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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 #A4440615

845 Longboat Club Rd, Longboat Key, FL
$19,750,000

Residential, Single Family Home
  • 6 Beds
  • 8 Baths
  • 19.3k SQFT
  • 270 DOM
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A Stunning Ode To The Majesty Of Renaissance Venice, Serenissima “the Most Serene” Is One Of The Finest Homes Ever Built In Florida. Incomparable In Architecture, Irreplaceable In Artistic Beauty And Situated On The Southern End Of The Coveted Lon...

Photo of Listing #A4451632

4651 Gulf Of Mexico Dr, Longboat Key, FL
$15,900,000

Residential, Condo
  • 23 Beds
  • 20 Baths
  • 23.6k SQFT
  • 85 DOM
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Investor/developer Alert 3.06 Acres With Approximately 250 Feet On The Gulf Of Mexico, On Longboat Key. Development Opportunity With New Survey And All Due Diligence Completed. Package Available For Luxury Condominium Or Boutique Hotel On The Beac...

825 Longboat Club Rd, Longboat Key, FL
$12,850,000

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 12.6k SQFT
  • 129 DOM
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The Majestically Sited Villa Del Sogno Beachfront Residence Stands Securely Behind The Gates Of The Longboat Key Club In A Separately Gated Enclave Of Eight Privately Gated Beachfront Estates. The Property Centers Attention On The Gulf Of Mexico W...

6685 Gulf Of Mexico Dr, Longboat Key, FL
$12,500,000

Residential, Single Family Home
  • 6 Beds
  • 8 Baths
  • 12.8k SQFT
  • 904 DOM
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Celebrate Gracious Florida Living In This 12,000-square-foot Beachfront Estate. Nestled On Nearly 200 Feet Of Pristine Sandy Beach On Longboat Key, This Exquisite Masterpiece Offers Stunning Views Of The Gulf Of Mexico. No Detail Has Been Overlook...

Photo of Listing #A4418090

5965 Gulf Of Mexico Dr, Longboat Key, FL
$11,990,000

Residential, Single Family Home
  • 7 Beds
  • 7 Baths
  • 10.1k SQFT
  • 518 DOM
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Villa Sena - Sarasota's Premier Direct Beach Front Private Estate With 150 Feet Of Pristine Sugar Sand On The Gulf Of Mexico. Completed In 2007 And Meeting Current Hurricane Codes. Over 10,000 Square Feet Of Elegant Neoclassical Living Space, Feat...

5005 Gulf Of Mexico Dr #3, Longboat Key, FL
$8,900,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 4,808 SQFT
  • 61 DOM
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Under Construction. Bonaire Is An Exclusive Gated Gulf Front Community Of Just 9 Homes On 3.5 Acres. Featuring New West Indies Style Homes Designed By Brian Phipps Home Design, Bonaire Exudes Casual Elegance And Privacy. This Longboat Key Residenc...

6301 Gulf Of Mexico Dr, Longboat Key, FL
$8,895,000

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 7,813 SQFT
  • 39 DOM
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Magnificent Gulf-front Estate! A True Masterpiece! Imagine Arriving Home Through Your Private Iron Gates, Meander Up The Paver Drive, Surrounded By Tropical Paradise Rivaled By No Other & Before You Is Your Majestic Furnished Gulf Front Home! The ...

15 Lighthouse Point Dr, Longboat Key, FL
$8,250,000

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 9,157 SQFT
  • 46 DOM
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Behind The Gates Of The Longboat Key Club In The Esteemed, Private Lighthouse Point Neighborhood Sits The White House, A Once-in-a-lifetime Opportunity At The Tip Of One Of The Region’s Most Illustrious Point Properties. Magnificent In Scale And U...

5005 Gulf Of Mexico Dr #2, Longboat Key, FL
$8,100,000

Residential, Single Family Home
  • 6 Beds
  • 8 Baths
  • 5,763 SQFT
  • 392 DOM
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Under Construction. Ultimate Beachfront Luxury- Newly Constructed Property With Six Bedrooms, Six Bathrooms And Expansive Living Areas Which Showcase The Beautiful Views Of The Gulf Of Mexico. Custom Finishes Abound In This Home Including: Custo...

Photo of Listing #A4445990

3475 Gulf Of Mexico Dr, Longboat Key, FL
$7,495,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 7,608 SQFT
  • 205 DOM
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This Estate Is A Creative Masterpiece Located On 151 Feet Directly On The Beach And Overlooking The Waters Of The Gulf Of Mexico. Upon Entering The Home, You Are Immediately Mesmerized By The Beach And Water Views Seen Through The Walls Of Glass. ...

6877 Gulf Of Mexico Dr, Longboat Key, FL
$4,995,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,820 SQFT
  • 43 DOM
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Magnificent Gulf Front Private Estate On Longboat Key, With A Private Walk To Gorgeous Sandy Beach And Azure Gulf Waters. This Home Has Dramatic Gulf And Beach Views And Custom Features Include Wood Floors Throughout, Custom Cherry Cabinetry, Chef...

1580 Harbor Cay Ln, Longboat Key, FL
$4,900,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 6,349 SQFT
  • 38 DOM
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Exceptional Contemporary Bayfront Estate In The Esteemed Harbor Section Of Bay Isles. Exquisitely Renovated 1980s Home With 2nd Floor Addition Designed By Renowned Modern Architect, Jonathan Parks, Completed In 2016. Enjoy Stunning Full Bay Views ...

