117 Listings
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$12,000,000
Virtual Tour
1544 N Casey Key Rd, Osprey, FL 34229
6,997 SqFt
6 Beds | 8 Baths

ACTIVE

$7,250,000
Virtual Tour
476 N Casey Key Rd, Osprey, FL 34229
4,740 SqFt
3 Beds | 4 Baths

ACTIVE

$5,950,000
Virtual Tour
608 N Casey Key Rd, Osprey, FL 34229
3,086 SqFt
5 Beds | 3 Baths

ACTIVE

$4,475,000
Virtual Tour
426 Macewen Dr, Osprey, FL 34229
7,254 SqFt
7 Beds | 7 Baths

ACTIVE

$3,850,000
Virtual Tour
854 Macewen Dr, Osprey, FL 34229
9,081 SqFt
4 Beds | 6 Baths

ACTIVE

$3,200,000
Virtual Tour
349 Yacht Harbor Dr, Osprey, FL 34229
3,202 SqFt
3 Beds | 3 Baths

PENDING

$2,890,000
Virtual Tour
133 W Bay St, Osprey, FL 34229
3,168 SqFt
1 Bed | 1 Bath

ACTIVE

$2,600,000
Virtual Tour
748 S Tamiami Trl, Osprey, FL 34229
4,138 SqFt
-- Beds | -- Baths

ACTIVE

$2,595,000
Virtual Tour
340 Osprey Point Dr, Osprey, FL 34229
6,001 SqFt
5 Beds | 7 Baths

ACTIVE

$2,500,000
Virtual Tour
65 Osprey Point Dr, Osprey, FL 34229
5,508 SqFt
4 Beds | 4 Baths

PENDING

$2,500,000
Virtual Tour
228 Pine Ranch Trl, Osprey, FL 34229
2,724 SqFt
3 Beds | 3 Baths

ACTIVE

$2,495,000
Virtual Tour
871 Macewen Dr, Osprey, FL 34229
5,168 SqFt
5 Beds | 6 Baths

ACTIVE

$2,425,000
Virtual Tour
482 E Macewen Dr, Osprey, FL 34229
3,327 SqFt
4 Beds | 3 Baths

ACTIVE

$2,395,000
Virtual Tour
370 Sugar Mill Dr, Osprey, FL 34229
4,783 SqFt
5 Beds | 6 Baths

PENDING

$2,349,000
Virtual Tour
75 Osprey Point Dr, Osprey, FL 34229
4,001 SqFt
4 Beds | 4 Baths

ACTIVE

$2,199,000
Virtual Tour
324 Kensey Ln, Osprey, FL 34229
2,483 SqFt
3 Beds | 3 Baths

ACTIVE

$1,999,000
Virtual Tour
465 E Macewen Dr, Osprey, FL 34229
4,357 SqFt
5 Beds | 6 Baths

ACTIVE

$1,899,000
627 N Macewen Dr, Osprey, FL 34229
3,857 SqFt
4 Beds | 5 Baths

ACTIVE

$1,890,000
Virtual Tour
628 N Macewen Dr, Osprey, FL 34229
4,486 SqFt
5 Beds | 5 Baths

ACTIVE

$1,850,000
Virtual Tour
280 Saratoga Ct, Osprey, FL 34229
3,970 SqFt
4 Beds | 4 Baths

ACTIVE

$1,839,000
Virtual Tour
1787 S Creek Dr, Osprey, FL 34229
2,567 SqFt
3 Beds | 3 Baths

ACTIVE

$1,795,000
Virtual Tour
325 Osprey Point Dr, Osprey, FL 34229
3,905 SqFt
3 Beds | 5 Baths

ACTIVE

$1,750,000
Virtual Tour
20 Blake Way, Osprey, FL 34229
4,015 SqFt
3 Beds | 4 Baths

