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.
Search by Property Type
Longboat Key Condos | Longboat Key Homes
Are you looking to connect with experienced Realtors? Call us direct at 941-544-6467 or send us an email. We respond quickly to all requests sent within business hours.
… Read More| Total Listings: | 427 |
| Average Price: | $2,239,447 |
| Highest Price: | $38,450,000 |
| Lowest Price: | $150,000 |
| Average Size: | 2,189 ft² |
| Average Price Per Square Foot: | $869 per ft² |
Condominiums
Neighborhoods
New Search X
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...
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...
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...
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 May, 2026. Located On Over A Quarter Acre On Longboat Key, This Contemporary Luxury Home Is Directly On The Beach With Stunning Gulf V...
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...
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...
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...
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...
Welcome To Paradise On Longboat Key. 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 E...
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...
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...
Breathtakingly Gorgeous Penthouse Level Condominium Recently And Meticulously Redesigned To A Clean-line Ultra-luxury Residence With Outstanding Ultra Smart Technology Organizing The Entire Space. This Rarely Available Opportunity Offers A Refine...
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...
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...
An Exceedingly Rare Offering Within The Exclusive Bay Harbour Enclave Of Bay Isles On Longboat Key, This Extraordinary Peninsula Estate Delivers Exceptional Privacy, Dramatic Sarasota Bay Views, And Direct Boating Access To Both The Intracoastal W...
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. Steps From The Beach And With Expansive Gulf And Bay Vi...
Longboat Key Waterfront Estate Lifestyle Unrivaled In Privacy, Craftsmanship, And Waterfront Lifestyle, This Gated Lighthouse Point Residence Lives Like A Grand Coastal Estate, With 4 Bedrooms, 4-1/2 Baths, And Nearly 5,000 Square Feet Of Refined...
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 March 14th, 2026 at 4:08pm 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.