Photo of Listing #A4454912

5005 Gulf Of Mexico Dr #9, Longboat Key, FL
$4,585,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,922 SQFT
  • 395 DOM
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Special Limited Time Offering By Developer To Escape To Beautiful Long Boat Key. Owner Financing Available Up To 60% With 0% Financing For 6 Months, And Up To 10% Off List Price With Immediate Occupancy Available. Masterfully Combining Quality, C...

6525 Gulf Of Mexico Dr, Longboat Key, FL
$4,495,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 5,740 SQFT
  • 50 DOM
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Huge Gulf Water Views Abound! Completed In 2020,this Spectacular Home Is A Combination Of Quality And Comfort,with All The Features You Would Expect From A Luxury Custom Home.this Coastal Style Home Sits On An Over-sized Lot,has A Privacy Gate And...

Photo of Listing #A4452411

6529 Gulfside Rd, Longboat Key, FL
$4,194,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,524 SQFT
  • 129 DOM
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Question -tired Of The Beach & Sunsets? Answer- Never! Then Paradise Found With 100 Feet Of Gulf Front, This 6,660 Sq Ft Beach Home Is Located On Desirable Gulfside Road On North Longboat Key With Three Stories Of Concrete Construction - The Poss...

530 Harbor Gate Way, Longboat Key, FL
$3,900,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 5,011 SQFT
  • 331 DOM
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Contemporary And Extraordinary Custom Home In Bay Isles On Longboat Key. Ideally Situated On A Large Lot With Protected Deep Boating Water Encompassing 200' Of Captivating Views. Tucked Privately Behind The Gates Of Bay Isles. A Truly Notable Lux...

4965 Gulf Of Mexico Dr #202, Longboat Key, FL
$3,875,000

Residential, Condo
  • 3 Beds
  • 4 Baths
  • 3,344 SQFT
  • 173 DOM
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Spectacular Walkout To The Beautiful Beach And Azure Gulf Of Mexico From This First Floor Beachfront Condo That Features A Private Pool And Spa. Positano, A 10 Acre Oasis With Only 29 Residences, Has A Full Time Security And A Gated Entrance. This...

5372 Sandhamn Pl, Longboat Key, FL
$3,850,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 5,484 SQFT
  • 61 DOM
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Splendor On The Bay! Be Among The Privileged Few That Call Sandhamn Place Their Home On Longboat Key. As You Enter Through The Gated Entrance, The Private Canopied Road Winds Through This Sanctuary Of Nine Custom Designed Waterfront Homes, All Enj...

4101 Gulf Of Mexico Dr, Longboat Key, FL
$3,795,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,918 SQFT
  • 43 DOM
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Relish The Luxury Of Beachfront Living! This Is A Rare Opportunity To Begin Your Dream Home Directly On The Shores Of The Gulf Of Mexico. Powdery White Sands And Turquoise Waves Just Steps Away, With Breathtaking Sunsets As The Ideal Backdrop. Del...

Photo of Listing #A4448679

2923 Gulf Of Mexico Dr, Longboat Key, FL
$3,650,000

Residential, Single Family Home
  • 2 Beds
  • 1 Baths
  • 1,325 SQFT
  • 118 DOM
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Cas’ à Mer Is A Lovely “old Floridian” Style Cottage On Longboat Key. This Is A Wonderful Opportunity To Own 150 Feet Directly On The Beach And The Gulf Of Mexico In A Premium Location That Marries The Best Of Convenience To The Local Amenities Of...

6609 Gulf Of Mexico Dr, Longboat Key, FL
$3,395,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 4,132 SQFT
  • 157 DOM
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This Incredible Four Bedroom Home Has Been Gutted To The Studs.remodeling Was Completed In December Of 2016 (see Attachment For A Complete List Of Upgrades). Entering The New Front Entrance Gives You An Immediate Sense Of Relaxation. The New Gorg...

Photo of Listing #A4445142

3040 Grand Bay Blvd #ph2102, Longboat Key, FL
$3,299,000

Residential, Condo
  • 3 Beds
  • 6 Baths
  • 4,413 SQFT
  • 416 DOM
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One Of A Kind, Rarely Available Penthouse In One Of The Most Desirable Communities In Longboat Key; Welcome To Grand Bay! This Penthouse Condominium Features Panoramic Views Of Sarasota Bay & The Gulf Of Mexico. Enjoy Over 5,000 Square Feet Of Pri...

Photo of Listing #A4454908

545 Kingfisher Ln, Longboat Key, FL
$3,100,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,646 SQFT
  • 96 DOM
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New Construction– Custom Longboat Key Waterfront Home. Live The Longboat Lifestyle To The Fullest In This Custom Built Modern Canal Front Longboat Key Home. 4,646sf Of Interior Living Space With 4 En-suite Beds/baths And Outdoor Areas Accented B...

Photo of Listing #A4449066

581 Kingfisher Ln, Longboat Key, FL
$2,999,999

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,783 SQFT
  • 152 DOM
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New Construction - Longboat Mid-key Deep Water Canal Home. Architected By Beacon Home Design And Built By Ross Built Construction, 581 Kingfisher Lane Is Unmatched In Quality, Style, And Efficiency. Hygge Home Was Designed To Maximize Longboat Key...

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 April 4th, 2020 at 6:00pm EDT.