45 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
$3,379,000
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
$3,200,000
6
Beds
5/1
Baths
6,100
Sqft
9 Albamont Road
Winchester, MA 01890
Year Built:
2026
HOA:
None
$3,199,000
5
Beds
4/1
Baths
5,406
Sqft
10 Rangeley Road
Winchester, MA 01890
Year Built:
1911
HOA:
None
$3,149,000
5
Beds
5/1
Baths
6,500
Sqft
8 Priscilla Ln
Winchester, MA 01890
Year Built:
2025
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
$2,529,000
5
Beds
3/1
Baths
5,230
Sqft
78 Bacon Street
Winchester, MA 01890
Year Built:
1910
HOA:
None
$2,450,000
4
Beds
3/1
Baths
4,403
Sqft
50 Brooks Street
Winchester, MA 01890
Year Built:
1988
HOA:
None
$2,399,000
5
Beds
4
Baths
5,083
Sqft
53 Winford Way
Winchester, MA 01890
Year Built:
2025
HOA:
None
$2,380,000
4
Beds
4/1
Baths
3,881
Sqft
14 Hillside Ave
Winchester, MA 01890
Year Built:
1870
HOA:
None
$2,295,000
5
Beds
3/1
Baths
4,591
Sqft
21 Willowdale Road
Winchester, MA 01890
Year Built:
2019
HOA:
None
$2,199,000
4
Beds
3/1
Baths
3,210
Sqft
26 N Gateway
Winchester, MA 01890
Year Built:
1959
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
$1,999,900
4
Beds
3/1
Baths
3,286
Sqft
15 Fieldstone Dr
Winchester, MA 01890
Year Built:
1989
HOA:
None
$1,899,000
4
Beds
2/1
Baths
3,091
Sqft
9 Brookside Place
Winchester, MA 01890
Year Built:
1920
HOA:
None
$1,850,000
5
Beds
2/2
Baths
3,315
Sqft
8 Hawthorne Road
Winchester, MA 01890
Year Built:
1959
HOA:
None
$1,799,000
4
Beds
3
Baths
3,366
Sqft
94 Johnson Road
Winchester, MA 01890
Year Built:
1971
HOA:
None
$1,799,000
3
Beds
3/1
Baths
3,010
Sqft
1 Town Way
Winchester, MA 01890
Year Built:
2026
HOA:
None
$1,725,000
5
Beds
3/1
Baths
3,722
Sqft
117 Highland Ave
Winchester, MA 01890
Year Built:
1953
HOA:
None
$1,350,000
4
Beds
3
Baths
2,690
Sqft
423 Washington St
Winchester, MA 01890
Year Built:
1850
HOA:
None
$1,330,000
3
Beds
3
Baths
2,145
Sqft
7 Wainwright Road #47
Winchester, MA 01890
Year Built:
1987
HOA:
None
$1,225,000
3
Beds
1/2
Bath
1,736
Sqft
38 Robinhood Rd
Winchester, MA 01890
Year Built:
1956
HOA:
None
$1,199,000
3
Beds
2/1
Baths
2,235
Sqft
53 Lake Street
Winchester, MA 01890
Year Built:
1864
HOA:
None
$1,199,000
3
Beds
3/1
Baths
2,420
Sqft
129 Washington St #129
Winchester, MA 01890
Year Built:
1890
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
4
Beds
2
Baths
2,085
Sqft
41 Cross St
Winchester, MA 01890
Year Built:
1860
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
$1,099,000
3
Beds
1/1
Bath
1,711
Sqft
150 Cambridge Street
Winchester, MA 01890
Year Built:
1940
HOA:
None
$999,900
4
Beds
2
Baths
1,719
Sqft
258 Cross Street
Winchester, MA 01890
Year Built:
1860
HOA:
None
$929,900
4
Beds
2
Baths
1,938
Sqft
380 Cross Street
Winchester, MA 01890
Year Built:
1939
HOA:
None
$900,000
4
Beds
2
Baths
2,083
Sqft
84 Oak Street
Winchester, MA 01890
Year Built:
1962
HOA:
None
$729,000
2
Beds
2/1
Baths
1,431
Sqft
171 Swanton St #7
Winchester, MA 01890
Year Built:
1984
HOA:
None
$699,900
3
Beds
2/2
Baths
1,380
Sqft
23 Shepard Ct #U23
Winchester, MA 01890
Year Built:
1890
HOA:
None
$699,000
3
Beds
2/2
Baths
1,380
Sqft
23 Shepard Ct #U23
Winchester, MA 01890
Year Built:
1890
HOA:
None
$499,999
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
$374,900
1
Bed
1
Bath
606
Sqft
200 Swanton St #412
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 - 45 of 45 Results
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