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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 #A4512235 OPEN HOUSE
Sep18th
Saturday3-5PM

562 Juan Anasco Drive, LONGBOAT KEY, FL
$950,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,571 SQFT
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Here It Is! A Golden Opportunity To Own Your Own Coastal Cottage In The Highly Sought After Sleepy Lagoon Neighborhood Nestled On Longboat Key. This Gorgeous Canal-front Home Has Been Carefully Updated With Beautiful Design Touches While Leaving T...

Photo of Listing #A4512577

535 Sanctuary Drive A503, LONGBOAT KEY, FL
$1,295,000

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 2,375 SQFT
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Fall In Love With A Wonderful Gulf-to-bay Lifestyle At This Beautiful Sanctuary Residence In Sought-after Building Four. Situated On The Fifth Floor, In A Corner Spot, The Nearly 2,400-square-foot Layout Of This Beach-to-bay Getaway Is Offered Fur...

Photo of Listing #A4508224

1930 Harbourside Drive 116, LONGBOAT KEY, FL
$549,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,270 SQFT
  • 1 DOM
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Imagine Living Out Your Waterfront Dreams In This Light And Bright 2 Bedroom, 2 Bath, Ground Floor Residence At Fairway Bay! You’ll Enjoy Your Own Private Path, Via Your Gorgeous Patio, To The Lush Tropical Banyans Along The Bayfront. This Fully F...

Photo of Listing #A4511795

1945 Gulf Of Mexico Drive M2-111, LONGBOAT KEY, FL
$724,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,076 SQFT
  • 2 DOM
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Rarely Available And Freshly Updated Full Gulf View In The Coveted Community Of Seaplace. If You Want To Be In This Beautiful Mid-rise Property, This Is The Only Listing In The M-2 Building And The Only Full Gulf Front Property In All Of Seaplace...

Photo of Listing #A4511712

570 Putting Green Lane, LONGBOAT KEY, FL
$1,200,000

Residential, Single Family Residence
  • 2 Beds
  • 3 Baths
  • 1,829 SQFT
  • 2 DOM
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All Offers Must Be Submitted By 6 Pm On Friday, September 17, 2021. Country Club Shores On Longboat Key With 100 Feet Of Canal Frontage And Direct Access To Sarasota Bay. This Home Has A Dock And Is The 4th Lot From Sarasota Bay. Being Sold In As-...

Photo of Listing #A4511785

370 Gulf Of Mexico Drive 423, LONGBOAT KEY, FL
$1,200,000

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 2,350 SQFT
  • 2 DOM
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Rarely Available Light And Bright Second Floor End Unit With Lovely Views Of The Bay And Tropical Grounds. The Spacious Island Kitchen With Large Pantry Features A Newer Dishwasher, Refrigerator, Built-in Oven & Microwave Next To A Large Breakfast...

Photo of Listing #A4509528

559 Bayview Drive, LONGBOAT KEY, FL
$799,500

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 1,945 SQFT
  • 3 DOM
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Four Bedroom Pool Home In Bayview Estates. Priced To Sell.

Photo of Listing #A4512302

2600 Harbourside Drive L-04, LONGBOAT KEY, FL
$244,500

Residential, Dock-Rackominium
  • 3 DOM
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A 72 Ft. X 26 Ft. Boat Slip At Longboat Key Moorings Marina. This Is A Yacht Club Slip. Enjoy All The Amenities Of The Private Longboat Key Club As A Yacht Club Member. Direct Access To Sarasota Bay And The Icw. The Deep Water Marina Is As Much A ...

Photo of Listing #A4511766

860 Evergreen Way 86, LONGBOAT KEY, FL
$495,000

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 1,440 SQFT
  • 5 DOM
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Longboat Key, Cedars Tennis Club & Resort Townhomes, With An On-site Rental Program, Is Ideal For The Owner That Wants Potential Rental Income While Not Visiting Their Unit. Enjoy The Privacy In This Sought-after Location, Only Attached By One Oth...

Photo of Listing #A4510854

545 General Harris Street, LONGBOAT KEY, FL
$1,950,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,294 SQFT
  • 6 DOM
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Seller Is Accepting Back Up Offers...be The First In Line Before It Is Too Late! For The Discerning Buyer Seeking A Very Private And Serene Waterfront Location On A Saltwater Canal, This Beautifully Updated Home Is The One You've Been Waiting For....

Photo of Listing #A4509680

4700 Gulf Of Mexico Drive 305, LONGBOAT KEY, FL
$699,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,312 SQFT
  • 7 DOM
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Experience Refined Elegance Complemented By Picturesque Views Through Walls Of Glass From This Beautifully Styled, Completely Remodeled 2br Residence In Windward Bay, A Sought-after, Amenity-rich Community In A Prized Mid-longboat Key Location. Fu...

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 September 17th, 2021 at 3:48pm EDT.