107 results in search
42 photos
15 Vinson Circle Winchester MA 01890
$18,000,000
Beds: 6
Baths: 6.5
Sq Ft: 10,000
Days on Market: 20
Updated 13 Minutes Ago
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38 photos
4 Dartmouth Winchester MA 01890
$4,299,000
Beds: 5
Baths: 5.5
Sq Ft: 6,526
Days on Market: 41
Updated 13 Minutes Ago
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42 photos
724 Main St Winchester MA 01890
$4,000,000
Beds:
Baths:
Sq Ft: 7,010
Days on Market: 28
Updated 13 Minutes Ago
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40 photos
15 Foxcroft Rd Winchester MA 01890
$3,799,000
Beds: 8
Baths: 5
Sq Ft: 7,081
Days on Market: 0
Updated 13 Minutes Ago
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36 photos
11 Viking Road Winchester MA 01890
$3,600,000
Beds: 7
Baths: 7.5
Sq Ft: 7,429
Days on Market: 84
Updated 13 Minutes Ago
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42 photos
7 Hutchinson Road Winchester MA 01890
$3,450,000
Beds: 6
Baths: 4.5
Sq Ft: 5,735
Days on Market: 72
Updated 13 Minutes Ago
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28 photos
1 Plymouth Rd. Winchester MA 01890
$3,299,000
Beds: 7
Baths: 7.5
Sq Ft: 7,226
Days on Market: 20
Updated 13 Minutes Ago
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42 photos
9 Albamont Road Winchester MA 01890
$3,200,000
Beds: 6
Baths: 5.5
Sq Ft: 6,100
Days on Market: 231
Updated 13 Minutes Ago
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4 photos
18 Ridge St Winchester MA 01890
$3,200,000
Beds: 5
Baths: 5.5
Sq Ft: 5,295
Days on Market: 72
Updated 13 Minutes Ago
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41 photos
30 Willowdale Rd Winchester MA 01890
$3,200,000
Beds: 8
Baths: 6.5
Sq Ft: 5,750
Days on Market: 36
Updated 13 Minutes Ago
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42 photos
37 Mayflower Road Winchester MA 01890
$3,149,000
Beds: 7
Baths: 7.5
Sq Ft: 8,540
Days on Market: 43
Updated 13 Minutes Ago
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41 photos
18 Surrey Road Winchester MA 01890
$2,950,000
Beds: 6
Baths: 4
Sq Ft: 4,752
Days on Market: 2
Updated 13 Minutes Ago
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30 photos
14 Nassau Drive Winchester MA 01890
$2,750,000
-$49,000
Beds: 6
Baths: 6
Sq Ft: 6,968
Days on Market: 190
Updated 13 Minutes Ago
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42 photos
7 Lakeview Terrace Winchester MA 01890
$2,400,000
-$200,000
Beds: 6
Baths: 3
Sq Ft: 3,534
Days on Market: 35
Updated 13 Minutes Ago
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42 photos
54 Squire Road Winchester MA 01890
$2,399,000
Beds: 4
Baths: 4.5
Sq Ft: 4,450
Days on Market: 71
Updated 13 Minutes Ago
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39 photos
63 Wedgemere Avenue Winchester MA 01890
$2,399,000
Beds: 4
Baths: 3
Sq Ft: 3,550
Days on Market: 15
Updated 13 Minutes Ago
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37 photos
9 Plymouth Rd Winchester MA 01890
$2,250,000
Beds: 5
Baths: 3
Sq Ft: 4,071
Days on Market: 107
Updated 13 Minutes Ago
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40 photos
19 Hancock Street Winchester MA 01890
$2,199,000
Beds: 4
Baths: 3.5
Sq Ft: 3,570
Days on Market: 43
Open: 10/25/26 11:30 AM - 1 PM
Updated 13 Minutes Ago
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41 photos
276 High Street Winchester MA 01890
$2,195,000
Beds: 5
Baths: 3.5
Sq Ft: 5,006
Days on Market: 198
Updated 13 Minutes Ago
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36 photos
6 Ivy Circle Winchester MA 01890
$2,100,000
Beds: 6
Baths: 4
Sq Ft: 3,403
Days on Market: 174
Updated 13 Minutes Ago
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42 photos
21 Amberwood Dr Winchester MA 01890
$2,049,000
Beds: 5
Baths: 3.5
Sq Ft: 4,063
Days on Market: 14
Open: 10/24/26 11:30 AM - 1 PM,
10/25/26 10 AM - 12 PM
Updated 13 Minutes Ago
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42 photos
7 Wainwright Road #113 Winchester MA 01890
$1,999,000
Beds: 4
Baths: 3.5
Sq Ft: 3,640
Days on Market: 84
Updated 13 Minutes Ago
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42 photos
30 Surrey Rd Winchester MA 01890
$1,985,000
Beds: 4
Baths: 3.5
Sq Ft: 4,241
Days on Market: 7
Open: 10/25/26 1 PM - 2:30 PM
Updated 13 Minutes Ago
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38 photos
85 High St Winchester MA 01890
$1,899,000
Beds: 4
Baths: 2.5
Sq Ft: 3,757
Days on Market: 63
Updated 13 Minutes Ago
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40 photos
1 Overlook Way Winchester MA 01890
$1,750,000
-$100,000
Beds: 4
Baths: 2.5
Sq Ft: 3,604
Days on Market: 28
Updated 13 Minutes Ago
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41 photos
1 Town Way Winchester MA 01890
$1,749,000
Beds: 3
Baths: 3.5
Sq Ft: 3,010
Days on Market: 85
Open: 10/25/26 11:30 AM - 1 PM
Updated 13 Minutes Ago
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37 photos
17 Churchill Rd Winchester MA 01890
$1,749,000
Beds: 5
Baths: 3.5
Sq Ft: 3,508
Days on Market: 43
Updated 13 Minutes Ago
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42 photos
117 Highland Winchester MA 01890
$1,650,000
Beds: 5
Baths: 3.5
Sq Ft: 3,722
Days on Market: 42
Updated 13 Minutes Ago
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42 photos
4 Churchill Road Winchester MA 01890
$1,599,000
-$50,000
Beds: 4
Baths: 2
Sq Ft: 2,421
Days on Market: 44
Updated 13 Minutes Ago
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42 photos
50 Holland Street Winchester MA 01890
$1,549,000
Beds: 3
Baths: 2.5
Sq Ft: 2,640
Days on Market: 84
Updated 13 Minutes Ago
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