Longboat Key, Florida is an 11 mile long barrier island is located to the west of Sarasota. The island is divided between two counties with the southern portion in Sarasota County and the northern portion in Manatee County. The tropical paradise is surrounded by water - the Gulf of Mexico to the west and Sarasota Bay to the east. World famous St Armands Circle is only a short drive away. Residents enjoy a relaxed and secluded atmosphere.
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Longboat Key Condos | Longboat Key Homes
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… Read More| Total Listings: | 339 |
| Average Price: | $2,246,356 |
| Highest Price: | $24,500,000 |
| Lowest Price: | $150,000 |
| Average Size: | 2,146 ft² |
| Average Price Per Square Foot: | $915 per ft² |
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Welcome To Your Private, Gated Estate On Longboat Key, Where Coastal Luxury Meets Effortless Sophistication. Boasting Over 730 Feet Of Water Frontage, This Stunning Property Offers Panoramic Views Of Whitney Bayou And Harris Canal And Provides The...
Regent’s Court: The Pinnacle Of Luxury On Florida’s West Coast Regents Court: Where Legend Meets Luxury Beyond The Gates Of The Longboat Key Club Lies An Estate That Doesn’t Just Live — It Performs. A Dramatic Masterpiece Perched On Florida’s ...
Where The Sky Opens Wide Above The Gulf And The Shoreline Runs Uninterrupted, This Extraordinary 12,000+ Sq. Ft. Estate Stands With A Presence That Defies Comparison. Set On Nearly 200 Feet Of Pristine Beachfront, The Residence Is Elevated On Pili...
Under Construction. You're In For Something Special With This New Beachfront Construction Set To Be Completed By December, 2025. Located On Over A Quarter Acre On Longboat Key, This Contemporary Luxury Home Is Directly On The Beach With Stunning G...
Experience Unparalleled Luxury With Breathtaking Views Of The Gulf Of Mexico In The Armand Building. This Exceptional Residence Features An Open-concept Floorplan Designed For Entertaining, Complete With Floor-to-ceiling Glass Doors That Lead To A...
A Gulf-front Masterpiece On Longboat Key! This Stunning Gulf-front Estate Is Perfectly Placed On Nearly An Acre Of Pristine Gulf-front Property Along The Shoreline On Longboat Key. With Direct Gulf Frontage, This Architectural Masterpiece Offers M...
This Stunning Bayfront Estate Delivers Over 680 Feet Of Pristine Bayfront Waterfront On Nearly An Acre And A Half Of Prime Point Property. True Longboat Key Gold. Special Features Of This Home Include Five Bedrooms, Five Full Bathrooms, Hardwood F...
Rare Opportunity, Two Fully Furnished Twin Residences (two Units Being Sold As One 4473+4477 Gulf Of Mexico Drive ). Directly On The Pristine Shores Of Longboat Key! Combined 8 Bedrooms, 8 Bathrooms. Spanning Nearly 6,000 Sq. Ft., On .58 Gulf-fron...
Experience The Ultimate In Beachfront Living With This Extraordinary 1.6-acre Estate On Longboat Key, Offering A Rare 156 Feet Of Direct Frontage Along The Gulf Of Mexico. Embrace Breathtaking Water Views And Spectacular Sunsets From Every Room An...
100' Of Direct Beach And Gulf Frontage..... Welcome To Paradise! Experience The Ultimate In Longboat Key And Gulf-front Luxury With This Spectacular Nearly 6,000 Sq. Ft. Beachfront Estate On Longboat Key. Perfectly Positioned On A Pristine Stretch...
Gulf Front Masterpiece With Bayside Boathouse And 12klb Lift Experience The Pinnacle Of Coastal Living At This Unparalleled Gulf-to-bay Estate On Longboat Key, Where 100 Feet Of Private, Sugar-white Beachfront Meets The Rare Luxury Of A Deede...
Sarasota Bay Waterfront Masterpiece – Perched On One Of The Most Coveted Point Lots In Country Club Shores With Deeded Beach Access, This Elevated, 2016 Coastal Contemporary Offers 260 Feet Of Unobstructed Views Across Sarasota Bay, The City Skyli...
