Recently Sold Single Family Homes in Osprey, FL

126 homes

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SOLD
MAR 10, 2026
$515,000
2 Beds
2 Baths
1,760 sqft
811 Shadow Bay Way,
Osprey, FL 34229
PROGRAM REALTY, LLC
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SOLD
MAR 10, 2026
$660,000
4 Beds
3 Baths
2,267 sqft
471 Park Trace Blvd,
Osprey, FL 34229
FLORIDA HOME TEAM LLC
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SOLD
MAR 9, 2026
$799,000
3 Beds
3 Baths
2,617 sqft
529 Habitat Blvd,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
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SOLD
MAR 6, 2026
$689,000
4 Beds
3 Baths
2,661 sqft
162 Willow Bend Way,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
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SOLD
MAR 5, 2026
$995,000
3 Beds
2 Baths
2,606 sqft
105 Turquoise Ln,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
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SOLD
MAR 2, 2026
$800,000
4 Beds
3 Baths
2,935 sqft
327 Park Trace Blvd,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
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SOLD
MAR 2, 2026
$650,000
4 Beds
3 Baths
2,388 sqft
677 Clear Creek Dr,
Osprey, FL 34229
SOLD
FEB 27, 2026
$527,500
3 Beds
3 Baths
2,384 sqft
315 Bayshore Dr,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
FEB 26, 2026
$520,000
3 Beds
2 Baths
2,559 sqft
566 Oak Bay Dr,
Osprey, FL 34229
SARABAY REAL ESTATE INC
SOLD
FEB 26, 2026
$23,413
4 Beds
3 Baths
4,099 sqft
133 Osprey Point Dr,
Osprey, FL 34229
SOLD
FEB 23, 2026
$175,000
2 Beds
1 Bath
732 sqft
216 Glenwood Ave,
Osprey, FL 34229
COMPASS FLORIDA LLC
SOLD
FEB 23, 2026
$625,000
3 Beds
2 Baths
2,279 sqft
804 Shadow Bay Way,
Osprey, FL 34229
PREFERRED SHORE LLC
SOLD
FEB 20, 2026
$1,065,000
3 Beds
3 Baths
2,698 sqft
1235 Yacht Harbor Dr,
Osprey, FL 34229
PAT WILLIAMS REALTY, LLC
SOLD
FEB 19, 2026
$550,000
3 Beds
2 Baths
1,791 sqft
494 Meadow Sweet Cir,
Osprey, FL 34229
EXIT KING REALTY
SOLD
FEB 19, 2026
$95,000
Studio
570 Blackburn Point Rd #33,
Osprey, FL 34229
BRIGHT REALTY
SOLD
FEB 10, 2026
$1,900,000
5 Beds
6 Baths
6,001 sqft
340 Osprey Point Dr,
Osprey, FL 34229
RE/MAX ALLIANCE GROUP
SOLD
FEB 10, 2026
$865,000
3 Beds
2 Baths
2,124 sqft
38 W Bay St,
Osprey, FL 34229
HARRY ROBBINS ASSOC INC
SOLD
FEB 10, 2026
$950,000
4 Beds
4.5 Baths
3,533 sqft
701 Eaglenook Way,
Osprey, FL 34229
COLDWELL BANKER SARASOTA CENT.
SOLD
FEB 10, 2026
$990,000
5 Beds
4 Baths
3,938 sqft
820 Placid Lake Dr,
Osprey, FL 34229
LOYD ROBBINS & CO. LLC
SOLD
FEB 10, 2026
$470,000
2 Beds
2 Baths
1,738 sqft
1363 New Forest Ln,
Osprey, FL 34229
RE/MAX PALM
SOLD
FEB 9, 2026
$2,000,000
3 Beds
3.5 Baths
4,828 sqft
895 Mac Ewen Dr,
Osprey, FL 34229
EXIT KING REALTY
SOLD
FEB 9, 2026
$2,189,000
5 Beds
5.5 Baths
4,783 sqft
370 Sugar Mill Dr,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
FEB 5, 2026
$280,000
2 Beds
2 Baths
1,250 sqft
232 Explorer Dr,
Osprey, FL 34229
SOLD
FEB 4, 2026
$570,000
3 Beds
2 Baths
1,887 sqft
553 Meadow Sweet Cir,
Osprey, FL 34229
SOLD
JAN 30, 2026
$2,100,000
4 Beds
4 Baths
3,235 sqft
889 Mac Ewen Dr,
Osprey, FL 34229
GENEROUS PROPERTY
SOLD
JAN 30, 2026
$85,000
2 Beds
1 Bath
869 sqft
116 Ogburn St,
Osprey, FL 34229
SOLD
JAN 30, 2026
$130,000
2 Beds
2 Baths
1,578 sqft
106 Villa Dr #106,
Osprey, FL 34229
KONA REALTY
SOLD
JAN 30, 2026
$685,000
4 Beds
2 Baths
2,434 sqft
866 Oak Briar Ln,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
JAN 30, 2026
$880,000
4 Beds
3 Baths
2,802 sqft
392 Park Trace Blvd,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
JAN 29, 2026
$635,000
3 Beds
2 Baths
1,889 sqft
178 Willow Bend Way,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
SOLD
JAN 22, 2026
$1,850,000
4 Beds
4 Baths
4,191 sqft
453 E Mac Ewen Dr,
Osprey, FL 34229
SOLD
JAN 22, 2026
$1,850,000
4 Beds
3.5 Baths
4,191 sqft
453 E Macewen Dr,
Osprey, FL 34229
THE REAL ESTATE STORE
SOLD
JAN 16, 2026
$745,000
3 Beds
2.5 Baths
2,534 sqft
640 Crane Prairie Way,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
JAN 16, 2026
$900,000
3 Beds
3 Baths
2,328 sqft
3957 Waypoint Ave,
Osprey, FL 34229
RE/MAX ALLIANCE GROUP
SOLD
JAN 9, 2026
$2,400,000
3 Beds
3.5 Baths
3,640 sqft
432 Sorrento Dr,
Osprey, FL 34229
UKEEPCOMMISSION REAL ESTATE
SOLD
JAN 5, 2026
$4,040,000
3 Beds
3 Baths
2,582 sqft
1049 N Casey Key Rd,
Osprey, FL 34229
PREMIER SOTHEBYS INTL REALTY
SOLD
JAN 5, 2026
$95,000
Studio
570 Blackburn Point Rd #25,
Osprey, FL 34229
BRIGHT REALTY
SOLD
DEC 30, 2025
$520,000
4 Beds
3 Baths
2,688 sqft
447 Oak Point Rd,
Osprey, FL 34229
COMPASS FLORIDA LLC
SOLD
DEC 30, 2025
$750,000
4 Beds
3 Baths
2,314 sqft
523 Habitat Blvd,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
SOLD
DEC 18, 2025
$5,500,000
6 Beds
5 Baths
4,800 sqft
2513 Bayshore Rd,
Nokomis, FL 34275
DOUGLAS ELLIMAN

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