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	$2.5M
Lowest Price	$150K
Highest Price	$38.5M
Total Listings	266
Avg. Days On Market	176
Avg. Price/SQFT	$882

Property Types (active listings)

Search Longboat Key, FL Real Estate Listings

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• $100,000 - $200,000
• $200,000 - $300,000
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• $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

$6,995,000

65 Lighthouse Point Drive, LONGBOAT KEY

LIGHTHOUSE POINT 4 Beds 5 Baths 4,921 SqFt 2 DOM Residential MLS® # A4702631

New

$1,595,000

2425 Gulf Of Mexico Drive 3a, LONGBOAT KEY

SEA GATE CLUB 2 Beds 2 Baths 1,639 SqFt 2 DOM Residential MLS® # A4702400

New Open House

$689,000

5310 Gulf Of Mexico Drive 16, LONGBOAT KEY

MCCALLS BEACH CASTLE 2 Beds 2 Baths 1,014 SqFt 2 DOM Residential

Open House

Sun, Aug 16th, 2026 @ 1pm - 3pm

MLS® # A4702344

New

$1,200,000

4545 Gulf Of Mexico Drive 311, LONGBOAT KEY

THE CASTILLIAN 2 Beds 2 Baths 1,398 SqFt 5 DOM Residential MLS® # A4702116

New Open House

$725,000

448 Gulf Of Mexico Drive A104, LONGBOAT KEY

BAY HARBOUR APTS 2 Beds 2 Baths 1,194 SqFt 4 DOM Residential

Open House

Sat, Aug 22nd, 2026 @ 1pm - 4pm

MLS® # A4702393

New

$499,900

4340 Falmouth Drive 104, LONGBOAT KEY

LONGBOAT HARBOUR 2 Beds 2 Baths 1,072 SqFt 4 DOM Residential MLS® # A4701827

New

$1,575,000

2425 Gulf Of Mexico Drive 1b, LONGBOAT KEY

SEA GATE CLUB 2 Beds 2 Baths 1,472 SqFt 4 DOM Residential MLS® # A4701426

New Open House

$950,000

608 Saint Judes Drive, LONGBOAT KEY

LONGBOAT KEY 4 Beds 3 Baths 2,106 SqFt 6 DOM Residential

Open House

Sat, Aug 15th, 2026 @ 12pm - 2pm

MLS® # TB8535597

New

$695,000

561 Gulf Bay Road, LONGBOAT KEY

BAILEY-DOBSON 0 Beds 0 Baths 0 SqFt 7 DOM Land MLS® # A4701851

$22,000,000

6610 Gulf Of Mexico Drive, LONGBOAT KEY

LONGBOAT KEY 4 Beds 7 Baths 6,891 SqFt 186 DOM Residential MLS® # A4681242

New

$1,195,000

1906 Harbourside Drive 304, LONGBOAT KEY

FAIRWAY BAY 1 3 Beds 3 Baths 2,135 SqFt 6 DOM Residential MLS® # A4700558

$6,995,000

7094 Longboat Drive E, LONGBOAT KEY

LONGBEACH ON LONGBOAT KEY 6 Beds 7 Baths 4,776 SqFt 26 DOM Residential MLS® # A4697907

$975,000

4325 Gulf Of Mexico Drive 402, LONGBOAT KEY

TIFFANY PLAZA 2 Beds 2 Baths 1,336 SqFt 11 DOM Residential MLS® # A4701748

$549,000

3080 Grand Bay Boulevard 512, LONGBOAT KEY

GRAND BAY 5 2 Beds 2 Baths 1,276 SqFt 11 DOM Residential MLS® # A4701697

$529,000

531 Sutton Place, LONGBOAT KEY

SUTTON PLACE 2 Beds 2 Baths 1,248 SqFt 95 DOM Residential MLS® # A4681208

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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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