141 Listings
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$11,750,000
Virtual Tour
1216 N Casey Key Rd, Osprey, FL 34229
8,050 SqFt
5 Beds | 8 Baths
Listing Provided By Premier Sotheby's International Realty ACTIVE
$7,499,000
Virtual Tour
505 Luminary Blvd, Osprey, FL 34229
4,000 SqFt
-- Beds | -- Baths
Listing Provided By American Property Group ACTIVE
$6,750,000
622 Bayshore Dr, Osprey, FL 34229
4,893 SqFt
6 Beds | 5 Baths
Listing Provided By Michael Saunders & Company ACTIVE
$4,750,000
Virtual Tour
1049 N Casey Key Rd, Osprey, FL 34229
2,582 SqFt
3 Beds | 3 Baths
Listing Provided By Premier Sothebys Intl Realty ACTIVE
$4,195,000
Virtual Tour
854 Macewen Dr, Osprey, FL 34229
9,081 SqFt
4 Beds | 6 Baths
Listing Provided By Generous Property PENDING
$3,750,000
Virtual Tour
1042 N Casey Key Rd, Osprey, FL 34229
4,781 SqFt
4 Beds | 5 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$3,705,000
Virtual Tour
112 Osprey Point Dr, Osprey, FL 34229
8,635 SqFt
4 Beds | 6 Baths
Listing Provided By Kara Money LLC ACTIVE
$3,300,000
Virtual Tour
550 Dove Pointe, Osprey, FL 34229
7,842 SqFt
4 Beds | 6 Baths
Listing Provided By Michael Saunders & Company ACTIVE
$3,250,000
Virtual Tour
5 N Casey Key Rd, Osprey, FL 34229
2,380 SqFt
4 Beds | 4 Baths
Listing Provided By Ayers And Associates Real Estate PENDING
$2,995,000
Virtual Tour
662 Fernwalk Ln, Osprey, FL 34229
4,359 SqFt
4 Beds | 4 Baths
Listing Provided By Generous Property ACTIVE
$2,900,000
Virtual Tour
236 Saint James Park, Osprey, FL 34229
6,246 SqFt
6 Beds | 7 Baths
Listing Provided By Michael Saunders & Company ACTIVE
$2,745,000
Virtual Tour
49 Osprey Point Dr, Osprey, FL 34229
3,953 SqFt
4 Beds | 4 Baths
Listing Provided By Michael Saunders & Company ACTIVE
$2,500,000
Virtual Tour
340 Osprey Point Dr, Osprey, FL 34229
6,001 SqFt
5 Beds | 7 Baths
Listing Provided By RE/MAX Alliance Group ACTIVE
$2,495,000
Virtual Tour
312 Yacht Harbor Dr, Osprey, FL 34229
2,572 SqFt
4 Beds | 4 Baths
Listing Provided By Premier Sotheby's International Realty ACTIVE
$2,382,500
Virtual Tour
600 Eagle Watch Ln, Osprey, FL 34229
3,681 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$2,350,000
Virtual Tour
18 N Casey Key Rd, Osprey, FL 34229
1,977 SqFt
3 Beds | 2 Baths
Listing Provided By Premier Sotheby's International Realty ACTIVE
$2,299,900
Virtual Tour
180 Lookout Point Dr, Osprey, FL 34229
3,236 SqFt
5 Beds | 4 Baths
Listing Provided By Premier Sotheby's International Realty ACTIVE
$2,150,000
Virtual Tour
85 Sugar Mill Dr, Osprey, FL 34229
4,191 SqFt
3 Beds | 3 Baths
Listing Provided By Generous Property ACTIVE
$1,995,000
Virtual Tour
67 Sugar Mill Dr, Osprey, FL 34229
4,020 SqFt
4 Beds | 5 Baths
Listing Provided By Mapp Realty & Investment Co ACTIVE
$1,970,000
Virtual Tour
140 Sugar Mill Dr, Osprey, FL 34229
3,286 SqFt
4 Beds | 4 Baths
Listing Provided By Generous Property ACTIVE
$1,950,000
898 Macewen Dr, Osprey, FL 34229
4,132 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Realty PENDING
$1,795,000
Virtual Tour
909 Macewen Dr, Osprey, FL 34229
4,241 SqFt
3 Beds | 4 Baths
Listing Provided By Generous Property ACTIVE
$1,685,000
Virtual Tour
364 El Greco Dr, Osprey, FL 34229
2,402 SqFt
3 Beds | 3 Baths
Listing Provided By Premier Sotheby's International Realty ACTIVE
$1,600,000
Virtual Tour
282 Shell Midden Ct, Osprey, FL 34229
3,699 SqFt
3 Beds | 5 Baths
