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 6911 Point Of Rocks Road, Sarasota, FL 34242 (MLS # A4607832)
    $2,250,000
    Photo of 6911 Point Of Rocks Road, Sarasota, FL 34242 (MLS # A4607832)
    Photo of 6911 Point Of Rocks Road, Sarasota, FL 34242 (MLS # A4607832)
    6911 Point Of Rocks Road, Sarasota, FL
    6911 Point Of Rocks Road
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 8,277 Lot (sqft)
  2. Photo of 6911 Point Of Rocks Road, Sarasota, FL 34242 (MLS # A4607515)
    $2,250,000
    Photo of 6911 Point Of Rocks Road, Sarasota, FL 34242 (MLS # A4607515)
    Photo of 6911 Point Of Rocks Road, Sarasota, FL 34242 (MLS # A4607515)
    28
     
    6911 Point Of Rocks Road, Sarasota, FL
    6911 Point Of Rocks Road
    Sarasota, FL
    • 4 Beds
    • 3 Baths
    • 2,300 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  3. Photo of 2555 Hillview Street, Sarasota, FL 34239 (MLS # A4607789)
    $1,200,000
    Photo of 2555 Hillview Street, Sarasota, FL 34239 (MLS # A4607789)
    Photo of 2555 Hillview Street, Sarasota, FL 34239 (MLS # A4607789)
    2555 Hillview Street, Sarasota, FL
    2555 Hillview Street
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,228 Home (sqft)
    • 2 Baths
    • 20,909 Lot (sqft)
  4. Photo of 8767 Midnight Pass Road #505F, Sarasota, FL 34242 (MLS # A4607070)
    $700,000
    Photo of 8767 Midnight Pass Road #505F, Sarasota, FL 34242 (MLS # A4607070)
    Photo of 8767 Midnight Pass Road #505F, Sarasota, FL 34242 (MLS # A4607070)
    8767 Midnight Pass Road #505F, Sarasota, FL
    8767 Midnight Pass Road #505F
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,421 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  5. Photo of 8779 Midnight Pass Road #404H, Sarasota, FL 34242 (MLS # A4607920)
    $775,000
    Photo of 8779 Midnight Pass Road #404H, Sarasota, FL 34242 (MLS # A4607920)
    Photo of 8779 Midnight Pass Road #404H, Sarasota, FL 34242 (MLS # A4607920)
    8779 Midnight Pass Road #404H, Sarasota, FL
    8779 Midnight Pass Road #404H
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,303 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  6. Photo of 6537 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4605911)
    $3,395,000
    Photo of 6537 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4605911)
    Photo of 6537 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4605911)
    6537 Gulf Of Mexico Drive, Longboat Key, FL
    6537 Gulf Of Mexico Drive
    Longboat Key, FL
    • 4 Beds
    • 4 Baths
    • 2,313 Home (sqft)
    • 4 Baths
    • 17,424 Lot (sqft)
  7. Photo of 1211 Gulf Of Mexico Drive #205, Longboat Key, FL 34228 (MLS # A4607611)
    $2,330,000
    Photo of 1211 Gulf Of Mexico Drive #205, Longboat Key, FL 34228 (MLS # A4607611)
    Photo of 1211 Gulf Of Mexico Drive #205, Longboat Key, FL 34228 (MLS # A4607611)
    1211 Gulf Of Mexico Drive #205, Longboat Key, FL
    1211 Gulf Of Mexico Drive #205
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,598 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  8. Photo of 2110 Benjamin Franklin Drive #404, Sarasota, FL 34236 (MLS # A4605580)
    $1,190,000
    Photo of 2110 Benjamin Franklin Drive #404, Sarasota, FL 34236 (MLS # A4605580)
    Photo of 2110 Benjamin Franklin Drive #404, Sarasota, FL 34236 (MLS # A4605580)
    2110 Benjamin Franklin Drive #404, Sarasota, FL
    2110 Benjamin Franklin Drive #404
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,248 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  9. Photo of 2600 Harbourside Drive #C8, Longboat Key, FL 34228 (MLS # A4607444)
    $375,000
    Photo of 2600 Harbourside Drive #C8, Longboat Key, FL 34228 (MLS # A4607444)
    Photo of 2600 Harbourside Drive #C8, Longboat Key, FL 34228 (MLS # A4607444)
    15
     
