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.

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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 1050 LONGBOAT CLUB ROAD #201, LONGBOAT KEY, FL 34228 (MLS # A4482155)
    $899,000
    Photo of 1050 LONGBOAT CLUB ROAD #201, LONGBOAT KEY, FL 34228 (MLS # A4482155)
    Photo of 1050 LONGBOAT CLUB ROAD #201, LONGBOAT KEY, FL 34228 (MLS # A4482155)
    1050 LONGBOAT CLUB ROAD #201, LONGBOAT KEY, FL
    1050 LONGBOAT CLUB ROAD #201
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,409 Home (sqft)
    • 2 Baths
    • 2.09 Lot (ac)
  2. Photo of 1485 GULF OF MEXICO DRIVE #403, LONGBOAT KEY, FL 34228 (MLS # A4496989)
    $795,000
    Photo of 1485 GULF OF MEXICO DRIVE #403, LONGBOAT KEY, FL 34228 (MLS # A4496989)
    Photo of 1485 GULF OF MEXICO DRIVE #403, LONGBOAT KEY, FL 34228 (MLS # A4496989)
    1485 GULF OF MEXICO DRIVE #403, LONGBOAT KEY, FL
    1485 GULF OF MEXICO DRIVE #403
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,366 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  3. Photo of 1485 GULF OF MEXICO DRIVE #303, LONGBOAT KEY, FL 34228 (MLS # A4493417)
    $789,000
    Photo of 1485 GULF OF MEXICO DRIVE #303, LONGBOAT KEY, FL 34228 (MLS # A4493417)
    Photo of 1485 GULF OF MEXICO DRIVE #303, LONGBOAT KEY, FL 34228 (MLS # A4493417)
    1485 GULF OF MEXICO DRIVE #303, LONGBOAT KEY, FL
    1485 GULF OF MEXICO DRIVE #303
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 1,569 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  4. Photo of 7065 GULF OF MEXICO DRIVE #13, LONGBOAT KEY, FL 34228 (MLS # A4497391)
    $779,000
    Photo of 7065 GULF OF MEXICO DRIVE #13, LONGBOAT KEY, FL 34228 (MLS # A4497391)
    Photo of 7065 GULF OF MEXICO DRIVE #13, LONGBOAT KEY, FL 34228 (MLS # A4497391)
    7065 GULF OF MEXICO DRIVE #13, LONGBOAT KEY, FL
    7065 GULF OF MEXICO DRIVE #13
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,170 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  5. Photo of 3465 GULF OF MEXICO DRIVE #220 & 221, LONGBOAT KEY, FL 34228 (MLS # A4461105)
    $774,999
    Photo of 3465 GULF OF MEXICO DRIVE #220 & 221, LONGBOAT KEY, FL 34228 (MLS # A4461105)
    Photo of 3465 GULF OF MEXICO DRIVE #220 & 221, LONGBOAT KEY, FL 34228 (MLS # A4461105)
    3465 GULF OF MEXICO DRIVE #220 & 221, LONGBOAT KEY, FL
    3465 GULF OF MEXICO DRIVE #220 & 221
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 1,118 Home (sqft)
    • 3 Baths
    • 25,195 Lot (sqft)
  6. Photo of 4725 GULF OF MEXICO DRIVE #216, LONGBOAT KEY, FL 34228 (MLS # A4496543)
    $750,000
    Photo of 4725 GULF OF MEXICO DRIVE #216, LONGBOAT KEY, FL 34228 (MLS # A4496543)
    Photo of 4725 GULF OF MEXICO DRIVE #216, LONGBOAT KEY, FL 34228 (MLS # A4496543)
    4725 GULF OF MEXICO DRIVE #216, LONGBOAT KEY, FL
    4725 GULF OF MEXICO DRIVE #216
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,071 Home (sqft)
    • 2 Baths
    • 4.93 Lot (ac)
  7. Photo of 1945 GULF OF MEXICO DRIVE #M2-505, LONGBOAT KEY, FL 34228 (MLS # A4489188)
    $725,000
    Photo of 1945 GULF OF MEXICO DRIVE #M2-505, LONGBOAT KEY, FL 34228 (MLS # A4489188)
    Photo of 1945 GULF OF MEXICO DRIVE #M2-505, LONGBOAT KEY, FL 34228 (MLS # A4489188)
    1945 GULF OF MEXICO DRIVE #M2-505, LONGBOAT KEY, FL
    1945 GULF OF MEXICO DRIVE #M2-505
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,265 Home (sqft)
    • 2 Baths
    • 6.51 Lot (ac)
