Sign In

Dashboard

Login using...

Longboat Key Real Estate

Longboat Key real estate

Longboat Key real estate encompasses approximately 17 square miles of gorgeous gulf and bay properties. With pristine beaches and aquamarine ocean waters, Longboat Key draws in a population that fluctuates between 8,000 permanent residents to 20,000 seasonal residents and tourists.  Learn more about Longboat Key.

Longboat Key Homes & Condos for Sale

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
Map Save this Search
Sort listings by:Price, High to Low

845 Longboat Club Rd, Longboat Key, FL - $26,500,000

Residential, Single Family Home
  • 6 Beds
  • 8 Baths
  • 19,300 SQFT
View details More Photos Save

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...

825 Longboat Club Rd, Longboat Key, FL - $18,000,000

Residential, Single Family Home
  • 6 Beds
  • 8 Baths
  • 12,095 SQFT
View details More Photos Save

The Enchanting Villa Del Sogno Estate Stands Behind The Gates Of The Longboat Key Club In A Separately Gated Enclave Of Eight Privately Gated Beachfront Estates. The Residence Centers Attention On The Gulf Of Mexico With Its Vivid Sunsets And Dyna...

Photo of Listing #A4190234

5965 Gulf Of Mexico Dr, Longboat Key, FL - $13,950,000

Residential, Single Family Home
  • 7 Beds
  • 7 Baths
  • 10,087 SQFT
View details More Photos Save

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, Fea...

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

Residential, Single Family Home
  • 6 Beds
  • 8 Baths
  • 12,752 SQFT
View details More Photos Save

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...

15 Lighthouse Point Dr, Longboat Key, FL - $9,995,000

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 9,180 SQFT
View details More Photos Save

Just Steps From The White Sand Beaches Of Sarasota, The White House At Lighthouse Point Is An Exquisite Waterfront Home On 1.2 Acres In A Very Exclusive Neighborhood Inside The Gates Of The Longboat Key Club. Highly Secure With A 24/7 Guarded Comm...

Photo of Listing #A4145711

5060 Gulf Of Mexico Dr, Longboat Key, FL - $7,700,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 10,216 SQFT
View details More Photos Save

“winner Of Hgtv’s Home Sweepstakes - Making And Entrance.” Villa De Como Is A Splendid Expression Of Spanish Architecture On The Peaceful North End Of Longboat Key. Panoramic Bay Views Enhance The Supremely Luxurious Living Space, With Five Bedro...

2251 Gulf Of Mexico #504, Longboat Key, FL - $6,100,000

Residential, Condo
  • 3 Beds
  • 4 Baths
  • 3,833 SQFT
View details More Photos Save

Nothing Compares To Aria, A Coastal Contemporary Enclave Built On One Of The Last & Most Coveted Beachfront Sites On South Longboat Key. Now There Is One Residence Available At Aria, The Gulf Front Corner Penthouse With The Most Gulf Frontage Of A...

641 Ranger Ln, Longboat Key, FL - $5,850,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 6,378 SQFT
View details More Photos Save

Truly Inspired Living. Dolphins Play Daily In Your Backyard As You Savor Spectacular Panoramic Bay And Intracoastal Waterway Views, Marine Life And City Lights From Nearly Every Room Of This Incomparable Home. Located On An Oversized Bayfront Lot ...

25 Lighthouse Point Dr, Longboat Key, FL - $5,500,000

Residential, Single Family Home
  • 4 Beds
  • 7 Baths
  • 6,025 SQFT
View details More Photos Save

This Iconic Mediterranean Inspired Waterfront Estate Developed By Bruce Saba Resides Behind A Gated Private Road In The Exclusive Lighthouse Point Community Consisting Of Only 16 Custom Homes On South Longboat Key. Upon Entering The Grand Cypress ...

