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 1241 GULF OF MEXICO DRIVE #704, LONGBOAT KEY, FL 34228 (MLS # A4561031)
    $3,495,000
    Photo of 1241 GULF OF MEXICO DRIVE #704, LONGBOAT KEY, FL 34228 (MLS # A4561031)
    Photo of 1241 GULF OF MEXICO DRIVE #704, LONGBOAT KEY, FL 34228 (MLS # A4561031)
    1241 GULF OF MEXICO DRIVE #704, LONGBOAT KEY, FL
    1241 GULF OF MEXICO DRIVE #704
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 3,045 Home (sqft)
    • 4 Baths
    • 2.11 Lot (ac)
  2. Photo of 3606 FAIR OAKS PLACE, LONGBOAT KEY, FL 34228 (MLS # A4555331)
    $3,475,000
    Photo of 3606 FAIR OAKS PLACE, LONGBOAT KEY, FL 34228 (MLS # A4555331)
    Photo of 3606 FAIR OAKS PLACE, LONGBOAT KEY, FL 34228 (MLS # A4555331)
    3606 FAIR OAKS PLACE, LONGBOAT KEY, FL
    3606 FAIR OAKS PLACE
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 3,842 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  3. Photo of 580 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4562818)
    $3,450,000
    Photo of 580 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4562818)
    Photo of 580 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4562818)
    580 PUTTER LANE, LONGBOAT KEY, FL
    580 PUTTER LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,730 Home (sqft)
    • 4 Baths
    • 12,197 Lot (sqft)
  4. Photo of 700 TARAWITT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4542965)
    $3,395,000
    Photo of 700 TARAWITT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4542965)
    Photo of 700 TARAWITT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4542965)
    700 TARAWITT DRIVE, LONGBOAT KEY, FL
    700 TARAWITT DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 3,897 Home (sqft)
    • 5 Baths
    • 10,890 Lot (sqft)
  5. Photo of 2945 PYRULA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4545381)
    $3,345,000
    Photo of 2945 PYRULA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4545381)
    Photo of 2945 PYRULA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4545381)
    2945 PYRULA DRIVE, LONGBOAT KEY, FL
    2945 PYRULA DRIVE
    LONGBOAT KEY, FL
    • 5 Beds
    • 5 Baths
    • 3,815 Home (sqft)
    • 5 Baths
    • 13,940 Lot (sqft)
  6. Photo of 760 MARBURY LANE, LONGBOAT KEY, FL 34228 (MLS # A4551328)
    $3,314,000
    Photo of 760 MARBURY LANE, LONGBOAT KEY, FL 34228 (MLS # A4551328)
    Photo of 760 MARBURY LANE, LONGBOAT KEY, FL 34228 (MLS # A4551328)
    760 MARBURY LANE, LONGBOAT KEY, FL
    760 MARBURY LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 2,575 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  7. Photo of 3533 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4550611)
    $3,299,000
    Photo of 3533 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4550611)
    Photo of 3533 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4550611)
    3533 FAIR OAKS LANE, LONGBOAT KEY, FL
    3533 FAIR OAKS LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 6 Baths
    • 3,909 Home (sqft)
    • 6 Baths
    • 9,584 Lot (sqft)
  8. Photo of 595 BOWSPRIT LANE, LONGBOAT KEY, FL 34228 (MLS # A4562940)
    $3,295,000
    Photo of 595 BOWSPRIT LANE, LONGBOAT KEY, FL 34228 (MLS # A4562940)
    Photo of 595 BOWSPRIT LANE, LONGBOAT KEY, FL 34228 (MLS # A4562940)
    595 BOWSPRIT LANE, LONGBOAT KEY, FL
    595 BOWSPRIT LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 2,582 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  9. Photo of 527 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4559130)
    $3,225,000
    Photo of 527 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4559130)
    Photo of 527 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4559130)
    527 PUTTER LANE, LONGBOAT KEY, FL
    527 PUTTER LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 5 Baths
    • 4,068 Home (sqft)
    • 5 Baths
    • 16,553 Lot (sqft)
  10. Photo of 3590 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4564100)
    $3,200,000
    Photo of 3590 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4564100)
    Photo of 3590 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4564100)
    3590 FAIR OAKS LANE, LONGBOAT KEY, FL
    3590 FAIR OAKS LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 3,957 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)
  11. Photo of 700 DREAM ISLAND ROAD, LONGBOAT KEY, FL 34228 (MLS # A4563036)
    $3,195,000
    Photo of 700 DREAM ISLAND ROAD, LONGBOAT KEY, FL 34228 (MLS # A4563036)
    Photo of 700 DREAM ISLAND ROAD, LONGBOAT KEY, FL 34228 (MLS # A4563036)
    700 DREAM ISLAND ROAD, LONGBOAT KEY, FL
    700 DREAM ISLAND ROAD
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 1,755 Home (sqft)
    • 3 Baths
    • 20,909 Lot (sqft)
  12. Photo of 562 RANGER LANE, LONGBOAT KEY, FL 34228 (MLS # T3413859)
    $3,190,000
    Photo of 562 RANGER LANE, LONGBOAT KEY, FL 34228 (MLS # T3413859)
    Photo of 562 RANGER LANE, LONGBOAT KEY, FL 34228 (MLS # T3413859)
    562 RANGER LANE, LONGBOAT KEY, FL
    562 RANGER LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 3,149 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  13. Photo of 3527 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4554063)