    2600 Harbourside Drive #C8, Longboat Key, FL
    2600 Harbourside Drive #C8
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 34,848 Lot (sqft)
  10. Photo of 5855 Midnight Pass Road #312, Sarasota, FL 34242 (MLS # A4607436)
    $555,000
    Photo of 5855 Midnight Pass Road #312, Sarasota, FL 34242 (MLS # A4607436)
    Photo of 5855 Midnight Pass Road #312, Sarasota, FL 34242 (MLS # A4607436)
    5855 Midnight Pass Road #312, Sarasota, FL
    5855 Midnight Pass Road #312
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 751 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  11. Photo of 244 N Adams Drive, Sarasota, FL 34236 (MLS # A4607887)
    $1,695,000
    Photo of 244 N Adams Drive, Sarasota, FL 34236 (MLS # A4607887)
    Photo of 244 N Adams Drive, Sarasota, FL 34236 (MLS # A4607887)
    244 N Adams Drive, Sarasota, FL
    244 N Adams Drive
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,472 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  12. Photo of 1771 Ringling Boulevard #904, Sarasota, FL 34236 (MLS # A4606760)
    $1,100,000
    Photo of 1771 Ringling Boulevard #904, Sarasota, FL 34236 (MLS # A4606760)
    Photo of 1771 Ringling Boulevard #904, Sarasota, FL 34236 (MLS # A4606760)
    1771 Ringling Boulevard #904, Sarasota, FL
    1771 Ringling Boulevard #904
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,735 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  13. Photo of 1713 Bay Street, Sarasota, FL 34236 (MLS # A4607207)
    $1,200,000
    Photo of 1713 Bay Street, Sarasota, FL 34236 (MLS # A4607207)
    Photo of 1713 Bay Street, Sarasota, FL 34236 (MLS # A4607207)
    1713 Bay Street, Sarasota, FL
    1713 Bay Street
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,170 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  14. Photo of 590 Putter Lane, Longboat Key, FL 34228 (MLS # A4607698)
    $6,450
    Photo of 590 Putter Lane, Longboat Key, FL 34228 (MLS # A4607698)
    Photo of 590 Putter Lane, Longboat Key, FL 34228 (MLS # A4607698)
    590 Putter Lane, Longboat Key, FL
    590 Putter Lane
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 2,195 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
  15. Photo of 1500 State Street #603, Sarasota, FL 34236 (MLS # A4607849)
    $715,000
    Photo of 1500 State Street #603, Sarasota, FL 34236 (MLS # A4607849)
    Photo of 1500 State Street #603, Sarasota, FL 34236 (MLS # A4607849)
    1500 State Street #603, Sarasota, FL
    1500 State Street #603
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 736 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  16. Photo of 5930 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4607638)
    $2,695,000
    Photo of 5930 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4607638)
    Photo of 5930 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4607638)
    5930 Gulf Of Mexico Drive, Longboat Key, FL
    5930 Gulf Of Mexico Drive
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 2,570 Home (sqft)
    • 2 Baths
    • 27,443 Lot (sqft)
  17. Photo of 1600 Harbor Sound Drive, Longboat Key, FL 34228 (MLS # A4607815)
    $3,750,000
    Photo of 1600 Harbor Sound Drive, Longboat Key, FL 34228 (MLS # A4607815)
    Photo of 1600 Harbor Sound Drive, Longboat Key, FL 34228 (MLS # A4607815)
    1600 Harbor Sound Drive, Longboat Key, FL
    1600 Harbor Sound Drive
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 17,860 Lot (sqft)
  18. Photo of 1959 Hibiscus Street, Sarasota, FL 34239 (MLS # A4607664)
    $2,995,000
    Photo of 1959 Hibiscus Street, Sarasota, FL 34239 (MLS # A4607664)
    Photo of 1959 Hibiscus Street, Sarasota, FL 34239 (MLS # A4607664)
    1959 Hibiscus Street, Sarasota, FL
    1959 Hibiscus Street
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,720 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
  19. Photo of 9393 Midnight Pass Road #703, Sarasota, FL 34242 (MLS # A4606934)
    $499,900
    Photo of 9393 Midnight Pass Road #703, Sarasota, FL 34242 (MLS # A4606934)
    Photo of 9393 Midnight Pass Road #703, Sarasota, FL 34242 (MLS # A4606934)
    9393 Midnight Pass Road #703, Sarasota, FL
    9393 Midnight Pass Road #703
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 946 Home (sqft)
    • 1 Bath
    • 5.24 Lot (ac)
  20. Photo of 2181 Hillview Street, Sarasota, FL 34239 (MLS # A4607794)
    $1,659,000
    Photo of 2181 Hillview Street, Sarasota, FL 34239 (MLS # A4607794)
    Photo of 2181 Hillview Street, Sarasota, FL 34239 (MLS # A4607794)
    2181 Hillview Street, Sarasota, FL
    2181 Hillview Street
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,925 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  21. Photo of 2569 Prospect Street, Sarasota, FL 34239 (MLS # A4607808)
    $12,000
    Photo of 2569 Prospect Street, Sarasota, FL 34239 (MLS # A4607808)
    Photo of 2569 Prospect Street, Sarasota, FL 34239 (MLS # A4607808)
    2569 Prospect Street, Sarasota, FL
    2569 Prospect Street
    Sarasota, FL
    • 4 Beds
    • 4 Baths
    • 2,241 Home (sqft)
    • 4 Baths
    • 5,228 Lot (sqft)
  22. Photo of 101 S Gulfstream Avenue #8F, Sarasota, FL 34236 (MLS # A4607728)
    $1,125,000
    Photo of 101 S Gulfstream Avenue #8F, Sarasota, FL 34236 (MLS # A4607728)
    Photo of 101 S Gulfstream Avenue #8F, Sarasota, FL 34236 (MLS # A4607728)
    101 S Gulfstream Avenue #8F, Sarasota, FL
    101 S Gulfstream Avenue #8F
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,390 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  23. Photo of 701 Hideaway Bay Drive, Longboat Key, FL 34228 (MLS # A4607011)
    $2,695,000
    Photo of 701 Hideaway Bay Drive, Longboat Key, FL 34228 (MLS # A4607011)
    Photo of 701 Hideaway Bay Drive, Longboat Key, FL 34228 (MLS # A4607011)
    701 Hideaway Bay Drive, Longboat Key, FL
    701 Hideaway Bay Drive
    Longboat Key, FL
    • 4 Beds
    • 3 Baths
    • 2,629 Home (sqft)
    • 3 Baths
    • 14,811 Lot (sqft)
  24. Photo of 1268 11th Street #2202, Sarasota, FL 34236 (MLS # A4607744)
    $3,000
    Photo of 1268 11th Street #2202, Sarasota, FL 34236 (MLS # A4607744)
    Photo of 1268 11th Street #2202, Sarasota, FL 34236 (MLS # A4607744)
    33
     
