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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 #A4591683

3563 Fair Oaks Lane, LONGBOAT KEY, FL
$1,850,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,544 SQFT
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Welcome To Queens Harbour, A Maintenance-free Community Consisting Of 102 Single Family Homes, Located Behind The Gates Of Longboat Key's Bay Isles. This Taylor Woodrow Custom-built Home Is Spacious And Comfortable. A Bright Open Floorplan With So...

Photo of Listing #A4591815

2425 Gulf Of Mexico Drive 13b, LONGBOAT KEY, FL
$1,749,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,470 SQFT
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Welcome To Sea Gate Club On Beautiful Longboat Key, Perfectly Positioned Near Mid-island, And Close To Shopping At Publix Or Cvs. As You Enter Unit #13b, You're Greeted By Direct And Unobstructed Gulf And Beach Views As Far As The Eye Can See. F...

Photo of Listing #A4591579

4960 Gulf Of Mexico Drive A 205, LONGBOAT KEY, FL
$779,500

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,325 SQFT
  • 1 DOM
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You’ll Enjoy Million-dollar Bay Views In This Updated, Fully Furnished 2-bedroom, 2-bathroom Residence In The Sought-after Community Of Windward Bay On Longboat Key. The Second-floor Location Is Not Only Convenient And Easily Accessible By Stairs ...

Photo of Listing #A4591437

102 Twin Shores Boulevard, LONGBOAT KEY, FL
$435,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 809 SQFT
  • 1 DOM
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One Or More Photo(s) Has Been Virtually Staged. Paradise Found! Rarely Available Renovated 2 Bedroom, 2 Bath Concrete Villa With Bay To Beach Access In Active 55+ Maintenance Free Twin Shores Community. Water Views And Direct Marina Access Right O...

Photo of Listing #A4590107

3060 Grand Bay Boulevard 152, LONGBOAT KEY, FL
$1,495,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 2,250 SQFT
  • 1 DOM
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This Bayfront Biscayne Residence, Nestled Within The Highly Sought-after Grand Bay Community, Offers Breathtaking Views Of The Verdant Harbourside Golf Course, The Serene Waters Of Sarasota Bay And The Gulf Of Mexico. Prepare To Be Enchanted By Th...

Photo of Listing #A4591751

240 Sands Point Road 4102, LONGBOAT KEY, FL
$1,020,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 640 SQFT
  • 1 DOM
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Highly Desirable And Rarely Available First Floor Walkdown Junior Suite With Spectacular Gulf Views In Building 4 Now Available. This Completely Renovated Unit Is Currently In The Hotel Program And Reported Over $130k Gross Income In 2022. With Ov...

Photo of Listing #A4591390

1055 Gulf Of Mexico Drive 301, LONGBOAT KEY, FL
$1,695,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,172 SQFT
  • 2 DOM
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Turnkey Furnished And Expertly Renovated Premium 3rd Floor, 2 Bedroom, 2 Full Bathroom Corner Unit Located Directly On Longboat Key Beach Offering World-class Unobstructed Gulf And Beach Views From Its Desirable Southwest Corner Vantage Point. Lo...

Photo of Listing #A4590821

3710 Gulf Of Mexico Drive E6, LONGBOAT KEY, FL
$324,900

Residential, Manufactured Home - Post 1977
  • 2 Beds
  • 2 Baths
  • 680 SQFT
  • 3 DOM
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Pack Your Bags! This Fabulous, Turnkey, Beach-inspired, Upgraded, 2 Bedroom, 2 Bath, Mobile Home Is Move-in Ready! When You Enter Through The Front Door You Are Welcomed By Up-to-date Furnishings And A Light, Bright, Airy Feel. Some Of The Upgrad...

Photo of Listing #A4589197

747 Marbury Lane, LONGBOAT KEY, FL
$1,795,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,353 SQFT
  • 3 DOM
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Your Fully Furnished Waterfront Retreat Is Waiting For You! Less Than 700 Feet From The Bay And Situated On A Deep-water Canal In Sleepy Lagoon. This Well-maintained Home Shows Pride Of Ownership, And The Open Floor Plan Combines Indoor And Outdoo...

Photo of Listing #A4591330

2600 Harbourside Drive C-13, LONGBOAT KEY, FL
$435,000

Residential, Dock-Rackominium
  • 3 DOM
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72' X 21' Boat Dock ~ The Only Two Level Boat Dock In The Marina. Longboat Key Moorings Is Strategically Located On The Beautiful Exclusive Island Of Longboat Key ~ Just A Few Minutes To St. Armands Circle ~ Downtown Sarasota Or Bradenton Beach. T...

Photo of Listing #A4591227

1922 Harbourside Drive 1101, LONGBOAT KEY, FL
$829,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,375 SQFT
  • 3 DOM
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Discover An Exciting Blend Of Luxury And Elegance In This Meticulously Updated 2-story, 2br/2ba, 1,375+/- Sq. Ft Plus Bonus Area Townhome Nestled Within The Prestigious Fairway Bay Community On Longboat Key. Upon Entry, The Soaring Vaulted Ceiling...

Photo of Listing #A4589152

3453 Winding Oaks Drive 27, LONGBOAT KEY, FL
$1,458,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,608 SQFT
  • 5 DOM
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Location, Location, Location! This Three Bedroom, Three Bath Villa/condo, Located On The Desirable Side Of The Community In Coveted Winding Oaks Can Be Yours. One Of 56 Nantucket Style, Maintenance Free Villas Has Vaulted Ceilings, Plentiful Clo...

Photo of Listing #A4590740 OPEN HOUSE
Dec10th
Sunday1-4PM

2016 Harbourside Drive 312, LONGBOAT KEY, FL
$759,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,192 SQFT
  • 6 DOM
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Enjoy The Comfort And Convenience Of Resort-style Living, Offered Fully Furnished, This Fantastic 2br/2ba Residence Is Located In Fairway Bay On Longboat Key. A Community Of Mid-rise Residences With Green-scapes Of Rolling Berms And Tropical Land...

Photo of Listing #A4591140 OPEN HOUSE
Dec10th
Sunday1-3PM

791 Saint Judes Drive N, LONGBOAT KEY, FL
$2,490,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,508 SQFT
  • 6 DOM
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Welcome To The Epitome Of Coastal Luxury Living On Longboat Key! This Canal Front Sanctuary, With Deeded Beach Access, Is A True Masterpiece That Has Undergone A Complete Transformation By Sandhoff Construction – One Of The Premier Builders On Flo...

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 December 7th, 2023 at 7:05pm EST.