170 Listings
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$7,195,000
Virtual Tour
144 N Casey Key Rd, Osprey, FL 34229
5,397 SqFt
4 Beds | 6 Baths

ACTIVE

$5,500,000
Virtual Tour
608 N Casey Key Rd, Osprey, FL 34229
3,086 SqFt
5 Beds | 3 Baths

ACTIVE

$4,500,000
Virtual Tour
426 N Casey Key Rd, Osprey, FL 34229
1,876 SqFt
3 Beds | 2 Baths

ACTIVE

$4,495,000
Virtual Tour
854 Macewen Dr, Osprey, FL 34229
9,081 SqFt
4 Beds | 6 Baths

ACTIVE

$4,475,000
Virtual Tour
275 Lookout Point Dr, Osprey, FL 34229
5,279 SqFt
5 Beds | 5 Baths

ACTIVE

$3,995,000
Virtual Tour
601 Fernwalk Ln, Osprey, FL 34229
5,453 SqFt
4 Beds | 6 Baths

PENDING

$3,995,000
Virtual Tour
412 Cezanne Dr, Osprey, FL 34229
4,535 SqFt
4 Beds | 5 Baths

ACTIVE

$3,875,000
Virtual Tour
5 N Casey Key Rd, Osprey, FL 34229
2,380 SqFt
4 Beds | 4 Baths

ACTIVE

$3,275,000
Virtual Tour
135 Tina Island Dr, Osprey, FL 34229
2,572 SqFt
3 Beds | 5 Baths

ACTIVE

$3,250,000
Virtual Tour
419 Yacht Harbor Dr, Osprey, FL 34229
2,417 SqFt
3 Beds | 3 Baths

PENDING

$3,150,000
Virtual Tour
662 Fernwalk Ln, Osprey, FL 34229
4,684 SqFt
4 Beds | 4 Baths

ACTIVE

$2,900,000
Virtual Tour
432 Sorrento Dr, Osprey, FL 34229
3,640 SqFt
3 Beds | 4 Baths

ACTIVE

$2,700,000
Virtual Tour
18 N Casey Key Rd, Osprey, FL 34229
1,977 SqFt
3 Beds | 2 Baths

ACTIVE

$2,695,000
Virtual Tour
312 Yacht Harbor Dr, Osprey, FL 34229
2,572 SqFt
4 Beds | 4 Baths

ACTIVE

$2,650,000
Virtual Tour
370 Sugar Mill Dr, Osprey, FL 34229
4,783 SqFt
5 Beds | 6 Baths

ACTIVE

$2,495,000
Virtual Tour
230 Osprey Point Dr, Osprey, FL 34229
3,586 SqFt
3 Beds | 4 Baths

ACTIVE

$2,450,000
Virtual Tour
654 Trenton Way, Osprey, FL 34229
3,582 SqFt
4 Beds | 4 Baths

ACTIVE

$2,350,000
Virtual Tour
703 Macewen Dr, Osprey, FL 34229
4,641 SqFt
4 Beds | 4 Baths

ACTIVE

$2,195,000
Virtual Tour
1862 Island Way, Osprey, FL 34229
3,598 SqFt
4 Beds | 3 Baths

ACTIVE

$2,150,000
Virtual Tour
85 Sugar Mill Dr, Osprey, FL 34229
4,191 SqFt
3 Beds | 3 Baths

ACTIVE

$1,995,000
Virtual Tour
67 Sugar Mill Dr, Osprey, FL 34229
4,020 SqFt
4 Beds | 4 Baths

ACTIVE

$1,925,000
Virtual Tour
533 N Macewen Dr, Osprey, FL 34229
3,794 SqFt
4 Beds | 5 Baths

PENDING

$1,825,000
Virtual Tour
401 Walls Way, Osprey, FL 34229
4,388 SqFt
4 Beds | 4 Baths

ACTIVE

$1,800,000
Virtual Tour
97 Sugar Mill Dr, Osprey, FL 34229
4,885 SqFt
5 Beds | 6 Baths

ACTIVE

$1,799,000
Virtual Tour
716 Sarabay Rd, Osprey, FL 34229
1,857 SqFt
2 Beds | 3 Baths

