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Longboat Key Homes for Sale

A short distance south of Tampa Bay, in the sparkling waters off Florida's west coast, the island community of Longboat Key offers an amazing variety of properties with bay or beachside access. Enjoy endless opportunities for boating, fishing, golfing, or just relaxing on the pristine beaches in Longboat Key. Here you'll find tropical luxury and comfort, all near the urban center of Sarasota for maximum convenience. Homes for sale in Longboat Key are your ticket to an island paradise.

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Photo of Listing #A4628317

780 Jungle Queen Way, LONGBOAT KEY, FL
$875,000

Build Anew On One Of The Few, Desirable Canal Lots Available On Beautiful Longboat Key. Located Only Five Lots West Of Sarasota Bay For A Boater's Delight, And Just Down The Block To The Gulf With Deeded Beach Access, Your New Home Will Reflect Mo...

Photo of Listing #A4627895

5861 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$22,900,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 10.4k SQFT
  • 2 DOM
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Welcome To 5861 Gulf Of Mexico Drive, A Contemporary Home That Exudes Zen-like Calm In A Tropical Jungle Garden Located On Over An Acre Beachfront Estate On Longboat Key. This Masterpiece Of Tropical Modernism Spans A Stunning 1.1 Acres With 100 ...

Photo of Listing #A4624127

1591 Gulf Of Mexico Drive 313, LONGBOAT KEY, FL
$2,536,850

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 2,154 SQFT
  • 3 DOM
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The Residences At The St. Regis Longboat Key Is The First Branded Residential Community And Ultra-luxe 5-star Resort Hotel On The Gulf Of Mexico. Welcome Home To The Legendary Services Of The St. Regis With The Allure Of A Seaside Getaway On The S...

Photo of Listing #A4624130

1581 Gulf Of Mexico Drive 605, LONGBOAT KEY, FL
$7,876,100

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 4,017 SQFT
  • 3 DOM
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The Residences At The St. Regis Longboat Key Is The First Branded Residential Community And Ultra-luxe 5-star Resort Hotel On The Gulf Of Mexico. Welcome Home To The Legendary Services Of The St. Regis With The Allure Of A Seaside Getaway On The S...

Photo of Listing #A4624576

1581 Gulf Of Mexico Drive 506, LONGBOAT KEY, FL
$4,633,000

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 2,347 SQFT
  • 3 DOM
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The Residences At The St. Regis Longboat Key Is The First Branded Residential Community And Ultra-luxe 5-star Resort Hotel On The Gulf Of Mexico. Welcome Home To The Legendary Services Of The St. Regis With The Allure Of A Seaside Getaway On The S...

Photo of Listing #A4626615

1561 Gulf Of Mexico Drive 402, LONGBOAT KEY, FL
$8,644,500

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 4,992 SQFT
  • 3 DOM
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The Residences At The St. Regis Longboat Key Is The First Branded Residential Community And Ultra-luxe 5-star Resort Hotel On The Gulf Of Mexico. Welcome Home To The Legendary Services Of The St. Regis With The Allure Of A Seaside Getaway On The S...

Photo of Listing #A4627516

3710 Gulf Of Mexico Drive F1, LONGBOAT KEY, FL
$195,000

Residential, Mobile Home - Pre 1976
  • 1 Bed
  • 1 Bath
  • 620 SQFT
  • 3 DOM
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Hurricane Damaged Home In Beautiful Gulfshore Of Longboat Key. This Unit Will Require A Significant Amount Of Restoration To Make It The Beautiful Beach Bungalow That It Once Was. The Owners Have Loved Gulfshore During The Decades That They Have...

Photo of Listing #A4628415

1241 Gulf Of Mexico Drive 303, LONGBOAT KEY, FL
$2,595,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 3,045 SQFT
  • 3 DOM
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Welcome To This Spectacular Three Bedroom 3rd Floor Brighton Floor Plan Located In The South Building Of The Sensational Gulf Front Water Club Complex On South Longboat Key. Your Private Elevator Opens Directly Into The Foyer Which Leads To The Op...

Photo of Listing #A4628303

4825 Gulf Of Mexico Drive 302, LONGBOAT KEY, FL
$1,275,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,393 SQFT
  • 3 DOM
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Nestled Along The Gulf Of Mexico’s Pristine Shores, This Expertly Renovated 2-bedroom, 2-bath Residence Offers An Unparalleled Living Experience With Breathtaking, Unobstructed Views From Every Room. Located On The Third Floor, This Exquisite Cond...

