Resort Style Living

Longboat Key

Longboat Key, Florida is a barrier Island for Sarasota. An 11 mile stretch of Island with the Gulf of Mexico on one side and the Sarasota Bay on the other, Longboat Key is one of the most beautiful places to visit or call home in the Sarasota area.

Longboat Key, FL Real Estate Statistics

Average Price $2.4M
Lowest Price $150K
Highest Price $38.5M
Total Listings 410
Avg. Days On Market 125
Avg. Price/SQFT $890

Property Types (active listings)

Search Longboat Key, FL Real Estate Listings

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New
729 Saint Judes Drive S 3, LONGBOAT KEY

$449,000

729 Saint Judes Drive S 3, LONGBOAT KEY

SAINT JUDES APTS 1 Bed 1 Bath 630 SqFt 0 DOM Residential MLS® # A4685189
New
1581 Gulf Of Mexico Drive 406, LONGBOAT KEY

$6,750,000

1581 Gulf Of Mexico Drive 406, LONGBOAT KEY

CONDOMINIUM RESIDENCES AT LONGBOAT KEY 2 Beds 2 Baths 2,286 SqFt 0 DOM Residential MLS® # A4685503
New
3240 Gulf Of Mexico Drive B402, LONGBOAT KEY

$905,000

3240 Gulf Of Mexico Drive B402, LONGBOAT KEY

PORTOBELLO 2 Beds 2 Baths 1,505 SqFt 0 DOM Residential MLS® # A4686024
New
909 Spanish Drive N, LONGBOAT KEY

$650,000

909 Spanish Drive N, LONGBOAT KEY

SPANISH MAIN YACHT CLUB 2 Beds 2 Baths 1,300 SqFt 1 DOM Residential MLS® # A4684728
New
2055 Gulf Of Mexico Drive G2-213, LONGBOAT KEY

$625,000

2055 Gulf Of Mexico Drive G2-213, LONGBOAT KEY

SEAPLACE I 1 Bed 2 Baths 1,094 SqFt 1 DOM Residential MLS® # TB8485915
New
6750 Gulf Of Mexico Drive 151, LONGBOAT KEY

$525,000

6750 Gulf Of Mexico Drive 151, LONGBOAT KEY

WHITNEY BEACH CONDO 2 Beds 2 Baths 1,449 SqFt 1 DOM Residential MLS® # A4685668
New
535 Sanctuary Drive A401, LONGBOAT KEY

$3,265,000

535 Sanctuary Drive A401, LONGBOAT KEY

SANCTUARY IV 3 Beds 4 Baths 3,115 SqFt 1 DOM Residential MLS® # A4685033
New
4234 Gulf Of Mexico Drive J1, LONGBOAT KEY

$599,000

4234 Gulf Of Mexico Drive J1, LONGBOAT KEY

PELICAN HARBOUR & BEACH CLUB 2 Beds 2 Baths 1,150 SqFt 1 DOM Residential MLS® # A4685764
New
2185 Gulf Of Mexico Drive 223, LONGBOAT KEY

$2,300,000

2185 Gulf Of Mexico Drive 223, LONGBOAT KEY

VILLA DI LANCIA 3 Beds 3 Baths 2,445 SqFt 1 DOM Residential MLS® # A4685872
New Open House
3511 Fair Oaks Court, LONGBOAT KEY

$1,559,000

3511 Fair Oaks Court, LONGBOAT KEY

QUEENS HARBOUR 3 Beds 3 Baths 2,579 SqFt 3 DOM Residential
Sun, Mar 15th, 2026 @ 1pm - 4pm
MLS® # A4684840
New
6601 Gulfside Road, LONGBOAT KEY

$5,600,000

6601 Gulfside Road, LONGBOAT KEY

SLEEPY LAGOON 0 Beds 0 Baths 0 SqFt 2 DOM Land MLS® # A4685370
New Open House
500 Halyard Lane, LONGBOAT KEY

$2,199,000

500 Halyard Lane, LONGBOAT KEY

COUNTRY CLUB SHORES 3 Beds 2 Baths 2,311 SqFt 2 DOM Residential
Sun, Mar 15th, 2026 @ 1pm - 4pm
MLS® # A4683571
New
726 Jungle Queen Way, LONGBOAT KEY

$1,090,000

726 Jungle Queen Way, LONGBOAT KEY

LONGBOAT KEY 2 Beds 2 Baths 1,384 SqFt 2 DOM Residential MLS® # A4684733
New
2410 Harbourside Drive 142, LONGBOAT KEY

$2,695,000

2410 Harbourside Drive 142, LONGBOAT KEY

MARINA BAY 3 Beds 4 Baths 3,382 SqFt 3 DOM Residential MLS® # A4685398
New
5757 Gulf Of Mexico Drive 115, LONGBOAT KEY

$709,900

5757 Gulf Of Mexico Drive 115, LONGBOAT KEY

THE SHORE 2 Beds 2 Baths 1,561 SqFt 3 DOM Residential MLS® # A4685205


Longboat Key Real Estate Info

The Longboat Key real estate market offers home styles from expansive luxury condominiums to beach houses, mediterranean styles to contemporary design, and more custom built home options.

The properties for sale in Longboat Key real estate range from $300,000 to over $12,000,000, and are called home by roughly 7,500 residents. These properties offer flexibility to home buyers, whether you’re searching for a quaint 2 bedroom family home just minutes from the waterfront, or beachfront estates with six bedrooms and upwards of 10,000 square feet of interior space.

There is, of course, waterfront real estate in Longboat Key, offering picturesque views, year round water activities, private beach space, and an overall beautiful backyard space. There are plenty of other property types in Longboat Key, from golf course homes, to houses with a pool, to condos, and houses tucked underneath the Florida palm trees. The great thing about life here is that the smell, sights, and sounds of the Gulf of Mexico and its pristine beaches are always nearby.

Longboat Key is a historic community, and although there are many new and custom-built real estate properties, there are also gorgeous homes that date back more than 100 years. These character homes are unique and stylish, with updated features and modern amenities.

There are also duplexes and bungalow type homes for sale in Longboat Key, offering the same island getaway experience at a more affordable price.

Interested in learning more about Longboat Key real estate? Contact us online or call 941-586-4790 for more information about buying and selling a home in Longboat Key and other communities in the Sarasota area.

Longboat Key, FL Area & Community

Longboat Key, Florida is a barrier Island of Sarasota and stretches for 11 miles along the west coast of Sarasota, Florida.

Depending on where you live on Longboat Key, the drive to Sarasota may take only a few minutes, but never more than half an hour if you live on the north end. The fastest route is the FL-789 which conveniently connects this area to other communities without ever burdening the neighborhoods with overbearing traffic.

On the east side of Longboat Key you have the Sarasota Bay, and on the west side the aqua blue waters of the Gulf of Mexico. After crossing the bridge on the South end from St. Armands circle you drive along the beautifully landscaped Gulf of Mexico Drive which runs the entire length of Longboat Key from Sarasota County into Manatee County.

As you drive down this beautiful thoroughfare you will come across upscale shopping, fine dining, beaches, boating, tennis, and two championship golf courses located at the popular Longboat Key Club.

                      Longboat Key Homes                                             Longboat Key Condos

Above is a complete list of all the homes and condos available on Longboat Key arranged by price.

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