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You are here: Home / Fairway Bay Condos for Sale on Longboat Key

Fairway Bay Condos for Sale on Longboat Key

Many homebuyers drawn to Southwest Florida for its golf, tennis, and resort-style living tend to focus their search on mainland communities in Manatee and Sarasota counties. What’s often overlooked is that some of the most desirable country club–style residences are found on the barrier islands—especially on Longboat Key.

Fairway Bay on Longboat Key offers a unique blend of country club amenities and island living. Located on the Sarasota Bay side of the island, this condominium community is set slightly inland, away from the heavier beach traffic, while still remaining close to the Gulf of Mexico and Longboat Key’s pristine shoreline.

Completed in the late 1980s, Fairway Bay reflects Mediterranean-inspired architecture that was popular throughout Southwest Florida during that period. The community is surrounded by lush landscaping and preserved natural areas, creating a peaceful, resort-like setting that feels distinctly residential rather than transient.

Fairway Bay consists of approximately 286 residences, offering a mix of five-story condominium buildings and low-rise townhome-style residences. This variety allows buyers to choose between elevated views and more private, garden-oriented living. Upper-level units often enjoy expansive views toward the Gulf of Mexico, while east-facing residences may capture scenic vistas of Sarasota Bay and the downtown skyline.

Floor plans at Fairway Bay range from comfortable two-bedroom residences to more expansive three-bedroom homes with generous living areas. Many units feature high ceilings, private terraces, and garage parking, enhancing the overall sense of comfort and quality throughout the community.

One of Fairway Bay’s greatest advantages is its proximity to the amenities of the Longboat Key Club. Residents enjoy convenient access to world-class golf, tennis, fitness facilities, spa services, swimming, dining, and marina activities—delivering a true resort lifestyle without sacrificing privacy.

Beyond the community itself, Longboat Key offers an appealing mix of quiet beaches, waterfront dining, and everyday conveniences. A nearby shopping center includes a Publix GreenWise Market, while the boutiques and restaurants of St. Armands Circle are just a short drive away.

Fairway Bay Longboat Key Community Gallery

Fairway Bay Longboat Key Condos for Sale

Condos for Sale at Fairway Bay on Longboat Key

2110 HARBOURSIDE DRIVE 536 LONGBOAT KEY FL 34228
New Listing - 2 weeks on site
1 / 46
$799,000
Condominium For Sale
Active
3
BEDS
2
TOTAL BATHS
2,031
SQFT
2110 HARBOURSIDE DRIVE 536
LONGBOAT KEY, FL 34228
FAIRWAY BAY 3 Subdivision
1932 HARBOURSIDE DRIVE 242 LONGBOAT KEY FL 34228
New Listing - 3 weeks on site
1 / 35
$599,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,192
SQFT
1932 HARBOURSIDE DRIVE 242
LONGBOAT KEY, FL 34228
FAIRWAY BAY 1 Subdivision
1932 HARBOURSIDE DRIVE 244 LONGBOAT KEY FL 34228
New Listing - 3 weeks on site
1 / 67
$1,200,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,192
SQFT
1932 HARBOURSIDE DRIVE 244
LONGBOAT KEY, FL 34228
FAIRWAY BAY 1 Subdivision
2020 HARBOURSIDE DRIVE 417 LONGBOAT KEY FL 34228
New Listing - 4 weeks on site
1 / 50
$899,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,715
SQFT
2020 HARBOURSIDE DRIVE 417
LONGBOAT KEY, FL 34228
FAIRWAY BAY 2 PH 1 Subdivision
2120 HARBOURSIDE DRIVE 623 LONGBOAT KEY FL 34228
Price Change - 4 days ago
1 / 35
$1,095,000
Condominium For Sale
Active
3
BEDS
2
TOTAL BATHS
2,031
SQFT
2120 HARBOURSIDE DRIVE 623
LONGBOAT KEY, FL 34228
FAIRWAY BAY 3 Subdivision
1912 HARBOURSIDE DRIVE 604 LONGBOAT KEY FL 34228
1 / 88
$850,000
Townhouse For Sale
Active
3
BEDS
3
TOTAL BATHS
1,316
SQFT
1912 HARBOURSIDE DRIVE 604
LONGBOAT KEY, FL 34228
FAIRWAY BAY 1 Subdivision
2110 HARBOURSIDE DRIVE 523 LONGBOAT KEY FL 34228
Price Change - 2 weeks ago
1 / 69
$699,000
Condominium For Sale
Active
3
BEDS
2
TOTAL BATHS
2,031
SQFT
2110 HARBOURSIDE DRIVE 523
LONGBOAT KEY, FL 34228
FAIRWAY BAY Subdivision
1918 HARBOURSIDE DRIVE 902 LONGBOAT KEY FL 34228
1 / 55
$1,299,000
Townhouse For Sale
Active
2
BEDS
3
TOTAL BATHS
1,748
SQFT
1918 HARBOURSIDE DRIVE 902
LONGBOAT KEY, FL 34228
FAIRWAY BAY 1 Subdivision
2012 HARBOURSIDE DRIVE 2104 LONGBOAT KEY FL 34228
1 / 75
$895,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
2,135
SQFT
2012 HARBOURSIDE DRIVE 2104
LONGBOAT KEY, FL 34228
FAIRWAY BAY 2 PH 2 & 3 Subdivision

Fairway Bay Longboat Key FAQs

Where is Fairway Bay located on Longboat Key?

Fairway Bay is located on the Sarasota Bay side of Longboat Key, offering a quieter island setting with easy access to the Gulf beaches and Longboat Key Club amenities.

What type of community is Fairway Bay?

Fairway Bay is a residential condominium community offering a resort-style atmosphere with a mix of mid-rise buildings and townhome-style residences.

How many residences are in Fairway Bay?

The community consists of approximately 286 residences, providing a variety of layouts and living styles.

What types of views are available at Fairway Bay?

Depending on location, residences may offer views of the Gulf of Mexico, Sarasota Bay, natural preserves, landscaped grounds, or the Sarasota skyline.

What amenities are available to Fairway Bay residents?

Residents enjoy close proximity to Longboat Key Club amenities, including golf, tennis, fitness facilities, spa services, swimming, dining, boating, and marina access.

Is Fairway Bay close to shopping and dining?

Yes. Nearby conveniences include a shopping center with a Publix GreenWise Market, while St. Armands Circle’s dining, boutiques, and entertainment are just minutes away.

Is Fairway Bay suitable for full-time or seasonal living?

Fairway Bay appeals to both full-time residents and seasonal homeowners seeking a relaxed island lifestyle with access to country club amenities.

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The Wendy Lynn Group Sarasota exp Realty



  • 1300 Main Street, Sarasota, FL 34236

  • 941-421-7375

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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
  • St. Regis
  • 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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