55 results in search
42 photos
4 Dartmouth St Winchester MA 01890
$4,449,000
-$250,000
Beds: 5
Baths: 5.5
Sq Ft: 6,526
Days on Market: 62

Updated 6 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: 48

Updated 6 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: 55

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: 247

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: 63

Updated 6 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: 28

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: 100

Updated 6 Minutes Ago
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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: 20

Updated 6 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: 27

Updated 6 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: 111

Updated 6 Minutes Ago
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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: 0
Open: 5/9/26 12 PM - 2 PM,
5/10/26 12 PM - 2 PM

Updated 6 Minutes Ago
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42 photos
10 Rangeley Road Winchester MA 01890
$3,099,000
Beds: 5
Baths: 4.5
Sq Ft: 5,406
Days on Market: 5

Updated 6 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: 30

Updated 6 Minutes Ago
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35 photos
115 Church St Winchester MA 01890
$2,975,000
Beds: 7
Baths: 5
Sq Ft: 5,888
Days on Market: 2
Open: 5/7/26 5 PM - 6:30 PM,
5/9/26 11:30 AM - 1 PM

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: 65

Updated 6 Minutes Ago
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36 photos
14 Nassau Drive Winchester MA 01890
$2,799,000
-$51,000
Beds: 6
Baths: 6
Sq Ft: 6,968
Days on Market: 22
Open: 5/9/26 12:30 PM - 2 PM,
5/10/26 12:30 PM - 2 PM

Updated 6 Minutes Ago
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39 photos
15 Yale St Winchester MA 01890
$2,750,000
Beds: 7
Baths: 3.5
Sq Ft: 3,676
Days on Market: 6

Updated 6 Minutes Ago
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32 photos
2 Edgewater Place Winchester MA 01890
$2,700,000
-$100,000
Beds: 4
Baths: 4.5
Sq Ft: 3,945
Days on Market: 27
Open: 5/7/26 12 PM - 1 PM,
5/9/26 12:30 PM - 1:30 PM

Updated 6 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: 13

Updated 6 Minutes Ago
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42 photos
50 Brooks Street Winchester MA 01890
$2,595,000
Beds: 4
Baths: 3.5
Sq Ft: 4,403
Days on Market: 6

Updated 6 Minutes Ago
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38 photos
15 York Road Winchester MA 01890
$2,500,000
Beds: 5
Baths: 3.5
Sq Ft: 4,500
Days on Market: 6

Updated 6 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: 30

Updated 6 Minutes Ago
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42 photos
216 Highland Avenue Winchester MA 01890
$2,299,000
Beds: 5
Baths: 3.5
Sq Ft: 4,822
Days on Market: 5

Updated 6 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: 12

Updated 6 Minutes Ago
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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: 6

Updated 6 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: 119

Updated 6 Minutes Ago
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42 photos
94 Johnson Road Winchester MA 01890
$1,849,999
-$50,000
Beds: 4
Baths: 3
Sq Ft: 3,512
Days on Market: 28
Open: 5/7/26 5 PM - 6:30 PM,
5/9/26 12 PM - 1:30 PM,
5/10/26 1:30 PM - 3 PM

Updated 6 Minutes Ago
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41 photos
12 Cox Rd Winchester MA 01890
$1,799,000
Beds: 4
Baths: 2.5
Sq Ft: 2,818
Days on Market: 4
Open: 5/7/26 5 AM - 12:10 PM,
5/9/26 12 PM - 2 PM,
5/10/26 1:30 PM - 3 PM

Updated 6 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: 7

Updated 6 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: 14

Updated 6 Minutes Ago
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