    $3,149,000
    Photo of 3527 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4554063)
    Photo of 3527 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4554063)
    3527 FAIR OAKS LANE, LONGBOAT KEY, FL
    3527 FAIR OAKS LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 4,154 Home (sqft)
    • 5 Baths
    • 10,019 Lot (sqft)
  14. Photo of 3532 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4561209)
    $2,995,000
    Photo of 3532 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4561209)
    Photo of 3532 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4561209)
    3532 FAIR OAKS LANE, LONGBOAT KEY, FL
    3532 FAIR OAKS LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 3,524 Home (sqft)
    • 5 Baths
    • 9,584 Lot (sqft)
  15. Photo of 554 JESSMYTH DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4557120)
    $2,995,000
    Photo of 554 JESSMYTH DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4557120)
    Photo of 554 JESSMYTH DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4557120)
    554 JESSMYTH DRIVE, LONGBOAT KEY, FL
    554 JESSMYTH DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 4,700 Home (sqft)
    • 3 Baths
    • 20,909 Lot (sqft)
  16. Photo of 830 TARAWITT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4545868)
    $2,995,000
    Photo of 830 TARAWITT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4545868)
    Photo of 830 TARAWITT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4545868)
    830 TARAWITT DRIVE, LONGBOAT KEY, FL
    830 TARAWITT DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  17. Photo of 3621 BAYOU CIRCLE, LONGBOAT KEY, FL 34228 (MLS # A4553519)
    $2,950,000
    Photo of 3621 BAYOU CIRCLE, LONGBOAT KEY, FL 34228 (MLS # A4553519)
    Photo of 3621 BAYOU CIRCLE, LONGBOAT KEY, FL 34228 (MLS # A4553519)
    3621 BAYOU CIRCLE, LONGBOAT KEY, FL
    3621 BAYOU CIRCLE
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 4,322 Home (sqft)
    • 4 Baths
    • 13,068 Lot (sqft)
  18. Photo of 6580 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4562233)
    $2,899,000
    Photo of 6580 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4562233)
    Photo of 6580 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4562233)
    6580 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    6580 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 25,701 Lot (sqft)
  19. Photo of 581 DE NARVAEZ DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4559589)
    $2,899,000
    Photo of 581 DE NARVAEZ DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4559589)
    Photo of 581 DE NARVAEZ DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4559589)
    581 DE NARVAEZ DRIVE, LONGBOAT KEY, FL
    581 DE NARVAEZ DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,134 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)
  20. Photo of 600 DE NARVAEZ DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4545926)
    $2,890,000
    Photo of 600 DE NARVAEZ DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4545926)
    Photo of 600 DE NARVAEZ DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4545926)
    600 DE NARVAEZ DRIVE, LONGBOAT KEY, FL
    600 DE NARVAEZ DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 1,971 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  21. Photo of 3030 GRAND BAY BOULEVARD #346, LONGBOAT KEY, FL 34228 (MLS # A4560789)
    $2,795,000
    Photo of 3030 GRAND BAY BOULEVARD #346, LONGBOAT KEY, FL 34228 (MLS # A4560789)
    Photo of 3030 GRAND BAY BOULEVARD #346, LONGBOAT KEY, FL 34228 (MLS # A4560789)
    3030 GRAND BAY BOULEVARD #346, LONGBOAT KEY, FL
    3030 GRAND BAY BOULEVARD #346
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,925 Home (sqft)
    • 4 Baths
    • 1.21 Lot (ac)
  22. Photo of 2929 PYRULA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4548600)
    $2,750,000
    Photo of 2929 PYRULA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4548600)
    Photo of 2929 PYRULA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4548600)
    2929 PYRULA DRIVE, LONGBOAT KEY, FL
    2929 PYRULA DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 3,014 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  23. Photo of 610 HIBISCUS WAY, LONGBOAT KEY, FL 34228 (MLS # A4560535)
    $2,700,000
    Photo of 610 HIBISCUS WAY, LONGBOAT KEY, FL 34228 (MLS # A4560535)
    Photo of 610 HIBISCUS WAY, LONGBOAT KEY, FL 34228 (MLS # A4560535)
    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)
  24. Photo of 513 YAWL LANE, LONGBOAT KEY, FL 34228 (MLS # A4559041)
    $2,699,000
    Photo of 513 YAWL LANE, LONGBOAT KEY, FL 34228 (MLS # A4559041)
    Photo of 513 YAWL LANE, LONGBOAT KEY, FL 34228 (MLS # A4559041)
    513 YAWL LANE, LONGBOAT KEY, FL
    513 YAWL LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,346 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
  25. Photo of 3030 GRAND BAY BOULEVARD #316, LONGBOAT KEY, FL 34228 (MLS # A4543951)
    $2,695,000
    Photo of 3030 GRAND BAY BOULEVARD #316, LONGBOAT KEY, FL 34228 (MLS # A4543951)
    Photo of 3030 GRAND BAY BOULEVARD #316, LONGBOAT KEY, FL 34228 (MLS # A4543951)
    54
     
