Recently Sold Condos in Osprey, FL

43 homes

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SOLD
MAY 14, 2026
$164,000
1 Bed
1.5 Baths
865 sqft
200 Woodland Dr,
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 Pl,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
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SOLD
MAY 1, 2026
$215,000
2 Beds
2 Baths
1,224 sqft
362 Pine Run Dr,
Osprey, FL 34229
STELLAR NON-MEMBER OFFICE
SOLD
MAY 1, 2026
$365,000
2 Beds
2 Baths
1,449 sqft
4235 Expedition Way,
Osprey, FL 34229
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SOLD
APR 29, 2026
$365,000
2 Beds
2 Baths
1,574 sqft
4235 Expedition Way #102,
Osprey, FL 34229
EXIT KING REALTY
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SOLD
APR 10, 2026
$560,000
3 Beds
3 Baths
2,000 sqft
232 Hidden Bay Dr #504,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
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SOLD
APR 9, 2026
$362,500
2 Beds
2 Baths
1,574 sqft
124 Revolution Way,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
MAR 31, 2026
$560,000
3 Beds
3 Baths
2,203 sqft
409 N Point Rd #603,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
MAR 27, 2026
$335,000
2 Beds
2 Baths
1,449 sqft
172 Explorer Dr,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
MAR 26, 2026
$318,000
3 Beds
2 Baths
1,430 sqft
116 Navigation Cir,
Osprey, FL 34229
SOLD
MAR 25, 2026
$318,000
3 Beds
2 Baths
1,430 sqft
116 Navigation Cir #106,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
MAR 17, 2026
$800,000
3 Beds
3 Baths
2,100 sqft
242 Hidden Bay Dr #401,
Osprey, FL 34229
LASBURY-TRACY REALTY INC.
SOLD
MAR 17, 2026
$295,000
2 Beds
2 Baths
1,135 sqft
100 Navigation Cir #NA,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
SOLD
MAR 16, 2026
$170,000
1 Bed
1.5 Baths
865 sqft
238 Woodland Dr,
Osprey, FL 34229
SOLD
MAR 10, 2026
$170,000
1 Bed
1.5 Baths
865 sqft
238 Woodland Dr #238,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
FEB 27, 2026
$637,500
3 Beds
2 Baths
1,799 sqft
14041 Bellagio Way #414,
Osprey, FL 34229
WILLIAM RAVEIS REAL ESTATE
SOLD
FEB 27, 2026
$357,500
3 Beds
2.5 Baths
1,581 sqft
177 Navigation Cir,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
FEB 23, 2026
$362,500
2 Beds
2 Baths
1,599 sqft
291 Hidden Bay Dr #101,
Osprey, FL 34229
PARADISE EXCLUSIVE INC
SOLD
FEB 20, 2026
$435,000
2 Beds
2 Baths
1,425 sqft
1102 Jessie Harbor Dr #1102,
Osprey, FL 34229
DOWNING FRYE REALTY, INC.
SOLD
FEB 12, 2026
$727,500
3 Beds
2.5 Baths
2,168 sqft
260 Hidden Bay Dr #305,
Osprey, FL 34229
FIRST LIGHT REAL ESTATE
SOLD
FEB 12, 2026
$235,000
1 Bed
1.5 Baths
865 sqft
139 Woodland Pl #139,
Osprey, FL 34229
GANGWAY REALTY
SOLD
FEB 4, 2026
$280,000
2 Beds
2 Baths
1,135 sqft
232 Explorer Dr #15,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
JAN 30, 2026
$765,000
3 Beds
3 Baths
2,778 sqft
385 N Point Rd #404,
Osprey, FL 34229
GENEROUS PROPERTY
SOLD
JAN 23, 2026
$260,000
2 Beds
2 Baths
1,379 sqft
761 Pine Run Dr,
Osprey, FL 34229
SOLD
JAN 23, 2026
$260,000
2 Beds
2 Baths
1,379 sqft
761 Pine Run Dr #761,
Osprey, FL 34229
COLDWELL BANKER SARASOTA CENT.
SOLD
JAN 21, 2026
$675,000
3 Beds
3 Baths
2,594 sqft
409 N Point Rd #501,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
JAN 15, 2026
$1,700,000
3 Beds
3 Baths
2,778 sqft
409 N Point Rd #1003,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
JAN 14, 2026
$329,000
3 Beds
2 Baths
1,430 sqft
85 Navigation Cir,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
JAN 7, 2026
$1,330,000
3 Beds
3 Baths
2,594 sqft
401 N Point Rd #901,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
JAN 6, 2026
$640,000
3 Beds
3 Baths
2,484 sqft
5100 Jessie Harbor Dr #701,
Osprey, FL 34229
WILLIAM RAVEIS REAL ESTATE
SOLD
DEC 29, 2025
$200,000
2 Beds
2 Baths
1,316 sqft
201 Woodland Dr,
Osprey, FL 34229
SOLD
DEC 15, 2025
$227,000
2 Beds
2 Baths
1,316 sqft
111 Woodland Pl,
Osprey, FL 34229
COMPASS FLORIDA LLC
SOLD
DEC 10, 2025
$980,000
3 Beds
3 Baths
2,778 sqft
385 N Point Rd #903-BD1,
Osprey, FL 34229
SOLD
DEC 9, 2025
$200,000
2 Beds
2 Baths
1,316 sqft
201 Woodland Dr #201,
Osprey, FL 34229
PREFERRED PROPERTIES OF VENICE INC
SOLD
DEC 9, 2025
$980,000
3 Beds
3 Baths
2,778 sqft
385 N Point Rd #903,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
NOV 24, 2025
$200,000
1 Bed
1.5 Baths
865 sqft
226 Woodland Dr,
Osprey, FL 34229
STELLAR NON-MEMBER OFFICE
SOLD
NOV 14, 2025
$295,000
2 Beds
2 Baths
1,135 sqft
4267 Expedition Way,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
OCT 28, 2025
$250,000
2 Beds
2 Baths
1,325 sqft
207 Woodland Dr,
Osprey, FL 34229
SOLD
OCT 23, 2025
$220,000
2 Beds
2 Baths
1,325 sqft
216 Woodland Dr #216,
Osprey, FL 34229
PAT WILLIAMS REALTY, LLC
SOLD
OCT 23, 2025
$250,000
2 Beds
2 Baths
1,325 sqft
207 Woodland Dr #207,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
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