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 500 KETCH LANE, LONGBOAT KEY, FL 34228 (MLS # A4443417)
    $2,150,000
    Photo of 500 KETCH LANE, LONGBOAT KEY, FL 34228 (MLS # A4443417)
    Photo of 500 KETCH LANE, LONGBOAT KEY, FL 34228 (MLS # A4443417)
    500 KETCH LANE, LONGBOAT KEY, FL
    500 KETCH LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 3,172 Home (sqft)
    • 4 Baths
    • 15,396 Lot (sqft)
  2. Photo of 210 SANDS POINT ROAD #2807, LONGBOAT KEY, FL 34228 (MLS # A4470962)
    $2,125,000
    Photo of 210 SANDS POINT ROAD #2807, LONGBOAT KEY, FL 34228 (MLS # A4470962)
    Photo of 210 SANDS POINT ROAD #2807, LONGBOAT KEY, FL 34228 (MLS # A4470962)
    210 SANDS POINT ROAD #2807, LONGBOAT KEY, FL
    210 SANDS POINT ROAD #2807
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,700 Home (sqft)
    • 2 Baths
    • 14.14 Lot (ac)
  3. Photo of 771 EMERALD HARBOR DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4434573)
    $1,999,000
    Photo of 771 EMERALD HARBOR DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4434573)
    Photo of 771 EMERALD HARBOR DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4434573)
    771 EMERALD HARBOR DRIVE, LONGBOAT KEY, FL
    771 EMERALD HARBOR DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 3,750 Home (sqft)
    • 3 Baths
    • 15,001 Lot (sqft)
  4. Photo of 3616 FAIR OAKS PLACE, LONGBOAT KEY, FL 34228 (MLS # A4449455)
    $1,997,000
    Photo of 3616 FAIR OAKS PLACE, LONGBOAT KEY, FL 34228 (MLS # A4449455)
    Photo of 3616 FAIR OAKS PLACE, LONGBOAT KEY, FL 34228 (MLS # A4449455)
    3616 FAIR OAKS PLACE, LONGBOAT KEY, FL
    3616 FAIR OAKS PLACE
    LONGBOAT KEY, FL
    • 4 Beds
    • 7 Baths
    • 4,621 Home (sqft)
    • 7 Baths
    • 10,660 Lot (sqft)
  5. Photo of 3060 GRAND BAY BOULEVARD #151, LONGBOAT KEY, FL 34228 (MLS # A4470551)
    $1,900,000
    Photo of 3060 GRAND BAY BOULEVARD #151, LONGBOAT KEY, FL 34228 (MLS # A4470551)
    Photo of 3060 GRAND BAY BOULEVARD #151, LONGBOAT KEY, FL 34228 (MLS # A4470551)
    3060 GRAND BAY BOULEVARD #151, LONGBOAT KEY, FL
    3060 GRAND BAY BOULEVARD #151
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,925 Home (sqft)
    • 3 Baths
    • 1.23 Lot (ac)
  6. Photo of 798 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # A4438448)
    $1,899,000
    Photo of 798 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # A4438448)
    Photo of 798 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # A4438448)
    798 JUNGLE QUEEN WAY, LONGBOAT KEY, FL
    798 JUNGLE QUEEN WAY
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 4,210 Home (sqft)
    • 4 Baths
    • 11,250 Lot (sqft)
  7. Photo of 501 HALYARD LANE, LONGBOAT KEY, FL 34228 (MLS # A4471716)
    $1,875,000
    Photo of 501 HALYARD LANE, LONGBOAT KEY, FL 34228 (MLS # A4471716)
    Photo of 501 HALYARD LANE, LONGBOAT KEY, FL 34228 (MLS # A4471716)
    501 HALYARD LANE, LONGBOAT KEY, FL
    501 HALYARD LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,340 Home (sqft)
    • 4 Baths
    • 13,680 Lot (sqft)
  8. Photo of 501 GUNWALE LANE, LONGBOAT KEY, FL 34228 (MLS # A4468490)
    $1,849,000
    Photo of 501 GUNWALE LANE, LONGBOAT KEY, FL 34228 (MLS # A4468490)
    Photo of 501 GUNWALE LANE, LONGBOAT KEY, FL 34228 (MLS # A4468490)
    501 GUNWALE LANE, LONGBOAT KEY, FL
    501 GUNWALE LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,523 Home (sqft)
    • 3 Baths
    • 16,162 Lot (sqft)
  9. Photo of 524 OUTRIGGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4449639)
    $1,800,000
    Photo of 524 OUTRIGGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4449639)
    Photo of 524 OUTRIGGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4449639)
    524 OUTRIGGER LANE, LONGBOAT KEY, FL
    524 OUTRIGGER LANE
    LONGBOAT KEY, FL
    • 5 Beds
    • 6 Baths
    • 4,664 Home (sqft)
    • 6 Baths
    • 12,758 Lot (sqft)
  10. Photo of 793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # T3248620)
    $1,799,000
    Photo of 793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # T3248620)
    Photo of 793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # T3248620)
    793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL
    793 JUNGLE QUEEN WAY
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,900 Home (sqft)
    • 3 Baths
    • 13,862 Lot (sqft)
  11. Photo of 560 WEDGE LANE, LONGBOAT KEY, FL 34228 (MLS # A4452288)
