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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 #A4652939

3060 Grand Bay Boulevard 182, LONGBOAT KEY, FL
$1,975,000

Residential, Condominium
  • 2 Beds
  • 4 Baths
  • 2,143 SQFT
  • 1 DOM
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Soaring Sarasota Bay And Gulf Of Mexico Views From Every Room Of This 8th Floor Residence At Grand Bay. This 2-bedroom + Den Biscayne Floor Plan Is Located On The Corner Of Building 1 And Provides The Perfect Vantage-point For Unobstructed Views T...

Photo of Listing #A4653045

4234 Gulf Of Mexico Drive G2, LONGBOAT KEY, FL
$975,000

Residential, Condominium
  • 3 Beds
  • 2 Baths
  • 1,636 SQFT
  • 1 DOM
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Waterfront Beauty~ Coastal Condo With Panoramic Bay Views! Experience The Pinnacle Of Island Living In This Turnkey Furnished, Recently Refreshed 3-bedroom, 2-bath Condo In The Highly Desirable Pelican Harbour & Beach Club On Longboat Key. Loca...

Photo of Listing #A4652683

4840 Gulf Of Mexico Drive Villa 15, LONGBOAT KEY, FL
$569,900

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,084 SQFT
  • 2 DOM
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Location! Location! Location! Looking For A Beach/bay Getaway Villa? This Cozy End Unit Beach/bay 2-bedroom/2-bath Sunny Villa Boasts 1084 Square Feet Of Longboat Key Florida Fun! Single Story Living With A Convenient Covered Carport Only A Few St...

Photo of Listing #A4651954

2944 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$1,950,000

Premium Lot Opportunity On Longboat Key! An Exceptional Opportunity To Own A Premium Parcel Along The Prestigious Gulf Of Mexico Drive On Longboat Key. If Built To Three Stories, The Property Offers The Potential For Incredible, Unobstructed Vi...

Photo of Listing #A4652491

4621 Gulf Of Mexico Drive 2f, LONGBOAT KEY, FL
$699,000

Residential, Condo - Hotel
  • 2 Beds
  • 2 Baths
  • 756 SQFT
  • 2 DOM
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Imagine A Clean Slate, An Unrenovated Unit Waiting For Your Imagination To Take Hold. Damages Occurred During The Recent Storms And Now The Remediation Has Been Completed. The Pictures Are Before And After, So Buyers Can Get An Idea Of How It Loo...

Photo of Listing #A4652527

3320 Gulf Of Mexico Drive 208c, LONGBOAT KEY, FL
$765,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,154 SQFT
  • 3 DOM
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Welcome To Your Completely Renovated Retreat, Ready For You To Enjoy The Coveted Longboat Key Lifestyle. This Bright And Airy Corner Condo Features Stunning Water Views Of Crane's Bayou, Buttonwood Harbor, And Sarasota Bay, All While Flooding The ...

Photo of Listing #A4652365

580 Russell Street, LONGBOAT KEY, FL
$1,700,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 2,716 SQFT
  • 3 DOM
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Discover This Beautifully Renovated 5 Bedroom, 4 Bathroom Home Located In The Desirable Longbeach Village Community At The North End Of Longboat Key. This Spacious Two-story Residence Seamlessly Blends Classic Charm With Modern Upgrades, Offering ...

Photo of Listing #A4652969

603 Cedars Court, LONGBOAT KEY, FL
$525,000

Residential, Townhouse
  • 2 Beds
  • 2 Baths
  • 1,332 SQFT
  • 3 DOM
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Wonderful Opportunity Is Now Yours! Welcome To 603 Cedars Ct, A Lovely And Very Well Kept Townhome In The Vibrant Fitness And Tennis Community Of Cedars East, Ideally Located Between Sarasota Bay And The Gulf Of Mexico On Picturesque Longboat Key...

Photo of Listing #A4652455

4420 Exeter Drive L104, LONGBOAT KEY, FL
$385,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 837 SQFT
  • 4 DOM
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Spectacular Water Views Of Open Sarasota Bay From The Front Door Of This Fully Furnished/turnkey, One Bedroom, One Bath Walk Out Home On The First Floor. The Water View Is Amazing And Must Be Seen To Be Appreciated. Enjoy Reading Or Just Relaxin...

Photo of Listing #TB8386287

614 Norton Street, LONGBOAT KEY, FL
$2,995,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 4,676 SQFT
  • 4 DOM
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Discover The Perfect Blend Of Luxury, Creativity, And Coastal Living In This Expansive Longboat Key Residence. Situated On A Deep Water Canal With A Private Dock, This Solid Block Construction Home Offers Direct Access To The Gulf And Is Ideal For...

Photo of Listing #A4652529

2600 Harbourside Drive O-11, LONGBOAT KEY, FL
$275,000

Residential, Dock-Rackominium
  • 5 DOM
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Oh So Nice! A 45 Ft. X 22.5 Ft. Boat Slip On The North Side Of O-dock Pier At Longboat Key Moorings Marina. This Slip Requires Club Membership. Unique Set Up Inside The T-dock. Lots Of Space, And Privacy. Direct Access To Sarasota Bay And The Icw....

Photo of Listing #A4651805

5924 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$949,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,359 SQFT
  • 5 DOM
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Sought After Mid-key Cottage Home With Deeded Beach Access On The Barrier Island Of Longboat Key.  Entering The Home, You Are Greeted By Terrazzo Floors, Wood Beam Ceilings And A Tile Accented Gas Fireplace In The Large Living Room.  An Additional...

Photo of Listing #A4652254

5920 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$2,049,000

Residential, Single Family Residence
  • 2 Beds
  • 3 Baths
  • 2,823 SQFT
  • 5 DOM
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Deeded Beach Access And Deep Water Canal At This Beautifully Renovated Mid-key Beach House On The Barrier Island Of Longboat Key.  You Can Enjoy A 3-minute Walk To The Beach Using Your Private Beach Access Or Step Outside And Enjoy The Canal On Yo...

Photo of Listing #A4651947

435 L Ambiance Drive K506, LONGBOAT KEY, FL
$3,299,000

Residential, Condominium
  • 2 Beds
  • 4 Baths
  • 2,820 SQFT
  • 6 DOM
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One Or More Photo(s) Has Been Virtually Staged. Sweeping Gulf, Bay, And Spectacular City Skyline Views Set The Stage For This Elegant Fifth-floor Retreat At L’ambiance, One Of Longboat Key’s Most Esteemed Beachfront Communities. Poised Along The P...

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 May 19th, 2025 at 7:49am EDT.