Exquisite Palladian-style Waterfront Estate Located On The Serene Shores Of Sarasota Bay, This Home Epitomizes Elegance And Sophistication. Designed By Cliff Scholz And Meticulously Crafted By Murray Homes, This, 5,300-square-foot Masterpiece Is S...
A Rare And Extraordinary Offering Inside The Exclusive Bay Harbour Within Bay Isles On Longboat Key, This Peninsula Estate Delivers Unmatched Privacy, Breathtaking Sarasota Bay Views, And Direct Boating Access To Both The Intracoastal Waterway And...
Rare Opportunity To Acquire Completely Remodeled Waterfront Residence (finished In 2023) On Sarasota’s Most Prestigious Barrier Island Of Longboat Key, In The Coveted Harbors Enclave Of Bay Isles. Orchestrating Exceptional Style, Comfort, And Bare...
Step Into Unparalleled Elegance With This Stunning 4-bedroom, 4.5-bathroom Beachfront Condo, Where Modern Sophistication Meets Coastal Serenity. This Exclusive Fully Furnished Residence Boasts Floor-to-ceiling Windows That Fill The Space With Natu...
Sign On Property. Nestled On The Pristine Shores Of Longboat Key, This Exclusive Beachfront Property Offers A Rare Opportunity To Build Your Dream Luxury Home Amidst The Breathtaking Beauty Of The Gulf Of Mexico. With Direct Access To The Sugary S...
Introducing Maison D’azur, A Custom Waterfront Estate In The Prestigious Hideaway Bay Enclave On The North End Of Longboat Key. Where Coastal Luxury Living Meets The Bay! This Exquisite Four-bedroom, Five-bath Key West-inspired Residence, Crafted...
A Rare Opportunity To Own The Largest Two-bedroom Floor Plan At The Exclusive St. Regis Longboat Key. This Premier Corner Residence Offers Sweeping Views Of The Gulf Of Mexico, Sarasota Bay, Resort Grounds, And The Tropical Saltwater Lagoon From I...
Welcome To L’ambiance, Where Every Day Is A Holiday. — This Residence Is The Gem Of All Jewels, A Crown Of Coastal Elegance And The Epitome Of Refined Luxury Living! Discover The True Essence Of A Sophisticated Coastal Lifestyle At L’ambiance, Wh...
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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 December 14th, 2025 at 10:28am EST.
The Longboat Key area is an ideal bayfront or beachfront retreat with many of the waterfront homes being second or third residences. The island offers residents a secure and private setting with miles of beaches. The Longboat Key Club & Resort has recently undergone a $500 million renovation. Real estate here includes a mix of luxury homes, condos and maintenance-free villas. The Resort currently has world-class golf facilities with 45 holes, two full-service pro shops, driving ranges and golf instruction. In addition, there are 38 Har-tru tennis courts, a fabulous Spa plus casual and fine dining options. The historic Colony Beach and Tennis Resort is being demolished and replaced by a brand new St Regis Resort and Residences.
Longboat Key real estate consists of waterfront homes, with listings that range from $500,000 to $20,000,000+ and luxury condos on the beach or bay which range from $450,000 to over $6,000,000.
Our website allows you to browse all of the homes currently available. Once you locate a listing of interest, simply contact us for more information or to set up a private tour. Our waterfront an luxury home listings are updated every day, so be sure to check back often.
Location
Residents of Longboat Key enjoy their proximity to St Armands Circle and downtown Sarasota, but also enjoy the privacy that the island provides.
Local Resources
Condominium options range from simple to extravagant. From a luxury condo with over 3000 square feet like those offered at Positano, to an older complex like Seaplace, there are choices to suit a variety of lifestyles and budgets.
Do you have any questions or need more information about real estate listings on Longboat Key? Contact me today at 941-544-6467 so we can talk about your real estate needs. Search other barrier islands using our Sarasota MLS search tool.
