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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 #A4488421

3530 Mistletoe Lane, LONGBOAT KEY, FL
$1,498,750

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,102 SQFT
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This Direct Bay Front Attached Two-story Condominium With Over 3,100 Square Feet Of Living Area Has Four Bedrooms, Plus A Den And A Sitting (bonus) Room, Three Full Bathrooms And A Powder Room. There Is No Pool, But There Is Ample Room For A Pool ...

Photo of Listing #A4489655

3451 Winding Oaks Drive 26, LONGBOAT KEY, FL
$850,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,555 SQFT
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Boasting A Bright And Airy Atmosphere Overlooking A Serene Waterfront Setting, This Home Is A Florida-lover’s Dream For Comfortable Style With Resort Amenities. Located In The Desirable Winding Oaks Community, The Tropical Surroundings Ease You In...

Photo of Listing #A4488899

1930 Harbourside Drive 136, LONGBOAT KEY, FL
$489,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,338 SQFT
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Exciting Easterly Views Spanning Sarasota Bay Serves As The Backdrop And Peaceful Sanctuary Setting For This Beautifully Adorned And Meticulously Kept Residence In Fairway Bay. Experience The Style And Elegance Upon Arrival At The Foyer Entryway, ...

Photo of Listing #A4489168

2819 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$3,500,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,173 SQFT
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Gulf Front Beach Cottage... Rare Opportunity To Own White Sand Of Southern Longboat Key. Lovingly Restored One-of-a-kind 1950s Beach Cottage With 2019 Roof* Modern Conveniences Include Bamboo Flooring, Stainless Appliances, Granite Countertops, An...

Photo of Listing #A4489344

1125 Gulf Of Mexico Drive 401, LONGBOAT KEY, FL
$735,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,172 SQFT
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Stunning, Direct Gulf Views Of Sparkling Turquoise Waters Are The Highlight As Soon As You Enter This Updated Two-bedroom Residence At Beachplace. Its Corner Location Offers The Best Vantage Point To Enjoy Beach Breezes And Endless Sunset Vistas T...

Photo of Listing #A4489697

2600 Harbourside Drive L-10, LONGBOAT KEY, FL
$250,000

Residential, Dock-Rackominium
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A 82 Ft. X 26 Ft. Boat Slip At Longboat Key Moorings Marina. Direct Access To Sarasota Bay And The Icw. The Deep Water Marina Is As Much A Luxury Resort As Any Other Neighborhood On The Island, Thanks To Individual Slip Ownership, A Mediterranean-...

Photo of Listing #A4489727

2600 Harbourside Drive Q-3, LONGBOAT KEY, FL
$125,000

Residential, Dock-Rackominium
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50 X 21 Ft. Boat Slip With Exceptional Views Of Sarasota Bay, At Longboat Key Moorings Marina. Direct Access To Sarasota Bay And The Icw With Exceptional Views Of Sarasota Bay. The Deep Water Marina Is As Much A Luxury Resort As Any Other Neighbor...

Photo of Listing #T3286989

501 De Narvaez Drive, LONGBOAT KEY, FL
$609,900

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,704 SQFT
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Auction Property. Home Is Located Walking Distance To The Beach, Water View Is Also Available In The Back Of The Property. Screened In Pool, With A Covered Sitting Area Outside Pool Side. Home Has An Open Living Room Space Which Leads To The Sli...

Photo of Listing #A4489284

1445 Gulf Of Mexico Drive 203, LONGBOAT KEY, FL
$620,000

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 1,721 SQFT
  • 1 DOM
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Perfect Gulf-front Getaway At The Players Club On Longboat Key. This Second Floor Unit Provides Views Of The Gulf Of Mexico And Is Just Steps Away From The Beach. As You Enter The Unit Your Eyes Are Drawn Across The Length Of The Great Room To The...

Photo of Listing #A4489169

600 Saint Judes Drive, LONGBOAT KEY, FL
$650,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,404 SQFT
  • 1 DOM
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Deeded Beach Access And French Doors Opening To A 40-foot Rear Deck Adjacent To Durante Park Give The Owners Complete Privacy Yet Easy Access To The Beach, Shaded Park Walks, Kayak Launches, Restaurants And More. This Unique 2-bedroom, 2-bath Sing...

Photo of Listing #A4489583

682 Spanish Drive S 105, LONGBOAT KEY, FL
$389,900

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,419 SQFT
  • 1 DOM
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Enjoy All That Longboat Key Has To Offer In This Thoughtfully Updated Villa In Spanish Main Yacht Club, An Active 55+ Waterfront Community. Light, Bright, And Move-in Ready. Updates Include New Vinyl Flooring Throughout Living Areas, Quartz Kitche...

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.

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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 January 28th, 2021 at 12:27am EST.