46 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: 55
Updated 8 Minutes Ago
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41 photos
2 Everett Ave Winchester MA 01890
$3,747,000
Beds: 7
Baths: 4.5
Sq Ft: 7,043
Days on Market: 41
Updated 8 Minutes Ago
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42 photos
40 Foxcroft Rd Winchester MA 01890
$3,650,000
Beds: 6
Baths: 4.5
Sq Ft: 6,460
Days on Market: 48
Updated 8 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: 240
Updated 8 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: 84
Updated 8 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: 56
Updated 8 Minutes Ago
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35 photos
1 Plymouth Rd Winchester MA 01890
$3,399,000
Beds: 7
Baths: 7.5
Sq Ft: 7,226
Days on Market: 21
Open: 5/2/26 11:30 AM - 1 PM
Updated 8 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: 93
Updated 8 Minutes Ago
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39 photos
37 Mayflower Road Winchester MA 01890
$3,379,000
Beds: 7
Baths: 7.5
Sq Ft: 8,540
Days on Market: 13
Updated 8 Minutes Ago
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42 photos
74 Wedgemere Avenue Winchester MA 01890
$3,299,000
Beds: 5
Baths: 4.5
Sq Ft: 5,202
Days on Market: 20
Updated 8 Minutes Ago
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39 photos
27 Everett Ave Winchester MA 01890
$3,290,000
Beds: 6
Baths: 5.5
Sq Ft: 7,431
Days on Market: 104
Updated 8 Minutes Ago
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42 photos
10 Dartmouth Street Winchester MA 01890
$2,999,000
Beds: 5
Baths: 3
Sq Ft: 4,028
Days on Market: 23
Updated 8 Minutes Ago
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36 photos
14 Nassau Drive Winchester MA 01890
$2,850,000
Beds: 6
Baths: 6
Sq Ft: 6,968
Days on Market: 15
Updated 8 Minutes Ago
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32 photos
2 Edgewater Place Winchester MA 01890
$2,800,000
Beds: 4
Baths: 4.5
Sq Ft: 3,945
Days on Market: 20
Updated 8 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: 58
Open: 5/2/26 12 PM - 1 PM,
5/3/26 12 PM - 1 PM
Updated 8 Minutes Ago
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42 photos
21 Bellevue Avenue Winchester MA 01890
$2,699,000
Beds: 5
Baths: 4
Sq Ft: 5,950
Days on Market: 6
Updated 8 Minutes Ago
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42 photos
7 Cliff Street Winchester MA 01890
$2,490,000
Beds: 6
Baths: 3.5
Sq Ft: 4,573
Days on Market: 0
Open: 5/3/26 1 PM - 3 PM
Updated 8 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: 23
Updated 8 Minutes Ago
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41 photos
16 Glenwood Ave Winchester MA 01890
$2,200,000
Beds: 6
Baths: 4.5
Sq Ft: 6,900
Days on Market: 5
Updated 8 Minutes Ago
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37 photos
94 Johnson Road Winchester MA 01890
$1,899,999
Beds: 4
Baths: 3
Sq Ft: 3,512
Days on Market: 21
Open: 5/2/26 11:30 AM - 1 PM,
5/3/26 1:30 PM - 3 PM
Updated 8 Minutes Ago
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34 photos
2 Gershon Way Winchester MA 01890
$1,899,000
Beds: 3
Baths: 2.5
Sq Ft: 2,306
Days on Market: 22
Updated 8 Minutes Ago
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40 photos
1 Town Way Winchester MA 01890
$1,874,000
Beds: 3
Baths: 3.5
Sq Ft: 3,010
Days on Market: 112
Open: 5/2/26 1:30 PM - 3 PM,
5/3/26 11:30 AM - 1 PM
Updated 8 Minutes Ago
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32 photos
10 Graystone Cir #10 Winchester MA 01890
$1,800,000
Beds: 2
Baths: 3.5
Sq Ft: 3,874
Days on Market: 1
Updated 8 Minutes Ago
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42 photos
307 Cross Street Winchester MA 01890
$1,700,000
Beds: 5
Baths: 5
Sq Ft: 3,500
Days on Market: 0
Open: 5/1/26 11 AM - 12 PM,
5/2/26 11:30 AM - 1 PM,
5/3/26 12 PM - 1:30 PM
Updated 8 Minutes Ago
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40 photos
6 Oakland Circle Winchester MA 01890
$1,549,000
Beds: 4
Baths: 2.5
Sq Ft: 3,298
Days on Market: 7
Updated 8 Minutes Ago
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42 photos
71 Sargent Road Winchester MA 01890
$1,399,000
Beds: 3
Baths: 3.5
Sq Ft: 2,936
Days on Market: 0
Open: 5/1/26 11 AM - 12:30 PM,
5/2/26 11:30 AM - 1:30 PM,
5/3/26 11:30 AM - 1:30 PM
Updated 8 Minutes Ago
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37 photos
205 Washington St. Winchester MA 01890
$1,349,000
Beds: 3
Baths: 2
Sq Ft: 2,355
Days on Market: 6
Updated 8 Minutes Ago
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42 photos
87 Wendell Street Winchester MA 01890
$1,299,000
Beds: 4
Baths: 2
Sq Ft: 2,046
Days on Market: 16
Updated 8 Minutes Ago
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39 photos
12 Hancock St Winchester MA 01890
$1,299,000
Beds: 3
Baths: 1.5
Sq Ft: 2,030
Days on Market: 0
Open: 4/30/26 5 PM - 6:30 PM,
5/2/26 11 AM - 1 PM,
5/3/26 11 AM - 1 PM
Updated 8 Minutes Ago
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39 photos
15 East Street Winchester MA 01890
$1,199,000
Beds: 3
Baths: 1.5
Sq Ft: 1,973
Days on Market: 30
Updated 8 Minutes Ago
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