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 102 39th St, Holmes Beach, FL 34217 (MLS # A4600547)
    $5,900,000
    Photo of 102 39th St, Holmes Beach, FL 34217 (MLS # A4600547)
    Photo of 102 39th St, Holmes Beach, FL 34217 (MLS # A4600547)
    102 39th St, Holmes Beach, FL
    102 39th St
    Holmes Beach, FL
    • 0 Beds
    • 0 Baths
    • 4,944 Home (sqft)
    • 0 Baths
    • 10,019 Lot (sqft)
  2. Photo of 102 39th Street #2, Holmes Beach, FL 34217 (MLS # A4597240)
    $5,900,000
    Photo of 102 39th Street #2, Holmes Beach, FL 34217 (MLS # A4597240)
    Photo of 102 39th Street #2, Holmes Beach, FL 34217 (MLS # A4597240)
    102 39th Street #2, Holmes Beach, FL
    102 39th Street #2
    Holmes Beach, FL
    • 10 Beds
    • 8 Baths
    • 4,944 Home (sqft)
    • 8 Baths
    • 10,019 Lot (sqft)
  3. Photo of 1111 Ritz Carlton Drive #1603, Sarasota, FL 34236 (MLS # A4578738)
    $5,900,000
    Photo of 1111 Ritz Carlton Drive #1603, Sarasota, FL 34236 (MLS # A4578738)
    Photo of 1111 Ritz Carlton Drive #1603, Sarasota, FL 34236 (MLS # A4578738)
    89
     
    1111 Ritz Carlton Drive #1603, Sarasota, FL
    1111 Ritz Carlton Drive #1603
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 4,276 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  4. Photo of 1479 Bay Point Drive, Sarasota, FL 34236 (MLS # A4561284)
    $5,875,000
    Photo of 1479 Bay Point Drive, Sarasota, FL 34236 (MLS # A4561284)
    Photo of 1479 Bay Point Drive, Sarasota, FL 34236 (MLS # A4561284)
    1479 Bay Point Drive, Sarasota, FL
    1479 Bay Point Drive
    Sarasota, FL
    • 4 Beds
    • 3 Baths
    • 3,783 Home (sqft)
    • 3 Baths
    • 21,345 Lot (sqft)
  5. Photo of 109 Palmetto Avenue, Anna Maria, FL 34216 (MLS # A4579810)
    $5,850,000
    Photo of 109 Palmetto Avenue, Anna Maria, FL 34216 (MLS # A4579810)
    Photo of 109 Palmetto Avenue, Anna Maria, FL 34216 (MLS # A4579810)
    109 Palmetto Avenue, Anna Maria, FL
    109 Palmetto Avenue
    Anna Maria, FL
    • 4 Beds
    • 5 Baths
    • 2,445 Home (sqft)
    • 5 Baths
    • 5,663 Lot (sqft)
  6. Photo of 223 Golden Gate Point #8C, Sarasota, FL 34236 (MLS # A4572252)
    $5,800,000
    Photo of 223 Golden Gate Point #8C, Sarasota, FL 34236 (MLS # A4572252)
    Photo of 223 Golden Gate Point #8C, Sarasota, FL 34236 (MLS # A4572252)
    223 Golden Gate Point #8C, Sarasota, FL
    223 Golden Gate Point #8C
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 3,068 Home (sqft)
    • 4 Baths
    • 43,560 Lot (sqft)
  7. Photo of 1640 Waldemere Street, Sarasota, FL 34239 (MLS # A4594633)
    $5,775,000
    Photo of 1640 Waldemere Street, Sarasota, FL 34239 (MLS # A4594633)
    Photo of 1640 Waldemere Street, Sarasota, FL 34239 (MLS # A4594633)
    1640 Waldemere Street, Sarasota, FL
    1640 Waldemere Street
    Sarasota, FL
    • 7 Beds
    • 8 Baths
    • 5,500 Home (sqft)
    • 8 Baths
    • 10,890 Lot (sqft)
  8. Photo of 212 Haverkos Court, Holmes Beach, FL 34217 (MLS # A4592933)
    $5,750,000
    Photo of 212 Haverkos Court, Holmes Beach, FL 34217 (MLS # A4592933)
