51 Homes for Sale in Winchester
$3,989,000
6
Beds
6/1
Baths
8,463
Sqft
26 Swan Road
Winchester, MA 01890
Year Built:
2006
HOA:
None
$3,898,000
6
Beds
7
Baths
8,866
Sqft
20 Amberwood Dr
Winchester, MA 01890
Year Built:
2024
HOA:
None
$3,799,900
7
Beds
7/1
Baths
7,429
Sqft
11 Viking Rd
Winchester, MA 01890
Year Built:
2025
HOA:
None
$3,699,000
7
Beds
7/1
Baths
7,982
Sqft
54 Johnson Road
Winchester, MA 01890
Year Built:
2024
HOA:
None
$3,599,000
6
Beds
5/1
Baths
7,431
Sqft
27 Everett Ave
Winchester, MA 01890
Year Built:
1905
HOA:
None
$3,499,000
5
Beds
4/1
Baths
5,250
Sqft
4 Norwood St
Winchester, MA 01890
Year Built:
1870
HOA:
None
$3,350,000
6
Beds
3/2
Baths
5,198
Sqft
21 Sheffield West
Winchester, MA 01890
Year Built:
1910
HOA:
None
$3,149,000
7
Beds
5/1
Baths
6,200
Sqft
10 Sheffield Road
Winchester, MA 01890
Year Built:
1916
HOA:
None
$2,999,000
5
Beds
4/2
Baths
5,354
Sqft
8 Chestnut St
Winchester, MA 01890
Year Built:
1850
HOA:
None
$2,950,000
6
Beds
5/2
Baths
6,968
Sqft
14 Nassau Drive
Winchester, MA 01890
Year Built:
2002
HOA:
None
$2,899,000
5
Beds
5/1
Baths
4,627
Sqft
11 Taft Dr
Winchester, MA 01890
Year Built:
2025
HOA:
None
$2,850,000
4
Beds
3
Baths
4,276
Sqft
8 Tanglewood Lane
Winchester, MA 01890
Year Built:
1985
HOA:
None
$2,699,000
4
Beds
4/1
Baths
5,501
Sqft
15 Churchill Road
Winchester, MA 01890
Year Built:
2024
HOA:
None
$2,695,000
4
Beds
4/1
Baths
5,233
Sqft
18 Middlesex St
Winchester, MA 01890
Year Built:
2004
HOA:
None
$2,599,000
7
Beds
5/1
Baths
4,829
Sqft
89 Wildwood St
Winchester, MA 01890
Year Built:
2025
HOA:
None
$2,499,000
6
Beds
3/1
Baths
4,212
Sqft
19 Yale St
Winchester, MA 01890
Year Built:
1880
HOA:
None
$2,499,000
6
Beds
3/1
Baths
4,667
Sqft
9 Prospect St
Winchester, MA 01890
Year Built:
1895
HOA:
None
$2,450,000
5
Beds
5
Baths
3,940
Sqft
17 Wagon Wheel Rd
Winchester, MA 01890
Year Built:
1983
HOA:
None
$2,449,000
4
Beds
3/1
Baths
4,959
Sqft
5 Azalea Rd
Winchester, MA 01890
Year Built:
1980
HOA:
None
$2,399,000
5
Beds
3/1
Baths
5,077
Sqft
276 High Street
Winchester, MA 01890
Year Built:
1992
HOA:
None
$2,199,900
4
Beds
3/1
Baths
3,039
Sqft
11 Chesterford Rd E
Winchester, MA 01890
Year Built:
1927
HOA:
None
$2,199,000
6
Beds
3/1
Baths
4,696
Sqft
5 Squire Rd
Winchester, MA 01890
Year Built:
2016
HOA:
None
$1,599,000
6
Beds
2/1
Baths
3,543
Sqft
189 Mystic Valley Pkwy
Winchester, MA 01890
Year Built:
1850
HOA:
None
$1,595,000
3
Beds
3/1
Baths
3,763
Sqft
7 Wainwright Rd #8
Winchester, MA 01890
Year Built:
1988
HOA:
None
$1,549,000
3
Beds
2/2
Baths
3,351
Sqft
34 Fells Road
Winchester, MA 01890
Year Built:
1946
HOA:
None
$1,299,000
3
Beds
1/1
Bath
1,520
Sqft
10 Allen Rd
Winchester, MA 01890
Year Built:
1929
HOA:
None
$1,295,000
4
Beds
1/1
Bath
2,202
Sqft
