43 Homes for Sale in Winchester
$4,449,000
5
Beds
5/1
Baths
6,526
Sqft
4 Dartmouth St
Winchester, MA 01890
Year Built:
1935
HOA:
None
$3,799,000
6
Beds
7/1
Baths
6,000
Sqft
29 Ginn Rd
Winchester, MA 01890
Year Built:
2026
HOA:
None
$3,600,000
6
Beds
6/1
Baths
7,400
Sqft
2 Atherton Rd
Winchester, MA 01890
Year Built:
2025
HOA:
None
$3,600,000
6
Beds
7
Baths
8,866
Sqft
20 Amberwood Dr
Winchester, MA 01890
Year Built:
2024
HOA:
None
$3,475,000
7
Beds
3/3
Baths
7,043
Sqft
2 Everett Ave
Winchester, MA 01890
Year Built:
1916
HOA:
None
$3,379,000
7
Beds
7/1
Baths
8,540
Sqft
37 Mayflower Road
Winchester, MA 01890
Year Built:
2009
HOA:
None
$3,299,000
7
Beds
7/1
Baths
7,226
Sqft
1 Plymouth Rd
Winchester, MA 01890
Year Built:
2025
HOA:
None
$3,250,000
5
Beds
5/1
Baths
6,500
Sqft
8 Priscilla Ln
Winchester, MA 01890
Year Built:
2025
HOA:
None
$3,200,000
6
Beds
5/1
Baths
6,100
Sqft
9 Albamont Road
Winchester, MA 01890
Year Built:
2026
HOA:
None
$2,799,000
6
Beds
5/2
Baths
6,968
Sqft
14 Nassau Drive
Winchester, MA 01890
Year Built:
2002
HOA:
None
$2,795,000
4
Beds
4/1
Baths
5,233
Sqft
18 Middlesex St
Winchester, MA 01890
Year Built:
2004
HOA:
None
$2,599,000
5
Beds
4
Baths
5,083
Sqft
53 Winford Way
Winchester, MA 01890
Year Built:
2025
HOA:
None
$2,549,000
4
Beds
3/1
Baths
4,403
Sqft
50 Brooks Street
Winchester, MA 01890
Year Built:
1988
HOA:
None
$2,529,000
5
Beds
3/1
Baths
5,230
Sqft
78 Bacon Street
Winchester, MA 01890
Year Built:
1910
HOA:
None
$2,400,000
5
Beds
3/1
Baths
4,591
Sqft
21 Willowdale Road
Winchester, MA 01890
Year Built:
1960
HOA:
None
$2,399,000
5
Beds
4/1
Baths
5,881
Sqft
49 Sheridan Circle
Winchester, MA 01890
Year Built:
2014
HOA:
None
$2,199,000
5
Beds
3/1
Baths
3,474
Sqft
211 Forest St
Winchester, MA 01890
Year Built:
1890
HOA:
None
$2,195,000
5
Beds
3/1
Baths
5,006
Sqft
276 High Street
Winchester, MA 01890
Year Built:
1992
HOA:
None
$2,099,000
6
Beds
4/1
Baths
6,900
Sqft
16 & 16a Glenwood Ave
Winchester, MA 01890
Year Built:
1966
HOA:
None
$2,000,000
6
Beds
3/2
Baths
3,403
Sqft
6 Ivy Circle
Winchester, MA 01890
Year Built:
1966
HOA:
None
$1,899,000
4
Beds
2/1
Baths
3,091
Sqft
9 Brookside Place
Winchester, MA 01890
Year Built:
1920
HOA:
None
$1,885,000
5
Beds
2/2
Baths
3,315
Sqft
8 Hawthorne Rd
Winchester, MA 01890
Year Built:
1959
HOA:
None
$1,799,000
3
Beds
3/1
Baths
3,010
Sqft
1 Town Way
Winchester, MA 01890
Year Built:
2026
HOA:
None
$1,799,000
4
Beds
3
Baths
3,366
Sqft
94 Johnson Road
Winchester, MA 01890
Year Built:
1971
HOA:
None
$1,495,000
4
Beds
2/1
Baths
2,605
Sqft
7 Sherman Place
Winchester, MA 01890
Year Built:
2005
HOA:
None
$1,495,000
4
Beds
2/1
Baths
2,605
Sqft
7 Sherman Place #7
Winchester, MA 01890
Year Built:
2005
HOA:
None
$1,330,000
3
Beds
3
Baths
2,145
Sqft
7 Wainwright Road #47
Winchester, MA 01890
Year Built:
1987
HOA:
None
$1,260,000
3
Beds
3/1
Baths
2,420
Sqft
129 Washington St #129
Winchester, MA 01890
Year Built:
1890
HOA:
None
$1,225,000
3
Beds
2/1
Baths
2,235
Sqft
53 Lake Street
Winchester, MA 01890
Year Built:
1864
HOA:
None
$1,149,000
5
Beds
2/1
Baths
2,578
Sqft
7-9 Cleveland Rd
Winchester, MA 01890
Year Built:
1976
HOA:
None
$1,100,000
2
Beds
1/1
Bath
1,365
Sqft
83 Church Street #15
Winchester, MA 01890
Year Built:
1983
HOA:
None
$929,900
4
Beds
2
Baths
1,938
Sqft
380 Cross Street
Winchester, MA 01890
Year Built:
1939
HOA:
None
$805,000
2
Beds
1
Bath
1,208
Sqft
63 Dunster Lane
Winchester, MA 01890
Year Built:
1910
HOA:
None
$749,000
3
Beds
2/2
Baths
1,380
Sqft
23 Shepard Ct #U23
Winchester, MA 01890
Year Built:
1890
HOA:
None
$749,000
3
Beds
2/2
Baths
1,380
Sqft
23 Shepard Ct #U23
Winchester, MA 01890
Year Built:
1890
HOA:
None
$729,000
2
Beds
2/1
Baths
1,431
Sqft
171 Swanton St #7
Winchester, MA 01890
Year Built:
1984
HOA:
None
$659,000
3
Beds
1/1
Bath
1,331
Sqft
18 Bradford Road #18
Winchester, MA 01890
Year Built:
1963
HOA:
None
$505,000
2
Beds
1
Bath
822
Sqft
200 Swanton St #303
Winchester, MA 01890
Year Built:
1966
HOA:
None
$414,500
2
Beds
1
Bath
1,121
Sqft
22 Arthur St #22
Winchester, MA 01890
Year Built:
1897
HOA:
None
$400,000
2
Beds
1
Bath
810
Sqft
200 Swanton Street #T35
Winchester, MA 01890
Year Built:
1966
HOA:
None
$379,900
1
Bed
1
Bath
606
Sqft
200 Swanton St #318
Winchester, MA 01890
Year Built:
1966
HOA:
None
$375,000
1
Bed
1
Bath
606
Sqft
200 Swanton St #228
Winchester, MA 01890
Year Built:
1966
HOA:
None
$364,900
1
Bed
1
Bath
613
Sqft
200 Swanton St #717
Winchester, MA 01890
Year Built:
1966
HOA:
None
Showing 1 - 43 of 43 Results
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