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 610 HIBISCUS WAY, LONGBOAT KEY, FL 34228 (MLS # A4519683)
    $2,695,000
    Photo of 610 HIBISCUS WAY, LONGBOAT KEY, FL 34228 (MLS # A4519683)
    Photo of 610 HIBISCUS WAY, LONGBOAT KEY, FL 34228 (MLS # A4519683)
    610 HIBISCUS WAY, LONGBOAT KEY, FL
    610 HIBISCUS WAY
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 2,788 Home (sqft)
    • 5 Baths
    • 6,970 Lot (sqft)
  2. Photo of 535 SANCTUARY DRIVE #B205, LONGBOAT KEY, FL 34228 (MLS # A4548878)
    $2,590,000
    Photo of 535 SANCTUARY DRIVE #B205, LONGBOAT KEY, FL 34228 (MLS # A4548878)
    Photo of 535 SANCTUARY DRIVE #B205, LONGBOAT KEY, FL 34228 (MLS # A4548878)
    535 SANCTUARY DRIVE #B205, LONGBOAT KEY, FL
    535 SANCTUARY DRIVE #B205
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,590 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  3. Photo of 6840 LONGBOAT DRIVE S, LONGBOAT KEY, FL 34228 (MLS # A4534091)
    $2,550,000
    Photo of 6840 LONGBOAT DRIVE S, LONGBOAT KEY, FL 34228 (MLS # A4534091)
    Photo of 6840 LONGBOAT DRIVE S, LONGBOAT KEY, FL 34228 (MLS # A4534091)
    6840 LONGBOAT DRIVE S, LONGBOAT KEY, FL
    6840 LONGBOAT DRIVE S
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 2,665 Home (sqft)
    • 5 Baths
    • 6,970 Lot (sqft)
  4. Photo of 500 GENERAL HARRIS STREET, LONGBOAT KEY, FL 34228 (MLS # A4527024)
    $2,500,000
    Photo of 500 GENERAL HARRIS STREET, LONGBOAT KEY, FL 34228 (MLS # A4527024)
    Photo of 500 GENERAL HARRIS STREET, LONGBOAT KEY, FL 34228 (MLS # A4527024)
    10
     
    500 GENERAL HARRIS STREET, LONGBOAT KEY, FL
    500 GENERAL HARRIS STREET
    LONGBOAT KEY, FL
    • 5 Beds
    • 5 Baths
    • 3,137 Home (sqft)
    • 5 Baths
    • 10,455 Lot (sqft)
  5. Photo of 3040 GRAND BAY BOULEVARD #224, LONGBOAT KEY, FL 34228 (MLS # A4547347)
    $2,495,000
    Photo of 3040 GRAND BAY BOULEVARD #224, LONGBOAT KEY, FL 34228 (MLS # A4547347)
    Photo of 3040 GRAND BAY BOULEVARD #224, LONGBOAT KEY, FL 34228 (MLS # A4547347)
    3040 GRAND BAY BOULEVARD #224, LONGBOAT KEY, FL
    3040 GRAND BAY BOULEVARD #224
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,550 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  6. Photo of 549 YAWL LANE, LONGBOAT KEY, FL 34228 (MLS # A4550618)
    $2,450,000
    Photo of 549 YAWL LANE, LONGBOAT KEY, FL 34228 (MLS # A4550618)
    Photo of 549 YAWL LANE, LONGBOAT KEY, FL 34228 (MLS # A4550618)
    549 YAWL LANE, LONGBOAT KEY, FL
    549 YAWL LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,702 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
  7. Photo of 691 RUSSELL STREET, LONGBOAT KEY, FL 34228 (MLS # A4551301)
    $2,395,000
    Photo of 691 RUSSELL STREET, LONGBOAT KEY, FL 34228 (MLS # A4551301)
    Photo of 691 RUSSELL STREET, LONGBOAT KEY, FL 34228 (MLS # A4551301)
    691 RUSSELL STREET, LONGBOAT KEY, FL
    691 RUSSELL STREET
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 2,141 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  8. Photo of 350 N SHORE ROAD, LONGBOAT KEY, FL 34228 (MLS # A4552257)
    $2,300,000
    Photo of 350 N SHORE ROAD, LONGBOAT KEY, FL 34228 (MLS # A4552257)
    Photo of 350 N SHORE ROAD, LONGBOAT KEY, FL 34228 (MLS # A4552257)
    350 N SHORE ROAD, LONGBOAT KEY, FL
    350 N SHORE ROAD
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 1,878 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
  9. Photo of 529 BAYVIEW DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4550389)
    $1,995,000
    Photo of 529 BAYVIEW DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4550389)
    Photo of 529 BAYVIEW DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4550389)
    529 BAYVIEW DRIVE, LONGBOAT KEY, FL
    529 BAYVIEW DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 2,808 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  10. Photo of 3414 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4553128)
    $1,899,000
    Photo of 3414 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4553128)
    Photo of 3414 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4553128)
    3414 FAIR OAKS LANE, LONGBOAT KEY, FL
    3414 FAIR OAKS LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 3,724 Home (sqft)
    • 4 Baths
    • 13,068 Lot (sqft)
  11. Photo of 2105 GULF OF MEXICO DRIVE #3503, LONGBOAT KEY, FL 34228 (MLS # A4551602)
    $1,799,900
