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 555 Quay Common #902, Sarasota, FL 34236 (MLS # A4599938)
    $5,349,000
    Photo of 555 Quay Common #902, Sarasota, FL 34236 (MLS # A4599938)
    Photo of 555 Quay Common #902, Sarasota, FL 34236 (MLS # A4599938)
    555 Quay Common #902, Sarasota, FL
    555 Quay Common #902
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 3,984 Home (sqft)
    • 4 Baths
    • 42,689 Lot (sqft)
  2. Photo of 115 N Bay Boulevard, Anna Maria, FL 34216 (MLS # A4604179)
    $5,150,000
    Photo of 115 N Bay Boulevard, Anna Maria, FL 34216 (MLS # A4604179)
    Photo of 115 N Bay Boulevard, Anna Maria, FL 34216 (MLS # A4604179)
    115 N Bay Boulevard, Anna Maria, FL
    115 N Bay Boulevard
    Anna Maria, FL
    • 3 Beds
    • 4 Baths
    • 3,548 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
  3. Photo of 5005 Gulf Of Mexico Drive #5, Longboat Key, FL 34228 (MLS # A4602726)
    $5,100,000
    Photo of 5005 Gulf Of Mexico Drive #5, Longboat Key, FL 34228 (MLS # A4602726)
    Photo of 5005 Gulf Of Mexico Drive #5, Longboat Key, FL 34228 (MLS # A4602726)
    5005 Gulf Of Mexico Drive #5, Longboat Key, FL
    5005 Gulf Of Mexico Drive #5
    Longboat Key, FL
    • 4 Beds
    • 5 Baths
    • 3,358 Home (sqft)
    • 5 Baths
    • 10,019 Lot (sqft)
  4. Photo of 624 Dream Island Road, Longboat Key, FL 34228 (MLS # A4609458)
    $5,000,000
    Photo of 624 Dream Island Road, Longboat Key, FL 34228 (MLS # A4609458)
    Photo of 624 Dream Island Road, Longboat Key, FL 34228 (MLS # A4609458)
    624 Dream Island Road, Longboat Key, FL
    624 Dream Island Road
    Longboat Key, FL
    • 4 Beds
    • 4 Baths
    • 2,932 Home (sqft)
    • 4 Baths
    • 25,265 Lot (sqft)
  5. Photo of 112 Mangrove Avenue, Anna Maria, FL 34216 (MLS # A4588364)
    $4,999,999
    Photo of 112 Mangrove Avenue, Anna Maria, FL 34216 (MLS # A4588364)
    Photo of 112 Mangrove Avenue, Anna Maria, FL 34216 (MLS # A4588364)
    112 Mangrove Avenue, Anna Maria, FL
    112 Mangrove Avenue
    Anna Maria, FL
    • 4 Beds
    • 5 Baths
    • 2,803 Home (sqft)
    • 5 Baths
    • 5,663 Lot (sqft)
  6. Photo of 109 13th Street S, Bradenton Beach, FL 34217 (MLS # A4578003)
    $4,999,999
    Photo of 109 13th Street S, Bradenton Beach, FL 34217 (MLS # A4578003)
    Photo of 109 13th Street S, Bradenton Beach, FL 34217 (MLS # A4578003)
    109 13th Street S, Bradenton Beach, FL
    109 13th Street S
    Bradenton Beach, FL
    • 9 Beds
    • 9 Baths
    • 5,445 Home (sqft)
    • 9 Baths
    • 13,940 Lot (sqft)
  7. Photo of 116 50th Street, Holmes Beach, FL 34217 (MLS # A4602609)
    $4,999,000
    Photo of 116 50th Street, Holmes Beach, FL 34217 (MLS # A4602609)
    Photo of 116 50th Street, Holmes Beach, FL 34217 (MLS # A4602609)
    116 50th Street, Holmes Beach, FL
    116 50th Street
    Holmes Beach, FL
    • 6 Beds
    • 7 Baths
    • 4,332 Home (sqft)
    • 7 Baths
