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.
Welcome To Turtle Crawl Inn. Quaint And Charming Community Located Mid Key On Longboat Key. Direct Gulf Front Community. Has Everything You’re Looking For For Your Fun, Quaint And Charming Little Longboat Getaway. Lovely One Bedroom One Bath With...
Whether You Choose Resort Style Living Or Just Want To Enjoy Vacationing At The Beach While Earning Income When You Are Not Using Your Condo Then This Is The Place For You! This Unit Is Consistently Booked And 2026 Is Already Filling Up Fast! The ...
Ultra-luxury, Fully Remodeled Gulf-front Residence On Longboat Key. This Sixth-floor, Move-in Ready Condo At Islands West Showcases Imported Italian Cabinetry, Level 5 Drywall, Carrara Marble Flooring, Aqua Quartz Countertops And Steam Shower. All...
The Unobstructed Gulf View Greets You As You Enter This 2nd Floor Unit. The Spacious Living Area Overlooks The Large Screened Lanai Out To The Gulf Of Mexico. All Units At The Westchester Community Have New Impact Resistant Sliders And Windows Tha...
Gorgeous Coastal Renovation, Waterfront Location, Deeded Beach, Pet-friendly And More. Enjoy The Larger D1 Plan, Offering Owner's More Square Footage In This Open Concept Two-bedroom, Two-bath Condominium In Longboat's Pelican Harbour & Beach Club...
Experience Effortless Beachfront Living From This Turnkey-furnished, Direct Gulf-front Retreat At Turtle Crawl Inn On Longboat Key. Positioned On The Ground Floor, Residence T-101 Offers A Rare Walk-out Patio That Places You Just Steps From The Tu...
Experience The Ultimate Resort Lifestyle—where Every Day Feels Like A Vacation. Take A Refreshing Dip In The Pool, Enjoy A Tranquil Walk Along The Bay, Or Bask In The Warm Florida Sun On The White Sandy Beach. This Spacious 2-bedroom, 2-bath Townh...
Calling All Boaters, Investors, Paradise Seekers And People Who Are Looking For Incredible Value. Welcome To This Newly Rebuilt Home With Soft Neutral Colors And Tastefully Selected Appointments. There Is Great Use Of Space With An Open Floor Plan...
It's All About Location. Just A Short Drive From Sarasota, Longboat Key Offers Unrivaled Natural Beauty In A Coastal Retreat. This Home/land Lot Is A 1/3-acre With 100 Feet Of Canal Frontage On The Desired South Side Of Longboat Key, And So Close ...
It's All About Location. Just A Short Drive From Sarasota, Longboat Key Offers Unrivaled Natural Beauty In A Coastal Retreat. This Home/land Lot Is A 1/3-acre With 100 Feet Of Canal Frontage On The Desired South Side Of Longboat Key, And So Close ...
Lives Like A Single Family Home! This 3 Bedroom, 2 1/2 Bath Villa With Over 2,200 Sq.ft And An Attached 2-car Garage Offers All The Privacy And Convenience Of A Private Home And All The Convenience Of A Maintenance Free Community. Located On #2 Ho...
OPEN HOUSEExperience Elevated Coastal Living In This Updated, Elegantly Styled Waterfront Residence In The Coveted Community Of Country Club Shores On South Longboat Key. This Beautifully Maintained Home Has No History Of Flood Or Storm-water Damage And Off...
OPEN HOUSENewly Remodeled • Coastal Luxury Residence Longboat Harbour • Unit 208 | Corner End Unit • Bay & Harbour Views. Welcome To An Exquisite, Newly Remodeled Second-floor Corner Residence In The Highly Sought-after Longboat Harbour Community. Reimagi...
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Absolutely Breathtaking! This Fully Renovated Gulf-front Walk-out Home Offers The Pinnacle Of Luxury Living On The Gulf Of Mexico. Beautifully Done Ground Level Walkout With Stunning Garden And Gulf Views. Welcome To The Serene Community Of The Sh...
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 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 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:
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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Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on December 5th, 2025 at 6:58am EST.
