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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 #T3449781

3330 Gulf Of Mexico Drive 106-d, LONGBOAT KEY, FL
$749,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,106 SQFT
  • 2 DOM
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Stunning 1st Floor Condo Located On Longboat Key With The Breath Taking Views Of Bay. Walk Out The New Sliding Glass Back Doors To A 8’x30’ Paver Patio And You’re Instantly Surrounded By Spacious Green Space And Water With Plenty Shade For Enjoyin...

Photo of Listing #A4572169

3740 Gulf Of Mexico Drive 116, LONGBOAT KEY, FL
$479,900

Residential, Villa
  • 1 Bed
  • 1 Bath
  • 861 SQFT
  • 2 DOM
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Bay To Beach! Don’t Miss This Rare Opportunity. End Unit With Direct Bayfront And Marina Views! Completely Renovated 1/1 (861 Sq Ft) With Deeded Beach Access Only Steps Away! Located In Maintenance Free, Active 55+ Twin Shores Community. This...

Photo of Listing #A4571454

4651 Gulf Of Mexico Drive 102, LONGBOAT KEY, FL
$7,200,000

Residential, Condominium
  • 4 Beds
  • 6 Baths
  • 4,007 SQFT
  • 4 DOM
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This Exquisite Residence At Sage Lbk Is A Rare Opportunity To Own Never-occupied New Construction With Luxurious Amenities In A Coveted Gulf Front Location. One Of Only 16 Residences In The Just-finished Sage Lbk, #102 Has The Most Desirable Orien...

Photo of Listing #A4571482

600 Sutton Place 201, LONGBOAT KEY, FL
$468,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 836 SQFT
  • 5 DOM
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Don’t Deprive Yourself Of Owning A Turnkey Furnished, Waterfront Pied-a-terre In A Beach To Bay Community. Sutton Place Is A Rare, Pet-friendly Longboat Key Community That Has A Marina, Kayak Storage & Launch Plus A Private Beach With Pavilion, Pi...

Photo of Listing #A4572087

4725 Gulf Of Mexico Drive 220, LONGBOAT KEY, FL
$1,100,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,071 SQFT
  • 5 DOM
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This Expertly Updated Coastal Conemporary Sand Cay Condominium Offers Owners A Relaxing Vacation Paradise Along With Attractive Income.

Photo of Listing #A4570108

2525 Gulf Of Mexico Drive 13e, LONGBOAT KEY, FL
$1,450,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,491 SQFT
  • 6 DOM
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Breathtaking Views And Spectacular Sunsets Are The Main Attractions At This Direct Beachfront Condominium On Longboat Key. Tucked Away On Lushly Landscaped Grounds, Islands West Is Perfectly Located On The Gulf Of Mexico, Across From Shoppes Of Ba...

Photo of Listing #A4571927

1211 Gulf Of Mexico Drive 910, LONGBOAT KEY, FL
$7,290,000

Residential, Condominium
  • 5 Beds
  • 6 Baths
  • 4,667 SQFT
  • 6 DOM
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" Promenade Penthouse Condominium, Longboat Key 2 Stories 5 Bedrooms Plus Office, 5 ½ Bath Direct Gulf Front, End Unit With Elevator, Almost Completely Renovated And Never Occupied Unit. The Residence Is Approximately 5,092 Sf With Miles Of Fabu...

Photo of Listing #A4568057

4401 Gulf Of Mexico Drive 404, LONGBOAT KEY, FL
$1,195,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,314 SQFT
  • 6 DOM
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Real Estate Is All About Location And What An Awesome Location This 2 Bedroom/2 Bathroom Gulf Front Property Has! Enjoy Beautiful Nightly Sunset Views Of The Gulf Of Mexico On Your Private Balcony Or By Relaxing In Your Livingroom. You Also Have W...

2045 Gulf Of Mexico Drive M1-502, LONGBOAT KEY, FL
$549,000

Residential, Condominium
  • 2 Beds
  • 1 Baths
  • 928 SQFT
  • 8 DOM
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Looking For A Vacation Get-away, Second Home, Investment Property, Or Your Permanent Residence? This Is Might Be The One! This Wonderful Value 2 Bedroom 1 Bathroom Resident Located In Gulf Front M1 Building At Seaplace! Newer Ac 2020 & Hot Water H...

1055 Gulf Of Mexico Drive 205, LONGBOAT KEY, FL
$1,795,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,503 SQFT
  • 9 DOM
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The Search Is Over! This Expertly Renovated Waterfront 2 Bedroom Checks All Of The Boxes. The Azure Gulf Water Is Seen From Almost Every Room And Provides The Perfect Backdrop For Entertaining Or Simply Relaxing On The Terrace With A Book Enjoying...

520 Bayport Way 520, LONGBOAT KEY, FL
$895,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,600 SQFT
  • 10 DOM
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Welcome To Bayport Beach & Tennis Club, A Beautiful Coastal Community Located On Longboat Key With An Award-winning Design By Tim Seibert, One Of The Founding Architects Of The World-famous Sarasota School Of Architecture. Rarely Available Is This...

435 L Ambiance Drive J603, LONGBOAT KEY, FL
$3,950,000

Residential, Condominium
  • 2 Beds
  • 4 Baths
  • 2,820 SQFT
  • 10 DOM
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As Soon As You Step Into This Exquisite, Custom-designed Residence At The Sought-after L’ambiance On Longboat Key, You'll Be Captivated By Its Stunning And Unobstructed Gulf-to-bay Views. This Fully Furnished Getaway Invites You To Move In And Imm...

4765 Gulf Of Mexico Drive A103, LONGBOAT KEY, FL
$6,800,000

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 3,640 SQFT
  • 11 DOM
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Welcome To One Of Only Two Walk Down Residences At Infinity Longboat Key, Designed By The Well Known Dsdg Architectual Firm. This Luxury Residence Is Steps From The Beach And One Of The Very Best Opportunities In Condominium Living. Infinity Longb...

4765 Gulf Of Mexico Drive C301, LONGBOAT KEY, FL
$6,125,000

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 3,640 SQFT
  • 11 DOM
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Imagine Waking Up Every Day To Sweeping Turquoise Water Views And Ending Your Evening With Never-ending Spectacular Sunsets. Now Is Your Opportunity To Own A Luxurious Direct Beachfront Condominium At Infinity On Longboat Key. Infinity Is An Upsca...

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 June 4th, 2023 at 10:34am EDT.