    • 12,197 Lot (sqft)
  8. Photo of 329 Beach Road #A, Sarasota, FL 34242 (MLS # A4600218)
    $4,999,000
    Photo of 329 Beach Road #A, Sarasota, FL 34242 (MLS # A4600218)
    Photo of 329 Beach Road #A, Sarasota, FL 34242 (MLS # A4600218)
    329 Beach Road #A, Sarasota, FL
    329 Beach Road #A
    Sarasota, FL
    • 6 Beds
    • 8 Baths
    • 3,257 Home (sqft)
    • 8 Baths
    • 5,663 Lot (sqft)
  9. Photo of 329 Beach Road #B, Sarasota, FL 34242 (MLS # A4600224)
    $4,999,000
    Photo of 329 Beach Road #B, Sarasota, FL 34242 (MLS # A4600224)
    Photo of 329 Beach Road #B, Sarasota, FL 34242 (MLS # A4600224)
    329 Beach Road #B, Sarasota, FL
    329 Beach Road #B
    Sarasota, FL
    • 6 Beds
    • 7 Baths
    • 2,900 Home (sqft)
    • 7 Baths
    • 5,663 Lot (sqft)
  10. Photo of 401 Quay #1404, Sarasota, FL 34236 (MLS # A4593623)
    $4,999,000
    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)
  11. Photo of 328 Monroe Drive, Sarasota, FL 34236 (MLS # A4605456)
    $4,995,000
    Photo of 328 Monroe Drive, Sarasota, FL 34236 (MLS # A4605456)
    Photo of 328 Monroe Drive, Sarasota, FL 34236 (MLS # A4605456)
    328 Monroe Drive, Sarasota, FL
    328 Monroe Drive
    Sarasota, FL
    • 8 Beds
    • 8 Baths
    • 3,931 Home (sqft)
    • 8 Baths
    • 14,811 Lot (sqft)
  12. Photo of 345 Madison Drive, Sarasota, FL 34236 (MLS # A4604605)
    $4,995,000
    Photo of 345 Madison Drive, Sarasota, FL 34236 (MLS # A4604605)
    Photo of 345 Madison Drive, Sarasota, FL 34236 (MLS # A4604605)
    345 Madison Drive, Sarasota, FL
    345 Madison Drive
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,596 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
  13. Photo of 907 Pomelo Avenue, Sarasota, FL 34236 (MLS # A4597533)
    $4,995,000
    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)
  14. Photo of 111 6th Street N, Bradenton Beach, FL 34217 (MLS # A4555877)
    $4,995,000
    Photo of 111 6th Street N, Bradenton Beach, FL 34217 (MLS # A4555877)
    Photo of 111 6th Street N, Bradenton Beach, FL 34217 (MLS # A4555877)
    111 6th Street N, Bradenton Beach, FL
    111 6th Street N
    Bradenton Beach, FL
    • 8 Beds
    • 7 Baths
    • 5,478 Home (sqft)
    • 7 Baths
    • 7,406 Lot (sqft)
  15. Photo of 7314 Point Of Rocks Road, Sarasota, FL 34242 (MLS # A4586498)
    $4,990,000
    Photo of 7314 Point Of Rocks Road, Sarasota, FL 34242 (MLS # A4586498)
    Photo of 7314 Point Of Rocks Road, Sarasota, FL 34242 (MLS # A4586498)
    7314 Point Of Rocks Road, Sarasota, FL
    7314 Point Of Rocks Road
    Sarasota, FL
    • 4 Beds
    • 4 Baths
    • 2,977 Home (sqft)
    • 4 Baths
    • 16,553 Lot (sqft)
  16. Photo of 50 Central Avenue #16G, Sarasota, FL 34236 (MLS # A4610290)
    $4,985,000
    Photo of 50 Central Avenue #16G, Sarasota, FL 34236 (MLS # A4610290)
    Photo of 50 Central Avenue #16G, Sarasota, FL 34236 (MLS # A4610290)
    45
     
