Recently Sold Homes in Osprey, FL

244 homes

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SOLD
MAY 14, 2026
$1,600,000
3 Beds
2.5 Baths
2,425 sqft
228 SAINT JAMES PARK,
Osprey, FL 34229
COLDWELL BANKER REALTY
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SOLD
MAY 14, 2026
$110,000
2 Beds
2 Baths
987 sqft
234 PALM AIR DRIVE,
Osprey, FL 34229
KW COASTAL LIVING III
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SOLD
MAY 14, 2026
$2,100,000
5 Beds
5.5 Baths
4,261 sqft
479 SOUTH CREEK DRIVE,
Osprey, FL 34229
KELLER WILLIAMS ISLAND LIFE REAL ESTATE
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SOLD
MAY 14, 2026
$335,000
2 Beds
2 Baths
1,479 sqft
291 HIDDEN BAY DRIVE #102,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
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SOLD
MAY 14, 2026
$164,000
1 Bed
1.5 Baths
865 sqft
200 WOODLAND DRIVE,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
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SOLD
MAY 13, 2026
$260,000
2 Beds
2 Baths
1,316 sqft
135 WOODLAND PLACE,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
SOLD
MAY 13, 2026
$492,500
3 Beds
2 Baths
1,947 sqft
437 S Shore Dr #5,
Osprey, FL 34229
SOLD
MAY 13, 2026
$730,000
4 Beds
3 Baths
2,498 sqft
1019 SCHERER WAY,
Osprey, FL 34229
CENTURY 21 SCHMIDT REAL ESTATE
SOLD
MAY 13, 2026
$492,500
3 Beds
2 Baths
1,947 sqft
437 S SHORE DRIVE,
Osprey, FL 34229
EXIT KING REALTY
SOLD
MAY 5, 2026
$158,000
2 Beds
2 Baths
959 sqft
166 EDGEWOOD DRIVE,
Osprey, FL 34229
COLDWELL BANKER SARASOTA CENT.
SOLD
MAY 1, 2026
$215,000
2 Beds
2 Baths
1,224 sqft
362 PINE RUN DRIVE,
Osprey, FL 34229
STELLAR NON-MEMBER OFFICE
SOLD
MAY 1, 2026
$800,000
3 Beds
2.5 Baths
2,676 sqft
238 Lookout Point Dr,
Osprey, FL 34229
SOLD
MAY 1, 2026
$365,000
2 Beds
2 Baths
1,449 sqft
4235 Expedition Way,
Osprey, FL 34229
SOLD
APR 30, 2026
$581,000
4 Beds
2 Baths
2,145 sqft
819 SHADOW BAY WAY,
Osprey, FL 34229
PREMIER SOTHEBYS INTL REALTY
SOLD
APR 30, 2026
$1,100,000
3 Beds
2.5 Baths
2,735 sqft
219 KEEL WAY,
Osprey, FL 34229
GENEROUS PROPERTY
SOLD
APR 30, 2026
$95,000
Studio
570 BLACKBURN POINT ROAD #35,
Osprey, FL 34229
BRIGHT REALTY
SOLD
APR 29, 2026
$365,000
2 Beds
2 Baths
1,574 sqft
4235 EXPEDITION WAY #102,
Osprey, FL 34229
EXIT KING REALTY
SOLD
APR 27, 2026
$1,001,000
3 Beds
3 Baths
2,323 sqft
3936 WAYPOINT AVENUE,
Osprey, FL 34229
RE/MAX ALLIANCE GROUP
SOLD
APR 24, 2026
$685,000
4 Beds
2 Baths
2,111 sqft
597 OAK RIVER COURT,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
APR 24, 2026
$1,025,000
3 Beds
3 Baths
3,297 sqft
1218 YACHT HARBOR DRIVE,
Osprey, FL 34229
KELLER WILLIAMS ON THE WATER S
SOLD
APR 23, 2026
$631,000
3 Beds
2.5 Baths
2,292 sqft
659 RIVENDELL BOULEVARD,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
APR 22, 2026
$3,750,000
2 Beds
3 Baths
3,301 sqft
1128 N Casey Key Rd,
Osprey, FL 34229
SOLD
APR 17, 2026
$137,000
2 Beds
2 Baths
959 sqft
214 PALM AIR DRIVE,
Osprey, FL 34229
KELLER WILLIAMS ON THE WATER S
SOLD
APR 16, 2026
$654,000
3 Beds
2 Baths
1,929 sqft
1303 THORNAPPLE DRIVE,
Osprey, FL 34229
KELLER WILLIAMS ON THE WATER S
SOLD
APR 14, 2026
$1,495,000
4 Beds
3.5 Baths
3,501 sqft
554 DOVE POINTE,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
APR 14, 2026
$155,000
2 Beds
2 Baths
1,151 sqft
316 TROPIC DRIVE,
Osprey, FL 34229
COLDWELL BANKER SARASOTA CENT.
SOLD
APR 13, 2026
$420,000
2 Beds
2 Baths
1,604 sqft
508 MEADOW SWEET CIRCLE,
Osprey, FL 34229
WILLIAM RAVEIS - FLORIDA LLC
SOLD
APR 13, 2026
$840,000
3 Beds
4 Baths
3,561 sqft
616 CRANE PRAIRIE WAY,
Osprey, FL 34229
KELLER WILLIAMS ISLAND LIFE REAL ESTATE
SOLD
APR 10, 2026
$1,850,000
3 Beds
3.5 Baths
2,473 sqft
140 N CASEY KEY ROAD,
Osprey, FL 34229
EXP REALTY LLC
SOLD
APR 10, 2026
$445,000
3 Beds
2 Baths
1,788 sqft
288 WOODS POINT ROAD,
Osprey, FL 34229
KW COASTAL LIVING III
SOLD
APR 10, 2026
$560,000
3 Beds
3 Baths
2,000 sqft
232 HIDDEN BAY DRIVE #504,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
SOLD
APR 9, 2026
$362,500
2 Beds
2 Baths
1,574 sqft
124 REVOLUTION WAY,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
APR 9, 2026
$4,000,000
4 Beds
4 Baths
3,462 sqft
854 N CASEY KEY ROAD,
Osprey, FL 34229
POTTER TRINITY
SOLD
APR 8, 2026
$1,285,000
4 Beds
3 Baths
3,303 sqft
137 OSPREY POINT DRIVE,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
APR 7, 2026
$2,300,000
4 Beds
5.5 Baths
4,346 sqft
530 N MAC EWEN DRIVE,
Osprey, FL 34229
LPT REALTY, LLC
SOLD
APR 7, 2026
$500,000
4 Beds
2 Baths
2,186 sqft
1036 OAK MEADOW LANE,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
SOLD
APR 7, 2026
$669,000
4 Beds
3 Baths
2,540 sqft
146 WILLOW BEND WAY,
Osprey, FL 34229
KELLER WILLIAMS ON THE WATER S
SOLD
APR 6, 2026
$3,650,000
4 Beds
6 Baths
6,705 sqft
691 EAGLE WATCH LANE,
Osprey, FL 34229
SARASOTA TRUST REALTY COMPANY
SOLD
APR 6, 2026
$2,300,000
4 Beds
5.5 Baths
4,858 sqft
896 MACEWEN DRIVE,
Osprey, FL 34229
BRIGHT REALTY
SOLD
APR 3, 2026
$570,000
3 Beds
2.5 Baths
2,130 sqft
51 WEBB STREET,
Osprey, FL 34229
FINE PROPERTIES

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