    3030 GRAND BAY BOULEVARD #316, LONGBOAT KEY, FL
    3030 GRAND BAY BOULEVARD #316
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,925 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  26. Photo of 793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # T3427296)
    $2,600,000
    Photo of 793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # T3427296)
    Photo of 793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # T3427296)
    793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL
    793 JUNGLE QUEEN WAY
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,688 Home (sqft)
    • 3 Baths
    • 13,940 Lot (sqft)
  27. Photo of 699 PENFIELD STREET, LONGBOAT KEY, FL 34228 (MLS # A4560631)
    $2,600,000
    Photo of 699 PENFIELD STREET, LONGBOAT KEY, FL 34228 (MLS # A4560631)
    Photo of 699 PENFIELD STREET, LONGBOAT KEY, FL 34228 (MLS # A4560631)
    699 PENFIELD STREET, LONGBOAT KEY, FL
    699 PENFIELD STREET
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,536 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  28. Photo of 3312 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # A4559740)
    $2,600,000
    Photo of 3312 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # A4559740)
    Photo of 3312 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # A4559740)
    3312 BAYOU ROAD, LONGBOAT KEY, FL
    3312 BAYOU ROAD
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 3,372 Home (sqft)
    • 3 Baths
    • 16,118 Lot (sqft)
  29. 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)
  30. Photo of 3060 GRAND BAY BOULEVARD #174, LONGBOAT KEY, FL 34228 (MLS # R4906745)
    $2,499,500
    Photo of 3060 GRAND BAY BOULEVARD #174, LONGBOAT KEY, FL 34228 (MLS # R4906745)
    Photo of 3060 GRAND BAY BOULEVARD #174, LONGBOAT KEY, FL 34228 (MLS # R4906745)
    85
     
    3060 GRAND BAY BOULEVARD #174, LONGBOAT KEY, FL
    3060 GRAND BAY BOULEVARD #174
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 2,551 Home (sqft)
    • 3 Baths
    • 1.23 Lot (ac)
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The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 3/22/23 10:03 AM PDT.

This IDX is (c) Diverse Solutions 2023. Privacy | Terms & Conditions

 
 

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