ACTIVE

$1,695,000
Virtual Tour
419 E Macewen Dr, Osprey, FL 34229
4,201 SqFt
4 Beds | 5 Baths

ACTIVE

$1,650,000
Virtual Tour
435 E Macewen Dr, Osprey, FL 34229
4,087 SqFt
4 Beds | 4 Baths

PENDING

$1,550,000
Virtual Tour
603 Eagle Watch Ln, Osprey, FL 34229
3,872 SqFt
3 Beds | 4 Baths

PENDING

$1,525,000
Virtual Tour
402 Macewen Dr, Osprey, FL 34229
3,565 SqFt
3 Beds | 4 Baths

ACTIVE

$1,499,000
135 N Creek Ln, Osprey, FL 34229
3,160 SqFt
4 Beds | 4 Baths

ACTIVE

$1,395,000
Virtual Tour
13 Bay Ave, Osprey, FL 34229
2,163 SqFt
3 Beds | 2 Baths

ACTIVE

$1,395,000
Virtual Tour
385 N Point Rd Unit 604, Osprey, FL 34229
2,778 SqFt
3 Beds | 3 Baths

ACTIVE

$1,350,000
Virtual Tour
409 N Point Rd Unit 704, Osprey, FL 34229
2,778 SqFt
3 Beds | 3 Baths

PENDING

$1,350,000
Virtual Tour
401 North Point Rd Unit 404, Osprey, FL 34229
2,778 SqFt
4 Beds | 3 Baths

ACTIVE

$1,300,000
937 Blue Heron Overlook, Osprey, FL 34229
2,823 SqFt
3 Beds | 3 Baths

PENDING

$1,295,000
Virtual Tour
63 Sugar Mill Dr, Osprey, FL 34229
3,125 SqFt
4 Beds | 3 Baths

ACTIVE

$1,265,000
Virtual Tour
110 N Creek Ln, Osprey, FL 34229
4,071 SqFt
3 Beds | 4 Baths

PENDING

$1,250,000
Virtual Tour
Cezanne Dr, Osprey, FL 34229
-- SqFt
-- Beds | -- Baths

ACTIVE

$1,250,000
Virtual Tour
385 North Point Rd Unit 601, Osprey, FL 34229
2,594 SqFt
3 Beds | 3 Baths

PENDING

$1,250,000
Virtual Tour
14021 Bellagio Way Unit 310, Osprey, FL 34229
2,467 SqFt
3 Beds | 3 Baths

ACTIVE

$1,235,000
Virtual Tour
214 Four Knot Ln, Osprey, FL 34229
2,691 SqFt
4 Beds | 3 Baths

PENDING

$1,135,000
Virtual Tour
501 Velasquez Dr, Osprey, FL 34229
3,028 SqFt
3 Beds | 4 Baths

PENDING

$989,000
Virtual Tour
423 S Creek Dr, Osprey, FL 34229
3,107 SqFt
4 Beds | 4 Baths

PENDING

$950,000
Virtual Tour
804 Longbow Trl, Osprey, FL 34229
2,775 SqFt
4 Beds | 2 Baths

ACTIVE

$949,900
Virtual Tour
393 N Point Rd Unit 602, Osprey, FL 34229
2,055 SqFt
3 Beds | 3 Baths

ACTIVE

$945,000
192 Park Trace Blvd, Osprey, FL 34229
3,023 SqFt
4 Beds | 3 Baths

PENDING

$939,900
Virtual Tour
236 Hidden Bay Dr Unit 401, Osprey, FL 34229
2,100 SqFt
3 Beds | 3 Baths

PENDING

$937,000
Virtual Tour
658 Crane Prairie Way, Osprey, FL 34229
2,530 SqFt
3 Beds | 3 Baths

PENDING

$925,000
Virtual Tour
449 S Shore Dr, Osprey, FL 34229
2,564 SqFt
3 Beds | 3 Baths

