84 Listings
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$6,950,000
Virtual Tour
144 N Casey Key Rd, Osprey, FL 34229
5,397 SqFt
4 Beds | 6 Baths

ACTIVE

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

ACTIVE

$4,195,000
Virtual Tour
854 Macewen Dr, Osprey, FL 34229
9,081 SqFt
4 Beds | 6 Baths

ACTIVE

$3,997,000
Virtual Tour
275 Lookout Point Dr, Osprey, FL 34229
5,279 SqFt
5 Beds | 5 Baths

PENDING

$3,475,000
Virtual Tour
5 N Casey Key Rd, Osprey, FL 34229
2,380 SqFt
4 Beds | 4 Baths

ACTIVE

$2,995,000
Virtual Tour
662 Fernwalk Ln, Osprey, FL 34229
4,359 SqFt
4 Beds | 4 Baths

ACTIVE

$2,795,000
Virtual Tour
49 Osprey Point Dr, Osprey, FL 34229
3,953 SqFt
4 Beds | 4 Baths

ACTIVE

$2,495,000
Virtual Tour
312 Yacht Harbor Dr, Osprey, FL 34229
2,572 SqFt
4 Beds | 4 Baths

ACTIVE

$2,390,000
Virtual Tour
600 Eagle Watch Ln, Osprey, FL 34229
3,681 SqFt
3 Beds | 3 Baths

ACTIVE

$2,350,000
Virtual Tour
18 N Casey Key Rd, Osprey, FL 34229
1,977 SqFt
3 Beds | 2 Baths

ACTIVE

$2,100,000
Virtual Tour
140 N Casey Key Rd, Osprey, FL 34229
2,473 SqFt
3 Beds | 4 Baths

ACTIVE

$1,899,000
Virtual Tour
525 S Shore Dr, Osprey, FL 34229
2,315 SqFt
3 Beds | 3 Baths

ACTIVE

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

ACTIVE

$1,650,000
Virtual Tour
402 Walls Way, Osprey, FL 34229
3,464 SqFt
4 Beds | 4 Baths

ACTIVE

$1,649,000
Virtual Tour
75 Osprey Point Dr, Osprey, FL 34229
4,001 SqFt
4 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

$1,395,000
393 N Point Rd Unit 801, Osprey, FL 34229
3,029 SqFt
3 Beds | 3 Baths

ACTIVE

$1,285,000
Virtual Tour
135 N Creek Ln, Osprey, FL 34229
3,160 SqFt
4 Beds | 4 Baths

ACTIVE

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

ACTIVE

$1,100,000
Virtual Tour
820 Placid Lake Dr, Osprey, FL 34229
3,938 SqFt
5 Beds | 4 Baths

ACTIVE

$1,045,000
Virtual Tour
227 Saint James Park, Osprey, FL 34229
2,071 SqFt
2 Beds | 2 Baths

ACTIVE

$997,000
Virtual Tour
3904 Waypoint Ave, Osprey, FL 34229
2,344 SqFt
3 Beds | 3 Baths

ACTIVE

$978,750
Virtual Tour
385 N Point Rd Unit 404, Osprey, FL 34229
2,778 SqFt
3 Beds | 3 Baths

ACTIVE

$915,000
Virtual Tour
650 Crane Prairie Way, Osprey, FL 34229
3,183 SqFt
3 Beds | 4 Baths

ACTIVE

$899,000
14021 Bellagio Way Unit 311, Osprey, FL 34229
2,235 SqFt
3 Beds | 4 Baths

PENDING

$890,000
Virtual Tour
14021 Bellagio Way Unit 410, Osprey, FL 34229
2,214 SqFt
3 Beds | 4 Baths

PENDING

$800,000
Virtual Tour
409 N Point Rd Unit 501, Osprey, FL 34229
2,594 SqFt
3 Beds | 3 Baths

ACTIVE

$799,900
Virtual Tour
790 Shadow Bay Way, Osprey, FL 34229
3,091 SqFt
4 Beds | 3 Baths

ACTIVE

$799,000
Virtual Tour
608 Crane Prairie Way, Osprey, FL 34229
2,678 SqFt
4 Beds | 3 Baths