Listing Provided By Coldwell Banker Realty PENDING
$1,595,000
Virtual Tour
360 N Point Rd, Osprey, FL 34229
2,913 SqFt
3 Beds | 4 Baths
Listing Provided By Generous Property ACTIVE
$1,549,000
Virtual Tour
401 N Point Rd Unit 901, Osprey, FL 34229
2,594 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$1,500,000
Virtual Tour
402 Walls Way, Osprey, FL 34229
3,464 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$1,450,000
Virtual Tour
296 Pine Ranch Trl, Osprey, FL 34229
3,481 SqFt
5 Beds | 4 Baths
Listing Provided By Ashton Lakes Realty Inc ACTIVE
$1,395,000
Virtual Tour
3603 N Point Rd Unit 702, Osprey, FL 34229
2,545 SqFt
3 Beds | 3 Baths
Listing Provided By Generous Property ACTIVE
$1,350,000
Virtual Tour
3621 N Point Rd Unit 603, Osprey, FL 34229
2,680 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$1,300,000
Virtual Tour
393 N Point Rd Unit 604, Osprey, FL 34229
2,778 SqFt
3 Beds | 3 Baths
Listing Provided By Robert Slack LLC ACTIVE
$1,295,000
Virtual Tour
385 N Point Rd Unit 903, Osprey, FL 34229
2,778 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$1,295,000
Virtual Tour
1484 Seafarer Dr, Osprey, FL 34229
3,479 SqFt
4 Beds | 4 Baths
Listing Provided By Exp Realty LLC ACTIVE
$1,279,000
Virtual Tour
1527 Buoy Ln, Osprey, FL 34229
2,830 SqFt
3 Beds | 3 Baths
Listing Provided By Bright Realty ACTIVE
$1,200,000
Virtual Tour
142 Dory Ln, Osprey, FL 34229
2,531 SqFt
3 Beds | 2 Baths
Listing Provided By Golf & Bay Properties LLC PENDING
$1,200,000
Virtual Tour
201 Eaglenook Way, Osprey, FL 34229
3,379 SqFt
4 Beds | 3 Baths
Listing Provided By William Raveis Real Estate ACTIVE
$1,200,000
Virtual Tour
820 Placid Lake Dr, Osprey, FL 34229
3,938 SqFt
5 Beds | 4 Baths
Listing Provided By Loyd Robbins & Co. LLC ACTIVE
$1,199,000
120 Lookout Point Dr, Osprey, FL 34229
2,925 SqFt
4 Beds | 3 Baths
Listing Provided By Golf & Bay Properties LLC ACTIVE
$1,195,000
Virtual Tour
3921 Waypoint Ave, Osprey, FL 34229
2,316 SqFt
3 Beds | 3 Baths
Listing Provided By White Sands Realty Group Fl ACTIVE
$1,150,000
Virtual Tour
401 N Point Rd Unit 504, Osprey, FL 34229
2,778 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$1,099,000
Virtual Tour
3976 Destination Dr A411, Osprey, FL 34229
2,314 SqFt
-- Beds | -- Baths
Listing Provided By Premier Properties Of Srq LLC ACTIVE
$1,099,000
Virtual Tour
678 Clear Creek Dr, Osprey, FL 34229
3,912 SqFt
5 Beds | 3 Baths
Listing Provided By Exit King Realty PENDING
$1,050,000
Virtual Tour
742 Shadow Bay Way, Osprey, FL 34229
3,321 SqFt
4 Beds | 3 Baths
Listing Provided By RE/MAX Alliance Group PENDING
$1,045,000
Virtual Tour
227 Saint James Park, Osprey, FL 34229
2,071 SqFt
2 Beds | 2 Baths
Listing Provided By Generous Property ACTIVE
$1,000,000
Virtual Tour
1085 Mallard Marsh Dr, Osprey, FL 34229
3,011 SqFt
4 Beds | 3 Baths
Listing Provided By Michael Saunders & Company ACTIVE
$998,000
Virtual Tour
766 Shadow Bay Way, Osprey, FL 34229
3,438 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Sarasota Cent. ACTIVE
$997,000
Virtual Tour
3904 Waypoint Ave, Osprey, FL 34229
2,344 SqFt
3 Beds | 3 Baths
Listing Provided By Premier Sotheby's International Realty PENDING
$965,000
Virtual Tour
13 Bayhead Ln, Osprey, FL 34229
2,310 SqFt
2 Beds | 2 Baths
Listing Provided By Generous Property ACTIVE
$959,000
238 Lookout Point Dr, Osprey, FL 34229