71 Woodside Rd
Winchester, MA 01890
Year Built:
1927
HOA:
None
$1,250,000
4
Beds
2
Baths
2,621
Sqft
61 Westland Avenue
Winchester, MA 01890
Year Built:
1952
HOA:
None
$1,149,000
4
Beds
2/1
Baths
2,300
Sqft
83 Canal
Winchester, MA 01890
Year Built:
2017
HOA:
None
$1,099,000
3
Beds
3/1
Baths
2,290
Sqft
160 Swanton Street #160
Winchester, MA 01890
Year Built:
2025
HOA:
None
$998,000
4
Beds
3
Baths
2,333
Sqft
48 Tremont Street
Winchester, MA 01890
Year Built:
1959
HOA:
None
$699,900
2
Beds
2
Baths
1,168
Sqft
7 Conant Rd #20
Winchester, MA 01890
Year Built:
2000
HOA:
None
$15,000/mo
5
Beds
4/1
Baths
5,820
Sqft
186 Ridge Street
Winchester, MA 01890
Year Built:
2020
HOA:
None
$11,000/mo
7
Beds
3/1
Baths
3,300
Sqft
34 Glen Road
Winchester, MA 01890
Year Built:
--
HOA:
None
$11,000/mo
6
Beds
4/1
Baths
6,500
Sqft
52 North Border Rd.
Winchester, MA 01890
Year Built:
2008
HOA:
None
$9,500/mo
6
Beds
4/1
Baths
3,118
Sqft
23 Jefferson Road
Winchester, MA 01890
Year Built:
1929
HOA:
None
$8,500/mo
5
Beds
3/1
Baths
3,500
Sqft
54 Spruce #1
Winchester, MA 01890
Year Built:
2004
HOA:
None
$8,000/mo
5
Beds
3/1
Baths
3,700
Sqft
271 Washington #1
Winchester, MA 01890
Year Built:
--
HOA:
None
$8,000/mo
3
Beds
2/1
Baths
2,900
Sqft
846 Main Street #4
Winchester, MA 01890
Year Built:
2020
HOA:
None
$7,000/mo
4
Beds
3/1
Baths
4,000
Sqft
40 Church #A
Winchester, MA 01890
Year Built:
2016
HOA:
None
$6,000/mo
4
Beds
3/1
Baths
2,500
Sqft
48 Spruce #48
Winchester, MA 01890
Year Built:
--
HOA:
None
$5,000/mo
3
Beds
1/1
Bath
2,364
Sqft
27 Ledyard Road #SF
Winchester, MA 01890
Year Built:
1940
HOA:
None
$4,500/mo
3
Beds
2/1
Baths
1,823
Sqft
171 Swanton Street #63
Winchester, MA 01890
Year Built:
1985
HOA:
None
$4,500/mo
3
Beds
1/1
Bath
1,657
Sqft
17 Russell Rd
Winchester, MA 01890
Year Built:
1905
HOA:
None
$4,200/mo
2
Beds
2
Baths
1,811
Sqft
8 Richardson Street #2
Winchester, MA 01890
Year Built:
2020
HOA:
None
$3,250/mo
2
Beds
1
Bath
1,057
Sqft
115 Washington Street #2B
Winchester, MA 01890
Year Built:
--
HOA:
None
$3,100/mo
2
Beds
1/1
Bath
1,210
Sqft
31 George Rd #31
Winchester, MA 01890
Year Built:
1962
HOA:
None
$3,050/mo
3
Beds
1/1
Bath
968
Sqft
19-21 George Road #21
Winchester, MA 01890
Year Built:
1963
HOA:
None
$2,500/mo
2
Beds
1
Bath
9,999
Sqft
10 Russell Rd #2
Winchester, MA 01890
Year Built:
--
HOA:
None
$2,500/mo
1
Bed
1/1
Bath
800
Sqft
253 Swanton Street #Rear
Winchester, MA 01890
Year Built:
--
HOA:
None
$2,200/mo
1
Bed
1
Bath
606
Sqft
200 Swanton St #428
Winchester, MA 01890
Year Built:
1966
HOA:
None
Showing 1 - 51 of 51 Results
Listing Saved!
Get alerts on new listings and listing updates that match below search criteria
Add to Collection
Organize and manage your saved listings by addint it to a collection