  8. Photo of 5210 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4463387)
    $725,000
    Photo of 5210 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4463387)
    Photo of 5210 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4463387)
    5210 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL
    5210 GULF OF MEXICO DRIVE #201
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,914 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  9. Photo of 250 SANDS POINT ROAD #5104, LONGBOAT KEY, FL 34228 (MLS # A4496014)
    $649,000
    Photo of 250 SANDS POINT ROAD #5104, LONGBOAT KEY, FL 34228 (MLS # A4496014)
    Photo of 250 SANDS POINT ROAD #5104, LONGBOAT KEY, FL 34228 (MLS # A4496014)
    41
     
    250 SANDS POINT ROAD #5104, LONGBOAT KEY, FL
    250 SANDS POINT ROAD #5104
    LONGBOAT KEY, FL
    • 1 Bed
    • 1 Bath
    • 634 Home (sqft)
    • 1 Bath
    • 4.13 Lot (ac)
  10. Photo of 5231 GULF OF MEXICO DRIVE #308, LONGBOAT KEY, FL 34228 (MLS # A4483968)
    $645,000
    Photo of 5231 GULF OF MEXICO DRIVE #308, LONGBOAT KEY, FL 34228 (MLS # A4483968)
    Photo of 5231 GULF OF MEXICO DRIVE #308, LONGBOAT KEY, FL 34228 (MLS # A4483968)
    5231 GULF OF MEXICO DRIVE #308, LONGBOAT KEY, FL
    5231 GULF OF MEXICO DRIVE #308
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 990 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  11. Photo of 225 SANDS POINT ROAD #6206, LONGBOAT KEY, FL 34228 (MLS # A4495346)
    $630,000
    Photo of 225 SANDS POINT ROAD #6206, LONGBOAT KEY, FL 34228 (MLS # A4495346)
    Photo of 225 SANDS POINT ROAD #6206, LONGBOAT KEY, FL 34228 (MLS # A4495346)
    225 SANDS POINT ROAD #6206, LONGBOAT KEY, FL
    225 SANDS POINT ROAD #6206
    LONGBOAT KEY, FL
    • 1 Bed
    • 1 Bath
    • 642 Home (sqft)
    • 1 Bath
    • 1.76 Lot (ac)
  12. Photo of 2525 GULF OF MEXICO DRIVE #9B, LONGBOAT KEY, FL 34228 (MLS # A4493789)
    $599,900
    Photo of 2525 GULF OF MEXICO DRIVE #9B, LONGBOAT KEY, FL 34228 (MLS # A4493789)
    Photo of 2525 GULF OF MEXICO DRIVE #9B, LONGBOAT KEY, FL 34228 (MLS # A4493789)
    2525 GULF OF MEXICO DRIVE #9B, LONGBOAT KEY, FL
    2525 GULF OF MEXICO DRIVE #9B
    LONGBOAT KEY, FL
    • 2 Beds
    • 1 Bath
    • 1,124 Home (sqft)
    • 1 Bath
    • 3.90 Lot (ac)
  13. Photo of 6700 GULF OF MEXICO DRIVE #122, LONGBOAT KEY, FL 34228 (MLS # A4497827)
    $579,000
    Photo of 6700 GULF OF MEXICO DRIVE #122, LONGBOAT KEY, FL 34228 (MLS # A4497827)
    Photo of 6700 GULF OF MEXICO DRIVE #122, LONGBOAT KEY, FL 34228 (MLS # A4497827)
    19
     
    6700 GULF OF MEXICO DRIVE #122, LONGBOAT KEY, FL
    6700 GULF OF MEXICO DRIVE #122
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,151 Home (sqft)
    • 2 Baths
    • 10.15 Lot (ac)
  14. Photo of 4810 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4437978)
    $535,000
    Photo of 4810 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4437978)
    Photo of 4810 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4437978)
    4810 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    4810 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,422 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  15. Photo of 540 COMPANION WAY, LONGBOAT KEY, FL 34228 (MLS # A4497467)
    $500,000
    Photo of 540 COMPANION WAY, LONGBOAT KEY, FL 34228 (MLS # A4497467)
    Photo of 540 COMPANION WAY, LONGBOAT KEY, FL 34228 (MLS # A4497467)
    540 COMPANION WAY, LONGBOAT KEY, FL
    540 COMPANION WAY
    LONGBOAT KEY, FL
    • 1 Bed
