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
  • $1,128,100
    Median Home Price
  • $530,000
    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 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 845 LONGBOAT CLUB ROAD, LONGBOAT KEY, FL 34228 (MLS # A4179926)
    25
    6 beds,  8 baths
    19,300 sqft   lot 1.18 ac
    MLS A4179926
  2. Photo of 825 LONGBOAT CLUB ROAD, LONGBOAT KEY, FL 34228 (MLS # A4200387)
    25
    6 beds,  8 baths
    12,095 sqft   lot 1.35 ac
    MLS A4200387
  3. Photo of 6685 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4198676)
    50
    6 beds,  8 baths
    12,752 sqft   lot 1.58 ac
    MLS A4198676
  4. Photo of 5965 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4418090)
    44
    7 beds,  7 baths
    10,087 sqft   lot 1.98 ac
    MLS A4418090
  5. Photo of 15 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4212699)
    25
    5 beds,  8 baths
    9,180 sqft   lot 1.20 ac
    MLS A4212699
  6. Photo of 612 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4415768)
    50
    6 beds,  7 baths
    8,976 sqft   lot 1.16 ac
    MLS A4415768
  7. Photo of 2251 GULF OF MEXICO #504, LONGBOAT KEY, FL 34228 (MLS # A4197085)
    49
    3 beds,  4 baths
    3,833 sqft  
    MLS A4197085
  8. Photo of 641 RANGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4423292)
    50
    Price Drop
    4 beds,  5 baths
    6,233 sqft   lot 18,295 sqft
    MLS A4423292
  9. Photo of 25 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4213438)
    50
    4 beds,  7 baths
    6,025 sqft   lot 16,988 sqft
    MLS A4213438
  10. Photo of 3470 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4415298)
    48
    5 beds,  7 baths
    4,446 sqft   lot 1.18 ac
    MLS A4415298
  11. Photo of 1590 HARBOR CAY LANE, LONGBOAT KEY, FL 34228 (MLS # A4210282)
    49
    Price Drop
    5 beds,  7 baths
    6,076 sqft   lot 15,245 sqft
    MLS A4210282
  12. Photo of 5144 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4422649)
    46
    4 beds,  4 baths
    3,534 sqft   lot 36,154 sqft
    MLS A4422649
  13. Photo of 6061 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4418162)
    27
    6 beds,  6 baths
    3,203 sqft   lot 35,719 sqft
    MLS A4418162
  14. Photo of 2399 GULF OF MEXICO DRIVE #3C3, LONGBOAT KEY, FL 34228 (MLS # A4421722)
    50
    4 beds,  5 baths
    3,895 sqft  
    MLS A4421722
  15. Photo of 5005 GULF OF MEXICO DRIVE #5, LONGBOAT KEY, FL 34228 (MLS # A4420808)
    49
    4 beds,  5 baths
    3,595 sqft   lot 10,018 sqft
    MLS A4420808
  16. Photo of 4965 GULF OF MEXICO DRIVE #202, LONGBOAT KEY, FL 34228 (MLS # A4409810)
    40
    3 beds,  4 baths
    3,344 sqft   lot 10.91 ac
    MLS A4409810
  17. Photo of 4975 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4417274)
    30
    3 beds,  4 baths
    3,319 sqft   lot 10.91 ac
    MLS A4417274
  18. Photo of 1241 GULF OF MEXICO DRIVE #801, LONGBOAT KEY, FL 34228 (MLS # A4423655)
    48
    3 beds,  4 baths
    3,400 sqft  
    MLS A4423655
  19. Photo of 5005 GULF OF MEXICO DRIVE #6, LONGBOAT KEY, FL 34228 (MLS # A4419308)
    24
    4 beds,  5 baths
    3,340 sqft   lot 10,018 sqft
    MLS A4419308
  20. Photo of 2141 GULF OF MEXICO DRIVE #6, LONGBOAT KEY, FL 34228 (MLS # A4424635)
    44
    3 beds,  3 baths
    3,400 sqft  
    MLS A4424635
  21. Photo of 1281 GULF OF MEXICO DRIVE #1007, LONGBOAT KEY, FL 34228 (MLS # A4417285)
    50
    3 beds,  5 baths
    3,273 sqft  
    MLS A4417285
  22. Photo of 2151 GULF OF MEXICO DRIVE #6, LONGBOAT KEY, FL 34228 (MLS # A4417986)
    42
    3 beds,  4 baths
    3,800 sqft  
    MLS A4417986
  23. Photo of 501 HARBOR POINT ROAD, LONGBOAT KEY, FL 34228 (MLS # A4209607)
    31
    5 beds,  6 baths
    6,125 sqft   lot 24,393 sqft
    MLS A4209607
  24. Photo of 548 HORNBLOWER LANE, LONGBOAT KEY, FL 34228 (MLS # A4421321)
    50
    4 beds,  6 baths
    3,910 sqft   lot 12,196 sqft
    MLS A4421321
  25. Photo of 690 HIBISCUS WAY, LONGBOAT KEY, FL 34228 (MLS # A4403978)
    25
    3 beds,  3 baths
    2,720 sqft   lot 32,234 sqft
    MLS A4403978
  26. Photo of 6661 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4410988)
    46
    3 beds,  2 baths
    2,137 sqft   lot 1.51 ac
    MLS A4410988
  27. Photo of 1241 GULF OF MEXICO DRIVE #402, LONGBOAT KEY, FL 34228 (MLS # A4421764)
    50
    3 beds,  5 baths
    3,400 sqft  
    MLS A4421764
  28. Photo of 500 KETCH LANE, LONGBOAT KEY, FL 34228 (MLS # A4215099)
    25
    3 beds,  4 baths
    3,172 sqft   lot 15,245 sqft
    MLS A4215099
  29. Photo of 524 SCHOONER LANE, LONGBOAT KEY, FL 34228 (MLS # A4403982)
    24
    4 beds,  5 baths
    4,438 sqft   lot 12,196 sqft
    MLS A4403982
  30. Photo of 561 HARBOR COVE CIRCLE, LONGBOAT KEY, FL 34228 (MLS # A4401974)
    26
    3 beds,  3 baths
    4,357 sqft   lot 15,681 sqft
    MLS A4401974
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