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You are here: Home / Longboat Key Florida : An Active & Diverse Beachfront Housing Market

Longboat Key Florida : An Active & Diverse Beachfront Housing Market

Longboat Key Homes and Condos for Sale Longboat Key is unique in many ways. As the only barrier island belonging to both Manatee and Sarasota counties, this is the only municipality to be officially designated as a town. It is also the only isle of the Sarasota Keys to have its own country club complete with an 18-hole golf course, and it is considered by many to be the most active and diverse beachfront housing market in Southwest Florida.

This long and narrow barrier island can be accessed from Anna Maria Island to the north and Lido Key to the south. Longboat Key is not directly connected to the mainland of Florida; it is accessed from Sarasota via the John Ringling Causeway and from South Bradenton via Cortez Road.

The island’s sheer natural beauty and miles of sugary sand beaches attract many visitors throughout the year, but this does not disrupt the tranquil life of residents since the coastline stretches out 11 miles from one end to another. The Town of Longboat Key is traversed by Gulf of Mexico Drive, which is the sole main thoroughfare.

House hunters who visit Longboat Key can choose their lifestyle. The more historic neighborhoods are located on the Sarasota Bay side, and they are mostly single-family residences and waterfront estates. Lavish resorts can be found on the Gulf of Mexico side, and the Longboat Key Golf Club is located between these neighborhoods. Further north on the island there are more residential communities that range from beach cottages to Key West-style mansions and from high-rise condominium towers to luxury townhouses. Many neighborhoods have been developed around certain themes such as tennis, boating, fishing, and nature exploration.

The Town of Longboat Key has various amenities and conveniences to make the lives of residents pleasant without having to leave the island. The Avenue of the Flowers Town Plaza is a shopping district that features a Publix Fresh Market flagship supermarket that specializes in gourmet and organic items at great prices. Quite a few restaurants can be found on the island, but St. Armands Circle offers even more dining and shopping just minutes away.

Longboat Key Florida Homes

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  • 510 Wedge Lane, Longboat Key, FL
    510 Wedge Lane
    Longboat Key, FL
    Photo of 510 Wedge Lane, Longboat Key, FL 34228 (MLS # A4655210)
    $2,215,000
    • Lot Size
      10,890 sqft

    • Home Size
      1,840 sqft

    • Beds
      4 Beds

    • Baths
      3 Baths

    • Year Built
      1967

    • Days on Market
      6

    View Virtual Tour
  • 4 Winslow Place, Longboat Key, FL
    4 Winslow Place
    Longboat Key, FL
    Photo of 4 Winslow Place, Longboat Key, FL 34228 (MLS # A4655347)
    $2,600,000
    • Lot Size
      13,504 sqft

    • Home Size
      3,288 sqft

    • Beds
      4 Beds

    • Baths
      3 Baths

    • Year Built
      1963

    • Days on Market
      6

    View Virtual Tour
  • 608 Saint Judes Drive, Longboat Key, FL
    608 Saint Judes Drive
    Longboat Key, FL
    Photo of 608 Saint Judes Drive, Longboat Key, FL 34228 (MLS # D6142646)
    $989,000
    • Lot Size
      8,712 sqft

    • Home Size
      2,106 sqft

    • Beds
      4 Beds

    • Baths
      3 Baths

    • Year Built
      1956

    • Days on Market
      11

    View Virtual Tour
  • 408 Gulf Of Mexico Drive #2233, Longboat Key, FL
    408 Gulf Of Mexico Drive #2233
    Longboat Key, FL
    Photo of 408 Gulf Of Mexico Drive #2233, Longboat Key, FL 34228 (MLS # A4654965)
    $69,000
    • Lot Size
      26,136 sqft

    • Home Size

    • Beds

    • Baths

    • Year Built
      0

    • Days on Market
      11

  • 681 Fox Street, Longboat Key, FL
    681 Fox Street
    Longboat Key, FL
    Photo of 681 Fox Street, Longboat Key, FL 34228 (MLS # A4655320)
    $575,000
    • Lot Size
      5,228 sqft

