Longboat Key Real Estate

Longboat Key is a 12 mile long island with white sand beaches adorning its western shore, and spectacular bay views back to the mainland on the eastern shore. With its pristine beach, waterfront, golf, fine dining, and luxury resorts, Longboat Key lives like a true luxury retreat. It is about evenly divided between Sarasota and Manatee Counties.

  • 1799
    Homes
  • 6495
    Condos
  • $2,562,500
    Median Home Price
  • $968,200
    Median Condo Price

Longboat Key

Longboat Key’s main thoroughfare, Gulf of Mexico Drive, was constructed by circus magnate John Ringling in 1925. Today Gulf of Mexico Drive is one of the most scenic drives, with glimpses to the Gulf and Bay along its length, highly manicured landscapes, and emerald colored fairways of the two championship golf courses of the Longboat Key Club.

Longboat Key has its own commercial centers, fabulous restaurants, and post office and shops. Again, you may arrive and not want or need to leave the island for days.

Longboat Key Beach
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Longboat Key in Sarasota, Florida area map

Longboat Key Real Estate

Much of Longboat Key is composed either single-family homes or condominium apartments. Most of the condominium associations co-own common elements which comprise pools, tennis courts, sites with water views, workout facilities, and access to beaches.

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  1. Photo of 4325 Gulf Of Mexico Drive #408, Longboat Key, FL 34228 (MLS # A4608766)
    $12,000
    Photo of 4325 Gulf Of Mexico Drive #408, Longboat Key, FL 34228 (MLS # A4608766)
    Photo of 4325 Gulf Of Mexico Drive #408, Longboat Key, FL 34228 (MLS # A4608766)
    39
     
    4325 Gulf Of Mexico Drive #408, Longboat Key, FL
    4325 Gulf Of Mexico Drive #408
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 1,411 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  2. Photo of 1508 Dolphin Street #2, Sarasota, FL 34236 (MLS # A4608765)
    $1,200
    Photo of 1508 Dolphin Street #2, Sarasota, FL 34236 (MLS # A4608765)
    Photo of 1508 Dolphin Street #2, Sarasota, FL 34236 (MLS # A4608765)
    1508 Dolphin Street #2, Sarasota, FL
    1508 Dolphin Street #2
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 405 Home (sqft)
    • 1 Bath
    • 8,712 Lot (sqft)
  3. Photo of 1508 Dolphin Street #7, Sarasota, FL 34236 (MLS # A4608763)
    $1,500
    Photo of 1508 Dolphin Street #7, Sarasota, FL 34236 (MLS # A4608763)
    Photo of 1508 Dolphin Street #7, Sarasota, FL 34236 (MLS # A4608763)
    16
     
    1508 Dolphin Street #7, Sarasota, FL
    1508 Dolphin Street #7
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 412 Home (sqft)
    • 1 Bath
    • 8,610.00 Lot (ac)
  4. Photo of 24 Sandy Cove Road #6-D, Sarasota, FL 34242 (MLS # A4608466)
    $579,000
    Photo of 24 Sandy Cove Road #6-D, Sarasota, FL 34242 (MLS # A4608466)
    Photo of 24 Sandy Cove Road #6-D, Sarasota, FL 34242 (MLS # A4608466)
    24 Sandy Cove Road #6-D, Sarasota, FL
    24 Sandy Cove Road #6-D
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 561 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  5. Photo of 401 Quay Commons #1204, Sarasota, FL 34236 (MLS # A4608406)
    $4,600,000
    Photo of 401 Quay Commons #1204, Sarasota, FL 34236 (MLS # A4608406)
    Photo of 401 Quay Commons #1204, Sarasota, FL 34236 (MLS # A4608406)
    401 Quay Commons #1204, Sarasota, FL
    401 Quay Commons #1204
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 2,984 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  6. Photo of 1958 Bougainvillea Street, Sarasota, FL 34239 (MLS # A4608749)
    $750,000
    Photo of 1958 Bougainvillea Street, Sarasota, FL 34239 (MLS # A4608749)
    Photo of 1958 Bougainvillea Street, Sarasota, FL 34239 (MLS # A4608749)
    1958 Bougainvillea Street, Sarasota, FL
    1958 Bougainvillea Street
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 8,712 Lot (sqft)
  7. Photo of 5930 Emerald Harbor Drive, Longboat Key, FL 34228 (MLS # A4608430)
    $2,195,000
    Photo of 5930 Emerald Harbor Drive, Longboat Key, FL 34228 (MLS # A4608430)
    Photo of 5930 Emerald Harbor Drive, Longboat Key, FL 34228 (MLS # A4608430)
    5930 Emerald Harbor Drive, Longboat Key, FL
    5930 Emerald Harbor Drive
    Longboat Key, FL
    • 4 Beds
    • 4 Baths
    • 2,986 Home (sqft)
    • 4 Baths
    • 11,762 Lot (sqft)
  8. Photo of 858 Hudson Avenue #858, Sarasota, FL 34236 (MLS # A4608744)
    $4,500
    Photo of 858 Hudson Avenue #858, Sarasota, FL 34236 (MLS # A4608744)
    Photo of 858 Hudson Avenue #858, Sarasota, FL 34236 (MLS # A4608744)
    18
     