Photo of Listing #A4628295

806 Bayport Way 806, LONGBOAT KEY, FL
$549,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,260 SQFT
  • 3 DOM
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Welcome To Your Serene Retreat In Bayport, Where Elegant Design Meets The Tranquility Of Nature. This Thoughtfully Designed First-floor Corner Condo Stands Resiliently With No History Of Flooding From Storms And Features 2 Spacious Bedrooms And 2 ...

Photo of Listing #A4627997

5910 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$7,150,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,272 SQFT
  • 3 DOM
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Live The Boater’s Dream On Exclusive North Longboat Key. This Spectacular, Newly Built, Coastal Contemporary Waterfront Home Provides Easy Access To The Tranquil Intercoastal Waterway, Sparkling Sarasota Bay And Majestic Gulf Of Mexico. Located On...

Photo of Listing #A4628022

5919 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$12,500,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,596 SQFT
  • 3 DOM
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Experience The Ultimate In Beachfront Living With This Extraordinary 1.6-acre Estate On Longboat Key, Offering A Rare 156 Feet Of Direct Frontage Along The Gulf Of Mexico. Embrace Breathtaking Water Views And Spectacular Sunsets From Every Room An...

Photo of Listing #A4628247

3808 Gulf Of Mexico Drive E307, LONGBOAT KEY, FL
$395,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,007 SQFT
  • 3 DOM
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This Beautifully Renovated 2-bedroom, 2-bathroom Condo At Beach Harbor Club On Longboat Key Offers Partial Gulf And Pool Views In A Bright, Inviting Setting—all At An Affordable Price! Every Room Showcases 2023/2024 Updates Plus Tranquil Views Ove...

Photo of Listing #A4627954

79 Twin Shores Boulevard, LONGBOAT KEY, FL
$139,000

Residential, Mobile Home - Pre 1976
  • 2 Beds
  • 1 Baths
  • 608 SQFT
  • 4 DOM
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Welcome To This Charming 2-bedroom, 1-bath Mobile Home Located In The Desirable Twin Shores Beach & Marina Community. This Property Is Being Offered Far Below Its Taxable Land Value Of $170,000 Due To The Need For A Complete Remodel. While The Hom...

More About Longboat Key Real Estate

Homes for sale in Longboat Key are mostly split between detached single homes and condominiums. These residential options share the island's space with various hotels, parks, and sports clubs.

To the west of Gulf of Mexico Drive, leading up to Longboat Key's western shore, the land is populated by luxury condo developments, most being low-rise buildings with beach access and various resort style amenities. Tucked between these buildings are larger luxury homes, resting on palatial estates.

Longboat Key's eastern shore is home to many mid-sized canal homes. These homes often feature exclusive waterfront access, with private docks for convenient boating into the estuaries beyond. More affordable options are the rows of cozy, stand-alone villas in crisp, efficient designs.

These are the perfect opportunity to break into the market here, either as a holiday rental property, or a starter home of your very own. The gated serenity and top-class amenities also make these communities a paradise all on their own.

Single homes in the area range in styles and time of construction. Common designs include Mediterranean villas and contemporary ranch homes. Interiors display the highest in luxury and comfort, while yards for these properties can be generous indeed, with covered pools and carriage style driveways.

Longboat Key Area Information

Longboat Key is a 10 mile long barrier island off the Gulf Coast of Florida, located between Anna Maria Island and St. Armands. The island itself is bisected by the line between Manatee and Sarasota counties.

Between Longboat Key and the mainland is the expansive Sarasota Bay, and nearby mainland towns include Bradenton and Sarasota.

The length of the island's western side boasts a beautiful white-sand beach, and its eastern shores host various wetlands, mangrove forests, and fields of lush seagrass.

State Road 789 (Gulf of Mexico Drive) runs the length of Longboat Key, connecting to St. Armands in the south via Lido Shores, and to Bradenton Beach in the north via Coquina Beach across Longboat Pass. Both of these points run through convenient shopping and commercial districts before connecting to the mainland, and straight to downtown Sarasota from the southern bridge.

Longboat Key Parks & Attractions

Longboat Key is home to many parks and recreational facilities, not to mention its beautiful setting between the beautiful Sarasota Bay and the Gulf of Mexico.

Parks in the area include trails, picnic areas, and recreational facilities. These are:

  • Bayfront Park
  • Bicentennial Park
  • Joan M Durante Park
  • Quick Point Nature Preserve
  • Overlook Park

In addition, Longboat Key also has two excellent public sporting complexes... The Longboat Key Public Tennis Center has 10 courts, daily events, and friendly staff who are happy to help with new equipment, or developing your swing.

The Key Golf Club includes 45 holes over two world-class courses. The Islandside course has 18 links-style holes, while the Harbourside Course has 9 holes. Both are surrounded by beautiful trees and canals.

Call us today at 941-488-6644

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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 November 11th, 2024 at 9:34am EST.