Recently Sold Single Family Homes in Osprey, FL

126 homes

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SOLD
DEC 17, 2025
$3,500,000
3 Beds
2.5 Baths
3,006 sqft
431 Yacht Harbor Dr,
Osprey, FL 34229
PAT WILLIAMS REALTY, LLC
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SOLD
DEC 17, 2025
$850,000
3 Beds
2 Baths
2,483 sqft
678 Crane Prairie Way,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
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SOLD
DEC 12, 2025
$1,500,000
3 Beds
4.5 Baths
3,905 sqft
325 Osprey Point Dr,
Osprey, FL 34229
GENEROUS PROPERTY
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SOLD
DEC 12, 2025
$140,000
Studio
570 Blackburn Point Rd #19,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
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SOLD
DEC 12, 2025
$75,000
Studio
570 Blackburn Point Rd #2,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
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SOLD
DEC 11, 2025
$534,000
2 Beds
2 Baths
1,845 sqft
757 Placid Lake Dr,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
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SOLD
DEC 8, 2025
$5,350,000
6 Beds
5 Baths
4,893 sqft
622 Bayshore Dr,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
SOLD
DEC 4, 2025
$525,000
3 Beds
3 Baths
2,082 sqft
1313 Thornapple Dr,
Osprey, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
SOLD
NOV 24, 2025
$540,000
4 Beds
2 Baths
1,981 sqft
813 Oak Pond Dr,
Osprey, FL 34229
PREFERRED SHORE LLC
SOLD
NOV 19, 2025
$910,000
4 Beds
3 Baths
3,438 sqft
766 Shadow Bay Way,
Osprey, FL 34229
COLDWELL BANKER SARASOTA CENT.
SOLD
NOV 18, 2025
$600,000
3 Beds
3 Baths
2,575 sqft
216 Windward Dr,
Osprey, FL 34229
GOLF & BAY PROPERTIES LLC
SOLD
NOV 14, 2025
$520,000
3 Beds
2 Baths
2,133 sqft
708 Anna Hope Ln,
Osprey, FL 34229
PINEYWOODS REALTY LLC
SOLD
NOV 14, 2025
$650,000
3 Beds
2 Baths
2,171 sqft
866 Placid Lake Dr,
Osprey, FL 34229
KELLER WILLIAMS ON THE WATER S
SOLD
NOV 13, 2025
$358,000
2 Beds
2 Baths
1,503 sqft
115 Green St,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
SOLD
NOV 12, 2025
$1,014,000
4 Beds
3 Baths
3,379 sqft
201 Eaglenook Way,
Osprey, FL 34229
WILLIAM RAVEIS REAL ESTATE
SOLD
NOV 7, 2025
$625,000
3 Beds
2.5 Baths
2,298 sqft
594 Pine Ranch East Rd,
Osprey, FL 34229
DALTON WADE INC
SOLD
NOV 7, 2025
$1,850,000
4 Beds
4 Baths
4,020 sqft
67 Sugar Mill Dr,
Osprey, FL 34229
MAPP REALTY & INVESTMENT CO
SOLD
NOV 7, 2025
$232,000
2 Beds
2 Baths
1,389 sqft
208 Villa Dr #208,
Osprey, FL 34229
SOLD
NOV 7, 2025
$1,325,000
4 Beds
3.5 Baths
3,464 sqft
402 Walls Way,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
NOV 6, 2025
$665,000
3 Beds
2 Baths
2,346 sqft
563 Pine Ranch East Rd,
Osprey, FL 34229
PREMIER SOTHEBYS INTL REALTY
SOLD
NOV 5, 2025
$2,300,000
4 Beds
3.5 Baths
3,857 sqft
264 Saratoga Ct,
Osprey, FL 34229
GENEROUS PROPERTY
SOLD
NOV 4, 2025
$43,000
Studio
570 Blackburn Point Rd #6,
Osprey, FL 34229
AZZURRO REALTY
SOLD
OCT 30, 2025
$2,315,000
4 Beds
5.5 Baths
8,635 sqft
112 Osprey Point Dr,
Osprey, FL 34229
KARA MONEY LLC
SOLD
OCT 29, 2025
$425,000
2 Beds
3 Baths
2,837 sqft
264 Woods Point Rd,
Osprey, FL 34229
KELLER WILLIAMS ON THE WATER S
SOLD
OCT 27, 2025
$1,750,000
4 Beds
4.5 Baths
3,857 sqft
627 N Macewen Dr,
Osprey, FL 34229
GENEROUS PROPERTY
SOLD
OCT 24, 2025
$1,200,000
4 Beds
3.5 Baths
3,479 sqft
1484 Seafarer Dr,
Osprey, FL 34229
EXP REALTY LLC
SOLD
OCT 24, 2025
$730,000
3 Beds
2 Baths
2,320 sqft
1728 S Creek Dr,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
SOLD
OCT 22, 2025
$210,000
Studio
480 Blackburn Point Rd #4,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
SOLD
OCT 16, 2025
$350,000
3 Beds
2 Baths
1,360 sqft
240 Patterson Ave,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
OCT 10, 2025
$625,000
4 Beds
3 Baths
2,298 sqft
644 Rivendell Blvd,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
SOLD
OCT 8, 2025
$700,000
4 Beds
3 Baths
2,589 sqft
826 Oak Briar Ln,
Osprey, FL 34229
PREFERRED SHORE LLC
SOLD
OCT 6, 2025
$200,000
3 Beds
2 Baths
1,284 sqft
444 Washington Ave,
Osprey, FL 34229
COLDWELL BANKER SARASOTA CENT.
SOLD
SEP 30, 2025
$1,275,000
3 Beds
2.5 Baths
3,241 sqft
364 Renoir Dr,
Osprey, FL 34229
RESULTS REALTY GROUP LLC
SOLD
SEP 30, 2025
$525,000
2 Beds
2 Baths
1,221 sqft
116 Villa Dr #116,
Osprey, FL 34229
PREFERRED SHORE LLC
SOLD
SEP 30, 2025
$410,000
3 Beds
2 Baths
1,541 sqft
321 Sorrento Dr,
Osprey, FL 34229
SOLD
SEP 26, 2025
$560,000
3 Beds
2.5 Baths
2,006 sqft
1201 Jessie Harbor Dr #1201,
Osprey, FL 34229
SOLD
SEP 23, 2025
$2,925,000
4 Beds
5.5 Baths
7,842 sqft
550 Dove Pointe,
Osprey, FL 34229
MICHAEL SAUNDERS & COMPANY
SOLD
SEP 22, 2025
$1,500,000
3 Beds
2.5 Baths
2,611 sqft
462 E Mac Ewen Dr,
Osprey, FL 34229
SOLD
SEP 19, 2025
$1,500,000
3 Beds
2.5 Baths
2,611 sqft
462 E Macewen Dr,
Osprey, FL 34229
COLDWELL BANKER REALTY
SOLD
SEP 18, 2025
$1,700,000
4 Beds
4 Baths
4,132 sqft
898 Mac Ewen Dr,
Osprey, FL 34229
COLDWELL BANKER REALTY

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Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511