    • 1 Bath
    • 713 Home (sqft)
    • 1 Bath
    • 16,802 Lot (sqft)
  16. Photo of 4820 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4436854)
    $494,000
    Photo of 4820 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4436854)
    Photo of 4820 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4436854)
    4820 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    4820 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,334 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  17. Photo of 741 SAINT JUDES DRIVE S #1, LONGBOAT KEY, FL 34228 (MLS # A4496925)
    $485,000
    Photo of 741 SAINT JUDES DRIVE S #1, LONGBOAT KEY, FL 34228 (MLS # A4496925)
    Photo of 741 SAINT JUDES DRIVE S #1, LONGBOAT KEY, FL 34228 (MLS # A4496925)
    741 SAINT JUDES DRIVE S #1, LONGBOAT KEY, FL
    741 SAINT JUDES DRIVE S #1
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 940 Home (sqft)
    • 2 Baths
    • 34,769 Lot (sqft)
  18. Photo of 4500 GULF OF MEXICO DRIVE #206, LONGBOAT KEY, FL 34228 (MLS # O5936489)
    $475,000
    Photo of 4500 GULF OF MEXICO DRIVE #206, LONGBOAT KEY, FL 34228 (MLS # O5936489)
    Photo of 4500 GULF OF MEXICO DRIVE #206, LONGBOAT KEY, FL 34228 (MLS # O5936489)
    4500 GULF OF MEXICO DRIVE #206, LONGBOAT KEY, FL
    4500 GULF OF MEXICO DRIVE #206
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,366 Home (sqft)
    • 2 Baths
    • 26.67 Lot (ac)
  19. Photo of 4350 CHATHAM DRIVE #E307, LONGBOAT KEY, FL 34228 (MLS # A4495703)
    $444,000
    Photo of 4350 CHATHAM DRIVE #E307, LONGBOAT KEY, FL 34228 (MLS # A4495703)
    Photo of 4350 CHATHAM DRIVE #E307, LONGBOAT KEY, FL 34228 (MLS # A4495703)
    4350 CHATHAM DRIVE #E307, LONGBOAT KEY, FL
    4350 CHATHAM DRIVE #E307
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,072 Home (sqft)
    • 2 Baths
    • 20.68 Lot (ac)
  20. Photo of 5841 GULF OF MEXICO DRIVE #243, LONGBOAT KEY, FL 34228 (MLS # A4447381)
    $440,100
    Photo of 5841 GULF OF MEXICO DRIVE #243, LONGBOAT KEY, FL 34228 (MLS # A4447381)
    Photo of 5841 GULF OF MEXICO DRIVE #243, LONGBOAT KEY, FL 34228 (MLS # A4447381)
    5841 GULF OF MEXICO DRIVE #243, LONGBOAT KEY, FL
    5841 GULF OF MEXICO DRIVE #243
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 760 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  21. Photo of 5310 GULF OF MEXICO DRIVE #15, LONGBOAT KEY, FL 34228 (MLS # A4486020)
    $439,900
    Photo of 5310 GULF OF MEXICO DRIVE #15, LONGBOAT KEY, FL 34228 (MLS # A4486020)
    Photo of 5310 GULF OF MEXICO DRIVE #15, LONGBOAT KEY, FL 34228 (MLS # A4486020)
    5310 GULF OF MEXICO DRIVE #15, LONGBOAT KEY, FL
    5310 GULF OF MEXICO DRIVE #15
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,014 Home (sqft)
    • 2 Baths
    • 1.31 Lot (ac)
  22. Photo of 2039 GULF OF MEXICO DRIVE #G3-213, LONGBOAT KEY, FL 34228 (MLS # A4491589)
    $425,000
    Photo of 2039 GULF OF MEXICO DRIVE #G3-213, LONGBOAT KEY, FL 34228 (MLS # A4491589)
    Photo of 2039 GULF OF MEXICO DRIVE #G3-213, LONGBOAT KEY, FL 34228 (MLS # A4491589)
    2039 GULF OF MEXICO DRIVE #G3-213, LONGBOAT KEY, FL
    2039 GULF OF MEXICO DRIVE #G3-213
    LONGBOAT KEY, FL
    • 1 Bed
    • 2 Baths
    • 1,094 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  23. Photo of 668 SPANISH DRIVE N #157, LONGBOAT KEY, FL 34228 (MLS # A4496279)
    $365,000
    Photo of 668 SPANISH DRIVE N #157, LONGBOAT KEY, FL 34228 (MLS # A4496279)
