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  1. Photo of 393 North Point Road #1002, Osprey, FL 34229 (MLS # A4667964)
    $2,350,000
    Photo of 393 North Point Road #1002, Osprey, FL 34229 (MLS # A4667964)
    Photo of 393 North Point Road #1002, Osprey, FL 34229 (MLS # A4667964)
    100
     
     
    393 North Point Road #1002, Osprey, FL
    393 North Point Road #1002
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 3,738 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  2. Photo of 401 N Point Road #901, Osprey, FL 34229 (MLS # A4584850)
    $1,549,000
    Photo of 401 N Point Road #901, Osprey, FL 34229 (MLS # A4584850)
    Photo of 401 N Point Road #901, Osprey, FL 34229 (MLS # A4584850)
    94
     
     
    401 N Point Road #901, Osprey, FL
    401 N Point Road #901
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,594 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  3. Photo of 385 N Point Road #701, Osprey, FL 34229 (MLS # A4659278)
    $1,499,500
    Photo of 385 N Point Road #701, Osprey, FL 34229 (MLS # A4659278)
    Photo of 385 N Point Road #701, Osprey, FL 34229 (MLS # A4659278)
    62
     
     
    385 N Point Road #701, Osprey, FL
    385 N Point Road #701
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,594 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  4. Photo of 3603 N Point Road #702, Osprey, FL 34229 (MLS # A4642397)
    $1,395,000
    Photo of 3603 N Point Road #702, Osprey, FL 34229 (MLS # A4642397)
    Photo of 3603 N Point Road #702, Osprey, FL 34229 (MLS # A4642397)
    61
     
     
    3603 N Point Road #702, Osprey, FL
    3603 N Point Road #702
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,545 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  5. Photo of 3621 North Point Road #603, Osprey, FL 34229 (MLS # A4647780)
    $1,350,000
    Photo of 3621 North Point Road #603, Osprey, FL 34229 (MLS # A4647780)
    Photo of 3621 North Point Road #603, Osprey, FL 34229 (MLS # A4647780)
    100
     
     
    3621 North Point Road #603, Osprey, FL
    3621 North Point Road #603
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,680 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  6. Photo of 393 N Point Road #604, Osprey, FL 34229 (MLS # A4638035)
    $1,300,000
    Photo of 393 N Point Road #604, Osprey, FL 34229 (MLS # A4638035)
    Photo of 393 N Point Road #604, Osprey, FL 34229 (MLS # A4638035)
    92
     
     
    393 N Point Road #604, Osprey, FL
    393 N Point Road #604
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,778 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  7. Photo of 401 North Point Road #404, Osprey, FL 34229 (MLS # A4668528)
    $1,200,000
    Photo of 401 North Point Road #404, Osprey, FL 34229 (MLS # A4668528)
    Photo of 401 North Point Road #404, Osprey, FL 34229 (MLS # A4668528)
    100
     
     
    401 North Point Road #404, Osprey, FL
    401 North Point Road #404
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,778 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  8. Photo of 401 N Point Road #504, Osprey, FL 34229 (MLS # A4653470)
    $1,150,000
    Photo of 401 N Point Road #504, Osprey, FL 34229 (MLS # A4653470)
    Photo of 401 N Point Road #504, Osprey, FL 34229 (MLS # A4653470)
    89
     
     
    401 N Point Road #504, Osprey, FL
    401 N Point Road #504
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,778 Home (sqft)
    • 3 Baths
    • 2.41 Lot (ac)
  9. Photo of 385 N Point Road #903, Osprey, FL 34229 (MLS # A4668401)
    $1,100,000
    Photo of 385 N Point Road #903, Osprey, FL 34229 (MLS # A4668401)
    Photo of 385 N Point Road #903, Osprey, FL 34229 (MLS # A4668401)
    39
     
     
    385 N Point Road #903, Osprey, FL
    385 N Point Road #903
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,778 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  10. Photo of 6100 Jessie Harbor Drive #202, Osprey, FL 34229 (MLS # A4670353)
    $970,000
    Photo of 6100 Jessie Harbor Drive #202, Osprey, FL 34229 (MLS # A4670353)
    Photo of 6100 Jessie Harbor Drive #202, Osprey, FL 34229 (MLS # A4670353)
    99
     
     
    6100 Jessie Harbor Drive #202, Osprey, FL
    6100 Jessie Harbor Drive #202
    Osprey, FL
    • 3 Beds
    • 4 Baths
    • 3,771 Home (sqft)
    • 4 Baths
    • 42,689 Lot (sqft)
  11. Photo of 385 N Point Road #404, Osprey, FL 34229 (MLS # A4659275)
    $925,000
    Photo of 385 N Point Road #404, Osprey, FL 34229 (MLS # A4659275)
    Photo of 385 N Point Road #404, Osprey, FL 34229 (MLS # A4659275)
    63
     
