Recently Sold Single Family Homes in Osprey, FL

139 homes

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SOLD
AUG 14, 2026
$750,000
4 Beds
3.5 Baths
2,854 sqft
919 TRANQUILITY CIRCLE,
Osprey, FL 34229
AYERS AND ASSOCIATES REAL ESTATE
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SOLD
AUG 7, 2026
$540,000
4 Beds
2 Baths
2,399 sqft
523 OAK BAY DRIVE,
Osprey, FL 34229
KELLER WILLIAMS ON THE WATER S
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SOLD
AUG 7, 2026
$850,000
3 Beds
2 Baths
1,859 sqft
157 LOOKOUT POINT DRIVE,
Osprey, FL 34229
PAT WILLIAMS REALTY, LLC
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SOLD
AUG 7, 2026
$220,000
Studio
480 BLACKBURN POINT ROAD #5,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
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SOLD
AUG 4, 2026
$533,000
4 Beds
3 Baths
2,370 sqft
4424 CONCHFISH LANE,
Osprey, FL 34229
COLDWELL BANKER REALTY
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SOLD
JUL 31, 2026
$965,000
3 Beds
2.5 Baths
2,502 sqft
113 BURNEY ROAD,
Osprey, FL 34229
GENEROUS PROPERTY
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SOLD
JUL 31, 2026
$31,000
Studio
570 BLACKBURN POINT ROAD #LNG42,
Osprey, FL 34229
RE/MAX ALLIANCE GROUP
SOLD
JUL 30, 2026
$540,000
3 Beds
2 Baths
2,182 sqft
1367 THORNAPPLE DRIVE,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
SOLD
JUL 27, 2026
$560,000
3 Beds
2 Baths
2,172 sqft
557 CRANE PRAIRIE WAY,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
JUL 24, 2026
$789,000
3 Beds
2 Baths
2,463 sqft
127 PARK TRACE BOULEVARD,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
SOLD
JUL 23, 2026
$977,500
3 Beds
2 Baths
1,840 sqft
353 S SHORE DRIVE,
Osprey, FL 34229
COLDWELL BANKER SARASOTA CENT.
SOLD
JUL 22, 2026
$1,300,000
3 Beds
3.5 Baths
3,066 sqft
25 SUGAR MILL DRIVE,
Osprey, FL 34229
GENEROUS PROPERTY
SOLD
JUL 22, 2026
$645,000
3 Beds
2 Baths
2,182 sqft
730 FORDINGBRIDGE WAY,
Osprey, FL 34229
COLDWELL BANKER REALTY
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
SOLD
JUL 17, 2026
$1,700,000
4 Beds
3.5 Baths
4,387 sqft
401 WALLS WAY,
Osprey, FL 34229
ENGEL + VOELKERS SARASOTA
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
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