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 845 LONGBOAT CLUB ROAD, LONGBOAT KEY, FL 34228 (MLS # A4440615)
    $22,500,000
    Photo of 845 LONGBOAT CLUB ROAD, LONGBOAT KEY, FL 34228 (MLS # A4440615)
    Photo of 845 LONGBOAT CLUB ROAD, LONGBOAT KEY, FL 34228 (MLS # A4440615)
    845 LONGBOAT CLUB ROAD, LONGBOAT KEY, FL
    845 LONGBOAT CLUB ROAD
    LONGBOAT KEY, FL
    • 6 Beds
    • 8 Baths
    • 19,300 Home (sqft)
    • 8 Baths
    • 1.18 Lot (ac)
  2. Photo of 6685 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4198676)
    $12,500,000
    Photo of 6685 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4198676)
    Photo of 6685 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4198676)
    6685 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    6685 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 6 Beds
    • 8 Baths
    • 12,752 Home (sqft)
    • 8 Baths
    • 1.58 Lot (ac)
  3. Photo of 5965 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4418090)
    $11,995,000
    Photo of 5965 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4418090)
    Photo of 5965 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4418090)
    5965 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    5965 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 7 Beds
    • 7 Baths
    • 10,087 Home (sqft)
    • 7 Baths
    • 1.98 Lot (ac)
  4. Photo of 15 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4212699)
    $8,995,000
    Photo of 15 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4212699)
    Photo of 15 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4212699)
    15 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL
    15 LIGHTHOUSE POINT DRIVE
    LONGBOAT KEY, FL
    • 5 Beds
    • 8 Baths
    • 9,180 Home (sqft)
    • 8 Baths
    • 1.20 Lot (ac)
  5. Photo of 3475 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4445990)
    $8,200,000
    Photo of 3475 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4445990)
    Photo of 3475 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4445990)
    3475 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    3475 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 5 Beds
    • 6 Baths
    • 7,608 Home (sqft)
    • 6 Baths
    • 25,265 Lot (sqft)
  6. Photo of 5005 GULF OF MEXICO DRIVE #2, LONGBOAT KEY, FL 34228 (MLS # A4428847)
    $8,100,000
    Photo of 5005 GULF OF MEXICO DRIVE #2, LONGBOAT KEY, FL 34228 (MLS # A4428847)
    Photo of 5005 GULF OF MEXICO DRIVE #2, LONGBOAT KEY, FL 34228 (MLS # A4428847)
    5005 GULF OF MEXICO DRIVE #2, LONGBOAT KEY, FL
    5005 GULF OF MEXICO DRIVE #2
    LONGBOAT KEY, FL
    • 6 Beds
    • 8 Baths
    • 4,420 Home (sqft)
    • 8 Baths
    • 23,959 Lot (sqft)
  7. Photo of 5005 GULF OF MEXICO DRIVE #9, LONGBOAT KEY, FL 34228 (MLS # A4428366)
    $7,800,000
    Photo of 5005 GULF OF MEXICO DRIVE #9, LONGBOAT KEY, FL 34228 (MLS # A4428366)
    Photo of 5005 GULF OF MEXICO DRIVE #9, LONGBOAT KEY, FL 34228 (MLS # A4428366)
    5005 GULF OF MEXICO DRIVE #9, LONGBOAT KEY, FL
    5005 GULF OF MEXICO DRIVE #9
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 3,490 Home (sqft)
    • 4 Baths
    • 9,148 Lot (sqft)
  8. Photo of 2251 GULF OF MEXICO DRIVE #PH 501, LONGBOAT KEY, FL 34228 (MLS # A4425341)
    $6,100,000
    Photo of 2251 GULF OF MEXICO DRIVE #PH 501, LONGBOAT KEY, FL 34228 (MLS # A4425341)
    Photo of 2251 GULF OF MEXICO DRIVE #PH 501, LONGBOAT KEY, FL 34228 (MLS # A4425341)
    2251 GULF OF MEXICO DRIVE #PH 501, LONGBOAT KEY, FL
    2251 GULF OF MEXICO DRIVE #PH 501
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 3,921 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  9. Photo of 6477 GULFSIDE ROAD, LONGBOAT KEY, FL 34228 (MLS # A4445782)
    $4,950,000
    Photo of 6477 GULFSIDE ROAD, LONGBOAT KEY, FL 34228 (MLS # A4445782)
    Photo of 6477 GULFSIDE ROAD, LONGBOAT KEY, FL 34228 (MLS # A4445782)
    6477 GULFSIDE ROAD, LONGBOAT KEY, FL
    6477 GULFSIDE ROAD
    LONGBOAT KEY, FL
    • 6 Beds
    • 6 Baths
    • 5,862 Home (sqft)
    • 6 Baths
    • 28,750 Lot (sqft)
  10. Photo of 65 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4438181)
    $3,975,000