    Photo of 2105 GULF OF MEXICO DRIVE #3503, LONGBOAT KEY, FL 34228 (MLS # A4551602)
    Photo of 2105 GULF OF MEXICO DRIVE #3503, LONGBOAT KEY, FL 34228 (MLS # A4551602)
    2105 GULF OF MEXICO DRIVE #3503, LONGBOAT KEY, FL
    2105 GULF OF MEXICO DRIVE #3503
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,463 Home (sqft)
    • 2 Baths
    • 6.00 Lot (ac)
  12. Photo of 2550 HARBOURSIDE DRIVE #322, LONGBOAT KEY, FL 34228 (MLS # A4547892)
    $1,700,000
    Photo of 2550 HARBOURSIDE DRIVE #322, LONGBOAT KEY, FL 34228 (MLS # A4547892)
    Photo of 2550 HARBOURSIDE DRIVE #322, LONGBOAT KEY, FL 34228 (MLS # A4547892)
    2550 HARBOURSIDE DRIVE #322, LONGBOAT KEY, FL
    2550 HARBOURSIDE DRIVE #322
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,830 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  13. Photo of 510 CHIPPING LANE, LONGBOAT KEY, FL 34228 (MLS # A4552847)
    $1,695,000
    Photo of 510 CHIPPING LANE, LONGBOAT KEY, FL 34228 (MLS # A4552847)
    Photo of 510 CHIPPING LANE, LONGBOAT KEY, FL 34228 (MLS # A4552847)
    510 CHIPPING LANE, LONGBOAT KEY, FL
    510 CHIPPING LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,880 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  14. Photo of 3750 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4522103)
    $1,695,000
    Photo of 3750 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4522103)
    Photo of 3750 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4522103)
    56
     
    3750 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    3750 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 6 Beds
    • 5 Baths
    • 3,470 Home (sqft)
    • 5 Baths
    • 4,356 Lot (sqft)
  15. Photo of 816 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # A4536605)
    $1,675,000
    Photo of 816 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # A4536605)
    Photo of 816 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # A4536605)
    816 JUNGLE QUEEN WAY, LONGBOAT KEY, FL
    816 JUNGLE QUEEN WAY
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 2,568 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  16. Photo of 1135 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4552104)
    $1,625,000
    Photo of 1135 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4552104)
    Photo of 1135 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4552104)
    1135 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL
    1135 GULF OF MEXICO DRIVE #304
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,503 Home (sqft)
    • 2 Baths
    • 8.10 Lot (ac)
  17. Photo of 651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # A4549187)
    $1,590,000
    Photo of 651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # A4549187)
    Photo of 651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # A4549187)
    651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL
    651 JUNGLE QUEEN WAY
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,984 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  18. Photo of 2045 GULF OF MEXICO DRIVE #M1-304, LONGBOAT KEY, FL 34228 (MLS # A4541679)
    $1,499,000
    Photo of 2045 GULF OF MEXICO DRIVE #M1-304, LONGBOAT KEY, FL 34228 (MLS # A4541679)
    Photo of 2045 GULF OF MEXICO DRIVE #M1-304, LONGBOAT KEY, FL 34228 (MLS # A4541679)
    2045 GULF OF MEXICO DRIVE #M1-304, LONGBOAT KEY, FL
    2045 GULF OF MEXICO DRIVE #M1-304
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,532 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  19. Photo of 100 SANDS POINT ROAD #219, LONGBOAT KEY, FL 34228 (MLS # A4552308)
    $1,395,000
    Photo of 100 SANDS POINT ROAD #219, LONGBOAT KEY, FL 34228 (MLS # A4552308)
    Photo of 100 SANDS POINT ROAD #219, LONGBOAT KEY, FL 34228 (MLS # A4552308)
    100 SANDS POINT ROAD #219, LONGBOAT KEY, FL
    100 SANDS POINT ROAD #219
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,492 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  20. Photo of 612 MARBURY LANE, LONGBOAT KEY, FL 34228 (MLS # A4552342)
    $1,375,000
    Photo of 612 MARBURY LANE, LONGBOAT KEY, FL 34228 (MLS # A4552342)
    Photo of 612 MARBURY LANE, LONGBOAT KEY, FL 34228 (MLS # A4552342)
    26
     
    612 MARBURY LANE, LONGBOAT KEY, FL
    612 MARBURY LANE
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,128 Home (sqft)
    • 2 Baths
    • 12,633 Lot (sqft)
  21. Photo of 1095 GULF OF MEXICO DRIVE #504, LONGBOAT KEY, FL 34228 (MLS # A4551870)
