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Homes Recently Sold in Winchester, MA | Page 3

662 Homes
 
34 Robinhood Rd, Winchester, MA 01890
  • $1,450,000
  • 4Bd
  • 3Ba
  • 3,380 Sq Ft
SOLD 04/07/26
10 Edgehill Rd, Winchester, MA 01890
  • $2,200,000
  • 7Bd
  • 4Ba
  • 3,926 Sq Ft
SOLD 04/02/26
56 Yale St, Winchester, MA 01890
  • $2,830,000
  • 5Bd
  • 4Ba
  • 4,792 Sq Ft
SOLD 04/01/26
15 Edward Dr #15, Winchester, MA 01890
  • $1,055,000
  • 3Bd
  • 3Ba
  • 2,082 Sq Ft
SOLD 03/31/26
12 Wincrest Dr, Winchester, MA 01890
  • $1,810,000
  • 6Bd
  • 5Ba
  • 3,833 Sq Ft
SOLD 03/31/26
76 Woodside Rd, Winchester, MA 01890
  • $1,080,000
  • 4Bd
  • 2Ba
  • 1,552 Sq Ft
SOLD 03/31/26
171 Swanton St #21, Winchester, MA 01890
  • $770,000
  • 3Bd
  • 3Ba
  • 1,834 Sq Ft
SOLD
15 Wildwood St, Winchester, MA 01890
  • $2,100,000
  • 6Bd
  • 3Ba
  • 4,104 Sq Ft
SOLD
45 Bacon St, Winchester, MA 01890
  • $2,650,000
  • 7Bd
  • 8Ba
  • 7,043 Sq Ft
SOLD
20 Charles Rd #20, Winchester, MA 01890
  • $700,000
  • 3Bd
  • 2Ba
  • 1,317 Sq Ft
SOLD
35 Hollywood Rd, Winchester, MA 01890
  • $1,755,000
  • 4Bd
  • 5Ba
  • 3,906 Sq Ft
SOLD
38 Pickering St #A, Winchester, MA 01890
  • $1,082,000
  • 3Bd
  • 3Ba
  • 2,056 Sq Ft
SOLD
58 Jefferson Rd, Winchester, MA 01890
  • $1,850,000
  • 4Bd
  • 3Ba
  • 2,910 Sq Ft
SOLD
4 Leslie Rd, Winchester, MA 01890
  • $2,120,000
  • 5Bd
  • 4Ba
  • 2,860 Sq Ft
SOLD
61 Grove St, Winchester, MA 01890
  • $2,125,000
  • 5Bd
  • 5Ba
  • 4,798 Sq Ft
SOLD
28 Emerson Rd, Winchester, MA 01890
  • $1,475,000
  • 3Bd
  • 2Ba
  • 2,344 Sq Ft
SOLD
2 Priscilla Ln, Winchester, MA 01890
  • $2,649,000
  • 4Bd
  • 4Ba
  • 4,255 Sq Ft
SOLD
114 Johnson Rd, Winchester, MA 01890
  • $1,700,000
  • 3Bd
  • 3Ba
  • 3,182 Sq Ft
SOLD
200 Swanton St #T28, Winchester, MA 01890
  • $355,000
  • 1Bd
  • 1Ba
  • 634 Sq Ft
SOLD
40 Pickering St, Winchester, MA 01890
  • $1,330,000
  • 4Bd
  • 3Ba
  • 2,454 Sq Ft
SOLD
12 Yale St, Winchester, MA 01890
  • $2,300,000
  • 4Bd
  • 3Ba
  • 3,283 Sq Ft
SOLD
263 Highland Ave, Winchester, MA 01890
  • $1,574,500
  • 4Bd
  • 4Ba
  • 3,343 Sq Ft
SOLD
19 Town Way, Winchester, MA 01890
  • $2,750,000
  • 5Bd
  • 6Ba
  • 5,257 Sq Ft
SOLD
15 Englewood Rd, Winchester, MA 01890
  • $1,425,000
  • 4Bd
  • 3Ba
  • 1,903 Sq Ft
SOLD
17 Cranston Rd, Winchester, MA 01890
  • $1,560,000
  • 4Bd
  • 3Ba
  • 2,578 Sq Ft
SOLD
259 Washington St, Winchester, MA 01890
  • $1,530,000
  • 4Bd
  • 4Ba
  • 2,590 Sq Ft
SOLD
12 Thornberry Rd, Winchester, MA 01890
  • $1,240,000
  • 3Bd
  • 2Ba