    $1,769,900
    Photo of 560 WEDGE LANE, LONGBOAT KEY, FL 34228 (MLS # A4452288)
    Photo of 560 WEDGE LANE, LONGBOAT KEY, FL 34228 (MLS # A4452288)
    560 WEDGE LANE, LONGBOAT KEY, FL
    560 WEDGE LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 2,279 Home (sqft)
    • 3 Baths
    • 10,948 Lot (sqft)
  12. Photo of 3271 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # N6107295)
    $1,750,000
    Photo of 3271 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # N6107295)
    Photo of 3271 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # N6107295)
    3271 BAYOU ROAD, LONGBOAT KEY, FL
    3271 BAYOU ROAD
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 3,059 Home (sqft)
    • 4 Baths
    • 12,269 Lot (sqft)
  13. Photo of 6809 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4464398)
    $1,749,000
    Photo of 6809 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4464398)
    Photo of 6809 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4464398)
    6809 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    6809 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,496 Home (sqft)
    • 3 Baths
    • 3.43 Lot (ac)
  14. Photo of 5870 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4466010)
    $1,699,000
    Photo of 5870 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4466010)
    Photo of 5870 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4466010)
    55
     
    5870 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    5870 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 2,316 Home (sqft)
    • 4 Baths
    • 25,976 Lot (sqft)
  15. Photo of 1965 GULF OF MEXICO DRIVE #G5-406, LONGBOAT KEY, FL 34228 (MLS # A4461335)
    $1,695,000
    Photo of 1965 GULF OF MEXICO DRIVE #G5-406, LONGBOAT KEY, FL 34228 (MLS # A4461335)
    Photo of 1965 GULF OF MEXICO DRIVE #G5-406, LONGBOAT KEY, FL 34228 (MLS # A4461335)
    1965 GULF OF MEXICO DRIVE #G5-406, LONGBOAT KEY, FL
    1965 GULF OF MEXICO DRIVE #G5-406
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,804 Home (sqft)
    • 2 Baths
    • 6.51 Lot (ac)
  16. Photo of 4325 GULF OF MEXICO DRIVE #604, LONGBOAT KEY, FL 34228 (MLS # A4447042)
    $1,695,000
    Photo of 4325 GULF OF MEXICO DRIVE #604, LONGBOAT KEY, FL 34228 (MLS # A4447042)
    Photo of 4325 GULF OF MEXICO DRIVE #604, LONGBOAT KEY, FL 34228 (MLS # A4447042)
    4325 GULF OF MEXICO DRIVE #604, LONGBOAT KEY, FL
    4325 GULF OF MEXICO DRIVE #604
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 2,907 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  17. Photo of 6820 LONGBOAT DR S, LONGBOAT KEY, FL 34228 (MLS # A4426635)
    $1,595,000
    Photo of 6820 LONGBOAT DR S, LONGBOAT KEY, FL 34228 (MLS # A4426635)
    Photo of 6820 LONGBOAT DR S, LONGBOAT KEY, FL 34228 (MLS # A4426635)
    6820 LONGBOAT DR S, LONGBOAT KEY, FL
    6820 LONGBOAT DR S
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,900 Home (sqft)
    • 4 Baths
    • 7,004 Lot (sqft)
  18. Photo of 525 RECLINATA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4433098)
    $1,585,000
    Photo of 525 RECLINATA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4433098)
    Photo of 525 RECLINATA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4433098)
    525 RECLINATA DRIVE, LONGBOAT KEY, FL
    525 RECLINATA DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 3,070 Home (sqft)
    • 4 Baths
    • 15,552 Lot (sqft)
  19. Photo of 560 OUTRIGGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4463525)
    $1,560,000
    Photo of 560 OUTRIGGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4463525)
    Photo of 560 OUTRIGGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4463525)
    560 OUTRIGGER LANE, LONGBOAT KEY, FL
    560 OUTRIGGER LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,917 Home (sqft)
    • 4 Baths
    • 12,435 Lot (sqft)
  20. Photo of 3431 BAYOU SOUND, LONGBOAT KEY, FL 34228 (MLS # A4463859)
    $1,500,000
    Photo of 3431 BAYOU SOUND, LONGBOAT KEY, FL 34228 (MLS # A4463859)
    Photo of 3431 BAYOU SOUND, LONGBOAT KEY, FL 34228 (MLS # A4463859)
    3431 BAYOU SOUND, LONGBOAT KEY, FL
    3431 BAYOU SOUND
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 3,083 Home (sqft)
    • 4 Baths
    • 11,610 Lot (sqft)
  21. Photo of 651 BROADWAY STREET, LONGBOAT KEY, FL 34228 (MLS # A4450072)
    $1,500,000