    $1,349,000
    Photo of 1095 GULF OF MEXICO DRIVE #504, LONGBOAT KEY, FL 34228 (MLS # A4551870)
    Photo of 1095 GULF OF MEXICO DRIVE #504, LONGBOAT KEY, FL 34228 (MLS # A4551870)
    1095 GULF OF MEXICO DRIVE #504, LONGBOAT KEY, FL
    1095 GULF OF MEXICO DRIVE #504
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,503 Home (sqft)
    • 2 Baths
    • 5.00 Lot (ac)
  22. Photo of 775 LONGBOAT CLUB ROAD #604, LONGBOAT KEY, FL 34228 (MLS # A4552932)
    $1,325,000
    Photo of 775 LONGBOAT CLUB ROAD #604, LONGBOAT KEY, FL 34228 (MLS # A4552932)
    Photo of 775 LONGBOAT CLUB ROAD #604, LONGBOAT KEY, FL 34228 (MLS # A4552932)
    775 LONGBOAT CLUB ROAD #604, LONGBOAT KEY, FL
    775 LONGBOAT CLUB ROAD #604
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,602 Home (sqft)
    • 2 Baths
    • 5.54 Lot (ac)
  23. Photo of 2364 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL 34228 (MLS # O6070877)
    $1,300,000
    Photo of 2364 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL 34228 (MLS # O6070877)
    Photo of 2364 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL 34228 (MLS # O6070877)
    2364 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL
    2364 HARBOUR OAKS DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,245 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  24. Photo of 100 SANDS POINT ROAD #303, LONGBOAT KEY, FL 34228 (MLS # T3407770)
    $1,300,000
    Photo of 100 SANDS POINT ROAD #303, LONGBOAT KEY, FL 34228 (MLS # T3407770)
    Photo of 100 SANDS POINT ROAD #303, LONGBOAT KEY, FL 34228 (MLS # T3407770)
    44
     
    100 SANDS POINT ROAD #303, LONGBOAT KEY, FL
    100 SANDS POINT ROAD #303
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,941 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  25. Photo of 4325 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4538713)
    $1,300,000
    Photo of 4325 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4538713)
    Photo of 4325 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4538713)
    4325 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL
    4325 GULF OF MEXICO DRIVE #304
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 1,336 Home (sqft)
    • 3 Baths
    • 3.48 Lot (ac)
  26. Photo of 1110 BOGEY LANE, LONGBOAT KEY, FL 34228 (MLS # A4551888)
    $1,295,000
    Photo of 1110 BOGEY LANE, LONGBOAT KEY, FL 34228 (MLS # A4551888)
    Photo of 1110 BOGEY LANE, LONGBOAT KEY, FL 34228 (MLS # A4551888)
    1110 BOGEY LANE, LONGBOAT KEY, FL
    1110 BOGEY LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 2,614 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  27. Photo of 738 NORTON STREET, LONGBOAT KEY, FL 34228 (MLS # A4548905)
    $1,245,000
    Photo of 738 NORTON STREET, LONGBOAT KEY, FL 34228 (MLS # A4548905)
    Photo of 738 NORTON STREET, LONGBOAT KEY, FL 34228 (MLS # A4548905)
    738 NORTON STREET, LONGBOAT KEY, FL
    738 NORTON STREET
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,291 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  28. Photo of 1065 GULF OF MEXICO DRIVE #402, LONGBOAT KEY, FL 34228 (MLS # A4548725)
    $1,187,000
    Photo of 1065 GULF OF MEXICO DRIVE #402, LONGBOAT KEY, FL 34228 (MLS # A4548725)
    Photo of 1065 GULF OF MEXICO DRIVE #402, LONGBOAT KEY, FL 34228 (MLS # A4548725)
    1065 GULF OF MEXICO DRIVE #402, LONGBOAT KEY, FL
    1065 GULF OF MEXICO DRIVE #402
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,392 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  29. Photo of 100 SANDS POINT ROAD #208, LONGBOAT KEY, FL 34228 (MLS # A4550818)
    $1,150,000
    Photo of 100 SANDS POINT ROAD #208, LONGBOAT KEY, FL 34228 (MLS # A4550818)
    Photo of 100 SANDS POINT ROAD #208, LONGBOAT KEY, FL 34228 (MLS # A4550818)
    100 SANDS POINT ROAD #208, LONGBOAT KEY, FL
    100 SANDS POINT ROAD #208
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,492 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  30. Photo of 1030 BOGEY LANE, LONGBOAT KEY, FL 34228 (MLS # A4540473)
    $1,100,000
    Photo of 1030 BOGEY LANE, LONGBOAT KEY, FL 34228 (MLS # A4540473)
    Photo of 1030 BOGEY LANE, LONGBOAT KEY, FL 34228 (MLS # A4540473)
    1030 BOGEY LANE, LONGBOAT KEY, FL
    1030 BOGEY LANE
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,522 Home (sqft)
    • 2 Baths
    • 12,633 Lot (sqft)
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