  • 2,087 Sq Ft
SOLD
9 Charles Rd #9, Winchester, MA 01890
  • $681,888
  • 3Bd
  • 2Ba
  • 973 Sq Ft
SOLD
8-10 Russell Rd, Winchester, MA 01890
  • $960,000
  • 4Bd
  • 2Ba
  • 1,800 Sq Ft
SOLD
6 Marchant Rd, Winchester, MA 01890
  • $1,325,000
  • 3Bd
  • 3Ba
  • 2,153 Sq Ft
SOLD
320 Washington St, Winchester, MA 01890
  • $1,015,000
  • 3Bd
  • 2Ba
  • 1,749 Sq Ft
SOLD
2 Canterbury Rd, Winchester, MA 01890
  • $1,470,000
  • 3Bd
  • 3Ba
  • 2,370 Sq Ft
SOLD
10 Hawthorne Rd, Winchester, MA 01890
  • $2,100,000
  • 5Bd
  • 6Ba
  • 3,191 Sq Ft
SOLD
5 Squire Rd, Winchester, MA 01890
  • $1,875,000
  • 6Bd
  • 4Ba
  • 4,696 Sq Ft
SOLD
7 Wainwright Rd #15, Winchester, MA 01890
  • $1,427,000
  • 3Bd
  • 4Ba
  • 2,996 Sq Ft
SOLD
7 Conant Rd #33, Winchester, MA 01890
  • $680,000
  • 2Bd
  • 2Ba
  • 1,532 Sq Ft
SOLD
136 Sylvester Ave, Winchester, MA 01890
  • $1,156,000
  • 3Bd
  • 2Ba
  • 1,608 Sq Ft
SOLD
10 Sheffield W, Winchester, MA 01890
  • $3,470,000
  • 5Bd
  • 6Ba
  • 6,127 Sq Ft
SOLD
95 Irving St #95, Winchester, MA 01890
  • $1,350,000
  • 4Bd
  • 4Ba
  • 2,490 Sq Ft
SOLD
13 Nelson St #13, Winchester, MA 01890
  • $425,000
  • 3Bd
  • 3Ba
  • 1,783 Sq Ft
SOLD
49 Spruce St, Winchester, MA 01890
  • $815,000
  • 3Bd
  • 2Ba
  • 1,710 Sq Ft
SOLD
10 Trinity Rd, Winchester, MA 01890
  • $1,580,000
  • 3Bd
  • 3Ba
  • 2,112 Sq Ft
SOLD
36 Middlesex St #36, Winchester, MA 01890
  • $1,380,000
  • 4Bd
  • 4Ba
  • 2,259 Sq Ft
SOLD
353-355 Washington St, Winchester, MA 01890
  • $1,025,000
  • 6Bd
  • 2Ba
  • 2,605 Sq Ft
SOLD
89 Wildwood St, Winchester, MA 01890
  • $2,200,000
  • 7Bd
  • 6Ba
  • 4,929 Sq Ft
SOLD
26 Berkshire Dr, Winchester, MA 01890
  • $1,400,000
  • 3Bd
  • 3Ba
  • 2,316 Sq Ft
SOLD
171 Swanton St #73, Winchester, MA 01890
  • $722,500
  • 2Bd
  • 3Ba
  • 1,596 Sq Ft
SOLD
22 Oak St #22, Winchester, MA 01890
  • $452,500
  • 3Bd
  • 1Ba
  • 1,573 Sq Ft
SOLD
112 Wendell St, Winchester, MA 01890
  • $1,335,000
  • 4Bd
  • 3Ba
  • 2,854 Sq Ft
SOLD
35 Glen Grn, Winchester, MA 01890
  • $1,830,000
  • 4Bd
  • 2Ba
  • 3,509 Sq Ft
SOLD
101 - 150 of 662 Homes in Winchester, MA
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Winchester, MA real estate market trends

Statistics as of September 2026
$1.73M
Avg. list price
$581/Sqft
Avg. price/sqft
48
Homes for sale
3,010 Sqft
Avg. home size
46 Days
Avg. days on market
Movoto makes it easy to track market trends in Winchester, MA. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Winchester, MA?
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