661 Dream Island Rd, Longboat Key, FL - $4,995,000

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 5,203 SQFT
View details More Photos Save

Incredible Opportunity! This Custom Home Is One Of A Kind On Longboat Key. Privacy And Expansive Bay Views Of The Intracoastal Waterway And Sarasota Bay Plus A Private Boat Dock With Deep Water To Accommodate Up To 65 Ft Vessel Plus Other Water Cr...

Photo of Listing #A4207931

6061 Gulf Of Mexico Dr, Longboat Key, FL - $4,495,000

Residential, Single Family Home
  • 6 Beds
  • 6 Baths
  • 3,203 SQFT
View details More Photos Save

Welcome To The Epitome Of Beach Chic And Barefoot Elegance On The Tranquil Shore Of Longboat Key. Ready For You To Enjoy And Invite Family And Friends To This 2003 Updated And Expanded Gulf Front Residence. Beautifully Enveloped With Mature Lands...

1590 Harbor Cay Ln, Longboat Key, FL - $4,495,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 6,076 SQFT
View details More Photos Save

New Construction Bayfront Located In Bay Isles With Double Gated Entrance In The Secluded Harbor Section. An Open And Inspiring Floor Plan Features Flowing Living Spaces Perfectly Planned To Take Full Advantage Of The Bay And City Views Plus Slidi...

Longboat Key

Homes & condos for sale on Longboat Key, FL have attracted island lovers for generations. Today, Longboat Key boasts some 1,500 single-family homes, 7,000 condominium units, and about 1,000 tourist accommodations. Real estate for sale ranges from maintenance-free vacation villas to luxury waterfront estates. In Longboat Key, you will find a boater’s paradise, plenty of privacy, well-maintained neighborhoods and common areas, golf, tennis, fitness, and other activity options, shopping and dining choices, and an ideal central location situated near St Armand's Circle and the downtown Sarasota arts district. Longboat Key is divided evenly between Manatee and Sarasota counties, both of which have thriving communities, while bridges connect Longboat Key to Lido Key and Anna Maria Island.

Longboat Key residents can enjoy getting to know a mix of neighbors who share a love for the casual, carefree island living that can be found here. Incorporated in 1955, Longboat Key is governed by locally-elected commissioners who, together with residents, have maintained thoughtful planning and zoning decisions that protect the island from unsightly signage, tourist shops, and neglected buildings. Attention to detail in planning and upkeep result in an island with caring residents, access to well-preserved beaches, parks, and a long, beautiful central drive surrounded by beautiful oleanders and tall, wispy Australian pines. For those who love sun, water, and proximity to all that beautiful Sarasota offers, Longboat Key is a place that's hard to beat.

Longboat Key History

Before Longboat Key real estate began development, and like so many other barrier islands, it was once home to tribal cultures and remained undeveloped until the turn of the 20th century. The earliest modern settlers arrived on the key in the late 1800s, and a thriving farming community grew, producing as many as 200-400 crates of produce a day. This included tomatoes, guavas, avocados, and various citrus products. Steamboats came from Tampa to drop off passengers and load the produce, but the un-named hurricane of 1921 changed everything—it destroyed the farms, salted the land, and raised the water level by up to six feet.

Development of the key as a prime residential and tourist area really began with famed magnate John Ringling’s purchase of hundreds of acres on the south end in the early 1920s. His vision for Longboat, Lido, and Bird Keys, along with his development of St. Armand’s Circle, really jump-started Longboat Key as a destination for homesteading or vacationing. Ringling started building the Ritz-Carlton hotel on New Pass in 1926, but the hotel was never finished and was torn down when Arvida purchased the land in 1962.

During the war, a portion of the then-sparsely populated island was used by the Air Force for target range practice, with pilots flying P-40s, B-26s, and P-51s. After the war, tourism in the area grew, along with the population, as the post-war economic boom made growth and development of the island a possibility.

Map of Longboat Key, FL

Longboat Key Real Estate Resources

Back to Top

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.

Listing information last updated on May 23rd, 2018 at 7:00am EDT.