    • Home Size
      810 sqft

    • Beds
      2 Beds

    • Baths
      1 Bath

    • Year Built
      1964

    • Days on Market
      12

    View Virtual Tour

See all Longboat Key Homes for Sale.
(all data current as of 6/15/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

 
 

Longboat Key Florida Condominiums

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  • 5310 Gulf Of Mexico Drive #18, Longboat Key, FL
    5310 Gulf Of Mexico Drive #18
    Longboat Key, FL
    Photo of 5310 Gulf Of Mexico Drive #18, Longboat Key, FL 34228 (MLS # A4655923)
    $455,000
    • Lot Size
      1.31 ac

    • Home Size
      711 sqft

    • Beds
      1 Bed

    • Baths
      1 Bath

    • Year Built
      1973

    • Days on Market
      3

    View Virtual Tour
  • 615 Dream Island Place #105, Longboat Key, FL
    615 Dream Island Place #105
    Longboat Key, FL
    Photo of 615 Dream Island Place #105, Longboat Key, FL 34228 (MLS # A4655739)
    $880,000
    • Lot Size

    • Home Size
      1,293 sqft

    • Beds
      2 Beds

    • Baths
      2 Baths

    • Year Built
      1985

    • Days on Market
      4

    View Virtual Tour
  • 615 Dream Island Place #210, Longboat Key, FL
    615 Dream Island Place #210
    Longboat Key, FL
    Photo of 615 Dream Island Place #210, Longboat Key, FL 34228 (MLS # TB8395898)
    $1,050,000
    • Lot Size

    • Home Size
      1,509 sqft

    • Beds
      2 Beds

    • Baths
      2 Baths

    • Year Built
      1985

    • Days on Market
      5

    View Virtual Tour
  • 1445 Gulf Of Mexico Drive #203, Longboat Key, FL
    1445 Gulf Of Mexico Drive #203
    Longboat Key, FL
    Photo of 1445 Gulf Of Mexico Drive #203, Longboat Key, FL 34228 (MLS # A4654675)
    $1,250,000
    • Lot Size

    • Home Size
      1,721 sqft

    • Beds
      2 Beds

    • Baths
      3 Baths

    • Year Built
      1982

    • Days on Market
      5

    View Virtual Tour
  • 3802 Gulf Of Mexico Drive #A205, Longboat Key, FL
    3802 Gulf Of Mexico Drive #A205
    Longboat Key, FL
    Photo of 3802 Gulf Of Mexico Drive #A205, Longboat Key, FL 34228 (MLS # A4655363)
    $350,000
    • Lot Size

    • Home Size
      1,007 sqft

    • Beds
      2 Beds

    • Baths
      2 Baths

    • Year Built
      1970

    • Days on Market
      11

    View Virtual Tour

See all Longboat Key FL Condos Townhomes.
(all data current as of 6/15/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

 
 

 

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The Lynn Group - Wendy Lynn - eXp Sarasota

  • 1540 Main Street, Sarasota, FL 34236
  • 941-421-7375
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Longboat Key Neighborhoods & Condo Communities

  • Aquarius Club
  • Aria
  • Banyan Bay
  • Bay Harbour
  • Bay Isles
  • Bayview Estates
  • Bayport
  • Beach Castle
  • Beach Harbor Club
  • Beaches Of LBK
  • Beachplace
  • Beachcomber
  • Bleu Claire
  • Boathouse on LBK
  • Buttonwood Cove
  • Buttonwood Harbour
  • Cabana Beach
  • Casa del Mar
  • Castillian
  • Cedars
  • Club Longboat
  • Conrad Beach
  • Coreys Landing
  • Covert
  • Country Club Shores
  • Diplomat
  • Dream Island
  • Emerald Harbor
  • En Provence
  • Fairway Bay
  • First Longboat Harbour
  • Grand Bay
  • Grand Mariner
  • Harbour Oaks
  • Harbour Court
  • Harbour Villa Club
  • Hideaway Bay
  • Infinity LBK
  • Inn on the Beach
  • Islander Club
  • Islands West
  • L Ambiance
  • La Playa
  • Laguna Yacht
  • Longbeach
  • Longboat Beach
  • Longboat Cove
  • Longboat Harbour
  • Longboat Harbour Towers
  • Longboat Key Club
  • LBK Moorings
  • Longboat Key Towers
  • LBK Yacht Club
  • Longboat Pass
  • Longboat Shores
  • Marina Bay
  • Pelican Harbour
  • Pierre
  • Players Club
  • Portobello
  • Positano
  • Privateer
  • Promenade
  • Queens Harbour
  • Reclinata
  • Regent Place
  • Sabal Cove
  • Sands Point
  • Sanctuary
  • Sea Gate Club
  • Sea Pines Condo
  • Sea Twig
  • Seaplace
  • Silver Sands
  • Shore Condo
  • Sleepy Lagoon
  • Spanish Main YC
  • Sunset Beach
  • Sutton Place
  • Tangerine Bay
  • Triton Bend
  • Turtle Crawl Condo
  • Villa Di Lancia
  • Vizcaya
  • Water Club
  • Westchester
  • Weston Pointe
  • Whitney Beach
  • Winding Oaks
  • Windward Bay

