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  1. Photo of 2251 Jessie Harbor Drive #2101, Osprey, FL 34229 (MLS # A4631433)
    $469,900
    Photo of 2251 Jessie Harbor Drive #2101, Osprey, FL 34229 (MLS # A4631433)
    Photo of 2251 Jessie Harbor Drive #2101, Osprey, FL 34229 (MLS # A4631433)
    62
     
    2251 Jessie Harbor Drive #2101, Osprey, FL
    2251 Jessie Harbor Drive #2101
    Osprey, FL
    • 2 Beds
    • 2 Baths
    • 1,400 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  2. Photo of 117 Villa Drive #117, Osprey, FL 34229 (MLS # A4628248)
    $449,000
    Photo of 117 Villa Drive #117, Osprey, FL 34229 (MLS # A4628248)
    Photo of 117 Villa Drive #117, Osprey, FL 34229 (MLS # A4628248)
    65
     
     
    117 Villa Drive #117, Osprey, FL
    117 Villa Drive #117
    Osprey, FL
    • 2 Beds
    • 2 Baths
    • 1,411 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  3. Photo of 202 Patterson Avenue, Osprey, FL 34229 (MLS # C7479842)
    $340,000
    Photo of 202 Patterson Avenue, Osprey, FL 34229 (MLS # C7479842)
    Photo of 202 Patterson Avenue, Osprey, FL 34229 (MLS # C7479842)
    13
     
    202 Patterson Avenue, Osprey, FL
    202 Patterson Avenue
    Osprey, FL
    • 3 Beds
    • 2 Baths
    • 1,242 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  4. Photo of 208 Villa Drive #208, Osprey, FL 34229 (MLS # TB8367998)
    $310,000
    Photo of 208 Villa Drive #208, Osprey, FL 34229 (MLS # TB8367998)
    Photo of 208 Villa Drive #208, Osprey, FL 34229 (MLS # TB8367998)
    20
     
     
    208 Villa Drive #208, Osprey, FL
    208 Villa Drive #208
    Osprey, FL
    • 2 Beds
    • 2 Baths
    • 1,389 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  5. Photo of 304 Pine Run Drive, Osprey, FL 34229 (MLS # A4636298)
    $299,900
    Photo of 304 Pine Run Drive, Osprey, FL 34229 (MLS # A4636298)
    Photo of 304 Pine Run Drive, Osprey, FL 34229 (MLS # A4636298)
    57
     
     
    304 Pine Run Drive, Osprey, FL
    304 Pine Run Drive
    Osprey, FL
    • 2 Beds
    • 2 Baths
    • 1,729 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  6. Photo of 207 Woodland Drive #207, Osprey, FL 34229 (MLS # A4610314)
    $284,900
    Photo of 207 Woodland Drive #207, Osprey, FL 34229 (MLS # A4610314)
    Photo of 207 Woodland Drive #207, Osprey, FL 34229 (MLS # A4610314)
    48
     
     
    207 Woodland Drive #207, Osprey, FL
    207 Woodland Drive #207
    Osprey, FL
    • 2 Beds
    • 2 Baths
    • 1,325 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  7. Photo of 111 Woodland Place, Osprey, FL 34229 (MLS # TB8360183)
    $275,000
    Photo of 111 Woodland Place, Osprey, FL 34229 (MLS # TB8360183)
    Photo of 111 Woodland Place, Osprey, FL 34229 (MLS # TB8360183)
    35
     
    111 Woodland Place, Osprey, FL
    111 Woodland Place
    Osprey, FL
    • 2 Beds
    • 2 Baths
    • 1,316 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  8. Photo of 308 Pine Run Drive, Osprey, FL 34229 (MLS # A4640044)
    $275,000
    Photo of 308 Pine Run Drive, Osprey, FL 34229 (MLS # A4640044)
    Photo of 308 Pine Run Drive, Osprey, FL 34229 (MLS # A4640044)
    98
     
     
    308 Pine Run Drive, Osprey, FL
    308 Pine Run Drive
    Osprey, FL
    • 2 Beds
    • 2 Baths
    • 1,184 Home (sqft)
    • 2 Baths
    • 6.97 Lot (ac)
  9. Photo of 362 Pine Run Drive, Osprey, FL 34229 (MLS # A4638617)
    $250,000
    Photo of 362 Pine Run Drive, Osprey, FL 34229 (MLS # A4638617)
    Photo of 362 Pine Run Drive, Osprey, FL 34229 (MLS # A4638617)
    72
     
     
    362 Pine Run Drive, Osprey, FL
    362 Pine Run Drive
    Osprey, FL
    • 2 Beds
    • 2 Baths
    • 1,224 Home (sqft)
    • 2 Baths
    • 6.97 Lot (ac)
  10. Photo of 109 Woodland Place, Osprey, FL 34229 (MLS # A4632792)
    $249,900
    Photo of 109 Woodland Place, Osprey, FL 34229 (MLS # A4632792)
    Photo of 109 Woodland Place, Osprey, FL 34229 (MLS # A4632792)
    61
     
    109 Woodland Place, Osprey, FL
    109 Woodland Place
    Osprey, FL
    • 2 Beds
    • 2 Baths
    • 1,223 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  11. Photo of 137 Woodland Place, Osprey, FL 34229 (MLS # A4632545)
    $190,000
    Photo of 137 Woodland Place, Osprey, FL 34229 (MLS # A4632545)
    Photo of 137 Woodland Place, Osprey, FL 34229 (MLS # A4632545)
    70
     
     
    137 Woodland Place, Osprey, FL
    137 Woodland Place
    Osprey, FL
    • 2 Beds
    • 2 Baths
    • 1,325 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
Previous Page 2 of 2 Next
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 4/25/25 2:55 PM PDT.

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