1,795,000
Condominium For Sale
Active
3
BEDS
4
TOTAL BATHS
2,250
SQFT
3060 GRAND BAY BOULEVARD 195
LONGBOAT KEY, FL 34228
GRAND BAY 1 Subdivision
2123 HARBOURSIDE DRIVE 903 LONGBOAT KEY FL 34228
New Listing - 2 weeks on site
1 / 75
$1,295,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
2,352
SQFT
2123 HARBOURSIDE DRIVE 903
LONGBOAT KEY, FL 34228
HARBOR OAKS PH I & II Subdivision
3598 FAIR OAKS LANE LONGBOAT KEY FL 34228
New Listing - 2 weeks on site
1 / 43
$2,895,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,417
SQFT
3598 FAIR OAKS LANE
LONGBOAT KEY, FL 34228
QUEENS HARBOUR Subdivision
1920 HARBOURSIDE DRIVE 1003 LONGBOAT KEY FL 34228
New Listing - 3 weeks on site
1 / 72
$729,900
Townhouse For Sale
Active
2
BEDS
3
TOTAL BATHS
1,590
SQFT
1920 HARBOURSIDE DRIVE 1003
LONGBOAT KEY, FL 34228
FAIRWAY BAY 1 Subdivision
3311 SABAL COVE DRIVE LONGBOAT KEY FL 34228
New Listing - 3 weeks on site
1 / 34
$2,650,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,416
SQFT
3311 SABAL COVE DRIVE
LONGBOAT KEY, FL 34228
SABAL COVE Subdivision
340 GULF OF MEXICO DRIVE 136 LONGBOAT KEY FL 34228
New Listing - 3 weeks on site
1 / 61
$3,195,000
Condominium For Sale
Active
3
BEDS
4
TOTAL BATHS
2,880
SQFT
340 GULF OF MEXICO DRIVE 136
LONGBOAT KEY, FL 34228
TANGERINE BAY CLUB Subdivision
1916 HARBOURSIDE DRIVE 803 LONGBOAT KEY FL 34228
New Listing - 3 weeks on site
1 / 52
$850,000
Condominium For Sale
Active
2
BEDS
3
TOTAL BATHS
1,626
SQFT
1916 HARBOURSIDE DRIVE 803
LONGBOAT KEY, FL 34228
FAIRWAY BAY Subdivision
2550 HARBOURSIDE DRIVE 324 LONGBOAT KEY FL 34228
New Listing - 3 weeks on site
1 / 76
$1,595,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
3,083
SQFT
2550 HARBOURSIDE DRIVE 324
LONGBOAT KEY, FL 34228
MARINA BAY Subdivision
3060 GRAND BAY BOULEVARD 174 LONGBOAT KEY FL 34228
New Listing - 3 weeks on site
1 / 49
$1,995,000
Condominium For Sale
Active
2
BEDS
3
TOTAL BATHS
2,550
SQFT
3060 GRAND BAY BOULEVARD 174
LONGBOAT KEY, FL 34228
GRAND BAY 1 Subdivision
3080 GRAND BAY BOULEVARD 515 LONGBOAT KEY FL 34228
New Listing - 4 weeks on site
1 / 55
$659,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,276
SQFT
3080 GRAND BAY BOULEVARD 515
LONGBOAT KEY, FL 34228
GRAND BAY 5 Subdivision
360 GULF OF MEXICO DRIVE 312 LONGBOAT KEY FL 34228
New Listing - 4 weeks on site
1 / 78
$1,185,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
2,298
SQFT
360 GULF OF MEXICO DRIVE 312
LONGBOAT KEY, FL 34228
TANGERINE BAY CLUB Subdivision
3040 GRAND BAY BOULEVARD 234 LONGBOAT KEY FL 34228
1 / 55
$1,495,000
Condominium For Sale
Active
3
BEDS
4
TOTAL BATHS
2,550
SQFT
3040 GRAND BAY BOULEVARD 234
LONGBOAT KEY, FL 34228
GRAND BAY 2 Subdivision

Bay Isles on Longboat Key – Luxury Gated Island Living

Bay Isles Longboat Key -Beach Club
Bay Isle Longboat Key Beach Club (7)

Frequently Asked Questions About Bay Isles on Longboat Key

Where is Bay Isles located?

Bay Isles is located on the southern end of Longboat Key, Florida, near St. Armands Circle and the John Ringling Causeway.

What types of homes are available in Bay Isles?

Bay Isles offers a mix of villas, townhouses, and single-family homes, including waterfront and golf-course-adjacent properties.

Is Bay Isles a gated community?

Yes. Bay Isles is a gated community with 24-hour security.

Does Bay Isles have waterfront homes?

Yes. Select neighborhoods within Bay Isles feature waterfront homes with access to Sarasota Bay or canal systems.

Are there golf amenities in Bay Isles?

Bay Isles is closely associated with the Longboat Key Club, which offers optional memberships for golf, tennis, dining, and beach access.

Is Bay Isles suitable for full-time residents?

Yes. Bay Isles is popular with both full-time residents and seasonal homeowners due to its location, security, and lifestyle offerings.

How close is Bay Isles to beaches and shopping?

Bay Isles is minutes from Gulf beaches and a short drive to St. Armands Circle for shopping and dining.

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The Wendy Lynn Group Sarasota exp Realty



  • 1300 Main Street, Sarasota, FL 34236

  • 941-421-7375

  • info@sunnysarasotahomes.com

Longboat Key Neighborhoods & Condo Communities

  • Aquarius Club
  • Aria
  • Banyan Bay
  • Bay Isles
  • Bayport
  • Beach Harbor Club
  • Beaches Of LBK
  • Beachplace
  • Buttonwood Cove
  • Casa del Mar
  • Castillian
  • Cedars
  • Club Longboat
  • Coreys Landing
  • Covert
  • Country Club Shores
  • Diplomat
  • Emerald Harbor
  • En Provence
  • Fairway Bay
  • Grand Bay
  • Grand Mariner
  • Infinity LBK
  • Inn on the Beach
  • Islander Club
  • Islands West
  • L Ambiance
  • La Firenza
  • Longbeach
  • Longboat Harbour
  • Longboat Harbour Towers
  • Longboat Key Club
  • LBK Moorings
  • Longboat Key Towers
  • Marina Bay
  • Pierre
  • Players Club
  • Portobello
  • Positano
  • Promenade
  • Regent Place
  • Sabal Cove
  • Sands Point
  • Sanctuary
  • Sea Gate Club
  • Seaplace
  • Shore Condo
  • Sleepy Lagoon
  • Spanish Main YC
  • Tangerine Bay
  • Villa Di Lancia
  • Vizcaya
  • Water Club
  • Weston Pointe
  • Winding Oaks
  • Windward Bay

Areas We Serve

  • Anna Maria
  • Bird Key
  • Bradenton
  • Bradenton Beach
  • Casey Key
  • Cortez
  • Downtown Sarasota
  • Ellenton
  • Englewood
  • Golden Gate
  • Holmes Beach
  • Lakewood Ranch
  • Lido Key
  • Longboat Key
  • Myakka City
  • Nokomis
  • North Port
  • Osprey
  • Palmer Ranch
  • Palmetto
  • Parrish
  • Sarasota
  • Siesta Key
  • South Hillsborough
  • Terra Ceia
  • University Park
  • Venice
  • West of the Trail

Things to do in Longboat Key

https://www.youtube.com/watch?v=PvxuAZ5k20k

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  • 941-421-7375
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