Recently Sold Homes in Osprey, FL

233 homes

SOLD
MAY 27, 2026
$164,000
2 Beds
2 Baths
865 sqft
200 Woodland Dr #200,
Osprey, FL 34229
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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
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SOLD
MAY 27, 2026
$690,000
3 Beds
3 Baths
2,630 sqft
6100 JESSIE HARBOR DRIVE #203,
Osprey, FL 34229
HOMESMART
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SOLD
MAY 26, 2026
$600,000
3 Beds
3 Baths
2,320 sqft
522 LUMINARY BOULEVARD,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
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SOLD
MAY 22, 2026
$285,000
2 Beds
2 Baths
1,135 sqft
4173 FRONTIER LANE #4173,
Osprey, FL 34229
KELLER WILLIAMS ON THE WATER S
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SOLD
MAY 21, 2026
$166,000
2 Beds
2 Baths
1,152 sqft
238 PALM AIR DRIVE,
Osprey, FL 34229
RE/MAX PALM
SOLD
MAY 21, 2026
$425,000
2 Beds
2 Baths
1,460 sqft
122 Villa Dr #122,
Osprey, FL 34229
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
SOLD
MAY 15, 2026
$645,100
5 Beds
4.5 Baths
3,050 sqft
254 Burney Rd,
Osprey, FL 34229
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
SOLD
MAY 14, 2026
$110,000
2 Beds
2 Baths
987 sqft
234 PALM AIR DRIVE,
Osprey, FL 34229
KW COASTAL LIVING III
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
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
SOLD
MAY 14, 2026
$164,000
1 Bed
1.5 Baths
865 sqft
200 WOODLAND DRIVE,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
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
$416,400
3 Beds
2 Baths
1,478 sqft
212 Washington Ave,
Osprey, FL 34229
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

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