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 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 3105 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4499439)
    $12,900,000
    Photo of 3105 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4499439)
    Photo of 3105 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4499439)
    3105 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    3105 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 5 Beds
    • 9 Baths
    • 9,947 Home (sqft)
    • 9 Baths
    • 27,106 Lot (sqft)
  2. Photo of 6211 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4511733)
    $10,880,000
    Photo of 6211 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4511733)
    Photo of 6211 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4511733)
    6211 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    6211 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 5 Beds
    • 5 Baths
    • 4,980 Home (sqft)
    • 5 Baths
    • 34,916 Lot (sqft)
  3. Photo of 70 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4518073)
    $8,500,000
    Photo of 70 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4518073)
    Photo of 70 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4518073)
    54
     
    70 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL
    70 LIGHTHOUSE POINT DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 7 Baths
    • 4,979 Home (sqft)
    • 7 Baths
    • 32,521 Lot (sqft)
  4. Photo of 1620 GULF OF MEXICO DRIVE #303, LONGBOAT KEY, FL 34228 (MLS # A4516610)
    $8,495,000
    Photo of 1620 GULF OF MEXICO DRIVE #303, LONGBOAT KEY, FL 34228 (MLS # A4516610)
    Photo of 1620 GULF OF MEXICO DRIVE #303, LONGBOAT KEY, FL 34228 (MLS # A4516610)
    19
     
    1620 GULF OF MEXICO DRIVE #303, LONGBOAT KEY, FL
    1620 GULF OF MEXICO DRIVE #303
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 4,187 Home (sqft)
    • 4 Baths
    • 17.80 Lot (ac)
  5. Photo of 642 RANGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4517891)
    $7,950,000
    Photo of 642 RANGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4517891)
    Photo of 642 RANGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4517891)
    642 RANGER LANE, LONGBOAT KEY, FL
    642 RANGER LANE
    LONGBOAT KEY, FL
    • 5 Beds
    • 9 Baths
    • 7,091 Home (sqft)
    • 9 Baths
    • 19,148 Lot (sqft)
  6. Photo of 5056 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4516289)
    $6,595,000
    Photo of 5056 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4516289)
    Photo of 5056 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4516289)
    5056 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    5056 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 3,819 Home (sqft)
    • 3 Baths
    • 40,002 Lot (sqft)
  7. Photo of 25 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4503359)
    $5,200,000
    Photo of 25 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4503359)
    Photo of 25 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4503359)
    25 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL
    25 LIGHTHOUSE POINT DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 7 Baths
    • 6,025 Home (sqft)
    • 7 Baths
    • 16,942 Lot (sqft)
  8. Photo of 591 GOLF LINKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4492669)
    $4,895,000
    Photo of 591 GOLF LINKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4492669)
    Photo of 591 GOLF LINKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4492669)
    591 GOLF LINKS LANE, LONGBOAT KEY, FL
    591 GOLF LINKS LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 6 Baths
    • 4,240 Home (sqft)
    • 6 Baths
    • 13,749 Lot (sqft)
  9. Photo of 6555 BAYOU HAMMOCK ROAD, LONGBOAT KEY, FL 34228 (MLS # A4518741)
    $4,500,000
    Photo of 6555 BAYOU HAMMOCK ROAD, LONGBOAT KEY, FL 34228 (MLS # A4518741)
    Photo of 6555 BAYOU HAMMOCK ROAD, LONGBOAT KEY, FL 34228 (MLS # A4518741)
    6555 BAYOU HAMMOCK ROAD, LONGBOAT KEY, FL
    6555 BAYOU HAMMOCK ROAD
    LONGBOAT KEY, FL
    • 5 Beds
    • 5 Baths
    • 3,846 Home (sqft)
    • 5 Baths
    • 35,250 Lot (sqft)
  10. Photo of 591 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4506675)
    $4,200,000
    Photo of 591 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4506675)