    Photo of 65 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4438181)
    Photo of 65 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4438181)
    65 LIGHTHOUSE POINT DRIVE, LONGBOAT KEY, FL
    65 LIGHTHOUSE POINT DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 4,933 Home (sqft)
    • 5 Baths
    • 15,682 Lot (sqft)
  11. Photo of 530 HARBOR GATE WAY, LONGBOAT KEY, FL 34228 (MLS # A4435590)
    $3,900,000
    Photo of 530 HARBOR GATE WAY, LONGBOAT KEY, FL 34228 (MLS # A4435590)
    Photo of 530 HARBOR GATE WAY, LONGBOAT KEY, FL 34228 (MLS # A4435590)
    530 HARBOR GATE WAY, LONGBOAT KEY, FL
    530 HARBOR GATE WAY
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 5,011 Home (sqft)
    • 5 Baths
    • 18,296 Lot (sqft)
  12. Photo of 3040 GRAND BAY BOULEVARD #PH2102, LONGBOAT KEY, FL 34228 (MLS # A4445142)
    $3,495,000
    Photo of 3040 GRAND BAY BOULEVARD #PH2102, LONGBOAT KEY, FL 34228 (MLS # A4445142)
    Photo of 3040 GRAND BAY BOULEVARD #PH2102, LONGBOAT KEY, FL 34228 (MLS # A4445142)
    3040 GRAND BAY BOULEVARD #PH2102, LONGBOAT KEY, FL
    3040 GRAND BAY BOULEVARD #PH2102
    LONGBOAT KEY, FL
    • 3 Beds
    • 6 Baths
    • 4,413 Home (sqft)
    • 6 Baths
    • 0 Lot (sqft)
  13. Photo of 4975 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4417274)
    $3,375,000
    Photo of 4975 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4417274)
    Photo of 4975 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4417274)
    4975 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL
    4975 GULF OF MEXICO DRIVE #304
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 3,319 Home (sqft)
    • 4 Baths
    • 10.91 Lot (ac)
  14. Photo of 591 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4427895)
    $3,350,000
    Photo of 591 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4427895)
    Photo of 591 PUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4427895)
    591 PUTTER LANE, LONGBOAT KEY, FL
    591 PUTTER LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 4,159 Home (sqft)
    • 5 Baths
    • 12,633 Lot (sqft)
  15. Photo of 501 HARBOR POINT ROAD, LONGBOAT KEY, FL 34228 (MLS # A4438974)
    $3,150,000
    Photo of 501 HARBOR POINT ROAD, LONGBOAT KEY, FL 34228 (MLS # A4438974)
    Photo of 501 HARBOR POINT ROAD, LONGBOAT KEY, FL 34228 (MLS # A4438974)
    501 HARBOR POINT ROAD, LONGBOAT KEY, FL
    501 HARBOR POINT ROAD
    LONGBOAT KEY, FL
    • 5 Beds
    • 6 Baths
    • 6,125 Home (sqft)
    • 6 Baths
    • 24,394 Lot (sqft)
  16. Photo of 580 PUTTING GREEN LANE, LONGBOAT KEY, FL 34228 (MLS # A4434080)
    $2,997,000
    Photo of 580 PUTTING GREEN LANE, LONGBOAT KEY, FL 34228 (MLS # A4434080)
    Photo of 580 PUTTING GREEN LANE, LONGBOAT KEY, FL 34228 (MLS # A4434080)
    580 PUTTING GREEN LANE, LONGBOAT KEY, FL
    580 PUTTING GREEN LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 3,586 Home (sqft)
    • 5 Baths
    • 10,019 Lot (sqft)
  17. Photo of 537 YAWL LANE, LONGBOAT KEY, FL 34228 (MLS # A4428503)
    $2,995,000
    Photo of 537 YAWL LANE, LONGBOAT KEY, FL 34228 (MLS # A4428503)
    Photo of 537 YAWL LANE, LONGBOAT KEY, FL 34228 (MLS # A4428503)
    537 YAWL LANE, LONGBOAT KEY, FL
    537 YAWL LANE
    LONGBOAT KEY, FL
    • 5 Beds
    • 7 Baths
    • 4,142 Home (sqft)
    • 7 Baths
    • 12,197 Lot (sqft)
  18. Photo of 6661 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4410988)
    $2,950,000
    Photo of 6661 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4410988)
    Photo of 6661 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4410988)
    6661 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    6661 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 2,137 Home (sqft)
    • 2 Baths
    • 1.51 Lot (ac)
  19. Photo of 550 BUTTONWOOD DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4441702)
    $2,800,100
    Photo of 550 BUTTONWOOD DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4441702)
    Photo of 550 BUTTONWOOD DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4441702)
    21
     
    550 BUTTONWOOD DRIVE, LONGBOAT KEY, FL
    550 BUTTONWOOD DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 3,551 Home (sqft)
    • 3 Baths