PENDING

$799,000
Virtual Tour
401 N Point Rd Unit 603, Osprey, FL 34229
2,203 SqFt
3 Beds | 3 Baths

ACTIVE

$795,000
Virtual Tour
424 Cezanne Dr, Osprey, FL 34229
2,945 SqFt
4 Beds | 4 Baths

ACTIVE

$789,900
Virtual Tour
3603 N Point Rd Unit 202, Osprey, FL 34229
3,147 SqFt
3 Beds | 3 Baths

ACTIVE

$780,250
Virtual Tour
280 Hidden Bay Dr Unit 302, Osprey, FL 34229
1,937 SqFt
3 Beds | 2 Baths

ACTIVE

$749,900
Virtual Tour
409 N Point Rd Unit 603, Osprey, FL 34229
2,203 SqFt
3 Beds | 3 Baths

ACTIVE

$749,000
Virtual Tour
524 Oak Bay Dr, Osprey, FL 34229
2,767 SqFt
4 Beds | 3 Baths

ACTIVE

$749,000
Virtual Tour
518 Luminary Blvd, Osprey, FL 34229
2,320 SqFt
4 Beds | 3 Baths

PENDING

$749,000
Virtual Tour
146 Willow Bend Way, Osprey, FL 34229
2,540 SqFt
4 Beds | 3 Baths

ACTIVE

$725,000
Virtual Tour
1212 Windward Dr, Osprey, FL 34229
1,994 SqFt
3 Beds | 2 Baths

ACTIVE

$724,900
644 Rivendell Blvd, Osprey, FL 34229
2,298 SqFt
4 Beds | 3 Baths

ACTIVE

$715,000
Virtual Tour
110 Pine Ave, Osprey, FL 34229
2,058 SqFt
3 Beds | 2 Baths

ACTIVE

$699,900
1426 Landview Ln, Osprey, FL 34229
2,513 SqFt
4 Beds | 3 Baths

PENDING

$698,000
Virtual Tour
123 Tina Island Dr, Osprey, FL 34229
1,922 SqFt
3 Beds | 3 Baths

PENDING

$695,000
Virtual Tour
819 Shadow Bay Way, Osprey, FL 34229
2,145 SqFt
3 Beds | 2 Baths

ACTIVE

$695,000
Virtual Tour
216 Osprey Point Dr, Osprey, FL 34229
n/a SqFt
-- Beds | -- Baths

ACTIVE

$685,000
Virtual Tour
236 Hidden Bay Dr Unit 301, Osprey, FL 34229
2,100 SqFt
3 Beds | 3 Baths

ACTIVE

$675,000
Virtual Tour
14041 Bellagio Way Unit 214, Osprey, FL 34229
1,799 SqFt
3 Beds | 2 Baths

ACTIVE

$670,000
455 Park Trace Blvd, Osprey, FL 34229
2,590 SqFt
3 Beds | 3 Baths

PENDING

$669,900
393 N Point Rd Unit 503, Osprey, FL 34229
2,203 SqFt
3 Beds | 3 Baths

ACTIVE

$649,000
Virtual Tour
51 Webb St, Osprey, FL 34229
2,130 SqFt
3 Beds | 3 Baths

ACTIVE

$625,000
Virtual Tour
566 Oak Bay Dr, Osprey, FL 34229
2,559 SqFt
3 Beds | 2 Baths

ACTIVE

$599,000
Virtual Tour
232 Hidden Bay Dr Unit 504, Osprey, FL 34229
2,000 SqFt
3 Beds | 3 Baths

ACTIVE

$585,000
Virtual Tour
221 Sorrento Dr, Osprey, FL 34229
1,935 SqFt
3 Beds | 2 Baths

PENDING

$569,000
Virtual Tour
784 Sarabay Rd, Osprey, FL 34229
1,574 SqFt
2 Beds | 2 Baths

ACTIVE

$515,000
Virtual Tour
328 Woods Point Rd, Osprey, FL 34229
1,862 SqFt
2 Beds | 2 Baths

ACTIVE

$515,000
Virtual Tour
264 Woods Point Rd, Osprey, FL 34229
2,837 SqFt
2 Beds | 3 Baths

ACTIVE

$515,000
Virtual Tour
519 Bayview Ave, Osprey, FL 34229
1,550 SqFt
3 Beds | 2 Baths

