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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 #A4497374

2525 Gulf Of Mexico Drive 3c, LONGBOAT KEY, FL
$1,139,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,468 SQFT
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One Or More Photo(s) Has Been Virtually Staged. Elegance, Luxury And Style Combine With Upgrades, Refined Touches And Breathtaking Beach And Gulf Of Mexico Views To Create This Fully Updated And Beautifully Appointed Residence In Islands West On L...

Photo of Listing #T3299420

1945 Gulf Of Mexico Drive M2-201, LONGBOAT KEY, FL
$599,900

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,265 SQFT
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Welcome Home To One Of The Most Sought After Condominium Complexes On Longboat Key. This Condo Has Been Nicely Updated Throughout. Relax On The Screened Porch And Enjoy The Garden Views Of This 2 Bedroom, 2 Bathroom 1265 Sq. Ft. Condominium Reside...

Photo of Listing #A4497180

655 Longboat Club Road 14a, LONGBOAT KEY, FL
$3,600,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 3,564 SQFT
  • 1 DOM
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Spectacular Gulf Front Location! Three Bedroom, Three Bath Direct Beach Corner Residence With Southern Exposure With Vistas To The Beach, Azure Gulf Waters And Sunsets Plus Views Of The Longboat Key Club Golf Course, Sarasota Bay And Downtown Sara...

Photo of Listing #A4497196

2425 Gulf Of Mexico Drive 6d, LONGBOAT KEY, FL
$1,495,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,470 SQFT
  • 1 DOM
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Sea Gate Is A Fabulous Condo Directly In On The Beach With Many Amenities.

Photo of Listing #A4495591

370 Gulf Of Mexico Drive 413, LONGBOAT KEY, FL
$1,095,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,490 SQFT
  • 1 DOM
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Revel In The Carefree, Convenient And Comfortable Lifestyle Of Resort Living In This Beautifully Styled And Maintained Residence With A 2-car Garage In Tangerine Bay Club, An Amenity-rich Bayfront Community On Esteemed South Longboat Key. A Large...

Photo of Listing #A4497080

4311 Gulf Of Mexico Drive 504, LONGBOAT KEY, FL
$765,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,239 SQFT
  • 1 DOM
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Smack Dab On The Beach With Amazing Direct Gulf And Sarasota Bay Views From Every Room. Sweeping Full Beach And Gulf Of Mexico Panoramas And Views On Three Sides From This Lovely Two-bedroom Two-bath Fifth-floor Condo On The Corner In Beachfront ...

Photo of Listing #A4497391

7065 Gulf Of Mexico Drive 13, LONGBOAT KEY, FL
$779,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,170 SQFT
  • 2 DOM
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Upon Entering This First Floor Beautifully Maintained Residence You Are Captivated By Pristine Views Of The Gulf Of Mexico’s Turquoise Waters. Enjoy Beach Breezes From The Great Room Or On The Screened Lanai Where Spectacular Sunsets Beckon. This ...

Photo of Listing #A4496691

729 Fox Street, LONGBOAT KEY, FL
$895,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 1,750 SQFT
  • 2 DOM
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Live In Paradise A Few Blocks From Famous Beaches And Also The Bay Too. This Beautiful Key West Style Pool Home Has It All, Tropical Lot, Large Pool And Spa, Large Deck And Back Yard Area To Enjoy The Cool Breezes Off The Gulf. Downstairs You Ha...

Photo of Listing #A4496896

1281 Gulf Of Mexico Drive 204, LONGBOAT KEY, FL
$1,795,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 3,054 SQFT
  • 3 DOM
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Water Club Is One Of The Most Desirable Beachfront Communities On Longboat Key. This Gated Luxury Complex Is Located In The Southern End Of The Key With Easy Access To St. Armand’s Circle And Downtown Sarasota, The City Of Arts And Culture. Th...

Photo of Listing #A4496660

561 Halyard Lane, LONGBOAT KEY, FL
$1,670,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,997 SQFT
  • 4 DOM
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The Home Has Been Tastefully Updated By Each Of The Last Two Owners And Most Recently Has Been A High-end Rental Property Since The Current Owner Built A New Home Nearby. It Is Being Sold Completely Furnished And In Addition To Canal Frontage, The...

Photo of Listing #A4496757

2525 Gulf Of Mexico Drive 6e, LONGBOAT KEY, FL
$1,150,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,491 SQFT
  • 4 DOM
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Islands West #6e Is A Must-see. 1. The Views — Panoramic, Direct Water Views Of The Gulf Of Mexico With Phenomenal Sunsets And Ocean Breeze. Looking Out Over The Community Pool With No Obstructions To The North To Block Your View. 2. Residence...

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 April 14th, 2021 at 7:35pm EDT.