    858 Hudson Avenue #858, Sarasota, FL
    858 Hudson Avenue #858
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,533 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  9. Photo of 3006 Hawthorne Street, Sarasota, FL 34239 (MLS # A4606197)
    $349,000
    Photo of 3006 Hawthorne Street, Sarasota, FL 34239 (MLS # A4606197)
    Photo of 3006 Hawthorne Street, Sarasota, FL 34239 (MLS # A4606197)
    3006 Hawthorne Street, Sarasota, FL
    3006 Hawthorne Street
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 1,835 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  10. Photo of 1067 Westway Drive, Sarasota, FL 34236 (MLS # A4606714)
    $25,700,000
    Photo of 1067 Westway Drive, Sarasota, FL 34236 (MLS # A4606714)
    Photo of 1067 Westway Drive, Sarasota, FL 34236 (MLS # A4606714)
    1067 Westway Drive, Sarasota, FL
    1067 Westway Drive
    Sarasota, FL
    • 6 Beds
    • 9 Baths
    • 8,929 Home (sqft)
    • 9 Baths
    • 1.82 Lot (ac)
  11. Photo of 4320 Falmouth Drive #302, Longboat Key, FL 34228 (MLS # A4608718)
    $525,000
    Photo of 4320 Falmouth Drive #302, Longboat Key, FL 34228 (MLS # A4608718)
    Photo of 4320 Falmouth Drive #302, Longboat Key, FL 34228 (MLS # A4608718)
    19
     
