Longboat Key Real Estate

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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	231
Avg. Days On Market	223
Avg. Price/SQFT	$848

Property Types (active listings)

Search Longboat Key, FL Real Estate Listings

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• $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

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New

$15,000,000

6529 Gulfside Road, LONGBOAT KEY

SLEEPY LAGOON 5 Beds 5 Baths 6,500 SqFt 0 DOM Residential MLS® # A4707521

New

$1,595,000

3060 Grand Bay Boulevard 162, LONGBOAT KEY

GRAND BAY 1 3 Beds 4 Baths 2,250 SqFt 1 DOM Residential MLS® # A4707424

New

$319,000

600 Sutton Place 101b, LONGBOAT KEY

SUTTON PLACE 1 Bed 1 Bath 883 SqFt 1 DOM Residential MLS® # C7531576

New

$389,500

4380 Exeter Drive 101, LONGBOAT KEY

LONGBOAT HARBOUR 2 Beds 2 Baths 1,376 SqFt 1 DOM Residential MLS® # A4707428

New

$1,495,000

2550 Harbourside Drive 333, LONGBOAT KEY

MARINA BAY 3 Beds 3 Baths 3,067 SqFt 1 DOM Residential MLS® # A4708474

New

$2,995,000

340 Gulf Of Mexico Drive 136, LONGBOAT KEY

TANGERINE BAY CLUB 3 Beds 4 Baths 2,880 SqFt 7 DOM Residential MLS® # A4707766

New

$529,990

546 Spanish Drive S, LONGBOAT KEY

SPANISH MAIN YACHT CLUB CONDO 2 Beds 2 Baths 1,393 SqFt 4 DOM Residential MLS® # A4708263

$389,500

3806 Gulf Of Mexico Drive C310, LONGBOAT KEY

BEACH HARBOR CLUB 2 Beds 2 Baths 1,046 SqFt 179 DOM Residential MLS® # R4911020

$1,829,000

3060 Grand Bay Boulevard 174, LONGBOAT KEY

GRAND BAY 1 2 Beds 3 Baths 2,550 SqFt 275 DOM Residential MLS® # R4910478

$5,400,000

6516 Bayou Hammock Road, LONGBOAT KEY

BAYOU HAMMOCK 0 Beds 0 Baths 0 SqFt 665 DOM Land MLS® # A4632347

$5,295,000

3100 Gulf Of Mexico Drive, LONGBOAT KEY

COQUINA BEACH 5 Beds 5 Baths 4,361 SqFt 9 DOM Residential MLS® # A4707515

$3,495,000

6561 Bayou Hammock Road, LONGBOAT KEY

ACREAGE 4 Beds 4 Baths 2,604 SqFt 9 DOM Residential MLS® # A4703604

New

$1,090,000

1445 Gulf Of Mexico Drive 101, LONGBOAT KEY

PLAYERS CLUB III 3 Beds 3 Baths 2,092 SqFt 5 DOM Residential MLS® # A4708219

New Open House

$678,901

↑ $222,112

4485 Gulf Of Mexico Drive 402, LONGBOAT KEY

ARBOMAR APTS 2 Beds 2 Baths 1,022 SqFt 6 DOM Residential

Open House

Sat, Oct 10th, 2026 @ 1pm - 4pm

MLS® # N6146025

$12,500,000

1591 Gulf Of Mexico Drive 618, LONGBOAT KEY

ST. REGIS LONGBOAT KEY 4 Beds 6 Baths 5,350 SqFt 8 DOM Residential MLS® # A4701288

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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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