    50 Central Avenue #16G, Sarasota, FL
    50 Central Avenue #16G
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 4,099 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  17. Photo of 558 Venice Lane, Sarasota, FL 34242 (MLS # A4589732)
    $4,985,000
    Photo of 558 Venice Lane, Sarasota, FL 34242 (MLS # A4589732)
    Photo of 558 Venice Lane, Sarasota, FL 34242 (MLS # A4589732)
    558 Venice Lane, Sarasota, FL
    558 Venice Lane
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 4,132 Home (sqft)
    • 5 Baths
    • 9,148 Lot (sqft)
  18. Photo of 1641 Harbor Cay Lane, Longboat Key, FL 34228 (MLS # A4581373)
    $4,957,000
    Photo of 1641 Harbor Cay Lane, Longboat Key, FL 34228 (MLS # A4581373)
    Photo of 1641 Harbor Cay Lane, Longboat Key, FL 34228 (MLS # A4581373)
    28
     
    1641 Harbor Cay Lane, Longboat Key, FL
    1641 Harbor Cay Lane
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 18,296 Lot (sqft)
  19. Photo of 655 Longboat Club Road #14A, Longboat Key, FL 34228 (MLS # A4608218)
    $4,950,000
    Photo of 655 Longboat Club Road #14A, Longboat Key, FL 34228 (MLS # A4608218)
    Photo of 655 Longboat Club Road #14A, Longboat Key, FL 34228 (MLS # A4608218)
    655 Longboat Club Road #14A, Longboat Key, FL
    655 Longboat Club Road #14A
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 3,564 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  20. Photo of 1521 Bay Point Drive, Sarasota, FL 34236 (MLS # A4604073)
    $4,950,000
    Photo of 1521 Bay Point Drive, Sarasota, FL 34236 (MLS # A4604073)
    Photo of 1521 Bay Point Drive, Sarasota, FL 34236 (MLS # A4604073)
    1521 Bay Point Drive, Sarasota, FL
    1521 Bay Point Drive
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 20,474 Lot (sqft)
  21. Photo of 645 Beach Road, Sarasota, FL 34242 (MLS # A4601243)
    $4,950,000
    Photo of 645 Beach Road, Sarasota, FL 34242 (MLS # A4601243)
    Photo of 645 Beach Road, Sarasota, FL 34242 (MLS # A4601243)
    645 Beach Road, Sarasota, FL
    645 Beach Road
    Sarasota, FL
    • 8 Beds
    • 9 Baths
    • 4,989 Home (sqft)
    • 9 Baths
    • 7,841 Lot (sqft)
  22. Photo of 1243 Starboard Lane, Sarasota, FL 34242 (MLS # A4593880)
    $4,950,000
    Photo of 1243 Starboard Lane, Sarasota, FL 34242 (MLS # A4593880)
    Photo of 1243 Starboard Lane, Sarasota, FL 34242 (MLS # A4593880)
    1243 Starboard Lane, Sarasota, FL
    1243 Starboard Lane
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 5,142 Home (sqft)
    • 5 Baths
    • 18,296 Lot (sqft)
  23. Photo of 1507 Bay Point Drive, Sarasota, FL 34236 (MLS # A4564576)
    $4,950,000
    Photo of 1507 Bay Point Drive, Sarasota, FL 34236 (MLS # A4564576)
    Photo of 1507 Bay Point Drive, Sarasota, FL 34236 (MLS # A4564576)
    1507 Bay Point Drive, Sarasota, FL
    1507 Bay Point Drive
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 20,909 Lot (sqft)
  24. Photo of 555 Quay Common #1105, Sarasota, FL 34236 (MLS # A4604915)
    $4,949,000
    Photo of 555 Quay Common #1105, Sarasota, FL 34236 (MLS # A4604915)
    Photo of 555 Quay Common #1105, Sarasota, FL 34236 (MLS # A4604915)
    555 Quay Common #1105, Sarasota, FL
    555 Quay Common #1105
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 4,001 Home (sqft)
    • 4 Baths
    • 42,689 Lot (sqft)
  25. Photo of 8802 Midnight Pass Road, Sarasota, FL 34242 (MLS # A4610143)
    $4,900,000
    Photo of 8802 Midnight Pass Road, Sarasota, FL 34242 (MLS # A4610143)
    Photo of 8802 Midnight Pass Road, Sarasota, FL 34242 (MLS # A4610143)
    8802 Midnight Pass Road, Sarasota, FL
    8802 Midnight Pass Road
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 3,676 Home (sqft)
    • 5 Baths
    • 12,197 Lot (sqft)
  26. Photo of 601 Tremont Street, Sarasota, FL 34242 (MLS # A4593602)
    $4,900,000
    Photo of 601 Tremont Street, Sarasota, FL 34242 (MLS # A4593602)
    Photo of 601 Tremont Street, Sarasota, FL 34242 (MLS # A4593602)
    601 Tremont Street, Sarasota, FL
    601 Tremont Street
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 3,996 Home (sqft)
    • 5 Baths
    • 15,246 Lot (sqft)
  27. Photo of 516 Kumquat Drive, Anna Maria, FL 34216 (MLS # A4579882)
    $4,895,000
    Photo of 516 Kumquat Drive, Anna Maria, FL 34216 (MLS # A4579882)
    Photo of 516 Kumquat Drive, Anna Maria, FL 34216 (MLS # A4579882)
    516 Kumquat Drive, Anna Maria, FL
    516 Kumquat Drive
    Anna Maria, FL
    • 4 Beds
    • 3 Baths
    • 2,804 Home (sqft)
    • 3 Baths
    • 11,326 Lot (sqft)
  28. Photo of 609 Dundee Lane, Holmes Beach, FL 34217 (MLS # A4565424)
    $4,885,000
    Photo of 609 Dundee Lane, Holmes Beach, FL 34217 (MLS # A4565424)
    Photo of 609 Dundee Lane, Holmes Beach, FL 34217 (MLS # A4565424)
    609 Dundee Lane, Holmes Beach, FL
    609 Dundee Lane
    Holmes Beach, FL
    • 4 Beds
    • 5 Baths
    • 3,006 Home (sqft)
    • 5 Baths
    • 10,019 Lot (sqft)
  29. Photo of 7707 MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4519863)
    $4,850,000
    Photo of 7707 MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4519863)
    Photo of 7707 MIDNIGHT PASS ROAD, SARASOTA, FL 34242 (MLS # A4519863)
    7707 MIDNIGHT PASS ROAD, SARASOTA, FL
    7707 MIDNIGHT PASS ROAD
    SARASOTA, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 2.00 Lot (ac)
  30. Photo of 3916 N Shell Road, Sarasota, FL 34242 (MLS # A4599883)
    $4,799,500
    Photo of 3916 N Shell Road, Sarasota, FL 34242 (MLS # A4599883)
    Photo of 3916 N Shell Road, Sarasota, FL 34242 (MLS # A4599883)
    3916 N Shell Road, Sarasota, FL
    3916 N Shell Road
    Sarasota, FL
    • 4 Beds
    • 6 Baths
    • 4,087 Home (sqft)
    • 6 Baths
    • 8,277 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 5/16/24 6:10 AM PDT.

This IDX is (c) Diverse Solutions 2024.

 
 

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