    Photo of 651 BROADWAY STREET, LONGBOAT KEY, FL 34228 (MLS # A4450072)
    Photo of 651 BROADWAY STREET, LONGBOAT KEY, FL 34228 (MLS # A4450072)
    651 BROADWAY STREET, LONGBOAT KEY, FL
    651 BROADWAY STREET
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 3,320 Home (sqft)
    • 3 Baths
    • 12,000 Lot (sqft)
  22. Photo of 621 NEPTUNE AVENUE, LONGBOAT KEY, FL 34228 (MLS # A4433741)
    $1,499,000
    Photo of 621 NEPTUNE AVENUE, LONGBOAT KEY, FL 34228 (MLS # A4433741)
    Photo of 621 NEPTUNE AVENUE, LONGBOAT KEY, FL 34228 (MLS # A4433741)
    621 NEPTUNE AVENUE, LONGBOAT KEY, FL
    621 NEPTUNE AVENUE
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 2,500 Home (sqft)
    • 2 Baths
    • 17,411 Lot (sqft)
  23. Photo of 501 OUTRIGGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4470757)
    $1,495,000
    Photo of 501 OUTRIGGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4470757)
    Photo of 501 OUTRIGGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4470757)
    501 OUTRIGGER LANE, LONGBOAT KEY, FL
    501 OUTRIGGER LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,300 Home (sqft)
    • 4 Baths
    • 17,183 Lot (sqft)
  24. Photo of 2550 HARBOURSIDE DRIVE #351, LONGBOAT KEY, FL 34228 (MLS # A4470517)
    $1,495,000
    Photo of 2550 HARBOURSIDE DRIVE #351, LONGBOAT KEY, FL 34228 (MLS # A4470517)
    Photo of 2550 HARBOURSIDE DRIVE #351, LONGBOAT KEY, FL 34228 (MLS # A4470517)
    2550 HARBOURSIDE DRIVE #351, LONGBOAT KEY, FL
    2550 HARBOURSIDE DRIVE #351
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 3,083 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  25. Photo of 1281 GULF OF MEXICO DRIVE #906, LONGBOAT KEY, FL 34228 (MLS # A4460227)
    $1,495,000
    Photo of 1281 GULF OF MEXICO DRIVE #906, LONGBOAT KEY, FL 34228 (MLS # A4460227)
    Photo of 1281 GULF OF MEXICO DRIVE #906, LONGBOAT KEY, FL 34228 (MLS # A4460227)
    1281 GULF OF MEXICO DRIVE #906, LONGBOAT KEY, FL
    1281 GULF OF MEXICO DRIVE #906
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 2,665 Home (sqft)
    • 3 Baths
    • 2.11 Lot (ac)
  26. Photo of 1241 GULF OF MEXICO DRIVE #505, LONGBOAT KEY, FL 34228 (MLS # A4452485)
    $1,495,000
    Photo of 1241 GULF OF MEXICO DRIVE #505, LONGBOAT KEY, FL 34228 (MLS # A4452485)
    Photo of 1241 GULF OF MEXICO DRIVE #505, LONGBOAT KEY, FL 34228 (MLS # A4452485)
    1241 GULF OF MEXICO DRIVE #505, LONGBOAT KEY, FL
    1241 GULF OF MEXICO DRIVE #505
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 2,650 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  27. Photo of 3322 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # A4431965)
    $1,475,000
    Photo of 3322 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # A4431965)
    Photo of 3322 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # A4431965)
    3322 BAYOU ROAD, LONGBOAT KEY, FL
    3322 BAYOU ROAD
    LONGBOAT KEY, FL
    • 5 Beds
    • 4 Baths
    • 3,441 Home (sqft)
    • 4 Baths
    • 12,699 Lot (sqft)
  28. Photo of 3313 SABAL COVE DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4459151)
    $1,425,000
    Photo of 3313 SABAL COVE DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4459151)
    Photo of 3313 SABAL COVE DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4459151)
    3313 SABAL COVE DRIVE, LONGBOAT KEY, FL
    3313 SABAL COVE DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 5 Baths
    • 3,464 Home (sqft)
    • 5 Baths
    • 17,058 Lot (sqft)
  29. Photo of 4239 GULF OF MEXICO DRIVE #MH2, LONGBOAT KEY, FL 34228 (MLS # A4462627)
    $1,395,000
    Photo of 4239 GULF OF MEXICO DRIVE #MH2, LONGBOAT KEY, FL 34228 (MLS # A4462627)
    Photo of 4239 GULF OF MEXICO DRIVE #MH2, LONGBOAT KEY, FL 34228 (MLS # A4462627)
    4239 GULF OF MEXICO DRIVE #MH2, LONGBOAT KEY, FL
    4239 GULF OF MEXICO DRIVE #MH2
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 1,284 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  30. Photo of 3326 SABAL COVE LANE, LONGBOAT KEY, FL 34228 (MLS # A4451305)
    $1,369,000
    Photo of 3326 SABAL COVE LANE, LONGBOAT KEY, FL 34228 (MLS # A4451305)
    Photo of 3326 SABAL COVE LANE, LONGBOAT KEY, FL 34228 (MLS # A4451305)
    3326 SABAL COVE LANE, LONGBOAT KEY, FL
    3326 SABAL COVE LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 4,698 Home (sqft)
    • 5 Baths
    • 15,001 Lot (sqft)
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