    Photo of 591 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4506675)
    591 PUTTER LANE, LONGBOAT KEY, FL
    591 PUTTER LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 4,191 Home (sqft)
    • 5 Baths
    • 12,646 Lot (sqft)
  11. Photo of 1241 GULF OF MEXICO DRIVE #301, LONGBOAT KEY, FL 34228 (MLS # A4514517)
    $3,795,000
    Photo of 1241 GULF OF MEXICO DRIVE #301, LONGBOAT KEY, FL 34228 (MLS # A4514517)
    Photo of 1241 GULF OF MEXICO DRIVE #301, LONGBOAT KEY, FL 34228 (MLS # A4514517)
    1241 GULF OF MEXICO DRIVE #301, LONGBOAT KEY, FL
    1241 GULF OF MEXICO DRIVE #301
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 3,400 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  12. Photo of 2945 PYRULA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4504654)
    $3,195,000
    Photo of 2945 PYRULA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4504654)
    Photo of 2945 PYRULA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4504654)
    2945 PYRULA DRIVE, LONGBOAT KEY, FL
    2945 PYRULA DRIVE
    LONGBOAT KEY, FL
    • 5 Beds
    • 5 Baths
    • 3,820 Home (sqft)
    • 5 Baths
    • 11,501 Lot (sqft)
  13. Photo of 3261 BAYOU WAY, LONGBOAT KEY, FL 34228 (MLS # A4518648)
    $2,700,000
    Photo of 3261 BAYOU WAY, LONGBOAT KEY, FL 34228 (MLS # A4518648)
    Photo of 3261 BAYOU WAY, LONGBOAT KEY, FL 34228 (MLS # A4518648)
    62
     
    3261 BAYOU WAY, LONGBOAT KEY, FL
    3261 BAYOU WAY
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 2,523 Home (sqft)
    • 4 Baths
    • 16,627 Lot (sqft)
  14. Photo of 511 WEDGE LANE, LONGBOAT KEY, FL 34228 (MLS # A4518343)
    $2,499,000
    Photo of 511 WEDGE LANE, LONGBOAT KEY, FL 34228 (MLS # A4518343)
    Photo of 511 WEDGE LANE, LONGBOAT KEY, FL 34228 (MLS # A4518343)
    511 WEDGE LANE, LONGBOAT KEY, FL
    511 WEDGE LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,145 Home (sqft)
    • 3 Baths
    • 10,948 Lot (sqft)
  15. Photo of 600 YARDARM LANE, LONGBOAT KEY, FL 34228 (MLS # A4517483)
    $2,499,000
    Photo of 600 YARDARM LANE, LONGBOAT KEY, FL 34228 (MLS # A4517483)
    Photo of 600 YARDARM LANE, LONGBOAT KEY, FL 34228 (MLS # A4517483)
    600 YARDARM LANE, LONGBOAT KEY, FL
    600 YARDARM LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 2,460 Home (sqft)
    • 2 Baths
    • 11,266 Lot (sqft)
  16. Photo of 609 HALYARD LANE, LONGBOAT KEY, FL 34228 (MLS # A4515243)
    $2,499,000
    Photo of 609 HALYARD LANE, LONGBOAT KEY, FL 34228 (MLS # A4515243)
    Photo of 609 HALYARD LANE, LONGBOAT KEY, FL 34228 (MLS # A4515243)
    609 HALYARD LANE, LONGBOAT KEY, FL
    609 HALYARD LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,039 Home (sqft)
    • 3 Baths
    • 10,014 Lot (sqft)
  17. Photo of 1620 GULF OF MEXICO DRIVE #207, LONGBOAT KEY, FL 34228 (MLS # A4516596)
    $2,490,000
    Photo of 1620 GULF OF MEXICO DRIVE #207, LONGBOAT KEY, FL 34228 (MLS # A4516596)
    Photo of 1620 GULF OF MEXICO DRIVE #207, LONGBOAT KEY, FL 34228 (MLS # A4516596)
    22
     
    1620 GULF OF MEXICO DRIVE #207, LONGBOAT KEY, FL
    1620 GULF OF MEXICO DRIVE #207
    LONGBOAT KEY, FL
    • 1 Bed
    • 2 Baths
    • 1,721 Home (sqft)
    • 2 Baths
    • 17.80 Lot (ac)
  18. Photo of 629 KINGFISHER LANE, LONGBOAT KEY, FL 34228 (MLS # A4509197)
    $2,395,000
    Photo of 629 KINGFISHER LANE, LONGBOAT KEY, FL 34228 (MLS # A4509197)
    Photo of 629 KINGFISHER LANE, LONGBOAT KEY, FL 34228 (MLS # A4509197)
    629 KINGFISHER LANE, LONGBOAT KEY, FL
    629 KINGFISHER LANE
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 1,762 Home (sqft)
    • 3 Baths
    • 11,751 Lot (sqft)
  19. Photo of 775 LONGBOAT CLUB ROAD #208, LONGBOAT KEY, FL 34228 (MLS # A4519129)
    $2,250,000
    Photo of 775 LONGBOAT CLUB ROAD #208, LONGBOAT KEY, FL 34228 (MLS # A4519129)
    Photo of 775 LONGBOAT CLUB ROAD #208, LONGBOAT KEY, FL 34228 (MLS # A4519129)
    775 LONGBOAT CLUB ROAD #208, LONGBOAT KEY, FL
    775 LONGBOAT CLUB ROAD #208
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,122 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  20. Photo of 1241 GULF OF MEXICO DRIVE #408, LONGBOAT KEY, FL 34228 (MLS # A4515609)
    $2,250,000
    Photo of 1241 GULF OF MEXICO DRIVE #408, LONGBOAT KEY, FL 34228 (MLS # A4515609)
    Photo of 1241 GULF OF MEXICO DRIVE #408, LONGBOAT KEY, FL 34228 (MLS # A4515609)
    1241 GULF OF MEXICO DRIVE #408, LONGBOAT KEY, FL
    1241 GULF OF MEXICO DRIVE #408