ACTIVE

$889,000
Virtual Tour
1095 Scherer Way, Osprey, FL 34229
2,495 SqFt
3 Beds | 3 Baths

ACTIVE

$887,450
Virtual Tour
236 Hidden Bay Dr Unit 601, Osprey, FL 34229
2,491 SqFt
3 Beds | 4 Baths

ACTIVE

$850,000
Virtual Tour
3621 North Point Rd Unit 301, Osprey, FL 34229
2,680 SqFt
3 Beds | 3 Baths

ACTIVE

$849,000
Virtual Tour
226 Saint James Park, Osprey, FL 34229
2,591 SqFt
3 Beds | 3 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

$845,000
280 Hidden Bay Dr Unit 401, Osprey, FL 34229
2,166 SqFt
3 Beds | 3 Baths

PENDING

$834,750
280 Hidden Bay Dr Unit 301, Osprey, FL 34229
2,166 SqFt
3 Beds | 3 Baths

ACTIVE

$825,000
Virtual Tour
116 Bishopscourt Rd, Osprey, FL 34229
2,400 SqFt
3 Beds | 2 Baths

PENDING

$819,900
Virtual Tour
401 N Point Rd Unit 301, Osprey, FL 34229
2,594 SqFt
3 Beds | 3 Baths

ACTIVE

$795,000
Virtual Tour
Sugar Mill Dr, Osprey, FL 34229
-- SqFt
-- Beds | -- Baths

PENDING

$795,000
280 Hidden Bay Dr Unit 304, Osprey, FL 34229
2,166 SqFt
3 Beds | 3 Baths

PENDING

$795,000
Virtual Tour
1323 Thornapple Dr, Osprey, FL 34229
2,336 SqFt
3 Beds | 3 Baths

ACTIVE

$792,750
280 Hidden Bay Dr Unit 302, Osprey, FL 34229
1,937 SqFt
3 Beds | 2 Baths

ACTIVE

$784,900
Virtual Tour
250 Hidden Bay Dr Unit 203, Osprey, FL 34229
1,937 SqFt
3 Beds | 2 Baths

ACTIVE

$782,250
Virtual Tour
280 Hidden Bay Dr Unit 204, Osprey, FL 34229
2,166 SqFt
3 Beds | 3 Baths

ACTIVE

$769,900
Virtual Tour
260 Hidden Bay Dr Unit 201, Osprey, FL 34229
2,166 SqFt
3 Beds | 3 Baths

ACTIVE

$759,000
Virtual Tour
522 Meadow Sweet, Osprey, FL 34229
2,424 SqFt
3 Beds | 2 Baths

ACTIVE

$750,000
Virtual Tour
858 Oak Briar Ln, Osprey, FL 34229
2,228 SqFt
4 Beds | 3 Baths

ACTIVE

$749,000
Virtual Tour
526 Latitude Ln, Osprey, FL 34229
2,165 SqFt
3 Beds | 2 Baths

PENDING

$749,000
541 Luminary Blvd, Osprey, FL 34229
2,403 SqFt
3 Beds | 2 Baths

ACTIVE

$729,900
Virtual Tour
943 Scherer Way, Osprey, FL 34229
2,385 SqFt
3 Beds | 2 Baths

PENDING

$729,000
Virtual Tour
4424 Conchfish Ln, Osprey, FL 34229
2,370 SqFt
4 Beds | 3 Baths

ACTIVE

$725,000
84 Bishops Court Rd, Osprey, FL 34229
2,573 SqFt
3 Beds | 3 Baths

PENDING

$697,000
Virtual Tour
1342 Thornapple Dr, Osprey, FL 34229
2,139 SqFt
3 Beds | 3 Baths

ACTIVE

$689,500
Virtual Tour
447 N Shore Dr, Osprey, FL 34229
1,874 SqFt
3 Beds | 2 Baths

ACTIVE

$689,000
Virtual Tour
4110 N Tamiami Trl, Osprey, FL 34229
7,500 SqFt
-- Beds | -- Baths

