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$11,750,000
1216 N Casey Key Road, Osprey, FL1216 N Casey Key Road
Osprey, FL- 5 Beds
- 8 Baths
- 8,050 Home (sqft)
- 8 Baths
- 1.10 Lot (ac)
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$7,100,000
121 N Casey Key Road, Osprey, FL121 N Casey Key Road
Osprey, FL- 4 Beds
- 6 Baths
- 4,096 Home (sqft)
- 6 Baths
- 21,345 Lot (sqft)
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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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$5,500,000
614 Bayshore Drive, Osprey, FL614 Bayshore Drive
Osprey, FL- 3 Beds
- 5 Baths
- 4,048 Home (sqft)
- 5 Baths
- 22,652 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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$5,000,000
101 Osprey Point Drive, Osprey, FL101 Osprey Point Drive
Osprey, FL- 4 Beds
- 6 Baths
- 5,087 Home (sqft)
- 6 Baths
- 40,511 Lot (sqft)
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$4,300,000
431 Yacht Harbor Drive, Osprey, FL431 Yacht Harbor Drive
Osprey, FL- 3 Beds
- 3 Baths
- 3,006 Home (sqft)
- 3 Baths
- 27,879 Lot (sqft)
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$3,995,000
691 Eagle Watch Lane, Osprey, FL691 Eagle Watch Lane
Osprey, FL- 4 Beds
- 7 Baths
- 6,705 Home (sqft)
- 7 Baths
- 33,977 Lot (sqft)
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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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$3,360,000
135 Tina Island Drive, Osprey, FL135 Tina Island Drive
Osprey, FL- 3 Beds
- 5 Baths
- 2,572 Home (sqft)
- 5 Baths
- 16,118 Lot (sqft)
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$2,900,000
236 Saint James Park, Osprey, FL236 Saint James Park
Osprey, FL- 6 Beds
- 7 Baths
- 6,246 Home (sqft)
- 7 Baths
- 24,394 Lot (sqft)
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$2,690,000
225 Harbor House Drive, Osprey, FL225 Harbor House Drive
Osprey, FL- 6 Beds
- 4 Baths
- 4,546 Home (sqft)
- 4 Baths
- 11,326 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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$2,595,000
49 Osprey Point Drive, Osprey, FL49 Osprey Point Drive
Osprey, FL- 4 Beds
- 4 Baths
- 3,953 Home (sqft)
- 4 Baths
- 17,424 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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$2,395,000
340 Osprey Point Dr, Osprey, FL340 Osprey Point Dr
Osprey, FL- 5 Beds
- 7 Baths
- 6,001 Home (sqft)
- 7 Baths
- 33,977 Lot (sqft)
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$2,350,000
18 N Casey Key Road, Osprey, FL18 N Casey Key Road
Osprey, FL- 3 Beds
- 2 Baths
- 1,977 Home (sqft)
- 2 Baths
- 25,701 Lot (sqft)
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$2,350,000
140 N Casey Key Road, Osprey, FL140 N Casey Key Road
Osprey, FL- 3 Beds
- 4 Baths
- 2,473 Home (sqft)
- 4 Baths
- 21,345 Lot (sqft)
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$2,350,000
393 North Point Road #1002, Osprey, FL393 North Point Road #1002
Osprey, FL- 3 Beds
- 3 Baths
- 3,738 Home (sqft)
- 3 Baths
- 0 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)
-
$2,299,900
180 Lookout Point Drive, Osprey, FL180 Lookout Point Drive
Osprey, FL- 5 Beds
- 4 Baths
- 3,236 Home (sqft)
- 4 Baths
- 17,424 Lot (sqft)
-
$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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$2,195,000
600 Eagle Watch Lane, Osprey, FL600 Eagle Watch Lane
Osprey, FL- 3 Beds
- 3 Baths
- 3,681 Home (sqft)
- 3 Baths
- 30,928 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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$1,975,000
75 Osprey Point Drive, Osprey, FL75 Osprey Point Drive
Osprey, FL- 4 Beds
- 4 Baths
- 4,001 Home (sqft)
- 4 Baths
- 33,106 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)
-
$1,570,000
360 N Point Road, Osprey, FL360 N Point Road
Osprey, FL- 3 Beds
- 4 Baths
- 2,913 Home (sqft)
- 4 Baths
- 27,879 Lot (sqft)
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$1,549,000
401 N Point Road #901, Osprey, FL401 N Point Road #901
Osprey, FL- 3 Beds
- 3 Baths
- 2,594 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 11/21/25 3:02 PM PST.
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