Recently Sold Single Family Homes in Osprey, FL

156 homes

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SOLD
JUL 24, 2026
$789,000
3 Beds
2 Baths
2,463 sqft
127 PARK TRACE BOULEVARD,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
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SOLD
JUL 23, 2026
$977,500
3 Beds
2 Baths
1,840 sqft
353 S SHORE DRIVE,
Osprey, FL 34229
COLDWELL BANKER SARASOTA CENT.
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SOLD
JUL 22, 2026
$1,300,000
3 Beds
3.5 Baths
3,066 sqft
25 SUGAR MILL DRIVE,
Osprey, FL 34229
GENEROUS PROPERTY
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SOLD
JUL 22, 2026
$645,000
3 Beds
2 Baths
2,182 sqft
730 FORDINGBRIDGE WAY,
Osprey, FL 34229
COLDWELL BANKER REALTY
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SOLD
JUL 20, 2026
$565,000
3 Beds
2 Baths
2,505 sqft
186 WINDWARD DRIVE,
Osprey, FL 34229
KELLER WILLIAMS ON THE WATER S
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SOLD
JUL 17, 2026
$1,700,000
4 Beds
3.5 Baths
4,387 sqft
401 WALLS WAY,
Osprey, FL 34229
ENGEL + VOELKERS SARASOTA
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SOLD
JUL 17, 2026
$1,105,000
5 Beds
3 Baths
2,723 sqft
272 FOUR KNOT LANE,
Osprey, FL 34229
KELLER WILLIAMS ISLAND LIFE REAL ESTATE
SOLD
JUL 15, 2026
$925,000
4 Beds
3.5 Baths
2,980 sqft
1602 SOUTHBAY DRIVE,
Osprey, FL 34229
COMPASS FLORIDA LLC
SOLD
JUL 10, 2026
$545,000
4 Beds
3 Baths
2,557 sqft
104 PARK TRACE BOULEVARD,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
SOLD
JUL 1, 2026
$845,000
3 Beds
3 Baths
2,870 sqft
664 CRANE PRAIRIE WAY,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
SOLD
JUN 30, 2026
$817,000
3 Beds
2 Baths
1,869 sqft
1486 LANDVIEW LANE,
Osprey, FL 34229
EXP REALTY LLC
SOLD
JUN 29, 2026
$1,054,284
4 Beds
3 Baths
4,099 sqft
133 Osprey Point Dr,
Osprey, FL 34229
SOLD
JUN 26, 2026
$4,500,000
4 Beds
4 Baths
3,481 sqft
846 N Casey Key Rd,
Osprey, FL 34229
SOLD
JUN 23, 2026
$1,385,000
3 Beds
3 Baths
2,414 sqft
434 MACEWEN DRIVE,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
JUN 18, 2026
$2,035,000
3 Beds
3 Baths
3,681 sqft
600 EAGLE WATCH LANE,
Osprey, FL 34229
GENEROUS PROPERTY
SOLD
JUN 18, 2026
$375,000
3 Beds
3 Baths
1,879 sqft
1795 HIGHLAND ROAD,
Osprey, FL 34229
RE/MAX ALLIANCE GROUP
SOLD
JUN 17, 2026
$511,500
3 Beds
2.5 Baths
2,414 sqft
562 OAK BAY DRIVE,
Osprey, FL 34229
BERKSHIRE HATHAWAY HOMESERVICE
SOLD
JUN 17, 2026
$4,700,000
4 Beds
5.5 Baths
6,308 sqft
730 SARABAY ROAD,
Osprey, FL 34229
ROBERT SLACK LLC
SOLD
JUN 17, 2026
$520,000
3 Beds
2 Baths
2,172 sqft
1337 COPPERWOOD DRIVE,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
SOLD
JUN 16, 2026
$1,325,000
4 Beds
4 Baths
3,286 sqft
140 SUGAR MILL DRIVE,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
JUN 15, 2026
$1,450,000
3 Beds
4.5 Baths
4,364 sqft
76 OSPREY POINT DRIVE,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
JUN 15, 2026
$300,000
2 Beds
2 Baths
952 sqft
222 GLENWOOD AVENUE,
Osprey, FL 34229
JAY ALAN REAL ESTATE
SOLD
JUN 15, 2026
$1,250,000
4 Beds
4 Baths
2,624 sqft
408 YACHT HARBOR DRIVE,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
SOLD
JUN 8, 2026
$925,000
4 Beds
3 Baths
2,921 sqft
1016 SCHERER WAY,
Osprey, FL 34229
RE/MAX ALLIANCE GROUP
SOLD
JUN 5, 2026
$400,000
2 Beds
2 Baths
2,148 sqft
32 BAY AVENUE,
Osprey, FL 34229
LOKATION
SOLD
JUN 4, 2026
$565,000
3 Beds
2.5 Baths
2,134 sqft
102 WINDWARD DRIVE,
Osprey, FL 34229
WILLIAM RAVEIS REAL ESTATE
SOLD
JUN 2, 2026
$585,000
3 Beds
2 Baths
2,037 sqft
114 Windward Dr,
Osprey, FL 34229
SOLD
JUN 1, 2026
$1,265,000
4 Beds
3 Baths
2,798 sqft
1471 SHOAL WAY,
Osprey, FL 34229
DALTON WADE INC
SOLD
MAY 29, 2026
$350,000
2 Beds
2 Baths
1,126 sqft
2141 CORDES STREET,
Osprey, FL 34229
KELLER WILLIAMS ON THE WATER S
SOLD
MAY 29, 2026
$285,000
2 Beds
2 Baths
1,244 sqft
4173 Frontier Ln,
Osprey, FL 34229
SOLD
MAY 28, 2026
$230,000
2 Beds
2 Baths
1,341 sqft
116 1ST AVENUE,
Nokomis, FL 34275
COLDWELL BANKER REALTY
SOLD
MAY 27, 2026
$700,000
4 Beds
3 Baths
2,306 sqft
665 CRANE PRAIRIE WAY,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
SOLD
MAY 26, 2026
$600,000
3 Beds
3 Baths
2,320 sqft
522 LUMINARY BOULEVARD,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
SOLD
MAY 21, 2026
$525,000
3 Beds
2 Baths
2,171 sqft
1348 THORNAPPLE DRIVE,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
MAY 20, 2026
$620,000
5 Beds
2.5 Baths
2,746 sqft
571 PINE RANCH EAST ROAD,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
SOLD
MAY 19, 2026
$430,000
2 Beds
1 Bath
884 sqft
328 E BAY STREET,
Osprey, FL 34229
BEYCOME OF FLORIDA LLC
SOLD
MAY 19, 2026
$1,075,000
3 Beds
2.5 Baths
2,125 sqft
432 Yacht Harbor Dr,
Osprey, FL 34229
SOLD
MAY 19, 2026
$2,000,000
4 Beds
4 Baths
3,324 sqft
304 Yacht Harbor Dr,
Osprey, FL 34229
SOLD
MAY 15, 2026
$635,000
3 Beds
2 Baths
2,103 sqft
120 CANDYCE DRIVE,
Osprey, FL 34229
COMPASS FLORIDA LLC
SOLD
MAY 15, 2026
$645,100
5 Beds
4.5 Baths
3,050 sqft
246 Burney Rd,
Osprey, FL 34229

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511