ACTIVE

$499,000
Virtual Tour
1110 Beachcomber Ct Unit 1, Osprey, FL 34229
2,166 SqFt
3 Beds | 3 Baths

PENDING

$449,900
2251 Jessie Harbor Dr Unit 2101, Osprey, FL 34229
1,400 SqFt
2 Beds | 2 Baths

ACTIVE

$449,000
Virtual Tour
117 Villa Dr Unit 117, Osprey, FL 34229
1,411 SqFt
2 Beds | 2 Baths

ACTIVE

$399,900
Virtual Tour
401 North Point Rd Unit 301, Osprey, FL 34229
2,594 SqFt
3 Beds | 3 Baths

ACTIVE

$395,000
430 S Tamiami Trl D1, Osprey, FL 34229
1,272 SqFt
-- Beds | -- Baths

ACTIVE

$367,000
Virtual Tour
240 Patterson Ave, Osprey, FL 34229
1,360 SqFt
3 Beds | 2 Baths

ACTIVE

$355,000
Virtual Tour
294 Hidden Bay Dr Unit 203, Osprey, FL 34229
1,568 SqFt
2 Beds | 2 Baths

PENDING

$340,000
Virtual Tour
206 Patterson Ave, Osprey, FL 34229
1,242 SqFt
2 Beds | 2 Baths

ACTIVE

$340,000
202 Patterson Ave, Osprey, FL 34229
1,242 SqFt
3 Beds | 2 Baths

ACTIVE

$325,000
Virtual Tour
7102 Jessie Harbor Dr Unit 7102, Osprey, FL 34229
1,255 SqFt
2 Beds | 2 Baths

PENDING

$315,000
Virtual Tour
4226 Frontier Ln Unit 103, Osprey, FL 34229
1,244 SqFt
2 Beds | 2 Baths

ACTIVE

$310,000
Virtual Tour
208 Villa Dr Unit 208, Osprey, FL 34229
1,389 SqFt
2 Beds | 2 Baths

ACTIVE

$309,900
Virtual Tour
232 Explorer Dr Unit 15, Osprey, FL 34229
1,135 SqFt
2 Beds | 2 Baths

ACTIVE

$289,000
Virtual Tour
38 Old Venice Rd, Osprey, FL 34229
1,163 SqFt
2 Beds | 1 Bath

ACTIVE

$284,000
Virtual Tour
304 Pine Run Dr, Osprey, FL 34229
1,729 SqFt
2 Beds | 2 Baths

ACTIVE

$275,000
111 Woodland Pl, Osprey, FL 34229
1,316 SqFt
2 Beds | 2 Baths

ACTIVE

$272,900
232 Woodland Dr, Osprey, FL 34229
1,325 SqFt
2 Beds | 2 Baths

ACTIVE

$272,000
Virtual Tour
207 Woodland Dr Unit 207, Osprey, FL 34229
1,325 SqFt
2 Beds | 2 Baths

ACTIVE

$267,200
Virtual Tour
758 Pine Run Dr Unit 758, Osprey, FL 34229
1,184 SqFt
2 Beds | 2 Baths

ACTIVE

$249,900
Virtual Tour
201 Woodland Dr Unit 201, Osprey, FL 34229
1,316 SqFt
2 Beds | 2 Baths

ACTIVE

$247,400
109 Woodland Pl, Osprey, FL 34229
1,223 SqFt
2 Beds | 2 Baths

PENDING

$244,950
Virtual Tour
362 Pine Run Dr, Osprey, FL 34229
1,224 SqFt
2 Beds | 2 Baths

ACTIVE

$239,999
Virtual Tour
456 Washington Ave, Osprey, FL 34229
n/a SqFt
-- Beds | -- Baths

ACTIVE

$224,900
Virtual Tour
0 Sarabay Rd, Osprey, FL 34229
n/a SqFt
-- Beds | -- Baths

ACTIVE

$210,000
Virtual Tour
191 Palm Air Dr, Osprey, FL 34229
1,376 SqFt
2 Beds | 2 Baths

ACTIVE

$204,900
Virtual Tour
262 Sun Air Cir, Osprey, FL 34229
1,007 SqFt
2 Beds | 2 Baths

ACTIVE
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