62 results in search
42 photos
4 Dartmouth St Winchester MA 01890
$4,699,000
Beds: 5
Baths: 5.5
Sq Ft: 6,526
Days on Market: 8

Updated 6 Minutes Ago
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42 photos
9 Lakeview Terrace Winchester MA 01890
$3,750,000
Beds: 6
Baths: 3.5
Sq Ft: 4,484
Days on Market: 273

Updated 6 Minutes Ago
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42 photos
40 Foxcroft Rd Winchester MA 01890
$3,750,000
Beds: 6
Baths: 4.5
Sq Ft: 6,460
Days on Market: 1
Open: 3/14/26 12 PM - 2 PM,
3/15/26 12 PM - 2 PM

Updated 6 Minutes Ago
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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: 193
Open: 3/15/26 1:30 PM - 2:30 PM

Updated 6 Minutes Ago
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42 photos
37 Mayflower Road Winchester MA 01890
$3,537,000
Beds: 7
Baths: 7.5
Sq Ft: 8,540
Days on Market: 32

Updated 6 Minutes Ago
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42 photos
54 Johnson Rd Winchester MA 01890
$3,499,000
Beds: 5
Baths: 7.5
Sq Ft: 6,899
Days on Market: 37

Updated 6 Minutes Ago
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42 photos
10 Sheffield West Winchester MA 01890
$3,470,000
Beds: 5
Baths: 5
Sq Ft: 6,127
Days on Market: 44

Updated 6 Minutes Ago
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39 photos
15 Mayflower Rd Winchester MA 01890
$3,425,000
Beds: 7
Baths: 7.5
Sq Ft: 7,226
Days on Market: 37
Open: 3/14/26 12 PM - 1:30 PM

Updated 6 Minutes Ago
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10 photos
9 Albamont Road Winchester MA 01890
$3,400,000
Beds: 6
Baths: 5.5
Sq Ft: 6,100
Days on Market: 9

Updated 6 Minutes Ago
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31 photos
25 Myopia Road Winchester MA 01890
$3,390,000
Beds: 4
Baths: 3.5
Sq Ft: 4,847
Days on Market: 46
Open: 3/13/26 5 PM - 6:30 PM,
3/15/26 1 PM - 3 PM

Updated 6 Minutes Ago
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39 photos
27 Everett Ave Winchester MA 01890
$3,290,000
-$309,000
Beds: 6
Baths: 5.5
Sq Ft: 7,431
Days on Market: 57

Updated 6 Minutes Ago
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13 photos
39 Town Way Winchester MA 01890
$3,199,000
Beds: 6
Baths: 6
Sq Ft: 5,709
Days on Market: 154

Updated 6 Minutes Ago
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42 photos
45 Bacon Street Winchester MA 01890
$2,965,000
Beds: 7
Baths: 7
Sq Ft: 7,043
Days on Market: 16
Open: 3/14/26 11 AM - 12:30 PM

Updated 6 Minutes Ago
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42 photos
19 Town Way Winchester MA 01890
$2,899,000
Beds: 5
Baths: 5.5
Sq Ft: 5,257
Days on Market: 115

Updated 6 Minutes Ago
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16 photos
53 Winford Way Winchester MA 01890
$2,799,000
Beds: 5
Baths: 4
Sq Ft: 5,083
Days on Market: 11
Open: 3/14/26 12 PM - 1 PM,
3/15/26 12 PM - 1 PM

Updated 6 Minutes Ago
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26 photos
2 Priscilla Lane Winchester MA 01890
$2,699,000
Beds: 4
Baths: 3.5
Sq Ft: 4,255
Days on Market: 2

Updated 6 Minutes Ago
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42 photos
107 Cambridge Street Winchester MA 01890
$2,499,000
Beds: 6
Baths: 4.5
Sq Ft: 5,824
Days on Market: 277

Updated 6 Minutes Ago
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42 photos
10 Viking Rd Winchester MA 01890
$2,499,000
-$50,000
Beds: 4
Baths: 4
Sq Ft: 5,674
Days on Market: 63
Open: 3/15/26 11:30 AM - 1 PM

Updated 6 Minutes Ago
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37 photos
89 Wildwood St Winchester MA 01890
$2,299,000
Beds: 7
Baths: 5.5
Sq Ft: 4,929
Days on Market: 119

Updated 6 Minutes Ago
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34 photos
12 Yale St Winchester MA 01890
$2,299,000
Beds: 4
Baths: 2.5
Sq Ft: 3,283
Days on Market: 15

Updated 6 Minutes Ago
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40 photos
6 Ivy Cir Winchester MA 01890
$2,250,000
Beds: 6
Baths: 4
Sq Ft: 3,728
Days on Market: 157
Open: 3/14/26 12 PM - 1:30 PM

Updated 6 Minutes Ago
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42 photos
61 Grove Street Winchester MA 01890
$2,199,000
Beds: 5
Baths: 4.5
Sq Ft: 4,798
Days on Market: 50
Open: 3/15/26 1 PM - 3 PM

Updated 6 Minutes Ago
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42 photos
4 Leslie Road Winchester MA 01890
$1,999,900
Beds: 5
Baths: 3.5
Sq Ft: 2,860
Days on Market: 2
Open: 3/14/26 11 AM - 12:30 PM,
3/15/26 11 AM - 12:30 PM

Updated 6 Minutes Ago
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34 photos
10 Hawthorne Rd Winchester MA 01890
$1,998,000
Beds: 5
Baths: 4.5
Sq Ft: 3,191
Days on Market: 38

Updated 6 Minutes Ago
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35 photos
237 Swanton Street Winchester MA 01890
$1,995,000
Beds: 5
Baths: 4
Sq Ft: 4,334
Days on Market: 99
Open: 3/15/26 11:30 AM - 1 PM

Updated 6 Minutes Ago
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40 photos
1 Town Way Winchester MA 01890
$1,899,000
Beds: 3
Baths: 3.5
Sq Ft: 3,010
Days on Market: 65
Open: 3/15/26 12 PM - 1:30 PM

Updated 6 Minutes Ago
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40 photos
35 Hollywood Rd Winchester MA 01890
$1,888,000
Beds: 4
Baths: 4.5
Sq Ft: 3,906
Days on Market: 2
Open: 3/13/26 5 PM - 6:30 PM,
3/14/26 1:30 PM - 3 PM,
3/15/26 1:30 PM - 3 PM

Updated 6 Minutes Ago
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40 photos
20 Grove Pl Winchester MA 01890
$1,869,000
Beds: 5
Baths: 3.5
Sq Ft: 3,294
Days on Market: 116

Updated 6 Minutes Ago
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42 photos
114 Johnson Rd Winchester MA 01890
$1,795,000
Beds: 3
Baths: 3
Sq Ft: 3,182
Days on Market: 22

Updated 6 Minutes Ago
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42 photos
263 Highland Ave Winchester MA 01890
$1,599,000
Beds: 4
Baths: 3
Sq Ft: 3,343
Days on Market: 93

Updated 6 Minutes Ago
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