Fairway Bay

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Overview

Consisting of townhouses and four mid-rise condos of five stories each, Fairway Bay is a secluded enclave with a wide selection of living options. With a guard gate and round the clock security, residents feel safe and secure as they you relax in their homes.

Below are all of the condos for sale in the Fairway Bay condominium on Longboat Key Florida. All real estate listings are updated daily from the Multiple Listing Service (MLS).

To learn more about any of these condos or receive email updates when new listings hit the market, simply give us a call at 941-544-6467 or send us an email. We are here to help!

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MLS® Listing Statistics

Total Listings: 12
Average Price: $890,396
Highest Price: $1,355,000
Lowest Price: $649,000
Average Size: 1,721 ft²
Average Price Per Square Foot: $530 per ft²

Explore Other Longboat Key Communities

Condos for Sale at Fairway Bay

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Image 0: N6136414

2020 Harbourside Drive 424, LONGBOAT KEY, FL - $1,355,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,462 SQFT
  • 61 DOM
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Welcome To 2,400+ Square Feet Of Refined Living With Breathtaking Panoramic Bay Views. This Residence Offers An Expansive Open Floor Plan That Includes Two Primary Suites In A Split Configuration, Ensuring Privacy And Comfort. With Three Full Bat...

Image 1: A4632715

1904 Harbourside Drive 204, LONGBOAT KEY, FL - $1,125,000

Residential, Townhouse
  • 3 Beds
  • 3 Baths
  • 2,135 SQFT
  • 86 DOM
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Welcome To Fairway Bay’s Finest Remodeled, Corner Unit That Is Bathed In Natural Light That Captures The Beauty Of The Finest Of Finishes In This Completely “move In Ready” 3 Bedroom 3 Bath Townhome. Located In The Coveted Longboat Key Location Of...

Image 2: A4643392

1900 Harbourside Drive 102, LONGBOAT KEY, FL - $995,000

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 1,590 SQFT
  • 6 DOM
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Experience The Best Of Longboat Key Living In This Updated 2-bedroom, 2.5-bath Townhouse In The Exclusive Fairway Bay Community, Behind The Gates Of Bay Isles. Offering 1,590 Square Feet Of Well-designed Living Space, This Home Includes A Deeded D...

Image 3: A4640574

2012 Harbourside Drive 2104, LONGBOAT KEY, FL - $975,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,135 SQFT
  • 28 DOM
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Impeccably Renovated From Top To Bottom, This Exceptional Townhome Offers Elegant Living With High-end Finishes Throughout. The Gourmet Kitchen Features Newly Updated Cabinet Doors (nov. 2023) And Sleek Appliances (jan. 2018), Complemented By Hard...

Image 4: A4629605

2120 Harbourside Drive 617, LONGBOAT KEY, FL - $895,000

Residential, Condominium
  • 3 Beds
  • 2 Baths
  • 2,105 SQFT
  • 119 DOM
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Priced Below Current Appraisal. This Is The Absolute Best Value On The Bayfront On Longboat Key! Refresh The Interior And Enjoy The Equity That You Create. The Direct Bayfront Views Including The Sarasota City Skyline And Easy Access Via The Walk-...

Image 5: A4635275

2110 Harbourside Drive 526, LONGBOAT KEY, FL - $879,000

Residential, Condominium
  • 3 Beds
  • 2 Baths
  • 2,031 SQFT
  • 63 DOM
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Carefree Living Awaits You With Beautiful Panoramic Views Of Sarasota Bay In This Beautiful Condominium At The Atrium On Longboat Key Inside Bay Isles. This Spacious Updated Unit Is Move-in Ready For You To Enjoy All That Florida Living Has To Off...

Image 6: A4636284

2110 Harbourside Drive 522, LONGBOAT KEY, FL - $873,750

Residential, Condominium
  • 3 Beds
  • 2 Baths
  • 2,039 SQFT
  • 51 DOM
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Welcome To Paradise! Upon Entering This Spacious Open-floor Home, You Will Give A “wow”! The View From The Floor To Ceiling Windows And Sliding Glass Doors Is Spectacular! Right In Front Of You Is The Full Panoramic View Of Sarasota Bay. The Kitch...

Image 7: A4629812

1930 Harbourside Drive 152, LONGBOAT KEY, FL - $789,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,192 SQFT
  • 115 DOM
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*no Storm Damage* *automated Remote Hurricane Screen* *fully Updated* *first Quarter Hoa Credit At Closing* *deeded Garage Parking Spot* *high End Fixtures And Appliances* *sunrise View From Lanai* *sunset View From Balcony* There Has Been A Treme...

Image 8: A4639382

2020 Harbourside Drive 432, LONGBOAT KEY, FL - $775,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,312 SQFT
  • 29 DOM
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Experience True Elegance In This Exquisite 2-bedroom, 2-bathroom Alluring Residence With Breathtaking Water Views. Designed With The Highest Level Of Sophistication In Mind, This Inviting Unit Exceeds Expectations, Offering Custom Features Through...

Image 9: A4628024

1930 Harbourside Drive 145, LONGBOAT KEY, FL - $699,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,270 SQFT
  • 132 DOM
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Deeded Garage Parking Spot! The Pictures Tell All You Want To Know! And It Is Being Offered Turnkey! This Beautifully Maintained Condo Boasts A Two Year Old Washer/dryer Combo With A Two Year Old Hot Water Heater And A New Hvac Unit. The Kitchen...

Image 10: A4601549

1932 Harbourside Drive 234, LONGBOAT KEY, FL - $675,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,192 SQFT
  • 382 DOM
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Move In Ready! Coffee On The Bay With The Break Of Dawn And Cocktail Nights With Downtown Lights! An Astonishing, Direct View Across The Wondrous Bay To The Sarasota Skyline And The Ringling Bridge, With Its Color Enhanced Lighting- Nothing Could...

Image 11: A4630451

1932 Harbourside Drive 242, LONGBOAT KEY, FL - $649,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,192 SQFT
  • 111 DOM
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Step Into This Stunning 2br Residence And Enjoy Breathtaking Sarasota Bay Views, Nestled Within The Exclusive Bay Isles Gates Of The Pet-friendly Fairway Bay Community. This Home Effortlessly Blends Natural Beauty, Luxury, And Convenience To Eleva...

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on March 17th, 2025 at 6:33am EDT.

Fairway Bay Description (continued)

Conveniently situated towards the southern end of Longboat Key Florida, Fairway Bay offers resort style living just minutes away from Sarasota's ample activities. Enjoy the posh yet serene lifestyle while indulging yourself in fine shopping and dining of St. Armands Circle or Downtown Main Street.

Amenities

  • Two tennis courts
  • 2 heated pools
  • Spa
  • Hot tub
  • Fitness center
  • Clubhouse
  • Bike paths
  • Private beach access through the private Bay Isles Beach Club

Outdoor activities such as golfing, hiking, biking, kayaking, canoeing and many more are also available in close proximity.

Community Information

Address:
1900 Harbourside Dr
Longboat Key, FL 34228
Year Built:
1982 to 1988
Number of Units:
287
Size:
1192 to 2632 square feet
Price Range:
$500,000s to over $1 million
Community Info:
Read More Below

If you like Fairway Bay, three other similar condos on the bayside of the island are Grand Bay, Marina Bay ;and Tangerine Bay.

If you prefer something directly on the beach, take a look at the Promenade, Sea Gate Club, Islands West, Sunset Beach or The Water Club.

Map of Fairway Bay

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