     
    385 N Point Road #404, Osprey, FL
    385 N Point Road #404
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,778 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  12. Photo of 401 N Point Road #304, Osprey, FL 34229 (MLS # A4659785)
    $900,000
    Photo of 401 N Point Road #304, Osprey, FL 34229 (MLS # A4659785)
    Photo of 401 N Point Road #304, Osprey, FL 34229 (MLS # A4659785)
    95
     
     
    401 N Point Road #304, Osprey, FL
    401 N Point Road #304
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,778 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  13. Photo of 242 Hidden Bay Drive #401, Osprey, FL 34229 (MLS # D6143964)
    $875,000
    Photo of 242 Hidden Bay Drive #401, Osprey, FL 34229 (MLS # D6143964)
    Photo of 242 Hidden Bay Drive #401, Osprey, FL 34229 (MLS # D6143964)
    62
     
     
    242 Hidden Bay Drive #401, Osprey, FL
    242 Hidden Bay Drive #401
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,100 Home (sqft)
    • 3 Baths
    • 42,689 Lot (sqft)
  14. Photo of 409 N Point Road #501, Osprey, FL 34229 (MLS # A4611618)
    $795,000
    Photo of 409 N Point Road #501, Osprey, FL 34229 (MLS # A4611618)
    Photo of 409 N Point Road #501, Osprey, FL 34229 (MLS # A4611618)
    90
     
     
    409 N Point Road #501, Osprey, FL
    409 N Point Road #501
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,594 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  15. Photo of 260 Hidden Bay Drive #305, Osprey, FL 34229 (MLS # A4650487)
    $789,000
    Photo of 260 Hidden Bay Drive #305, Osprey, FL 34229 (MLS # A4650487)
    Photo of 260 Hidden Bay Drive #305, Osprey, FL 34229 (MLS # A4650487)
    37
     
     
    260 Hidden Bay Drive #305, Osprey, FL
    260 Hidden Bay Drive #305
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,168 Home (sqft)
    • 3 Baths
    • 1.06 Lot (ac)
  16. Photo of 280 Hidden Bay Drive #202, Osprey, FL 34229 (MLS # A4643409)
    $780,250
    Photo of 280 Hidden Bay Drive #202, Osprey, FL 34229 (MLS # A4643409)
    Photo of 280 Hidden Bay Drive #202, Osprey, FL 34229 (MLS # A4643409)
    43
     
     
    280 Hidden Bay Drive #202, Osprey, FL
    280 Hidden Bay Drive #202
    Osprey, FL
    • 3 Beds
    • 2 Baths
    • 1,937 Home (sqft)
    • 2 Baths
    • 1.06 Lot (ac)
  17. Photo of 14041 Bellagio Way #414, Osprey, FL 34229 (MLS # A4658171)
    $750,000
    Photo of 14041 Bellagio Way #414, Osprey, FL 34229 (MLS # A4658171)
    Photo of 14041 Bellagio Way #414, Osprey, FL 34229 (MLS # A4658171)
    93
     
    14041 Bellagio Way #414, Osprey, FL
    14041 Bellagio Way #414
    Osprey, FL
    • 3 Beds
    • 2 Baths
    • 1,799 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  18. Photo of 3603 N Point Road #202, Osprey, FL 34229 (MLS # A4575407)
    $749,000
    Photo of 3603 N Point Road #202, Osprey, FL 34229 (MLS # A4575407)
    Photo of 3603 N Point Road #202, Osprey, FL 34229 (MLS # A4575407)
    50
     
     
    3603 N Point Road #202, Osprey, FL
    3603 N Point Road #202
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 3,147 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  19. Photo of 5100 Jessie Harbor Drive #701, Osprey, FL 34229 (MLS # A4655589)
    $725,000
    Photo of 5100 Jessie Harbor Drive #701, Osprey, FL 34229 (MLS # A4655589)
    Photo of 5100 Jessie Harbor Drive #701, Osprey, FL 34229 (MLS # A4655589)
    47
     
     
    5100 Jessie Harbor Drive #701, Osprey, FL
    5100 Jessie Harbor Drive #701
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,484 Home (sqft)
    • 3 Baths
    • 42,689 Lot (sqft)
  20. Photo of 250 Hidden Bay Drive #302, Osprey, FL 34229 (MLS # A4657042)
    $699,000
    Photo of 250 Hidden Bay Drive #302, Osprey, FL 34229 (MLS # A4657042)
    Photo of 250 Hidden Bay Drive #302, Osprey, FL 34229 (MLS # A4657042)
    67
     
     
    250 Hidden Bay Drive #302, Osprey, FL
    250 Hidden Bay Drive #302
    Osprey, FL
    • 3 Beds
    • 2 Baths
    • 1,937 Home (sqft)
    • 2 Baths
    • 1.06 Lot (ac)
  21. Photo of 401 N Point Road #603, Osprey, FL 34229 (MLS # A4570004)
    $699,000
    Photo of 401 N Point Road #603, Osprey, FL 34229 (MLS # A4570004)
    Photo of 401 N Point Road #603, Osprey, FL 34229 (MLS # A4570004)
    100
     
