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 525 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4207471)
    50
    4 beds,  5 baths
    4,280 sqft   lot 18,730 sqft
    MLS A4207471
  2. Photo of 749 LANDS END DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4418555)
    30
    3 beds,  2 baths
    2,323 sqft   lot 7,840 sqft
    MLS A4418555
  3. Photo of 565 SANCTUARY DRIVE #A102, LONGBOAT KEY, FL 34228 (MLS # A4416659)
    48
    3 beds,  4 baths
    3,394 sqft  
    MLS A4416659
  4. Photo of 773 HIDEAWAY BAY DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4410700)
    24
    2 beds,  2 baths
    2,510 sqft   lot 11,325 sqft
    MLS A4410700
  5. Photo of 510 BOWSPRIT LANE, LONGBOAT KEY, FL 34228 (MLS # N5914603)
    25
    5 beds,  7 baths
    4,363 sqft   lot 10,018 sqft
    MLS N5914603
  6. Photo of 531 YARDARM LANE, LONGBOAT KEY, FL 34228 (MLS # A4404515)
    25
    4 beds,  4 baths
    4,253 sqft   lot 10,890 sqft
    MLS A4404515
  7. Photo of 1241 GULF OF MEXICO DRIVE #906, LONGBOAT KEY, FL 34228 (MLS # A4213098)
    50
    2 beds,  3 baths
    2,650 sqft  
    MLS A4213098
  8. 4 beds,  5 baths
    3,544 sqft   lot 17,424 sqft
    MLS A4409649
  9. Photo of 524 SPINNAKER LANE, LONGBOAT KEY, FL 34228 (MLS # A4215922)
    35
    4 beds,  4 baths
    3,826 sqft   lot 12,196 sqft
    MLS A4215922
  10. Photo of 1640 HARBOR CAY LANE, LONGBOAT KEY, FL 34228 (MLS # A4208328)
    21
    3 beds,  5 baths
    3,332 sqft   lot 17,859 sqft
    MLS A4208328
  11. Photo of 1281 GULF OF MEXICO DRIVE #PH1106, LONGBOAT KEY, FL 34228 (MLS # A4415505)
    50
    2 beds,  4 baths
    2,665 sqft  
    MLS A4415505
  12. Photo of 601 TRITON BEND, LONGBOAT KEY, FL 34228 (MLS # A4215179)
    25
    4 beds,  5 baths
    3,313 sqft   lot 12,632 sqft
    MLS A4215179
  13. Photo of 536 YAWL LANE, LONGBOAT KEY, FL 34228 (MLS # A4420646)
    25
    3 beds,  4 baths
    4,832 sqft   lot 12,196 sqft
    MLS A4420646
  14. Photo of 435 L AMBIANCE DRIVE #L407, LONGBOAT KEY, FL 34228 (MLS # A4199838)
    25
    3 beds,  4 baths
    2,525 sqft  
    MLS A4199838
  15. Photo of 3040 GRAND BAY BOULEVARD #291, LONGBOAT KEY, FL 34228 (MLS # A4415540)
    31
    3 beds,  4 baths
    2,925 sqft  
    MLS A4415540
  16. Photo of 560 WEDGE LANE, LONGBOAT KEY, FL 34228 (MLS # A4415100)
    20
    4 beds,  3 baths
    2,270 sqft   lot 10,890 sqft
    MLS A4415100
  17. Photo of 6031 EMERALD HARBOR DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4415052)
    46
    3 beds,  2 baths
    2,432 sqft   lot 19,166 sqft
    MLS A4415052
  18. Photo of 4138 GULF OF MEXICO DRIVE #4138, LONGBOAT KEY, FL 34228 (MLS # A4404475)
    25
    3 beds,  3 baths
    2,632 sqft  
    MLS A4404475
  19. Photo of 4561 GULF OF MEXICO DRIVE #101, LONGBOAT KEY, FL 34228 (MLS # A4417850)
    24
    Price Drop
    3 beds,  5 baths
    3,260 sqft   lot 36,590 sqft
    MLS A4417850
  20. Photo of 705 HIDEAWAY BAY LANE, LONGBOAT KEY, FL 34228 (MLS # A4405469)
    24
    3 beds,  4 baths
    3,404 sqft   lot 13,068 sqft
    MLS A4405469
  21. Photo of 1281 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # T3121789)
    50
    2 beds,  4 baths
    3,054 sqft  
    MLS T3121789
  22. Photo of 260 N SHORE ROAD #4, LONGBOAT KEY, FL 34228 (MLS # A4416118)
    25
    3 beds,  3 baths
    3,077 sqft  
    MLS A4416118
  23. Photo of 1241 GULF OF MEXICO DRIVE #204, LONGBOAT KEY, FL 34228 (MLS # A4415285)
    50
    Price Drop
    3 beds,  4 baths
    3,045 sqft  
    MLS A4415285
  24. Photo of 1241 GULF OF MEXICO DRIVE #806, LONGBOAT KEY, FL 34228 (MLS # A4408288)
    29
    2 beds,  3 baths
    2,650 sqft  
    MLS A4408288
  25. Photo of 660 NEPTUNE AVENUE, LONGBOAT KEY, FL 34228 (MLS # A4404618)
    29
    4 beds,  5 baths
    3,440 sqft   lot 12,632 sqft
    MLS A4404618
  26. Photo of 595 DREAM ISLAND ROAD #22B, LONGBOAT KEY, FL 34228 (MLS # A4420070)
    50
    3 beds,  4 baths
    2,928 sqft   lot 1.90 ac
    MLS A4420070
  27. Photo of 3520 MISTLETOE LANE, LONGBOAT KEY, FL 34228 (MLS # A4403694)
    43
    Price Drop
    5 beds,  5 baths
    3,717 sqft   lot 11,761 sqft
    MLS A4403694
  28. Photo of 795 MARBURY LANE, LONGBOAT KEY, FL 34228 (MLS # A4419914)
    47
    4 beds,  3 baths
    3,034 sqft   lot 10,018 sqft
    MLS A4419914
  29. Photo of 675 PENFIELD STREET, LONGBOAT KEY, FL 34228 (MLS # A4401045)
    25
    4 beds,  4 baths
    2,980 sqft   lot 10,018 sqft
    MLS A4401045
  30. Photo of 595 DREAM ISLAND ROAD #36B, LONGBOAT KEY, FL 34228 (MLS # A4400262)
    25
    3 beds,  4 baths
    3,274 sqft  
    MLS A4400262
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