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Homes Recently Sold in
Winchester Highlands, Winchester
94 Homes
Price
$/Sqft
Bd
Ba
Sqft
Lot
Size
On Movoto
9 Governors Ave #2,
Winchester, MA 01890
$888,000
3
Bd
2
Ba
1,799
Sq Ft
SOLD
05/05/26
1 Orient St,
Winchester, MA 01890
$1,330,000
3
Bd
2
Ba
2,222
Sq Ft
SOLD
04/15/26
40 Englewood Rd,
Winchester, MA 01890
$1,218,000
4
Bd
2
Ba
1,841
Sq Ft
SOLD
04/14/26
2 Abby Rd,
Winchester, MA 01890
$2,575,000
4
Bd
5
Ba
5,614
Sq Ft
SOLD
04/07/26
15 Englewood Rd,
Winchester, MA 01890
$1,425,000
4
Bd
3
Ba
1,903
Sq Ft
SOLD
03/02/26
320 Washington St,
Winchester, MA 01890
$1,015,000
3
Bd
2
Ba
1,749
Sq Ft
SOLD
02/17/26
95 Irving St #95,
Winchester, MA 01890
$1,350,000
4
Bd
4
Ba
2,490
Sq Ft
SOLD
02/01/26
353-355 Washington St,
Winchester, MA 01890
$1,025,000
6
Bd
2
Ba
2,605
Sq Ft
SOLD
01/25/26
13 Mason Way #72,
Woburn, MA 01801
$1,170,000
3
Bd
3
Ba
2,143
Sq Ft
SOLD
01/13/26
17 Mason Way #74,
Woburn, MA 01801
$1,349,999
3
Bd
4
Ba
2,909
Sq Ft
SOLD
01/07/26
7 Appalachian Rd,
Winchester, MA 01890
$2,150,000
4
Bd
5
Ba
3,263
Sq Ft
SOLD
01/01/26
19 Mason Way #75,
Woburn, MA 01801
$1,339,995
3
Bd
4
Ba
2,909
Sq Ft
SOLD
12/18/25
19 Laurel Hill Ln,
Winchester, MA 01890
$2,400,000
5
Bd
5
Ba
3,700
Sq Ft
SOLD
571 Washington St,
Winchester, MA 01890
$900,000
3
Bd
1
Ba
1,425
Sq Ft
SOLD
10 Mason Way #061,
Woburn, MA 01801
$1,100,000
3
Bd
3
Ba
2,300
Sq Ft
SOLD
82 Hillcrest Pkwy,
Winchester, MA 01890
$1,558,200
3
Bd
3
Ba
1,882
Sq Ft
SOLD
50 Lincoln St,
Winchester, MA 01890
$1,150,000
4
Bd
2
Ba
2,004
Sq Ft
SOLD
102 Hillcrest Pkwy,
Winchester, MA 01890
$1,425,000
4
Bd
2
Ba
1,755
Sq Ft
SOLD
14 Grant Rd,
Winchester, MA 01890
$2,250,000
6
Bd
5
Ba
4,200
Sq Ft
SOLD
16 Park Ave #2,
Winchester, MA 01890
$999,999
3
Bd
2
Ba
1,756
Sq Ft
SOLD
415-417 Washington St,
Winchester, MA 01890
$1,200,000
5
Bd
2
Ba
2,610
Sq Ft
SOLD
60 Harvard,
Winchester, MA 01890
$899,000
4
Bd
3
Ba
1,860
Sq Ft
SOLD
35 Harvard St,
Winchester, MA 01890
$1,250,000
5
Bd
2
Ba
1,706
Sq Ft
SOLD
41 Englewood Rd,
Winchester, MA 01890
$1,038,500
3
Bd
2
Ba
1,683
Sq Ft
SOLD
16 Park Ave #1,
Winchester, MA 01890
$950,000
3
Bd
2
Ba
1,535
Sq Ft
SOLD
6 Abby Rd,
Winchester, MA 01890
$2,895,000
5
Bd
5
Ba
5,716
Sq Ft
SOLD
15 Mason Way #73,
Woburn, MA 01801
$1,199,999
3
Bd
4
Ba
1,921
Sq Ft
SOLD
5 Emerson Ct,
Winchester, MA 01890
$1,185,000
3
Bd
4
Ba
2,000
Sq Ft
SOLD
15 Governors Ave #1,
Winchester, MA 01890
$740,000
3
Bd
1
Ba
1,358
Sq Ft
SOLD
147 Highland Ave,
Winchester, MA 01890
$1,200,000
3
Bd
2
Ba
1,884
Sq Ft
SOLD
20 Grayson Rd,
Winchester, MA 01890
$1,945,000
5
Bd
5
Ba
3,825
Sq Ft
SOLD
162 Forest St,
Winchester, MA 01890
$1,280,000
4
Bd
2
Ba
1,900
Sq Ft
SOLD
6 Highland Ave,
Winchester, MA 01890
$1,465,000
4
Bd
3
Ba
2,506
Sq Ft
SOLD
540-542 Washington St,
Winchester, MA 01890
$1,120,000
4
Bd
2
Ba
2,060
Sq Ft
SOLD
8 Garfield Ave,
Winchester, MA 01890
$1,062,350
3
Bd
2
Ba
1,536
Sq Ft
SOLD
9 Emerson Ct,
Winchester, MA 01890
$790,001
3
Bd
2
Ba
1,441
Sq Ft
SOLD
518 Washington St,
Winchester, MA 01890
$1,160,000
4
Bd
3
Ba
2,302
Sq Ft
SOLD
15 Churchill Rd,
Winchester, MA 01890
$2,425,000
4
Bd
5
Ba
5,501
Sq Ft
SOLD
49 Lincoln St,
Winchester, MA 01890
$1,300,000
3
Bd
2
Ba
2,238
Sq Ft
SOLD
18 Brookside Ave,
Winchester, MA 01890
$1,207,500
3
Bd
2
Ba
1,573
Sq Ft
SOLD
8 Mason Way #62,
Woburn, MA 01801
$1,329,999
3
Bd
3
Ba
3,255
Sq Ft
SOLD
8 Ware Rd,
Winchester, MA 01890
$1,226,000
3
Bd
3
Ba
2,534
Sq Ft
SOLD
18 Englewood Rd,
Winchester, MA 01890
$1,750,000
5
Bd
3
Ba
2,597
Sq Ft
SOLD
34 Fells Rd,
Winchester, MA 01890
$1,350,000
3
Bd
4
Ba
3,351
Sq Ft
SOLD
44 Forest St,
Winchester, MA 01890
$1,187,000
3
Bd
2
Ba
1,906
Sq Ft
SOLD
80 Harvard St,
Winchester, MA 01890
$1,250,000
4
Bd
2
Ba
2,759
Sq Ft
SOLD
24 Eugene Dr,
Winchester, MA 01890
$1,558,000
3
Bd
4
Ba
2,792
Sq Ft
SOLD
74 Hillcrest Pkwy,
Winchester, MA 01890
$2,398,000
5
Bd
4
Ba
4,468
Sq Ft
SOLD
20 Goodwin Dr #3815,
Woburn, MA 01801
$1,034,999
3
Bd
3
Ba
2,300
Sq Ft
SOLD
36 Lebanon St,
Winchester, MA 01890
$1,200,000
3
Bd
2
Ba
2,060
Sq Ft
SOLD
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