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$5,990,000
144 N Casey Key Road, Osprey, FL144 N Casey Key Road
Osprey, FL- 4 Beds
- 6 Baths
- 5,397 Home (sqft)
- 6 Baths
- 23,958 Lot (sqft)
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$5,495,000
730 Sarabay Road, Osprey, FL730 Sarabay Road
Osprey, FL- 4 Beds
- 6 Baths
- 6,308 Home (sqft)
- 6 Baths
- 2.00 Lot (ac)
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$3,950,000
854 Macewen Drive, Osprey, FL854 Macewen Drive
Osprey, FL- 4 Beds
- 6 Baths
- 9,081 Home (sqft)
- 6 Baths
- 33,977 Lot (sqft)
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$2,650,000
370 Sugar Mill Drive, Osprey, FL370 Sugar Mill Drive
Osprey, FL- 5 Beds
- 6 Baths
- 4,783 Home (sqft)
- 6 Baths
- 20,038 Lot (sqft)
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$2,550,000
852 Macewen Drive, Osprey, FL852 Macewen Drive
Osprey, FL- 3 Beds
- 4 Baths
- 4,519 Home (sqft)
- 4 Baths
- 27,879 Lot (sqft)
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$2,300,000
538 Dove Pointe Drive, Osprey, FL538 Dove Pointe Drive
Osprey, FL- 4 Beds
- 6 Baths
- 4,346 Home (sqft)
- 6 Baths
- 36,155 Lot (sqft)
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$2,300,000
889 Macewen Drive, Osprey, FL889 Macewen Drive
Osprey, FL- 4 Beds
- 4 Baths
- 3,235 Home (sqft)
- 4 Baths
- 25,701 Lot (sqft)
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$2,299,000
312 Yacht Harbor Drive, Osprey, FL312 Yacht Harbor Drive
Osprey, FL- 4 Beds
- 4 Baths
- 2,572 Home (sqft)
- 4 Baths
- 14,375 Lot (sqft)
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$2,150,000
85 Sugar Mill Drive, Osprey, FL85 Sugar Mill Drive
Osprey, FL- 3 Beds
- 3 Baths
- 4,191 Home (sqft)
- 3 Baths
- 20,909 Lot (sqft)
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$1,970,000
140 Sugar Mill Drive, Osprey, FL140 Sugar Mill Drive
Osprey, FL- 4 Beds
- 4 Baths
- 3,286 Home (sqft)
- 4 Baths
- 14,375 Lot (sqft)
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$1,695,000
909 Macewen Drive, Osprey, FL909 Macewen Drive
Osprey, FL- 3 Beds
- 4 Baths
- 4,241 Home (sqft)
- 4 Baths
- 24,394 Lot (sqft)
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$1,500,000
133 Osprey Point Drive, Osprey, FL133 Osprey Point Drive
Osprey, FL- 4 Beds
- 3 Baths
- 3,679 Home (sqft)
- 3 Baths
- 20,909 Lot (sqft)
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$1,499,500
385 N Point Road #701, Osprey, FL385 N Point Road #701
Osprey, FL- 3 Beds
- 3 Baths
- 2,594 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$1,395,000
3603 N Point Road #702, Osprey, FL3603 N Point Road #702
Osprey, FL- 3 Beds
- 3 Baths
- 2,545 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$1,175,000
219 Keel Way, Osprey, FL219 Keel Way
Osprey, FL- 3 Beds
- 3 Baths
- 2,735 Home (sqft)
- 3 Baths
- 10,890 Lot (sqft)
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$1,089,000
3936 Waypoint Avenue, Osprey, FL3936 Waypoint Avenue
Osprey, FL- 3 Beds
- 3 Baths
- 2,323 Home (sqft)
- 3 Baths
- 8,712 Lot (sqft)
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$995,000
105 Turquoise Lane, Osprey, FL105 Turquoise Lane
Osprey, FL- 3 Beds
- 2 Baths
- 2,606 Home (sqft)
- 2 Baths
- 11,762 Lot (sqft)
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$995,000
599 Pine Ranch East Road, Osprey, FL599 Pine Ranch East Road
Osprey, FL- 3 Beds
- 2 Baths
- 2,188 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
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$995,000
227 Saint James Park Park, Osprey, FL227 Saint James Park Park
Osprey, FL- 2 Beds
- 2 Baths
- 2,071 Home (sqft)
- 2 Baths
- 13,940 Lot (sqft)
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$965,000
13 Bayhead Lane, Osprey, FL13 Bayhead Lane
Osprey, FL- 2 Beds
- 2 Baths
- 2,310 Home (sqft)
- 2 Baths
- 11,326 Lot (sqft)
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$936,000
172 Sea Anchor Drive, Osprey, FL172 Sea Anchor Drive
Osprey, FL- 3 Beds
- 3 Baths
- 2,283 Home (sqft)
- 3 Baths
- 11,762 Lot (sqft)
-
$910,000
293 Turquoise Lane, Osprey, FL293 Turquoise Lane
Osprey, FL- 3 Beds
- 2 Baths
- 2,271 Home (sqft)
- 2 Baths
- 8,712 Lot (sqft)
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$899,000
38 W Bay Street, Osprey, FL38 W Bay Street
Osprey, FL- 3 Beds
- 2 Baths
- 2,124 Home (sqft)
- 2 Baths
- 9,584 Lot (sqft)
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$889,000
385 N Point Road #404, Osprey, FL385 N Point Road #404
Osprey, FL- 3 Beds
- 3 Baths
- 2,778 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$879,000
903 Tranquility Circle, Osprey, FL903 Tranquility Circle
Osprey, FL- 3 Beds
- 3 Baths
- 2,622 Home (sqft)
- 3 Baths
- 11,762 Lot (sqft)
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$850,000
123 Windward Drive, Osprey, FL123 Windward Drive
Osprey, FL- 3 Beds
- 2 Baths
- 1,894 Home (sqft)
- 2 Baths
- 10,890 Lot (sqft)
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$800,000
102 Windward Drive, Osprey, FL102 Windward Drive
Osprey, FL- 3 Beds
- 3 Baths
- 2,134 Home (sqft)
- 3 Baths
- 15,682 Lot (sqft)
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$799,000
120 Candyce Drive, Osprey, FL120 Candyce Drive
Osprey, FL- 3 Beds
- 2 Baths
- 2,103 Home (sqft)
- 2 Baths
- 16,989 Lot (sqft)
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$795,000
901 Reflection Way, Osprey, FL901 Reflection Way
Osprey, FL- 3 Beds
- 2 Baths
- 2,443 Home (sqft)
- 2 Baths
- 12,197 Lot (sqft)
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$749,000
3603 N Point Road #202, Osprey, FL3603 N Point Road #202
Osprey, FL- 3 Beds
- 3 Baths
- 3,147 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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 12/7/25 7:08 PM PST.
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