     
    401 N Point Road #603, Osprey, FL
    401 N Point Road #603
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,203 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  22. Photo of 33 Bishops Court Road #118, Osprey, FL 34229 (MLS # A4669237)
    $695,000
    Photo of 33 Bishops Court Road #118, Osprey, FL 34229 (MLS # A4669237)
    Photo of 33 Bishops Court Road #118, Osprey, FL 34229 (MLS # A4669237)
    80
     
    33 Bishops Court Road #118, Osprey, FL
    33 Bishops Court Road #118
    Osprey, FL
    • 2 Beds
    • 3 Baths
    • 1,890 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  23. Photo of 409 N Point Road #502, Osprey, FL 34229 (MLS # A4621353)
    $685,000
    Photo of 409 N Point Road #502, Osprey, FL 34229 (MLS # A4621353)
    Photo of 409 N Point Road #502, Osprey, FL 34229 (MLS # A4621353)
    48
     
     
    409 N Point Road #502, Osprey, FL
    409 N Point Road #502
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,055 Home (sqft)
    • 3 Baths
    • 2.41 Lot (ac)
  24. Photo of 409 N Point Road #603, Osprey, FL 34229 (MLS # A4601891)
    $679,000
    Photo of 409 N Point Road #603, Osprey, FL 34229 (MLS # A4601891)
    Photo of 409 N Point Road #603, Osprey, FL 34229 (MLS # A4601891)
    93
     
     
    409 N Point Road #603, Osprey, FL
    409 N Point Road #603
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,203 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  25. Photo of 385 N Point Road #402, Osprey, FL 34229 (MLS # A4635708)
    $660,000
    Photo of 385 N Point Road #402, Osprey, FL 34229 (MLS # A4635708)
    Photo of 385 N Point Road #402, Osprey, FL 34229 (MLS # A4635708)
    62
     
     
    385 N Point Road #402, Osprey, FL
    385 N Point Road #402
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,055 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  26. Photo of 242 Hidden Bay Drive #603, Osprey, FL 34229 (MLS # A4650286)
    $625,000
    Photo of 242 Hidden Bay Drive #603, Osprey, FL 34229 (MLS # A4650286)
    Photo of 242 Hidden Bay Drive #603, Osprey, FL 34229 (MLS # A4650286)
    37
     
     
    242 Hidden Bay Drive #603, Osprey, FL
    242 Hidden Bay Drive #603
    Osprey, FL
    • 2 Beds
    • 2 Baths
    • 1,932 Home (sqft)
    • 2 Baths
    • 42,689 Lot (sqft)
  27. Photo of 232 Hidden Bay Drive #504, Osprey, FL 34229 (MLS # A4668602)
    $599,000
    Photo of 232 Hidden Bay Drive #504, Osprey, FL 34229 (MLS # A4668602)
    Photo of 232 Hidden Bay Drive #504, Osprey, FL 34229 (MLS # A4668602)
    63
     
     
    232 Hidden Bay Drive #504, Osprey, FL
    232 Hidden Bay Drive #504
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,000 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  28. Photo of 120 Villa Drive #120, Osprey, FL 34229 (MLS # N6138441)
    $550,000
    Photo of 120 Villa Drive #120, Osprey, FL 34229 (MLS # N6138441)
    Photo of 120 Villa Drive #120, Osprey, FL 34229 (MLS # N6138441)
    55
     
     
    120 Villa Drive #120, Osprey, FL
    120 Villa Drive #120
    Osprey, FL
    • 2 Beds
    • 2 Baths
    • 1,404 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  29. Photo of 401 N Point Road #301, Osprey, FL 34229 (MLS # A4603773)
    $500,000
    Photo of 401 N Point Road #301, Osprey, FL 34229 (MLS # A4603773)
    Photo of 401 N Point Road #301, Osprey, FL 34229 (MLS # A4603773)
    91
     
     
    401 N Point Road #301, Osprey, FL
    401 N Point Road #301
    Osprey, FL
    • 3 Beds
    • 3 Baths
    • 2,594 Home (sqft)
    • 3 Baths
    • 2.41 Lot (ac)
  30. Photo of 7303 Jessie Harbor Drive #7303, Osprey, FL 34229 (MLS # D6142543)
    $474,900
    Photo of 7303 Jessie Harbor Drive #7303, Osprey, FL 34229 (MLS # D6142543)
    Photo of 7303 Jessie Harbor Drive #7303, Osprey, FL 34229 (MLS # D6142543)
    61
     
     
    7303 Jessie Harbor Drive #7303, Osprey, FL
    7303 Jessie Harbor Drive #7303
    Osprey, FL
    • 3 Beds
    • 2 Baths
    • 1,883 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
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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 11/6/25 8:56 AM PST.

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