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,965 Home (sqft)
    • 3 Baths
    • 2.11 Lot (ac)
  21. Photo of 614 NORTON STREET, LONGBOAT KEY, FL 34228 (MLS # A4504183)
    $2,250,000
    Photo of 614 NORTON STREET, LONGBOAT KEY, FL 34228 (MLS # A4504183)
    Photo of 614 NORTON STREET, LONGBOAT KEY, FL 34228 (MLS # A4504183)
    614 NORTON STREET, LONGBOAT KEY, FL
    614 NORTON STREET
    LONGBOAT KEY, FL
    • 6 Beds
    • 6 Baths
    • 4,676 Home (sqft)
    • 6 Baths
    • 9,840 Lot (sqft)
  22. Photo of 6930 LONGBOAT DRIVE S, LONGBOAT KEY, FL 34228 (MLS # A4519205)
    $2,200,000
    Photo of 6930 LONGBOAT DRIVE S, LONGBOAT KEY, FL 34228 (MLS # A4519205)
    Photo of 6930 LONGBOAT DRIVE S, LONGBOAT KEY, FL 34228 (MLS # A4519205)
    6930 LONGBOAT DRIVE S, LONGBOAT KEY, FL
    6930 LONGBOAT DRIVE S
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 2,541 Home (sqft)
    • 5 Baths
    • 4,801 Lot (sqft)
  23. Photo of 521 BIRDIE LANE, LONGBOAT KEY, FL 34228 (MLS # U8143758)
    $1,998,000
    Photo of 521 BIRDIE LANE, LONGBOAT KEY, FL 34228 (MLS # U8143758)
    Photo of 521 BIRDIE LANE, LONGBOAT KEY, FL 34228 (MLS # U8143758)
    521 BIRDIE LANE, LONGBOAT KEY, FL
    521 BIRDIE LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,433 Home (sqft)
    • 3 Baths
    • 10,948 Lot (sqft)
  24. Photo of 690 RUSSELL STREET, LONGBOAT KEY, FL 34228 (MLS # A4499080)
    $1,995,000
    Photo of 690 RUSSELL STREET, LONGBOAT KEY, FL 34228 (MLS # A4499080)
    Photo of 690 RUSSELL STREET, LONGBOAT KEY, FL 34228 (MLS # A4499080)
    690 RUSSELL STREET, LONGBOAT KEY, FL
    690 RUSSELL STREET
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 2,457 Home (sqft)
    • 5 Baths
    • 9,602 Lot (sqft)
  25. Photo of 1241 GULF OF MEXICO DRIVE #805, LONGBOAT KEY, FL 34228 (MLS # A4514970)
    $1,899,000
    Photo of 1241 GULF OF MEXICO DRIVE #805, LONGBOAT KEY, FL 34228 (MLS # A4514970)
    Photo of 1241 GULF OF MEXICO DRIVE #805, LONGBOAT KEY, FL 34228 (MLS # A4514970)
    1241 GULF OF MEXICO DRIVE #805, LONGBOAT KEY, FL
    1241 GULF OF MEXICO DRIVE #805
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 2,650 Home (sqft)
    • 3 Baths
    • 2.11 Lot (ac)
  26. Photo of 415 L AMBIANCE DR #B202, LONGBOAT KEY, FL 34228 (MLS # A4513037)
    $1,895,000
    Photo of 415 L AMBIANCE DR #B202, LONGBOAT KEY, FL 34228 (MLS # A4513037)
    Photo of 415 L AMBIANCE DR #B202, LONGBOAT KEY, FL 34228 (MLS # A4513037)
    415 L AMBIANCE DR #B202, LONGBOAT KEY, FL
    415 L AMBIANCE DR #B202
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 2,385 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  27. Photo of 510 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4516665)
    $1,700,000
    Photo of 510 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4516665)
    Photo of 510 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4516665)
    510 PUTTER LANE, LONGBOAT KEY, FL
    510 PUTTER LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 2,056 Home (sqft)
    • 2 Baths
    • 11,248 Lot (sqft)
  28. Photo of 1425 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4498301)
    $1,695,000
    Photo of 1425 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4498301)
    Photo of 1425 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4498301)
    1425 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL
    1425 GULF OF MEXICO DRIVE #201
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,107 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  29. Photo of 2550 HARBOURSIDE DRIVE #312, LONGBOAT KEY, FL 34228 (MLS # A4504914)
    $1,649,000
    Photo of 2550 HARBOURSIDE DRIVE #312, LONGBOAT KEY, FL 34228 (MLS # A4504914)
    Photo of 2550 HARBOURSIDE DRIVE #312, LONGBOAT KEY, FL 34228 (MLS # A4504914)
    2550 HARBOURSIDE DRIVE #312, LONGBOAT KEY, FL
    2550 HARBOURSIDE DRIVE #312
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 3,197 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  30. Photo of 647 MARBURY LANE, LONGBOAT KEY, FL 34228 (MLS # A4503569)
    $1,599,000
    Photo of 647 MARBURY LANE, LONGBOAT KEY, FL 34228 (MLS # A4503569)
    Photo of 647 MARBURY LANE, LONGBOAT KEY, FL 34228 (MLS # A4503569)
    647 MARBURY LANE, LONGBOAT KEY, FL
    647 MARBURY LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 2,651 Home (sqft)
    • 5 Baths
    • 9,840 Lot (sqft)
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