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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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$5,700,000
622 Bayshore Drive, Osprey, FL622 Bayshore Drive
Osprey, FL- 6 Beds
- 5 Baths
- 4,893 Home (sqft)
- 5 Baths
- 33,977 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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$5,000,000
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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$4,750,000
1049 N Casey Key Road, Osprey, FL1049 N Casey Key Road
Osprey, FL- 3 Beds
- 3 Baths
- 2,582 Home (sqft)
- 3 Baths
- 1.06 Lot (ac)
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$3,400,000
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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$3,325,000
112 Osprey Point Drive, Osprey, FL112 Osprey Point Drive
Osprey, FL- 4 Beds
- 6 Baths
- 8,635 Home (sqft)
- 6 Baths
- 26,136 Lot (sqft)
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$2,500,000
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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$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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$1,300,000
393 N Point Road #604, Osprey, FL393 N Point Road #604
Osprey, FL- 3 Beds
- 3 Baths
- 2,778 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$1,095,000
820 Placid Lake Drive, Osprey, FL820 Placid Lake Drive
Osprey, FL- 5 Beds
- 4 Baths
- 3,938 Home (sqft)
- 4 Baths
- 10,455 Lot (sqft)
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$950,000
14021 Bellagio Way #309, Osprey, FL14021 Bellagio Way #309
Osprey, FL- 3 Beds
- 3 Baths
- 2,199 Home (sqft)
- 3 Baths
- 4.02 Lot (ac)
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$949,900
766 Shadow Bay Way, Osprey, FL766 Shadow Bay Way
Osprey, FL- 4 Beds
- 3 Baths
- 3,438 Home (sqft)
- 3 Baths
- 12,633 Lot (sqft)
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$845,000
650 Crane Prairie Way, Osprey, FL650 Crane Prairie Way
Osprey, FL- 4 Beds
- 4 Baths
- 3,183 Home (sqft)
- 4 Baths
- 10,019 Lot (sqft)
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$789,900
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)
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$785,500
523 Habitat Boulevard, Osprey, FL523 Habitat Boulevard
Osprey, FL- 4 Beds
- 3 Baths
- 2,314 Home (sqft)
- 3 Baths
- 8,277 Lot (sqft)
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$750,000
14041 Bellagio Way #414, Osprey, FL14041 Bellagio Way #414
Osprey, FL- 3 Beds
- 2 Baths
- 1,799 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$725,000
5100 Jessie Harbor Drive #701, Osprey, FL5100 Jessie Harbor Drive #701
Osprey, FL- 3 Beds
- 3 Baths
- 2,484 Home (sqft)
- 3 Baths
- 42,689 Lot (sqft)
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$710,000
250 Hidden Bay Drive #302, Osprey, FL250 Hidden Bay Drive #302
Osprey, FL- 3 Beds
- 2 Baths
- 1,937 Home (sqft)
- 2 Baths
- 1.06 Lot (ac)
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$689,900
644 Rivendell Boulevard, Osprey, FL644 Rivendell Boulevard
Osprey, FL- 4 Beds
- 3 Baths
- 2,298 Home (sqft)
- 3 Baths
- 9,584 Lot (sqft)
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$675,000
14041 Bellagio Way #214, Osprey, FL14041 Bellagio Way #214
Osprey, FL- 3 Beds
- 2 Baths
- 1,799 Home (sqft)
- 2 Baths
- 4.01 Lot (ac)
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$659,000
522 Luminary Boulevard, Osprey, FL522 Luminary Boulevard
Osprey, FL- 3 Beds
- 3 Baths
- 2,320 Home (sqft)
- 3 Baths
- 8,712 Lot (sqft)
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$625,000
242 Hidden Bay Drive #603, Osprey, FL242 Hidden Bay Drive #603
Osprey, FL- 2 Beds
- 2 Baths
- 1,932 Home (sqft)
- 2 Baths
- 42,689 Lot (sqft)
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$625,000
14041 Bellagio Way #315, Osprey, FL14041 Bellagio Way #315
Osprey, FL- 3 Beds
- 2 Baths
- 1,736 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$550,000
120 Villa Drive #120, Osprey, FL120 Villa Drive #120
Osprey, FL- 2 Beds
- 2 Baths
- 1,404 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$479,900
780 Sarabay Road #16, Osprey, FL780 Sarabay Road #16
Osprey, FL- 2 Beds
- 2 Baths
- 1,574 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$409,900
2251 Jessie Harbor Drive #2101, Osprey, FL2251 Jessie Harbor Drive #2101
Osprey, FL- 2 Beds
- 2 Baths
- 1,400 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$145,000
570 Blackburn Point Road #19, Osprey, FL570 Blackburn Point Road #19
Osprey, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 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 10/7/25 2:45 PM PDT.
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