2,676 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$950,000
Virtual Tour
172 Sea Anchor Dr, Osprey, FL 34229
2,283 SqFt
3 Beds | 3 Baths
Listing Provided By Golf & Bay Properties LLC ACTIVE
$950,000
Virtual Tour
14021 Bellagio Way Unit 309, Osprey, FL 34229
2,199 SqFt
3 Beds | 3 Baths
Listing Provided By Exp Realty LLC ACTIVE
$949,900
Virtual Tour
385 N Point Rd Unit 404, Osprey, FL 34229
2,778 SqFt
4 Beds | 3 Baths
Listing Provided By Premier Sothebys Intl Realty ACTIVE
$910,000
293 Turquoise Ln, Osprey, FL 34229
2,271 SqFt
3 Beds | 2 Baths
Listing Provided By Generous Property ACTIVE
$897,000
Virtual Tour
678 Crane Prairie Way, Osprey, FL 34229
2,483 SqFt
3 Beds | 2 Baths
Listing Provided By Premier Sotheby's International Realty ACTIVE
$853,000
Virtual Tour
260 Hidden Bay Dr Unit 305, Osprey, FL 34229
2,168 SqFt
3 Beds | 3 Baths
Listing Provided By First Light Real Estate ACTIVE
$845,000
Virtual Tour
650 Crane Prairie Way, Osprey, FL 34229
3,183 SqFt
4 Beds | 4 Baths
Listing Provided By Keller Williams On The Water ACTIVE
$815,000
Virtual Tour
901 Reflection Way, Osprey, FL 34229
2,443 SqFt
3 Beds | 2 Baths
Listing Provided By Generous Property ACTIVE
$800,000
Hidden Bay Dr, Osprey, FL 34229
n/a SqFt
-- Beds | -- Baths
Listing Provided By Svn Commercial Advisory Group ACTIVE
$799,900
Virtual Tour
790 Shadow Bay Way, Osprey, FL 34229
3,091 SqFt
4 Beds | 3 Baths
Listing Provided By Premier Sotheby's International Realty PENDING
$795,000
Virtual Tour
424 Cezanne Dr, Osprey, FL 34229
2,945 SqFt
4 Beds | 4 Baths
Listing Provided By Michael Saunders & Company PENDING
$795,000
Virtual Tour
409 N Point Rd Unit 501, Osprey, FL 34229
2,594 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$789,900
Virtual Tour
3603 N Point Rd Unit 202, Osprey, FL 34229
3,147 SqFt
3 Beds | 3 Baths
Listing Provided By Generous Property ACTIVE
$780,250
Virtual Tour
280 Hidden Bay Dr Unit 202, Osprey, FL 34229
1,937 SqFt
3 Beds | 2 Baths
Listing Provided By Keller Williams Island Life Real Estate ACTIVE
$774,900
866 Placid Lake Dr, Osprey, FL 34229
2,171 SqFt
3 Beds | 2 Baths
Listing Provided By Keller Williams On The Water S ACTIVE
$765,000
Virtual Tour
127 Park Trace Blvd, Osprey, FL 34229
2,463 SqFt
3 Beds | 2 Baths
Listing Provided By Michael Saunders & Company PENDING
$750,000
14041 Bellagio Way Unit 414, Osprey, FL 34229
1,799 SqFt
3 Beds | 2 Baths
Listing Provided By William Raveis Real Estate ACTIVE
$749,000
Virtual Tour
826 Oak Briar Ln, Osprey, FL 34229
2,589 SqFt
4 Beds | 3 Baths
Listing Provided By Preferred Shore LLC ACTIVE
$725,000
Virtual Tour
463 Park Trace Blvd, Osprey, FL 34229
2,153 SqFt
3 Beds | 3 Baths
Listing Provided By Premier Sothebys Intl Realty ACTIVE
$719,000
Virtual Tour
409 N Point Rd Unit 603, Osprey, FL 34229
2,203 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$715,000
Virtual Tour
110 Pine Ave, Osprey, FL 34229
2,058 SqFt
3 Beds | 2 Baths
Listing Provided By Bright Realty ACTIVE
$699,900
Virtual Tour
866 Oak Briar Ln, Osprey, FL 34229
2,434 SqFt
4 Beds | 2 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$699,900
644 Rivendell Blvd, Osprey, FL 34229
2,298 SqFt
4 Beds | 3 Baths
Listing Provided By Michael Saunders & Company ACTIVE
$699,000
Virtual Tour
401 N Point Rd Unit 603, Osprey, FL 34229
2,203 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$695,000
Virtual Tour
33 Bishops Court Rd Unit 118, Osprey, FL 34229