Areas We Serve

  • Anna Maria Island
  • Bird Key
  • Bradenton
  • Bradenton Beach
  • Casey Key
  • Cortez
  • Downtown Sarasota
  • Ellenton
  • Englewood
  • Golden Gate
  • Holmes Beach
  • Lakewood Ranch
  • Lido Key
  • Longboat Key
  • Nokomis
  • North Port
  • Osprey
  • Palmer Ranch
  • Palmetto
  • Parrish
  • Sarasota
  • Siesta Key
  • Terra Ceia
  • University Park
  • Venice
  • West of the Trail

Things to do in Longboat Key

https://www.youtube.com/watch?v=PvxuAZ5k20k

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Latest Real Estate

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5005 Torrey Pines Run
Bradenton, FL
Photo of 5005 Torrey Pines Run, Bradenton, FL 34211 (MLS # A4655972)
$450,000
Lot Size
8,277 sqft

Home Size
1,571 sqft

Beds
3 Beds

Baths
2 Baths

6516 Palm Leaf Court
Sarasota, FL
Photo of 6516 Palm Leaf Court, Sarasota, FL 34243 (MLS # A4655967)
$575,000
Lot Size
8,277 sqft

Home Size
2,150 sqft

Beds
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Baths
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19927 Bridgetown Loop
Venice, FL
Photo of 19927 Bridgetown Loop, Venice, FL 34293 (MLS # N6139290)
$649,900
Lot Size
6,534 sqft

Home Size
2,198 sqft

Beds
3 Beds

Baths
3 Baths

3404 56th Dr E
Bradenton, FL
Photo of 3404 56th Dr E, Bradenton, FL 34203 (MLS # A4655973)
$399,900
Lot Size
11,326 sqft

Home Size
1,310 sqft

Beds
3 Beds

Baths
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481 Saturn Avenue
Sarasota, FL
Photo of 481 Saturn Avenue, Sarasota, FL 34243 (MLS # A4655968)
$425,900
Lot Size
13,068 sqft

Home Size
1,428 sqft

Beds
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Baths
2 Baths

3810 75th Street W #128
Bradenton, FL
Photo of 3810 75th Street W #128, Bradenton, FL 34209 (MLS # A4655966)
$289,900
Lot Size
1.44 ac

Home Size
1,450 sqft

Beds
2 Beds

Baths
2 Baths

152 Coolidge Drive
Sarasota, FL
Photo of 152 Coolidge Drive, Sarasota, FL 34236 (MLS # A4655758)
$1,700,000
Lot Size
6,099 sqft

Home Size
1,428 sqft

Beds
3 Beds

Baths
2 Baths

7716 Geneva Lane
Sarasota, FL
Photo of 7716 Geneva Lane, Sarasota, FL 34243 (MLS # A4655951)
$455,000
Lot Size
5,663 sqft

Home Size
1,454 sqft

Beds
2 Beds

Baths
2 Baths

6220 Murdock Avenue
Sarasota, FL
Photo of 6220 Murdock Avenue, Sarasota, FL 34231 (MLS # TB8397185)
$525,000
Lot Size
7,406 sqft