    4320 Falmouth Drive #302, Longboat Key, FL
    4320 Falmouth Drive #302
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 928 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  12. Photo of 3008 Avenue C, Holmes Beach, FL 34217 (MLS # A4608288)
    $1,600,000
    Photo of 3008 Avenue C, Holmes Beach, FL 34217 (MLS # A4608288)
    Photo of 3008 Avenue C, Holmes Beach, FL 34217 (MLS # A4608288)
    3008 Avenue C, Holmes Beach, FL
    3008 Avenue C
    Holmes Beach, FL
    • 0 Beds
    • 0 Baths
    • 2,055 Home (sqft)
    • 0 Baths
    • 4,792 Lot (sqft)
  13. Photo of 235 Cocoanut Avenue #109B, Sarasota, FL 34236 (MLS # A4608683)
    $3,700
    Photo of 235 Cocoanut Avenue #109B, Sarasota, FL 34236 (MLS # A4608683)
    Photo of 235 Cocoanut Avenue #109B, Sarasota, FL 34236 (MLS # A4608683)
    235 Cocoanut Avenue #109B, Sarasota, FL
    235 Cocoanut Avenue #109B
    Sarasota, FL
    • 2 Beds
    • 4 Baths
    • 2,097 Home (sqft)
    • 4 Baths
    • 35,720 Lot (sqft)
  14. Photo of 301 Avenida Madera #B, Sarasota, FL 34242 (MLS # A4608675)
    $12,600
    Photo of 301 Avenida Madera #B, Sarasota, FL 34242 (MLS # A4608675)
    Photo of 301 Avenida Madera #B, Sarasota, FL 34242 (MLS # A4608675)
    301 Avenida Madera #B, Sarasota, FL
    301 Avenida Madera #B
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,144 Home (sqft)
    • 2 Baths
    • 950.00 Lot (ac)
  15. Photo of 1723 Bay Street, Sarasota, FL 34236 (MLS # A4605684)
    $2,100,000
    Photo of 1723 Bay Street, Sarasota, FL 34236 (MLS # A4605684)
    Photo of 1723 Bay Street, Sarasota, FL 34236 (MLS # A4605684)
    1723 Bay Street, Sarasota, FL
    1723 Bay Street
    Sarasota, FL
    • 4 Beds
    • 3 Baths
    • 2,237 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  16. Photo of 1700 Benjamin Franklin Drive #8D, Sarasota, FL 34236 (MLS # A4607729)
    $1,400,000
    Photo of 1700 Benjamin Franklin Drive #8D, Sarasota, FL 34236 (MLS # A4607729)
    Photo of 1700 Benjamin Franklin Drive #8D, Sarasota, FL 34236 (MLS # A4607729)
    1700 Benjamin Franklin Drive #8D, Sarasota, FL
    1700 Benjamin Franklin Drive #8D
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,492 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  17. Photo of 9397 Midnight Pass Road #805, Sarasota, FL 34242 (MLS # U8240210)
    $825,000
    Photo of 9397 Midnight Pass Road #805, Sarasota, FL 34242 (MLS # U8240210)
    Photo of 9397 Midnight Pass Road #805, Sarasota, FL 34242 (MLS # U8240210)
    9397 Midnight Pass Road #805, Sarasota, FL
    9397 Midnight Pass Road #805
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,331 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  18. Photo of 89 Beach Road #202 & 203, Sarasota, FL 34242 (MLS # A4608628)
    $9,750,000
    Photo of 89 Beach Road #202 & 203, Sarasota, FL 34242 (MLS # A4608628)
    Photo of 89 Beach Road #202 & 203, Sarasota, FL 34242 (MLS # A4608628)
    89 Beach Road #202 & 203, Sarasota, FL
    89 Beach Road #202 & 203
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 6,206 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  19. Photo of 3352 Espanola Drive, Sarasota, FL 34239 (MLS # A4608662)
    $3,800
    Photo of 3352 Espanola Drive, Sarasota, FL 34239 (MLS # A4608662)
    Photo of 3352 Espanola Drive, Sarasota, FL 34239 (MLS # A4608662)
    3352 Espanola Drive, Sarasota, FL
    3352 Espanola Drive
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,662 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  20. Photo of 3714 Flores Avenue, Sarasota, FL 34239 (MLS # O6198998)
    $3,195,000
    Photo of 3714 Flores Avenue, Sarasota, FL 34239 (MLS # O6198998)
    Photo of 3714 Flores Avenue, Sarasota, FL 34239 (MLS # O6198998)
    3714 Flores Avenue, Sarasota, FL
    3714 Flores Avenue
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 4,046 Home (sqft)
    • 5 Baths
    • 10,455 Lot (sqft)
  21. Photo of 636 Beach Road, Sarasota, FL 34242 (MLS # A4608636)
    $10,000,000
    Photo of 636 Beach Road, Sarasota, FL 34242 (MLS # A4608636)
    Photo of 636 Beach Road, Sarasota, FL 34242 (MLS # A4608636)
    19
     