1,890 SqFt
2 Beds | 3 Baths
Listing Provided By Michael Saunders & Company ACTIVE
$692,000
Virtual Tour
104 Park Trace Blvd, Osprey, FL 34229
2,557 SqFt
4 Beds | 3 Baths
Listing Provided By Kw Coastal Living III ACTIVE
$689,000
Virtual Tour
819 Shadow Bay Way, Osprey, FL 34229
2,145 SqFt
4 Beds | 2 Baths
Listing Provided By Premier Sothebys Intl Realty ACTIVE
$685,000
Virtual Tour
6 Bay Acres Ave, Osprey, FL 34229
1,887 SqFt
-- Beds | -- Baths
Listing Provided By Osipov Group Real Estate ACTIVE
$685,000
Virtual Tour
409 N Point Rd Unit 502, Osprey, FL 34229
2,055 SqFt
3 Beds | 3 Baths
Listing Provided By Generous Property ACTIVE
$679,900
Virtual Tour
1212 Windward Dr, Osprey, FL 34229
1,994 SqFt
3 Beds | 2 Baths
Listing Provided By Generous Property ACTIVE
$679,000
Virtual Tour
673 Crane Prairie Way, Osprey, FL 34229
2,223 SqFt
3 Beds | 3 Baths
Listing Provided By Premier Sothebys Intl Realty PENDING
$675,000
Virtual Tour
14041 Bellagio Way Unit 214, Osprey, FL 34229
1,799 SqFt
3 Beds | 2 Baths
Listing Provided By Fine Properties ACTIVE
$670,000
Virtual Tour
458 N Shore Dr, Osprey, FL 34229
n/a SqFt
-- Beds | -- Baths
Listing Provided By Gulf Shores Realty ACTIVE
$669,000
750 Anna Hope Ln, Osprey, FL 34229
2,135 SqFt
4 Beds | 2 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$660,000
Virtual Tour
385 N Point Rd Unit 402, Osprey, FL 34229
2,055 SqFt
3 Beds | 3 Baths
Listing Provided By Generous Property ACTIVE
$650,000
Virtual Tour
242 Hidden Bay Dr Unit 603, Osprey, FL 34229
1,932 SqFt
2 Beds | 2 Baths
Listing Provided By Real Estate Refined ACTIVE
$650,000
Virtual Tour
14041 Bellagio Way Unit 315, Osprey, FL 34229
1,736 SqFt
3 Beds | 2 Baths
Listing Provided By William Raveis Real Estate ACTIVE
$649,995
Virtual Tour
695 Rivendell Blvd, Osprey, FL 34229
2,256 SqFt
4 Beds | 3 Baths
Listing Provided By Dalton Wade Inc PENDING
$649,000
Four Knot Ln, Osprey, FL 34229
n/a SqFt
-- Beds | -- Baths
Listing Provided By Cerus Realty PENDING
$629,000
Virtual Tour
51 Webb St, Osprey, FL 34229
2,130 SqFt
3 Beds | 3 Baths
Listing Provided By Fine Properties ACTIVE
$599,900
Virtual Tour
566 Oak Bay Dr, Osprey, FL 34229
2,559 SqFt
3 Beds | 2 Baths
Listing Provided By Sarabay Real Estate Inc ACTIVE
$599,000
Virtual Tour
4428 Conchfish Ln, Osprey, FL 34229
1,861 SqFt
4 Beds | 2 Baths
Listing Provided By Horizon Realty International ACTIVE
$597,000
Virtual Tour
120 Villa Dr Unit 120, Osprey, FL 34229
1,404 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Sarasota Cent. ACTIVE
$587,000
Virtual Tour
1313 Thornapple Dr, Osprey, FL 34229
2,082 SqFt
3 Beds | 3 Baths
Listing Provided By Premier Sotheby's International Realty ACTIVE
$569,000
Virtual Tour
104 Shoreland Dr, Osprey, FL 34229
2,363 SqFt
4 Beds | 2 Baths
Listing Provided By Oakstrand Realty ACTIVE
$569,000
Virtual Tour
784 Sarabay Rd, Osprey, FL 34229
1,574 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Sarasota Cent. ACTIVE
$560,000
Virtual Tour
813 Oak Pond Dr, Osprey, FL 34229
1,981 SqFt
4 Beds | 2 Baths
Listing Provided By Preferred Shore LLC ACTIVE
$550,000
Virtual Tour
1164 Beachcomber Ct Unit 19, Osprey, FL 34229
1,952 SqFt
3 Beds | 3 Baths
Listing Provided By Premier Sothebys Intl Realty ACTIVE
$539,000
Virtual Tour
1363 New Forest Ln, Osprey, FL 34229
1,738 SqFt
2 Beds | 2 Baths
Listing Provided By RE/MAX Platinum ACTIVE