Home Size
1,701 sqft

Beds
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Baths
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17817 Pastureland Avenue
Lakewood Ranch, FL
Photo of 17817 Pastureland Avenue, Lakewood Ranch, FL 34211 (MLS # A4655699)
$415,000
Lot Size
6,534 sqft

Home Size
1,569 sqft

Beds
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Baths
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576 Box Elder Court
Englewood, FL
Photo of 576 Box Elder Court, Englewood, FL 34223 (MLS # D6142748)
$410,000
Lot Size
7,406 sqft

Home Size
2,210 sqft

Beds
3 Beds

Baths
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6043 44th Court E
Bradenton, FL
Photo of 6043 44th Court E, Bradenton, FL 34203 (MLS # A4655410)
$587,500
Lot Size
12,197 sqft

Home Size
2,863 sqft

Beds
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Baths
4 Baths

10254 Morning Mist Lane
Sarasota, FL
Photo of 10254 Morning Mist Lane, Sarasota, FL 34241 (MLS # A4655952)
$449,000
Lot Size
5,663 sqft

Home Size
1,530 sqft

Beds
2 Beds

Baths
2 Baths

20323 Granlago Drive
Venice, FL
Photo of 20323 Granlago Drive, Venice, FL 34293 (MLS # O6317810)
$725,000
Lot Size
8,712 sqft

Home Size
2,243 sqft

Beds
3 Beds

Baths
2 Baths

12671 Sunbridge Drive
Venice, FL
Photo of 12671 Sunbridge Drive, Venice, FL 34293 (MLS # A4655942)
$799,900
Lot Size
10,455 sqft

Home Size
2,411 sqft

Beds
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Baths
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15131 Sunny Day Drive
Bradenton, FL
Photo of 15131 Sunny Day Drive, Bradenton, FL 34211 (MLS # A4655918)
$350,000
Lot Size
2,614 sqft

Home Size
1,925 sqft

Beds
3 Beds

Baths
3 Baths

4426 Useppa Drive
Bradenton, FL
Photo of 4426 Useppa Drive, Bradenton, FL 34203 (MLS # A4655631)
$624,900
Lot Size
9,584 sqft

Home Size
2,736 sqft

Beds
4 Beds

Baths
2 Baths

4637 Willow Wood Circle #44
Sarasota, FL
Photo of 4637 Willow Wood Circle #44, Sarasota, FL 34241 (MLS # A4655394)
$329,000
Lot Size
2,178 sqft

Home Size
1,679 sqft

Beds
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520 27th Street W
Bradenton, FL
Photo of 520 27th Street W, Bradenton, FL 34205 (MLS # A4655855)
$475,000
Lot Size
18,731 sqft

Home Size
1,754 sqft

Beds
3 Beds

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2 Baths

10789 Tarflower Drive #202
Venice, FL
Photo of 10789 Tarflower Drive #202, Venice, FL 34293 (MLS # N6139199)
$420,000
Lot Size
4.07 ac

Home Size
2,284 sqft

Beds
3 Beds

Baths
2 Baths

  • 5005 Torrey Pines Run
    Bradenton, FL
    Photo of 5005 Torrey Pines Run, Bradenton, FL 34211 (MLS # A4655972)
    $450,000
    Lot Size
    8,277 sqft

    Home Size
    1,571 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 6516 Palm Leaf Court
    Sarasota, FL
    Photo of 6516 Palm Leaf Court, Sarasota, FL 34243 (MLS # A4655967)
    $575,000
    Lot Size
    8,277 sqft

    Home Size
    2,150 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 19927 Bridgetown Loop
    Venice, FL
    Photo of 19927 Bridgetown Loop, Venice, FL 34293 (MLS # N6139290)
    $649,900
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    6,534 sqft

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    Beds
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  • 3404 56th Dr E
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    Photo of 3404 56th Dr E, Bradenton, FL 34203 (MLS # A4655973)
    $399,900
    Lot Size
    11,326 sqft

    Home Size
    1,310 sqft

    Beds
    3 Beds

    Baths
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  • 481 Saturn Avenue
    Sarasota, FL
    Photo of 481 Saturn Avenue, Sarasota, FL 34243 (MLS # A4655968)
    $425,900
    Lot Size
    13,068 sqft

