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: | 260 |
| Average Price: | $2,371,162 |
| Highest Price: | $38,450,000 |
| Lowest Price: | $150,000 |
| Average Size: | 2,224 ft² |
| Average Price Per Square Foot: | $846 per ft² |
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Under Construction. Set On Nearly Two Private Gulf-front Acres, This Visionary Estate Is Emerging As One Of The Most Architecturally Significant Residences Ever Conceived On Longboat Key. Designed By The Internationally Acclaimed Firm Sweet Sparkm...
Named The House Of Columns By World-renowned, Award-winning Architect Carl Abbott, This Palatial Bayfront Estate Stands As A Singular Expression Of Architectural Distinction And Craftsmanship. Encompassing Close To Five Acres On The North End Of L...
Extremely Rare Property In All Of Florida. One Of A Kind.
This House Is A Part Of A 5.5 Property And Will Be Sold Together As One Parcel. The House Can Be Used As A Guest House, Caretaker Home Or Removed For Development.
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. Just Steps From The Sand Along Longboat Key’s Prized Coastline, The Construction Of A Modern Architectural Showpiece Is Now Complete And Ready For Living The Ultimate Lifestyle. Majestically Poised On Over A Third Of An Acre, T...
This Seaward Homes Curated Collection Residence At 6489 Gulfside Is Ready For Occupancy. Enjoy The Ultimate Longboat Key Lifestyle With Your Own Direct Gulf-front Private Access And Stunning Views Of The Gulf Of Mexico. Designed By Dsdg Architects...
Experience The Pinnacle Of Coastal Luxury In The Highly Sought-after Armand Building At The St. Regis Longboat Key, Where Breathtaking Gulf Of Mexico Views Set The Stage For An Extraordinary Living Experience. This Residence Is Absolutely Breathta...
Perched Atop The Coveted South Building At L’ambiance Behind The Gates Of The Longboat Key Club, This Extraordinary Beach-to-bay Penthouse Redefines Luxury Coastal Living. Encompassing Nearly 5,000 Square Feet Of Refined Interior Space And Complem...
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...
Welcome To A Once-in-a-generation Private Waterfront Family Compound On The Coveted North End Of Longboat Key—an Extraordinary 2.4 Acre, Fully Gated Coastal Estate That Blends Architectural Mastery, Resort-level Amenities, And Rare Development Pot...
Pre-construction. To Be Built. Positioned Directly Across From The Iconic St. Regis Longboat Key Resort, This Exceptional Waterfront Residence Offers Immediate Access To World-class Amenities, Pristine Gulf Beaches, Fine Dining, And Championship G...
This Coastal Modern Home Is Located On The Direct Bayfront With A Total Of 270 Feet Of Waterfront On An Oversized Lot Consisting Of 18,290 Square Feet. As You Enter The Home, Your First View Is A Serene And Expansive View Of Sarasota Bay All The ...
This Stunning Bayfront Estate Delivers Over 480 Feet Of Pristine Bayfront Waterfront On A Prime Point Property. True Longboat Key Gold. Special Features Of This Home Include Five Bedrooms, Five Full Bathrooms, Hardwood Floors, Sky-high Ceilings P...
Designed By Award-winning Architect, John Cooney, And Built By Sarasota’s Premier Coastal Homebuilder, Perrone Construction, This Mid-key Classic Is Simply Among Longboat Key’s Finest Homes. Walk In To This Fully Furnished Home Which Is Steps Fro...
Pre-construction. To Be Built. An Extraordinary Opportunity To Create A World-class Waterfront Estate On Sarasota Bay, This Stunning New Construction Residence Offers The Ultimate Blend Of Luxury, Craftsmanship, And Coastal Living In One Of Saraso...
Rarely Does An Estate-sized Gulf-front Lot Of This Stature Become Available On The Northern End Of Longboat Key. 6351 Gulf Of Mexico Drive Presents A Truly Exceptional 100-foot By 388-foot Direct Beachfront Parcel — Nearly 39,000 Square Feet Of Pr...
This Spectacular Waterfront Pool Home Was Just Completed In 2026 And Is Built With Uncompromising Craftsmanship And Every Attention To Detail. A West Indies-inspired Residence In The Coveted Neighborhood Of Emerald Harbor On Longboat Key, It Offer...
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...
Rarely Does A Gulf-front Residence Of This Caliber Become Available Within Aria, An Ultra-exclusive Enclave Of Just 16 Residences On Longboat Key. Set Along 300 Feet Of Private Shoreline, This Extraordinary Property Offers An Exceptional Opportuni...
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 September 7th, 2026 at 12:22am EDT.
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.