PENDING

$1,795,000
Virtual Tour
909 Macewen Dr, Osprey, FL 34229
4,241 SqFt
3 Beds | 4 Baths

ACTIVE

$1,795,000
Virtual Tour
402 Walls Way, Osprey, FL 34229
3,464 SqFt
4 Beds | 4 Baths

ACTIVE

$1,795,000
Virtual Tour
269 Pine Ranch Trl, Osprey, FL 34229
3,572 SqFt
4 Beds | 4 Baths

ACTIVE

$1,795,000
Virtual Tour
75 Osprey Point Dr, Osprey, FL 34229
4,001 SqFt
4 Beds | 4 Baths

ACTIVE

$1,700,000
Virtual Tour
282 Shell Midden Ct, Osprey, FL 34229
3,699 SqFt
3 Beds | 5 Baths

ACTIVE

$1,649,000
Virtual Tour
325 Osprey Point Dr, Osprey, FL 34229
3,905 SqFt
3 Beds | 5 Baths

ACTIVE

$1,595,000
Virtual Tour
360 N Point Rd, Osprey, FL 34229
2,913 SqFt
3 Beds | 4 Baths

ACTIVE

$1,549,000
Virtual Tour
401 N Point Rd Unit 901, Osprey, FL 34229
2,594 SqFt
3 Beds | 3 Baths

ACTIVE

$1,549,000
393 N Point Rd Unit 801, Osprey, FL 34229
3,029 SqFt
3 Beds | 3 Baths

ACTIVE

$1,500,000
378 Macewen Dr, Osprey, FL 34229
3,094 SqFt
3 Beds | 3 Baths

PENDING

$1,500,000
Virtual Tour
1108 Bayhead Ln, Osprey, FL 34229
3,541 SqFt
4 Beds | 4 Baths

ACTIVE

$1,450,000
Virtual Tour
409 N Point Rd Unit 704, Osprey, FL 34229
2,778 SqFt
3 Beds | 3 Baths

PENDING

$1,325,000
Virtual Tour
135 N Creek Ln, Osprey, FL 34229
3,160 SqFt
4 Beds | 4 Baths

ACTIVE

$1,300,000
Virtual Tour
393 N Point Rd Unit 604, Osprey, FL 34229
2,778 SqFt
3 Beds | 3 Baths

ACTIVE

$1,275,000
Virtual Tour
409 North Point Rd Unit 902, Osprey, FL 34229
2,055 SqFt
3 Beds | 3 Baths

ACTIVE

$1,250,000
Virtual Tour
131 Tina Island Dr, Osprey, FL 34229
1,787 SqFt
3 Beds | 2 Baths

PENDING

$1,225,000
Virtual Tour
227 Saint James Park, Osprey, FL 34229
2,071 SqFt
2 Beds | 2 Baths

ACTIVE

$1,199,000
120 Lookout Point Dr, Osprey, FL 34229
2,925 SqFt
4 Beds | 3 Baths

ACTIVE

$1,195,000
32 Bayhead Ln, Osprey, FL 34229
2,570 SqFt
3 Beds | 4 Baths

ACTIVE

$1,189,000
Virtual Tour
3904 Waypoint Ave, Osprey, FL 34229
2,344 SqFt
3 Beds | 3 Baths

ACTIVE

$1,185,000
Virtual Tour
219 Keel Way, Osprey, FL 34229
2,735 SqFt
3 Beds | 3 Baths

ACTIVE

$1,150,000
Virtual Tour
247 Keel Way, Osprey, FL 34229
2,871 SqFt
3 Beds | 2 Baths

ACTIVE

$1,099,000
Virtual Tour
366 S Creek Ct, Osprey, FL 34229
2,775 SqFt
4 Beds | 3 Baths

ACTIVE

$1,035,000
Virtual Tour
280 Hidden Bay Dr Unit 502, Osprey, FL 34229
1,937 SqFt
3 Beds | 2 Baths

PENDING

$1,025,000
Virtual Tour
505 S Shore Dr, Osprey, FL 34229
2,301 SqFt
3 Beds | 3 Baths

ACTIVE

$999,500
Virtual Tour
146 Yacht Harbor Dr, Osprey, FL 34229
2,627 SqFt
3 Beds | 3 Baths