    • 11,762 Lot (sqft)
  20. Photo of 560 HORNBLOWER LANE, LONGBOAT KEY, FL 34228 (MLS # A4433190)
    $2,795,000
    Photo of 560 HORNBLOWER LANE, LONGBOAT KEY, FL 34228 (MLS # A4433190)
    Photo of 560 HORNBLOWER LANE, LONGBOAT KEY, FL 34228 (MLS # A4433190)
    560 HORNBLOWER LANE, LONGBOAT KEY, FL
    560 HORNBLOWER LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 4,199 Home (sqft)
    • 5 Baths
    • 12,197 Lot (sqft)
  21. Photo of 655 LONGBOAT CLUB ROAD #15B, LONGBOAT KEY, FL 34228 (MLS # A4428715)
    $2,790,000
    Photo of 655 LONGBOAT CLUB ROAD #15B, LONGBOAT KEY, FL 34228 (MLS # A4428715)
    Photo of 655 LONGBOAT CLUB ROAD #15B, LONGBOAT KEY, FL 34228 (MLS # A4428715)
    655 LONGBOAT CLUB ROAD #15B, LONGBOAT KEY, FL
    655 LONGBOAT CLUB ROAD #15B
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 3,139 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  22. Photo of 511 HARBOR POINT ROAD, LONGBOAT KEY, FL 34228 (MLS # A4431877)
    $2,745,000
    Photo of 511 HARBOR POINT ROAD, LONGBOAT KEY, FL 34228 (MLS # A4431877)
    Photo of 511 HARBOR POINT ROAD, LONGBOAT KEY, FL 34228 (MLS # A4431877)
    511 HARBOR POINT ROAD, LONGBOAT KEY, FL
    511 HARBOR POINT ROAD
    LONGBOAT KEY, FL
    • 3 Beds
    • 5 Baths
    • 3,667 Home (sqft)
    • 5 Baths
    • 16,118 Lot (sqft)
  23. Photo of 1241 GULF OF MEXICO DRIVE #402, LONGBOAT KEY, FL 34228 (MLS # A4421764)
    $2,725,000
    Photo of 1241 GULF OF MEXICO DRIVE #402, LONGBOAT KEY, FL 34228 (MLS # A4421764)
    Photo of 1241 GULF OF MEXICO DRIVE #402, LONGBOAT KEY, FL 34228 (MLS # A4421764)
    1241 GULF OF MEXICO DRIVE #402, LONGBOAT KEY, FL
    1241 GULF OF MEXICO DRIVE #402
    LONGBOAT KEY, FL
    • 3 Beds
    • 5 Baths
    • 3,400 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  24. Photo of 524 SCHOONER LANE, LONGBOAT KEY, FL 34228 (MLS # A4442262)
    $2,599,000
    Photo of 524 SCHOONER LANE, LONGBOAT KEY, FL 34228 (MLS # A4442262)
    Photo of 524 SCHOONER LANE, LONGBOAT KEY, FL 34228 (MLS # A4442262)
    524 SCHOONER LANE, LONGBOAT KEY, FL
    524 SCHOONER LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 4,438 Home (sqft)
    • 5 Baths
    • 12,197 Lot (sqft)
  25. Photo of 500 KETCH LANE, LONGBOAT KEY, FL 34228 (MLS # A4443417)
    $2,395,000
    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
    • 15,246 Lot (sqft)
  26. Photo of 771 EMERALD HARBOR DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4434573)
    $2,199,000
    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
    • 14,811 Lot (sqft)
  27. Photo of 435 L AMBIANCE DRIVE #J403, LONGBOAT KEY, FL 34228 (MLS # A4430073)
    $2,195,000
    Photo of 435 L AMBIANCE DRIVE #J403, LONGBOAT KEY, FL 34228 (MLS # A4430073)
    Photo of 435 L AMBIANCE DRIVE #J403, LONGBOAT KEY, FL 34228 (MLS # A4430073)
    435 L AMBIANCE DRIVE #J403, LONGBOAT KEY, FL
    435 L AMBIANCE DRIVE #J403
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,820 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  28. Photo of 536 OUTRIGGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4421242)
    $2,100,000
    Photo of 536 OUTRIGGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4421242)
    Photo of 536 OUTRIGGER LANE, LONGBOAT KEY, FL 34228 (MLS # A4421242)
    536 OUTRIGGER LANE, LONGBOAT KEY, FL
    536 OUTRIGGER LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 4,229 Home (sqft)
    • 5 Baths
    • 13,068 Lot (sqft)
  29. Photo of 560 CHIPPING LANE, LONGBOAT KEY, FL 34228 (MLS # A4445252)
    $2,099,999
    Photo of 560 CHIPPING LANE, LONGBOAT KEY, FL 34228 (MLS # A4445252)
    Photo of 560 CHIPPING LANE, LONGBOAT KEY, FL 34228 (MLS # A4445252)
    560 CHIPPING LANE, LONGBOAT KEY, FL
    560 CHIPPING LANE
    LONGBOAT KEY, FL
    • 5 Beds
    • 5 Baths
    • 4,315 Home (sqft)
    • 5 Baths
    • 11,326 Lot (sqft)
  30. Photo of 798 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # A4438448)
    $1,999,000
    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
    • 11,326 Lot (sqft)
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Listing information is deemed reliable, but not guaranteed.

This IDX is (c) Diverse Solutions 2019.

 
 

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