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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 #A4609984

1055 Gulf Of Mexico Drive 605, LONGBOAT KEY, FL
$1,790,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,503 SQFT
  • 1 DOM
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Elegant Penthouse Living On Longboat Key. Discover The Pinnacle Of Coastal Living In This Beautifully Renovated Penthouse-level Residence. This Home Has Been Meticulously Maintained And Updated, Offering Panoramic Views Of The Gulf Of Mexico Throu...

Photo of Listing #A4611998

6605 Gulfside Road, LONGBOAT KEY, FL
$2,900,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,235 SQFT
  • 2 DOM
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Great Opportunity To Build On A Private Cu-de-sac In Sleepy Lagoon. There Is Private Sandy Beach Access Leading To The Azure Waters Of The Gulf Of Mexico. A New Home At This Location Would Have Outstanding Gulf And Stunning Sunset Views. This Cul-...

Photo of Listing #A4611996 OPEN HOUSE
Jun1st
Saturday1-3PM

3802 Gulf Of Mexico Drive A103, LONGBOAT KEY, FL
$549,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,396 SQFT
  • 2 DOM
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Luxurious First Floor Condo At Beach Harbor Club, Longboat Key! Discover Coastal Living At Its Finest In This Expansive First Floor Condo Located In The Prestigious Beach Harbor Club, Longboat Key. Nestled Between A Private Beach On The Gulf Of...

Photo of Listing #A4610895

1211 Gulf Of Mexico Drive 309, LONGBOAT KEY, FL
$1,599,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,827 SQFT
  • 5 DOM
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Welcome To Your Luxurious Oasis In The Premier Community Of Promenade On Longboat Key. Nestled Along The Pristine Shores Of The Gulf Of Mexico, This Exquisite Condo Offers A Lifestyle Of Unparalleled Elegance And Comfort. Boasting 2 Bedrooms, 2 Ba...

Photo of Listing #A4611405 OPEN HOUSE
May31st
Friday1-3PM

3320 Gulf Of Mexico Drive 302c, LONGBOAT KEY, FL
$545,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,187 SQFT
  • 5 DOM
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Discover The Epitome Of Coastal Living In This 2-bedroom, 2-bathroom Condo Located In The Highly Sought-after Longboat Arms Community On Longboat Key, Florida. With Breathtaking Views Of Both The Gulf And The Bay, This Condo Offers A Serene And Pi...

Photo of Listing #A4610483

2295 Gulf Of Mexico Drive 64s, LONGBOAT KEY, FL
$650,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,235 SQFT
  • 6 DOM
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One Or More Photo(s) Has Been Virtually Staged. Experience The Ideal Blend Of Elegance, Comfort, And Prime Location At The Islander Club On Longboat Key. This Well-maintained 2br/2ba, 1,235 Sq. Ft. Residence Offers Resort-like Luxury And Convenien...

Photo of Listing #A4611557

3341 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$10,500,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,718 SQFT
  • 6 DOM
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Discover A Rare Opportunity To Own A Combined 165 Feet Of Pristine Beach Frontage On Longboat Key. Included With 3341 Gulf Of Mexico Dr Is Tax Id#0003150006- 3351 Gulf Of Mexico Dr - See Mls#a4611662. This Unique Property Is The Perfect Canvas To ...

Photo of Listing #A4611662

3351 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$10,500,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,276 SQFT
  • 6 DOM
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Discover A Rare Opportunity To Own A Combined 165 Feet Of Pristine Beach Frontage On Longboat Key. Included With 3351 Gulf Of Mexico Dr Is Tax Id#0003150005 - 3341 Gulf Of Mexico Dr - See Mls#4611557. This Unique Property Is The Perfect Canvas To ...

Photo of Listing #A4611688

3351 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$10,500,000

Discover A Rare Opportunity To Own A Combined 165 Feet Of Pristine Beach Frontage On Longboat Key. Included With 3351 Gulf Of Mexico Dr Is Tax Id#0003150005 - 3341 Gulf Of Mexico Dr. - Mls#a4611679. This Unique Property Is The Perfect Canvas To Bu...

Photo of Listing #A4611679

3341 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$10,500,000

Discover A Rare Opportunity To Own A Combined 165 Feet Of Pristine Beach Frontage On Longboat Key. Included With 3341 Gulf Of Mexico Dr Is Tax Id#0003150006 - 3351 Gulf Of Mexico Dr. - See Mls#a4611688. This Unique Property Is The Perfect Canvas T...

Photo of Listing #A4611416

3140 Bayou Sound, LONGBOAT KEY, FL
$1,599,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,312 SQFT
  • 6 DOM
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This Description Paints A Vivid Picture Of A Home Nestled In The Tranquil Bay Isles Bayou, Within The Confines Of The Longboat Key Club. The Setting Itself, With Its Oak-lined Streets, Exudes A Sense Of Exclusivity And Charm. Upon Stepping Inside...

Photo of Listing #A4611612

6700 Gulf Of Mexico Drive 139, LONGBOAT KEY, FL
$698,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,305 SQFT
  • 7 DOM
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Welcome Home To This Newly Listed, First Floor (no Steps), Updated, Canal Waterfront View, 2 Bedroom/2 Bath, Turnkey Furnished Condo In Large Dogs Friendly Whitney Beach Bay Side, The Jewel Of The North End Of Longboat Key With Its Old Florida Fee...

Photo of Listing #A4611435

3710 Gulf Of Mexico Drive G-34, LONGBOAT KEY, FL
$325,000

Residential, Manufactured Home - Post 1977
  • 2 Beds
  • 2 Baths
  • 1,056 SQFT
  • 8 DOM
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Fantastic Views Of Sarasota Bay - This Unit Has A Beautiful View Of The Marina And An Expansive Vista Overlooking Sarasota Bay. This Home Faces Eastward And Catches The Sunrises And Sits On A Bright Sunny Lot. It Is Located On A Corner Lot, Step...

5055 Gulf Of Mexico Drive 436, LONGBOAT KEY, FL
$1,089,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 1,632 SQFT
  • 8 DOM
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The Best Beachfront Value On Longboat Key Awaits, Where The Beach, Tennis And Lush Tropical Grounds Converge To Make This Turnkey Furnished, 1,636+/- Sq.-ft., 3br/3ba, Two-story Former Developer's Residence Your Private Beachside Oasis. As You St...

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 30th, 2024 at 3:04am EDT.