    Photo of 212 Haverkos Court, Holmes Beach, FL 34217 (MLS # A4592933)
    212 Haverkos Court, Holmes Beach, FL
    212 Haverkos Court
    Holmes Beach, FL
    • 4 Beds
    • 5 Baths
    • 3,418 Home (sqft)
    • 5 Baths
    • 10,455 Lot (sqft)
  9. Photo of 223 Golden Gate Point #8A, Sarasota, FL 34236 (MLS # A4592432)
    $5,700,000
    Photo of 223 Golden Gate Point #8A, Sarasota, FL 34236 (MLS # A4592432)
    Photo of 223 Golden Gate Point #8A, Sarasota, FL 34236 (MLS # A4592432)
    223 Golden Gate Point #8A, Sarasota, FL
    223 Golden Gate Point #8A
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 2,832 Home (sqft)
    • 4 Baths
    • 1,338.00 Lot (ac)
  10. Photo of 118 Mangrove Avenue, Anna Maria, FL 34216 (MLS # A4603938)
    $5,695,000
    Photo of 118 Mangrove Avenue, Anna Maria, FL 34216 (MLS # A4603938)
    Photo of 118 Mangrove Avenue, Anna Maria, FL 34216 (MLS # A4603938)
    118 Mangrove Avenue, Anna Maria, FL
    118 Mangrove Avenue
    Anna Maria, FL
    • 4 Beds
    • 5 Baths
    • 3,287 Home (sqft)
    • 5 Baths
    • 8,277 Lot (sqft)
  11. Photo of 1300 Benjamin Franklin Drive #701, Sarasota, FL 34236 (MLS # A4594093)
    $5,695,000
    Photo of 1300 Benjamin Franklin Drive #701, Sarasota, FL 34236 (MLS # A4594093)
    Photo of 1300 Benjamin Franklin Drive #701, Sarasota, FL 34236 (MLS # A4594093)
    1300 Benjamin Franklin Drive #701, Sarasota, FL
    1300 Benjamin Franklin Drive #701
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 4,194 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  12. Photo of 1172 Horizon View Drive, Sarasota, FL 34242 (MLS # N6128983)
    $5,695,000
    Photo of 1172 Horizon View Drive, Sarasota, FL 34242 (MLS # N6128983)
    Photo of 1172 Horizon View Drive, Sarasota, FL 34242 (MLS # N6128983)
    1172 Horizon View Drive, Sarasota, FL
    1172 Horizon View Drive
    Sarasota, FL
    • 4 Beds
    • 4 Baths
    • 3,762 Home (sqft)
    • 4 Baths
    • 10,890 Lot (sqft)
  13. Photo of 1655 South Drive, Sarasota, FL 34239 (MLS # A4584482)
    $5,695,000
    Photo of 1655 South Drive, Sarasota, FL 34239 (MLS # A4584482)
    Photo of 1655 South Drive, Sarasota, FL 34239 (MLS # A4584482)
    1655 South Drive, Sarasota, FL
    1655 South Drive
    Sarasota, FL
    • 5 Beds
    • 9 Baths
    • 6,355 Home (sqft)
    • 9 Baths
    • 14,811 Lot (sqft)
  14. Photo of 188 Golden Gate Point #101, Sarasota, FL 34236 (MLS # A4596274)
    $5,600,000
    Photo of 188 Golden Gate Point #101, Sarasota, FL 34236 (MLS # A4596274)
    Photo of 188 Golden Gate Point #101, Sarasota, FL 34236 (MLS # A4596274)
    188 Golden Gate Point #101, Sarasota, FL
    188 Golden Gate Point #101
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 3,034 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  15. Photo of 423 S Polk Drive, Sarasota, FL 34236 (MLS # A4593442)
    $5,595,000
    Photo of 423 S Polk Drive, Sarasota, FL 34236 (MLS # A4593442)
    Photo of 423 S Polk Drive, Sarasota, FL 34236 (MLS # A4593442)
    423 S Polk Drive, Sarasota, FL
    423 S Polk Drive
    Sarasota, FL