    Photo of 668 SPANISH DRIVE N #157, LONGBOAT KEY, FL 34228 (MLS # A4496279)
    668 SPANISH DRIVE N #157, LONGBOAT KEY, FL
    668 SPANISH DRIVE N #157
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,393 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  24. Photo of 700 EL CENTRO #191, LONGBOAT KEY, FL 34228 (MLS # A4497864)
    $350,000
    Photo of 700 EL CENTRO #191, LONGBOAT KEY, FL 34228 (MLS # A4497864)
    Photo of 700 EL CENTRO #191, LONGBOAT KEY, FL 34228 (MLS # A4497864)
    700 EL CENTRO #191, LONGBOAT KEY, FL
    700 EL CENTRO #191
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,073 Home (sqft)
    • 2 Baths
    • 25.20 Lot (ac)
  25. Photo of 5310 GULF OF MEXICO DRIVE #17, LONGBOAT KEY, FL 34228 (MLS # A4492968)
    $349,900
    Photo of 5310 GULF OF MEXICO DRIVE #17, LONGBOAT KEY, FL 34228 (MLS # A4492968)
    Photo of 5310 GULF OF MEXICO DRIVE #17, LONGBOAT KEY, FL 34228 (MLS # A4492968)
    5310 GULF OF MEXICO DRIVE #17, LONGBOAT KEY, FL
    5310 GULF OF MEXICO DRIVE #17
    LONGBOAT KEY, FL
    • 1 Bed
    • 1 Bath
    • 711 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  26. Photo of 577 SUTTON PLACE #T-25, LONGBOAT KEY, FL 34228 (MLS # A4492432)
    $320,000
    Photo of 577 SUTTON PLACE #T-25, LONGBOAT KEY, FL 34228 (MLS # A4492432)
    Photo of 577 SUTTON PLACE #T-25, LONGBOAT KEY, FL 34228 (MLS # A4492432)
    577 SUTTON PLACE #T-25, LONGBOAT KEY, FL
    577 SUTTON PLACE #T-25
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,008 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  27. Photo of 729 SAINT JUDES DRIVE S #2, LONGBOAT KEY, FL 34228 (MLS # A4488291)
    $319,000
    Photo of 729 SAINT JUDES DRIVE S #2, LONGBOAT KEY, FL 34228 (MLS # A4488291)
    Photo of 729 SAINT JUDES DRIVE S #2, LONGBOAT KEY, FL 34228 (MLS # A4488291)
    729 SAINT JUDES DRIVE S #2, LONGBOAT KEY, FL
    729 SAINT JUDES DRIVE S #2
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 840 Home (sqft)
    • 2 Baths
    • 1.02 Lot (ac)
  28. Photo of 600 SUTTON PLACE #101, LONGBOAT KEY, FL 34228 (MLS # A4495762)
    $314,900
    Photo of 600 SUTTON PLACE #101, LONGBOAT KEY, FL 34228 (MLS # A4495762)
    Photo of 600 SUTTON PLACE #101, LONGBOAT KEY, FL 34228 (MLS # A4495762)
    600 SUTTON PLACE #101, LONGBOAT KEY, FL
    600 SUTTON PLACE #101
    LONGBOAT KEY, FL
    • 1 Bed
    • 1 Bath
    • 696 Home (sqft)
    • 1 Bath
    • 6.09 Lot (ac)
  29. Photo of 701 SAINT JUDES DRIVE S #2, LONGBOAT KEY, FL 34228 (MLS # O5902391)
    $309,900
    Photo of 701 SAINT JUDES DRIVE S #2, LONGBOAT KEY, FL 34228 (MLS # O5902391)
    Photo of 701 SAINT JUDES DRIVE S #2, LONGBOAT KEY, FL 34228 (MLS # O5902391)
    701 SAINT JUDES DRIVE S #2, LONGBOAT KEY, FL
    701 SAINT JUDES DRIVE S #2
    LONGBOAT KEY, FL
    • 1 Bed
    • 1 Bath
    • 630 Home (sqft)
    • 1 Bath
    • 21,798 Lot (sqft)
  30. Photo of 707 ST JUDES DRIVE S #3, LONGBOAT KEY, FL 34228 (MLS # A4495341)
    $305,000
    Photo of 707 ST JUDES DRIVE S #3, LONGBOAT KEY, FL 34228 (MLS # A4495341)
    Photo of 707 ST JUDES DRIVE S #3, LONGBOAT KEY, FL 34228 (MLS # A4495341)
    707 ST JUDES DRIVE S #3, LONGBOAT KEY, FL
    707 ST JUDES DRIVE S #3
    LONGBOAT KEY, FL
    • 1 Bed
    • 1 Bath
    • 630 Home (sqft)
    • 1 Bath
    • 21,799 Lot (sqft)
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Listing information is deemed reliable, but not guaranteed.

This Real Estate IDX is (c) Diverse Solutions 2021.

 
 

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