ACTIVE

$675,000
34 Washington Ave, Osprey, FL 34229
-- SqFt
-- Beds | -- Baths

ACTIVE

$665,000
4421 Conchfish Ln, Osprey, FL 34229
2,133 SqFt
3 Beds | 2 Baths

ACTIVE

$649,500
Virtual Tour
521 Bayshore Dr, Osprey, FL 34229
2,144 SqFt
4 Beds | 2 Baths

PENDING

$635,000
Virtual Tour
1358 Thornapple Dr, Osprey, FL 34229
2,163 SqFt
3 Beds | 2 Baths

ACTIVE

$599,000
Virtual Tour
578 Meadow Sweet Cir, Osprey, FL 34229
1,978 SqFt
2 Beds | 3 Baths

PENDING

$595,000
Virtual Tour
4400 Conchfish Ln, Osprey, FL 34229
2,004 SqFt
3 Beds | 2 Baths

ACTIVE

$585,000
Virtual Tour
2271 Jessie Harbor Dr Unit 2203, Osprey, FL 34229
2,006 SqFt
3 Beds | 3 Baths

PENDING

$579,000
Virtual Tour
629 Oak Bay Dr, Osprey, FL 34229
1,867 SqFt
4 Beds | 2 Baths

PENDING

$574,000
Virtual Tour
714 Fordingbridge Way, Osprey, FL 34229
1,770 SqFt
3 Beds | 2 Baths

ACTIVE

$550,000
Virtual Tour
496 Meadow Sweet Cir, Osprey, FL 34229
1,589 SqFt
3 Beds | 2 Baths

PENDING

$550,000
Virtual Tour
553 Meadow Sweet Cir, Osprey, FL 34229
1,761 SqFt
3 Beds | 2 Baths

PENDING

$500,000
50 W Bay St, Osprey, FL 34229
-- SqFt
-- Beds | -- Baths

PENDING

$500,000
Virtual Tour
3983 Destination Dr A-213, Osprey, FL 34229
1,960 SqFt
-- Beds | -- Baths

ACTIVE

$497,000
Virtual Tour
293 Hidden Bay Dr Unit 201, Osprey, FL 34229
1,599 SqFt
2 Beds | 2 Baths

ACTIVE

$479,000
Virtual Tour
305 Sorrento Dr, Osprey, FL 34229
1,758 SqFt
3 Beds | 2 Baths

ACTIVE

$460,000
Virtual Tour
204 Villa Dr Unit 204, Osprey, FL 34229
1,404 SqFt
2 Beds | 2 Baths

ACTIVE

$459,900
Virtual Tour
4234 Frontier Ln Unit 101, Osprey, FL 34229
1,574 SqFt
2 Beds | 2 Baths

ACTIVE

$459,000
1811 Highland Rd, Osprey, FL 34229
1,724 SqFt
2 Beds | 2 Baths

PENDING

$450,000
Virtual Tour
223 Hidden Bay Dr Unit 303, Osprey, FL 34229
1,515 SqFt
3 Beds | 2 Baths

ACTIVE

$450,000
124 Revolution Way, Osprey, FL 34229
1,574 SqFt
2 Beds | 2 Baths

PENDING

$445,000
Virtual Tour
524 Sarabay Rd, Osprey, FL 34229
1,760 SqFt
3 Beds | 2 Baths

ACTIVE

$439,000
Virtual Tour
4222 Frontier Ln Unit 104, Osprey, FL 34229
1,430 SqFt
3 Beds | 2 Baths

PENDING

$414,900
Virtual Tour
316 Pennsylvania Ave, Osprey, FL 34229
1,040 SqFt
3 Beds | 2 Baths

ACTIVE

$400,000
Virtual Tour
51 N Tamiami Trl, Osprey, FL 34229
-- SqFt
-- Beds | -- Baths

ACTIVE