36 results in search
41 photos
4 Dartmouth St Winchester MA 01890
$4,449,000
Beds: 5
Baths: 5.5
Sq Ft: 6,526
Days on Market: 92

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36 photos
20 Amberwood Dr Winchester MA 01890
$3,600,000
Beds: 6
Baths: 7
Sq Ft: 8,866
Days on Market: 277

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38 photos
2 Atherton Rd Winchester MA 01890
$3,600,000
Beds: 6
Baths: 6.5
Sq Ft: 7,400
Days on Market: 22
Open: 6/6/26 12:30 PM - 1:30 PM,
6/7/26 12:30 PM - 1:30 PM

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41 photos
2 Everett Ave Winchester MA 01890
$3,475,000
Beds: 7
Baths: 4.5
Sq Ft: 7,043
Days on Market: 78

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40 photos
37 Mayflower Road Winchester MA 01890
$3,379,000
Beds: 7
Baths: 7.5
Sq Ft: 8,540
Days on Market: 50

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35 photos
8 Priscilla Ln Winchester MA 01890
$3,250,000
Beds: 5
Baths: 5.5
Sq Ft: 6,500
Days on Market: 30
Open: 6/7/26 12 PM - 1 PM

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40 photos
4 Lawrence St Winchester MA 01890
$3,099,000
Beds: 6
Baths: 8
Sq Ft: 7,168
Days on Market: 10

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42 photos
74 Wedgemere Avenue Winchester MA 01890
$2,950,000
Beds: 5
Baths: 4.5
Sq Ft: 5,202
Days on Market: 57

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36 photos
14 Nassau Drive Winchester MA 01890
$2,799,000
Beds: 6
Baths: 6
Sq Ft: 6,968
Days on Market: 52

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32 photos
18 Middlesex St Winchester MA 01890
$2,795,000
Beds: 4
Baths: 4.5
Sq Ft: 5,233
Days on Market: 23
Open: 6/6/26 11 AM - 12:30 PM

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35 photos
47 Yale Street Winchester MA 01890
$2,675,000
-$75,000
Beds: 6
Baths: 4
Sq Ft: 4,540
Days on Market: 24
Open: 6/6/26 12 PM - 1:30 PM

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12 photos
53 Winford Way Winchester MA 01890
$2,599,000
-$200,000
Beds: 5
Baths: 4
Sq Ft: 5,083
Days on Market: 9
Open: 6/6/26 2 PM - 3 PM,
6/7/26 12 PM - 1 PM,
6/8/26 5:30 PM - 6:30 PM

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42 photos
78 Bacon Street Winchester MA 01890
$2,599,000
Beds: 5
Baths: 3.5
Sq Ft: 5,230
Days on Market: 8
Open: 6/6/26 11 AM - 12:30 PM,
6/7/26 11 AM - 12:30 PM

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42 photos
50 Brooks Street Winchester MA 01890
$2,549,000
-$46,000
Beds: 4
Baths: 3.5
Sq Ft: 4,403
Days on Market: 36
Open: 6/6/26 1 PM - 2:30 PM

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42 photos
30 Rangeley Road Winchester MA 01890
$2,200,000
Beds: 5
Baths: 3.5
Sq Ft: 4,744
Days on Market: 8

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38 photos
276 High Street Winchester MA 01890
$2,195,000
Beds: 5
Baths: 3.5
Sq Ft: 5,006
Days on Market: 60

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41 photos
16 Glenwood Ave Winchester MA 01890
$2,099,000
-$101,000
Beds: 6
Baths: 4.5
Sq Ft: 6,900
Days on Market: 42
Open: 6/6/26 1 PM - 2:30 PM

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41 photos
16 Glenwood Ave Winchester MA 01890
$2,099,000
-$101,000
Beds: 6
Baths: 4.5
Sq Ft: 6,900
Days on Market: 42
Open: 6/6/26 1 PM - 2:30 PM

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36 photos
6 Ivy Circle Winchester MA 01890
$2,000,000
Beds: 6
Baths: 4
Sq Ft: 3,403
Days on Market: 36

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39 photos
22 Hollywood Rd Winchester MA 01890
$1,999,000
Beds: 5
Baths: 3
Sq Ft: 3,136
Days on Market: 4
Open: 6/5/26 5:30 PM - 6:30 PM,
6/6/26 11 AM - 12 PM,
6/7/26 11 AM - 12 PM

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35 photos
105 Thornberry Rd Winchester MA 01890
$1,899,000
Beds: 5
Baths: 2.5
Sq Ft: 3,278
Days on Market: 10

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40 photos
1 Town Way Winchester MA 01890
$1,799,000
Beds: 3
Baths: 3.5
Sq Ft: 3,010
Days on Market: 149
Open: 6/7/26 11:30 AM - 1 PM

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40 photos
94 Johnson Road Winchester MA 01890
$1,799,000
Beds: 4
Baths: 3
Sq Ft: 3,366
Days on Market: 9
Open: 6/6/26 1 PM - 2:30 PM

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42 photos
24 Hinds Road Winchester MA 01890
$1,799,000
Beds: 4
Baths: 3
Sq Ft: 2,814
Days on Market: 2
Open: 6/5/26 11 AM - 12 PM,
6/6/26 11 AM - 12:30 PM,
6/7/26 11 AM - 12:30 PM

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39 photos
7-9 Ridge St Winchester MA 01890
$1,550,000
Beds: 5
Baths: 4
Sq Ft: 3,360
Days on Market: 4
Open: 6/6/26 11:30 AM - 1 PM,
6/7/26 12 PM - 2 PM

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39 photos
10 Bonad Road Winchester MA 01890
$1,499,000
Beds: 4
Baths: 2.5
Sq Ft: 2,233
Days on Market: 1
Open: 6/5/26 11 AM - 12 PM,
6/5/26 4:30 PM - 6 PM,
6/6/26 11 AM - 12:30 PM

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41 photos
7 Sherman Place Winchester MA 01890
$1,495,000
Beds: 4
Baths: 2.5
Sq Ft: 2,605
Days on Market: 29
Open: 6/14/26 11 AM - 12 PM

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42 photos
303 Washington Street Winchester MA 01890
$1,375,000
Beds: 6
Baths: 2
Sq Ft: 5,047
Days on Market: 8
Open: 6/6/26 1 PM - 2:30 PM

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41 photos
15 Thornberry Rd Winchester MA 01890
$1,350,000
Beds: 4
Baths: 3
Sq Ft: 4,062
Days on Market: 2
Open: 6/5/26 11:30 AM - 12:30 PM,
6/6/26 11 AM - 12:30 PM,
6/7/26 12 PM - 1:30 PM

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26 photos
465 Washington St Winchester MA 01890
$1,300,000
Beds: 4
Baths: 2.5
Sq Ft: 2,666
Days on Market: 24

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