60 results in search
41 photos
2 Everett Ave Winchester MA 01890
$4,174,000
Beds: 7
Baths: 4.5
Sq Ft: 7,043
Days on Market: 62
Updated 7 Minutes Ago
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42 photos
40 Foxcroft Road Winchester MA 01890
$3,799,000
Beds: 6
Baths: 4.5
Sq Ft: 6,367
Days on Market: 32
Open: 11/9/25 12:30 PM - 1:30 PM
Updated 7 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: 149
Updated 7 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: 69
Open: 11/9/25 12 PM - 2 PM
Updated 7 Minutes Ago
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39 photos
5 Stratford Road Winchester MA 01890
$3,599,000
Beds: 6
Baths: 4.5
Sq Ft: 5,876
Days on Market: 81
Updated 7 Minutes Ago
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42 photos
54 Johnson Road Winchester MA 01890
$3,499,000
Beds: 7
Baths: 7.5
Sq Ft: 7,982
Days on Market: 268
Updated 7 Minutes Ago
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42 photos
257 High Street Winchester MA 01890
$3,299,000
Beds: 5
Baths: 6
Sq Ft: 7,101
Days on Market: 66
Updated 7 Minutes Ago
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5 photos
8 Priscilla Ln Winchester MA 01890
$3,250,000
Beds: 5
Baths: 5.5
Sq Ft: 6,500
Days on Market: 20
Updated 7 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: 30
Updated 7 Minutes Ago
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42 photos
26 Swan Road Winchester MA 01890
$2,995,000
Beds: 6
Baths: 6.5
Sq Ft: 8,463
Days on Market: 117
Updated 7 Minutes Ago
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30 photos
14 Nassau Drive Winchester MA 01890
$2,850,000
Beds: 6
Baths: 6
Sq Ft: 6,968
Days on Market: 46
Updated 7 Minutes Ago
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41 photos
10 Sheffield Road Winchester MA 01890
$2,799,000
Beds: 7
Baths: 5.5
Sq Ft: 5,864
Days on Market: 160
Updated 7 Minutes Ago
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30 photos
53 Winford Way Winchester MA 01890
$2,799,000
Beds: 5
Baths: 4
Sq Ft: 5,083
Days on Market: 24
Updated 7 Minutes Ago
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38 photos
18 Middlesex St Winchester MA 01890
$2,795,000
Beds: 4
Baths: 4.5
Sq Ft: 5,233
Days on Market: 30
Updated 7 Minutes Ago
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40 photos
10 Viking Rd Winchester MA 01890
$2,785,000
Beds: 4
Baths: 4
Sq Ft: 5,674
Days on Market: 10
Updated 7 Minutes Ago
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39 photos
48 Salisbury Street Winchester MA 01890
$2,695,000
Beds: 5
Baths: 3.5
Sq Ft: 4,779
Days on Market: 81
Updated 7 Minutes Ago
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42 photos
382 S. Border Road Winchester MA 01890
$2,599,000
Beds: 6
Baths: 5.5
Sq Ft: 4,563
Days on Market: 30
Updated 7 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: 153
Updated 7 Minutes Ago
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40 photos
14 Grant Rd Winchester MA 01890
$2,349,000
Beds: 6
Baths: 4.5
Sq Ft: 4,200
Days on Market: 38
Updated 7 Minutes Ago
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38 photos
276 High Street Winchester MA 01890
$2,299,000
Beds: 5
Baths: 3.5
Sq Ft: 5,006
Days on Market: 118
Updated 7 Minutes Ago
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42 photos
19 Gershon Way Winchester MA 01890
$2,299,000
Beds: 3
Baths: 2.5
Sq Ft: 3,953
Days on Market: 2
Open: 11/9/25 12 PM - 1:30 PM
Updated 7 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: 33
Updated 7 Minutes Ago
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27 photos
61 Grove Street Winchester MA 01890
$2,239,000
Beds: 5
Baths: 4.5
Sq Ft: 4,798
Days on Market: 122
Updated 7 Minutes Ago
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42 photos
5 Bacon St Winchester MA 01890
$2,190,000
Beds: 6
Baths: 4
Sq Ft: 4,385
Days on Market: 101
Updated 7 Minutes Ago
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42 photos
5 Bacon St Winchester MA 01890
$2,190,000
Beds: 6
Baths: 4
Sq Ft: 4,385
Days on Market: 101
Updated 7 Minutes Ago
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35 photos
237 Swanton Street Winchester MA 01890
$2,149,000
Beds: 5
Baths: 4
Sq Ft: 4,334
Days on Market: 5
Open: 11/9/25 1 PM - 2:30 PM
Updated 7 Minutes Ago
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42 photos
8 Felsdale Close Winchester MA 01890
$2,075,000
Beds: 4
Baths: 2.5
Sq Ft: 3,658
Days on Market: 2
Open: 11/9/25 12 PM - 1:30 PM
Updated 7 Minutes Ago
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40 photos
5 Squire Rd Winchester MA 01890
$2,000,000
Beds: 6
Baths: 3.5
Sq Ft: 4,696
Days on Market: 214
Open: 11/9/25 11:30 AM - 12:30 PM
Updated 7 Minutes Ago
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42 photos
6 Samoset Rd Winchester MA 01890
$1,999,000
Beds: 4
Baths: 3.5
Sq Ft: 4,731
Days on Market: 88
Updated 7 Minutes Ago
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42 photos
5 Azalea Road Winchester MA 01890
$1,999,000
-$126,000
Beds: 5
Baths: 3.5
Sq Ft: 6,232
Days on Market: 30
Open: 11/9/25 12 PM - 1:30 PM
Updated 7 Minutes Ago
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