    636 Beach Road, Sarasota, FL
    636 Beach Road
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 22,652 Lot (sqft)
  22. Photo of 1224 Port Lane, Sarasota, FL 34242 (MLS # A4608447)
    $2,850,000
    Photo of 1224 Port Lane, Sarasota, FL 34242 (MLS # A4608447)
    Photo of 1224 Port Lane, Sarasota, FL 34242 (MLS # A4608447)
    1224 Port Lane, Sarasota, FL
    1224 Port Lane
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,656 Home (sqft)
    • 2 Baths
    • 14,811 Lot (sqft)
  23. Photo of 3530 Mineola Drive, Sarasota, FL 34239 (MLS # A4608542)
    $1,600,000
    Photo of 3530 Mineola Drive, Sarasota, FL 34239 (MLS # A4608542)
    Photo of 3530 Mineola Drive, Sarasota, FL 34239 (MLS # A4608542)
    3530 Mineola Drive, Sarasota, FL
    3530 Mineola Drive
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,693 Home (sqft)
    • 2 Baths
    • 14,811 Lot (sqft)
  24. Photo of 3336 Old Oak Drive, Sarasota, FL 34239 (MLS # A4608565)
    $18,000,000
    Photo of 3336 Old Oak Drive, Sarasota, FL 34239 (MLS # A4608565)
    Photo of 3336 Old Oak Drive, Sarasota, FL 34239 (MLS # A4608565)
    3336 Old Oak Drive, Sarasota, FL
    3336 Old Oak Drive
    Sarasota, FL
    • 3 Beds
    • 5 Baths
    • 5,932 Home (sqft)
    • 5 Baths
    • 1.98 Lot (ac)
  25. Photo of 290 Cocoanut Avenue #6A, Sarasota, FL 34236 (MLS # A4608009)
    $3,433,500
    Photo of 290 Cocoanut Avenue #6A, Sarasota, FL 34236 (MLS # A4608009)
    Photo of 290 Cocoanut Avenue #6A, Sarasota, FL 34236 (MLS # A4608009)
    18
     
    290 Cocoanut Avenue #6A, Sarasota, FL
    290 Cocoanut Avenue #6A
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 3,270 Home (sqft)
    • 4 Baths
    • 23,958 Lot (sqft)
  26. Photo of 307 62nd Street, Holmes Beach, FL 34217 (MLS # A4608287)
    $1,299,000
    Photo of 307 62nd Street, Holmes Beach, FL 34217 (MLS # A4608287)
    Photo of 307 62nd Street, Holmes Beach, FL 34217 (MLS # A4608287)
    307 62nd Street, Holmes Beach, FL
    307 62nd Street
    Holmes Beach, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 7,406 Lot (sqft)
  27. Photo of 660 Cedars Court, Longboat Key, FL 34228 (MLS # C7491713)
    $760,000
    Photo of 660 Cedars Court, Longboat Key, FL 34228 (MLS # C7491713)
    Photo of 660 Cedars Court, Longboat Key, FL 34228 (MLS # C7491713)
    56
     
    660 Cedars Court, Longboat Key, FL
    660 Cedars Court
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,440 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  28. Photo of 301 Avenida Madera #A, Sarasota, FL 34242 (MLS # A4608080)
    $12,600
    Photo of 301 Avenida Madera #A, Sarasota, FL 34242 (MLS # A4608080)
    Photo of 301 Avenida Madera #A, Sarasota, FL 34242 (MLS # A4608080)
    301 Avenida Madera #A, Sarasota, FL
    301 Avenida Madera #A
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,144 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  29. Photo of 750 Saint Judes Drive N, Longboat Key, FL 34228 (MLS # A4608601)
    $950,000
    Photo of 750 Saint Judes Drive N, Longboat Key, FL 34228 (MLS # A4608601)
    Photo of 750 Saint Judes Drive N, Longboat Key, FL 34228 (MLS # A4608601)
    12
     
    750 Saint Judes Drive N, Longboat Key, FL
    750 Saint Judes Drive N
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 1,224 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  30. Photo of 207 Willow Avenue, Anna Maria, FL 34216 (MLS # A4608479)
    $2,195,000
    Photo of 207 Willow Avenue, Anna Maria, FL 34216 (MLS # A4608479)
    Photo of 207 Willow Avenue, Anna Maria, FL 34216 (MLS # A4608479)
    39
     
    207 Willow Avenue, Anna Maria, FL
    207 Willow Avenue
    Anna Maria, FL
    • 3 Beds
    • 2 Baths
    • 1,915 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
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The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 4/26/24 8:05 PM PDT.

This IDX Solution is (c) Diverse Solutions 2024.

 
 

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