PENDING

$998,500
Virtual Tour
385 N Point Rd Unit 404, Osprey, FL 34229
2,778 SqFt
4 Beds | 3 Baths

ACTIVE

$995,000
Virtual Tour
409 N Point Rd Unit 501, Osprey, FL 34229
2,594 SqFt
3 Beds | 3 Baths

ACTIVE

$995,000
Virtual Tour
1200 Mallard Marsh Dr, Osprey, FL 34229
2,928 SqFt
4 Beds | 3 Baths

PENDING

$975,000
Virtual Tour
1237 Flying Bridge Ln, Osprey, FL 34229
2,045 SqFt
3 Beds | 2 Baths

ACTIVE

$959,000
Virtual Tour
21 Bayhead Ln, Osprey, FL 34229
2,216 SqFt
3 Beds | 2 Baths

ACTIVE

$951,000
Virtual Tour
650 Crane Prairie Way, Osprey, FL 34229
3,183 SqFt
3 Beds | 4 Baths

ACTIVE

$950,000
Virtual Tour
124 Tina Island Dr, Osprey, FL 34229
2,112 SqFt
3 Beds | 2 Baths

ACTIVE

$950,000
Virtual Tour
186 Turquoise Ln, Osprey, FL 34229
2,294 SqFt
3 Beds | 2 Baths

ACTIVE

$949,000
14021 Bellagio Way Unit 311, Osprey, FL 34229
2,235 SqFt
3 Beds | 4 Baths

ACTIVE

$935,000
Virtual Tour
236 Hidden Bay Dr Unit 504, Osprey, FL 34229
2,100 SqFt
3 Beds | 3 Baths

ACTIVE

$925,000
Virtual Tour
280 Hidden Bay Dr Unit 503, Osprey, FL 34229
1,937 SqFt
3 Beds | 2 Baths

PENDING

$925,000
Virtual Tour
280 Hidden Bay Dr Unit 401, Osprey, FL 34229
2,166 SqFt
3 Beds | 3 Baths

PENDING

$925,000
Virtual Tour
13 Bayhead Ln, Osprey, FL 34229
2,310 SqFt
2 Beds | 2 Baths

ACTIVE

$910,000
293 Turquoise Ln, Osprey, FL 34229
2,271 SqFt
3 Beds | 2 Baths

ACTIVE

$895,000
Virtual Tour
424 Cezanne Dr, Osprey, FL 34229
2,945 SqFt
4 Beds | 4 Baths

ACTIVE

$875,000
Virtual Tour
320 Gaugin Dr, Osprey, FL 34229
1,402 SqFt
2 Beds | 2 Baths

ACTIVE

$854,750
280 Hidden Bay Dr Unit 301, Osprey, FL 34229
2,166 SqFt
3 Beds | 3 Baths

PENDING

$850,000
Virtual Tour
393 N Point Rd Unit 603, Osprey, FL 34229
2,203 SqFt
3 Beds | 3 Baths

ACTIVE

$849,000
Virtual Tour
1768 S Creek Ln, Osprey, FL 34229
2,837 SqFt
3 Beds | 2 Baths

ACTIVE

$845,250
Virtual Tour
280 Hidden Bay Dr Unit 402, Osprey, FL 34229
1,937 SqFt
3 Beds | 2 Baths

PENDING

$845,250
280 Hidden Bay Dr Unit 403, Osprey, FL 34229
1,937 SqFt
3 Beds | 2 Baths

PENDING

$840,000
Virtual Tour
448 Park Trace Blvd, Osprey, FL 34229
3,060 SqFt
4 Beds | 3 Baths

ACTIVE

$839,000
Virtual Tour
14041 Bellagio Way Unit 313, Osprey, FL 34229
1,988 SqFt
3 Beds | 2 Baths

PENDING

$837,000
Virtual Tour
790 Shadow Bay Way, Osprey, FL 34229
3,091 SqFt
4 Beds | 3 Baths

ACTIVE

$832,750
Virtual Tour
280 Hidden Bay Dr Unit 302, Osprey, FL 34229
1,937 SqFt
3 Beds | 2 Baths

ACTIVE

$832,750
280 Hidden Bay Dr Unit 303, Osprey, FL 34229
1,937 SqFt
3 Beds | 2 Baths

PENDING