    • 4 Beds
    • 4 Baths
    • 3,890 Home (sqft)
    • 4 Baths
    • 10,890 Lot (sqft)
  16. Photo of 1607 Flower Drive, Sarasota, FL 34239 (MLS # A4604898)
    $5,590,000
    Photo of 1607 Flower Drive, Sarasota, FL 34239 (MLS # A4604898)
    Photo of 1607 Flower Drive, Sarasota, FL 34239 (MLS # A4604898)
    1607 Flower Drive, Sarasota, FL
    1607 Flower Drive
    Sarasota, FL
    • 6 Beds
    • 7 Baths
    • 4,769 Home (sqft)
    • 7 Baths
    • 14,811 Lot (sqft)
  17. Photo of 2108 Avenue B #A, Bradenton Beach, FL 34217 (MLS # A4586929)
    $5,528,000
    Photo of 2108 Avenue B #A, Bradenton Beach, FL 34217 (MLS # A4586929)
    Photo of 2108 Avenue B #A, Bradenton Beach, FL 34217 (MLS # A4586929)
    2108 Avenue B #A, Bradenton Beach, FL
    2108 Avenue B #A
    Bradenton Beach, FL
    • 5 Beds
    • 6 Baths
    • 3,200 Home (sqft)
    • 6 Baths
    • 4,792 Lot (sqft)
  18. Photo of 161 Tyler Drive, Sarasota, FL 34236 (MLS # A4600808)
    $5,500,000
    Photo of 161 Tyler Drive, Sarasota, FL 34236 (MLS # A4600808)
    Photo of 161 Tyler Drive, Sarasota, FL 34236 (MLS # A4600808)
    161 Tyler Drive, Sarasota, FL
    161 Tyler Drive
    Sarasota, FL
    • 5 Beds
    • 7 Baths
    • 3,724 Home (sqft)
    • 7 Baths
    • 6,970 Lot (sqft)
  19. Photo of 907 Pomelo Avenue, Sarasota, FL 34236 (MLS # A4597533)
    $5,500,000
    Photo of 907 Pomelo Avenue, Sarasota, FL 34236 (MLS # A4597533)
    Photo of 907 Pomelo Avenue, Sarasota, FL 34236 (MLS # A4597533)
    907 Pomelo Avenue, Sarasota, FL
    907 Pomelo Avenue
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 4,289 Home (sqft)
    • 5 Baths
    • 16,989 Lot (sqft)
  20. Photo of 9200 Blind Pass Road, Sarasota, FL 34242 (MLS # A4594965)
    $5,500,000
    Photo of 9200 Blind Pass Road, Sarasota, FL 34242 (MLS # A4594965)
    Photo of 9200 Blind Pass Road, Sarasota, FL 34242 (MLS # A4594965)
    9200 Blind Pass Road, Sarasota, FL
    9200 Blind Pass Road
    Sarasota, FL
    • 4 Beds
    • 4 Baths
    • 4,000 Home (sqft)
    • 4 Baths
    • 24,394 Lot (sqft)
  21. Photo of 401 Quay #1404, Sarasota, FL 34236 (MLS # A4593623)
    $5,500,000
    Photo of 401 Quay #1404, Sarasota, FL 34236 (MLS # A4593623)
    Photo of 401 Quay #1404, Sarasota, FL 34236 (MLS # A4593623)
    401 Quay #1404, Sarasota, FL
    401 Quay #1404
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 2,984 Home (sqft)
    • 4 Baths
    • 1.87 Lot (ac)
  22. Photo of 344 Canal Road, Sarasota, FL 34242 (MLS # A4587399)
    $5,500,000
    Photo of 344 Canal Road, Sarasota, FL 34242 (MLS # A4587399)
    Photo of 344 Canal Road, Sarasota, FL 34242 (MLS # A4587399)
    344 Canal Road, Sarasota, FL
    344 Canal Road
    Sarasota, FL
    • 7 Beds
    • 6 Baths
    • 3,175 Home (sqft)
    • 6 Baths
    • 5,663 Lot (sqft)
  23. Photo of 6702 Holmes Boulevard #A, Holmes Beach, FL 34217 (MLS # A4586928)
    $5,500,000
    Photo of 6702 Holmes Boulevard #A, Holmes Beach, FL 34217 (MLS # A4586928)
    Photo of 6702 Holmes Boulevard #A, Holmes Beach, FL 34217 (MLS # A4586928)
    6702 Holmes Boulevard #A, Holmes Beach, FL