    Home Size
    1,428 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 3810 75th Street W #128
    Bradenton, FL
    Photo of 3810 75th Street W #128, Bradenton, FL 34209 (MLS # A4655966)
    $289,900
    Lot Size
    1.44 ac

    Home Size
    1,450 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 152 Coolidge Drive
    Sarasota, FL
    Photo of 152 Coolidge Drive, Sarasota, FL 34236 (MLS # A4655758)
    $1,700,000
    Lot Size
    6,099 sqft

    Home Size
    1,428 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 7716 Geneva Lane
    Sarasota, FL
    Photo of 7716 Geneva Lane, Sarasota, FL 34243 (MLS # A4655951)
    $455,000
    Lot Size
    5,663 sqft

    Home Size
    1,454 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 6220 Murdock Avenue
    Sarasota, FL
    Photo of 6220 Murdock Avenue, Sarasota, FL 34231 (MLS # TB8397185)
    $525,000
    Lot Size
    7,406 sqft

    Home Size
    1,701 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 17817 Pastureland Avenue
    Lakewood Ranch, FL
    Photo of 17817 Pastureland Avenue, Lakewood Ranch, FL 34211 (MLS # A4655699)
    $415,000
    Lot Size
    6,534 sqft

    Home Size
    1,569 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 576 Box Elder Court
    Englewood, FL
    Photo of 576 Box Elder Court, Englewood, FL 34223 (MLS # D6142748)
    $410,000
    Lot Size
    7,406 sqft

    Home Size
    2,210 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 6043 44th Court E
    Bradenton, FL
    Photo of 6043 44th Court E, Bradenton, FL 34203 (MLS # A4655410)
    $587,500
    Lot Size
    12,197 sqft

    Home Size
    2,863 sqft

    Beds
    5 Beds

    Baths
    4 Baths

  • 10254 Morning Mist Lane
    Sarasota, FL
    Photo of 10254 Morning Mist Lane, Sarasota, FL 34241 (MLS # A4655952)
    $449,000
    Lot Size
    5,663 sqft

    Home Size
    1,530 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 20323 Granlago Drive
    Venice, FL
    Photo of 20323 Granlago Drive, Venice, FL 34293 (MLS # O6317810)
    $725,000
    Lot Size
    8,712 sqft

    Home Size
    2,243 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 12671 Sunbridge Drive
    Venice, FL
    Photo of 12671 Sunbridge Drive, Venice, FL 34293 (MLS # A4655942)
    $799,900
    Lot Size
    10,455 sqft

    Home Size
    2,411 sqft

    Beds
    4 Beds

    Baths
    3 Baths

  • 15131 Sunny Day Drive
    Bradenton, FL
    Photo of 15131 Sunny Day Drive, Bradenton, FL 34211 (MLS # A4655918)
    $350,000
    Lot Size
    2,614 sqft

    Home Size
    1,925 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 4426 Useppa Drive
    Bradenton, FL
    Photo of 4426 Useppa Drive, Bradenton, FL 34203 (MLS # A4655631)
    $624,900
    Lot Size
    9,584 sqft

    Home Size
    2,736 sqft

    Beds
    4 Beds

    Baths
    2 Baths

  • 4637 Willow Wood Circle #44
    Sarasota, FL
    Photo of 4637 Willow Wood Circle #44, Sarasota, FL 34241 (MLS # A4655394)
    $329,000
    Lot Size
    2,178 sqft

    Home Size
    1,679 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 520 27th Street W
    Bradenton, FL
    Photo of 520 27th Street W, Bradenton, FL 34205 (MLS # A4655855)
    $475,000
    Lot Size
    18,731 sqft

    Home Size
    1,754 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 10789 Tarflower Drive #202
    Venice, FL
    Photo of 10789 Tarflower Drive #202, Venice, FL 34293 (MLS # N6139199)
    $420,000
    Lot Size
    4.07 ac

    Home Size
    2,284 sqft

    Beds
    3 Beds

    Baths
    2 Baths

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