    1268 11th Street #2202, Sarasota, FL
    1268 11th Street #2202
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,122 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  25. Photo of 313 Tarpon Street, Anna Maria, FL 34216 (MLS # A4607738)
    $4,000
    Photo of 313 Tarpon Street, Anna Maria, FL 34216 (MLS # A4607738)
    Photo of 313 Tarpon Street, Anna Maria, FL 34216 (MLS # A4607738)
    313 Tarpon Street, Anna Maria, FL
    313 Tarpon Street
    Anna Maria, FL
    • 2 Beds
    • 2 Baths
    • 908 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  26. Photo of 2521 Croton Avenue, Sarasota, FL 34239 (MLS # A4605516)
    $474,999
    Photo of 2521 Croton Avenue, Sarasota, FL 34239 (MLS # A4605516)
    Photo of 2521 Croton Avenue, Sarasota, FL 34239 (MLS # A4605516)
    2521 Croton Avenue, Sarasota, FL
    2521 Croton Avenue
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,409 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  27. Photo of 3210 Bayou Sound, Longboat Key, FL 34228 (MLS # A4607835)
    $12,500
    Photo of 3210 Bayou Sound, Longboat Key, FL 34228 (MLS # A4607835)
    Photo of 3210 Bayou Sound, Longboat Key, FL 34228 (MLS # A4607835)
    14
     
    3210 Bayou Sound, Longboat Key, FL
    3210 Bayou Sound
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 3,171 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
  28. Photo of 235 Cocoanut Avenue #101A, Sarasota, FL 34236 (MLS # A4607672)
    $1,199,999
    Photo of 235 Cocoanut Avenue #101A, Sarasota, FL 34236 (MLS # A4607672)
    Photo of 235 Cocoanut Avenue #101A, Sarasota, FL 34236 (MLS # A4607672)
    235 Cocoanut Avenue #101A, Sarasota, FL
    235 Cocoanut Avenue #101A
    Sarasota, FL
    • 2 Beds
    • 4 Baths
    • 2,116 Home (sqft)
    • 4 Baths
    • 35,720 Lot (sqft)
  29. Photo of 7000 Marina Drive, Holmes Beach, FL 34217 (MLS # A4607185)
    $1,469,000
    Photo of 7000 Marina Drive, Holmes Beach, FL 34217 (MLS # A4607185)
    Photo of 7000 Marina Drive, Holmes Beach, FL 34217 (MLS # A4607185)
    32
     
    7000 Marina Drive, Holmes Beach, FL
    7000 Marina Drive
    Holmes Beach, FL
    • 3 Beds
    • 2 Baths
    • 1,778 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  30. Photo of 1753 Hillview Street #3, Sarasota, FL 34239 (MLS # A4607663)
    $2,100
    Photo of 1753 Hillview Street #3, Sarasota, FL 34239 (MLS # A4607663)
    Photo of 1753 Hillview Street #3, Sarasota, FL 34239 (MLS # A4607663)
    1753 Hillview Street #3, Sarasota, FL
    1753 Hillview Street #3
    Sarasota, FL
    • 2 Beds
    • 1 Bath
    • 743 Home (sqft)
    • 1 Bath
    • 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 4/19/24 4:03 PM PDT.

This Real Estate IDX is (c) Diverse Solutions 2024.

 
 

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