    6702 Holmes Boulevard #A
    Holmes Beach, FL
    • 4 Beds
    • 5 Baths
    • 3,160 Home (sqft)
    • 5 Baths
    • 7,406 Lot (sqft)
  24. Photo of 333 Cocoanut Avenue, Sarasota, FL 34236 (MLS # A4558154)
    $5,500,000
    Photo of 333 Cocoanut Avenue, Sarasota, FL 34236 (MLS # A4558154)
    Photo of 333 Cocoanut Avenue, Sarasota, FL 34236 (MLS # A4558154)
    333 Cocoanut Avenue, Sarasota, FL
    333 Cocoanut Avenue
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 1 Home (sqft)
    • 0 Baths
    • 15,682 Lot (sqft)
  25. Photo of 333 Cocoanut Avenue, Sarasota, FL 34236 (MLS # A4556199)
    $5,500,000
    Photo of 333 Cocoanut Avenue, Sarasota, FL 34236 (MLS # A4556199)
    Photo of 333 Cocoanut Avenue, Sarasota, FL 34236 (MLS # A4556199)
    333 Cocoanut Avenue, Sarasota, FL
    333 Cocoanut Avenue
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 15,682 Lot (sqft)
  26. Photo of 106 81st Street, Holmes Beach, FL 34217 (MLS # A4591475)
    $5,499,000
    Photo of 106 81st Street, Holmes Beach, FL 34217 (MLS # A4591475)
    Photo of 106 81st Street, Holmes Beach, FL 34217 (MLS # A4591475)
    78
     
    106 81st Street, Holmes Beach, FL
    106 81st Street
    Holmes Beach, FL
    • 4 Beds
    • 5 Baths
    • 2,980 Home (sqft)
    • 5 Baths
    • 8,277 Lot (sqft)
  27. Photo of 731 Key Royale Drive, Holmes Beach, FL 34217 (MLS # A4600791)
    $5,495,000
    Photo of 731 Key Royale Drive, Holmes Beach, FL 34217 (MLS # A4600791)
    Photo of 731 Key Royale Drive, Holmes Beach, FL 34217 (MLS # A4600791)
    731 Key Royale Drive, Holmes Beach, FL
    731 Key Royale Drive
    Holmes Beach, FL
    • 5 Beds
    • 5 Baths
    • 3,282 Home (sqft)
    • 5 Baths
    • 8,712 Lot (sqft)
  28. Photo of 150 Grant Drive, Sarasota, FL 34236 (MLS # A4601335)
    $5,485,000
    Photo of 150 Grant Drive, Sarasota, FL 34236 (MLS # A4601335)
    Photo of 150 Grant Drive, Sarasota, FL 34236 (MLS # A4601335)
    150 Grant Drive, Sarasota, FL
    150 Grant Drive
    Sarasota, FL
    • 8 Beds
    • 9 Baths
    • 3,500 Home (sqft)
    • 9 Baths
    • 6,099 Lot (sqft)
  29. Photo of 226 Willow Avenue, Anna Maria, FL 34216 (MLS # A4601497)
    $5,450,000
    Photo of 226 Willow Avenue, Anna Maria, FL 34216 (MLS # A4601497)
    Photo of 226 Willow Avenue, Anna Maria, FL 34216 (MLS # A4601497)
    226 Willow Avenue, Anna Maria, FL
    226 Willow Avenue
    Anna Maria, FL
    • 4 Beds
    • 4 Baths
    • 3,624 Home (sqft)
    • 4 Baths
    • 10,455 Lot (sqft)
  30. Photo of 301 Quay Commons #1904, Sarasota, FL 34236 (MLS # A4594030)
    $5,450,000
    Photo of 301 Quay Commons #1904, Sarasota, FL 34236 (MLS # A4594030)
    Photo of 301 Quay Commons #1904, Sarasota, FL 34236 (MLS # A4594030)
    301 Quay Commons #1904, Sarasota, FL
    301 Quay Commons #1904
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 3,613 Home (sqft)
    • 4 Baths
    • 0 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 4/29/24 8:05 AM PDT.

This IDX Solution is (c) Diverse Solutions 2024.

 
 

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