Movoto Real Estate

Homes Under $2.2M Price For Sale in Winchester, MA

50 Homes
 
67-69 Hemingway St, Winchester, MA 01890
  • $1,450,000
  • 8Bd
  • 6Ba
  • 6,200 Sq Ft
New 6 Hours
16-18 Russell Rd, Winchester, MA 01890
  • $1,049,000
  • 4Bd
  • 2Ba
  • 2,226 Sq Ft
New 7 Hours
419-421 Washington St, Winchester, MA 01890
  • $1,299,000
  • 6Bd
  • 2Ba
  • 2,946 Sq Ft
New 3 Days
80 Nelson St, Winchester, MA 01890
  • $890,000
  • 2Bd
  • 1Ba
  • 1,489 Sq Ft
Open SUN 11-1
8 Stone Ave, Winchester, MA 01890
  • $1,125,000
  • 3Bd
  • 2Ba
  • 1,684 Sq Ft
6 Aricia Ln, Winchester, MA 01890
  • $1,399,000
  • 3Bd
  • 3Ba
  • 1,975 Sq Ft
Open SAT 12-1
30 Surrey Rd, Winchester, MA 01890
  • $1,985,000
  • 4Bd
  • 4Ba
  • 4,241 Sq Ft
Open SUN 1-2
15 Lloyd St, Winchester, MA 01890
  • $1,399,000
  • 5Bd
  • 2Ba
  • 2,071 Sq Ft
39 Forest St, Winchester, MA 01890
  • $1,299,000
  • 3Bd
  • 2Ba
  • 2,350 Sq Ft
21 Amberwood Dr, Winchester, MA 01890
  • $2,049,000
  • 5Bd
  • 4Ba
  • 4,063 Sq Ft
Open SAT 11-1
20 Arthur St #20, Winchester, MA 01890
  • $329,900
  • 2Bd
  • 1Ba
  • 1,084 Sq Ft
39 Henry St, Winchester, MA 01890
  • $850,000
  • 3Bd
  • 1Ba
  • 1,313 Sq Ft
Open SAT 1-2
25 Arlington St, Winchester, MA 01890
  • $1,529,000
  • 4Bd
  • 4Ba
  • 2,709 Sq Ft
1 Overlook Way, Winchester, MA 01890
  • $1,750,000
  • 4Bd
  • 3Ba
  • 3,604 Sq Ft
Open SAT 12-1
666 Main St #217, Winchester, MA 01890
  • $700,000
  • 2Bd
  • 2Ba
  • 1,240 Sq Ft
Open SAT 12-1
9 Priscilla Ln, Winchester, MA 01890
  • $1,325,000
  • 4Bd
  • 2Ba
  • 1,922 Sq Ft
Open SUN 1-2
200 Swanton St #727, Winchester, MA 01890
  • $399,000
  • 1Bd
  • 1Ba
  • 613 Sq Ft
Open SAT 10-11
200 Swanton St #303, Winchester, MA 01890
  • $495,000
  • 2Bd
  • 1Ba
  • 822 Sq Ft
7 Sherman Pl #7, Winchester, MA 01890
  • $1,495,000
  • 4Bd
  • 3Ba
  • 2,973 Sq Ft
258 Cross St, Winchester, MA 01890
  • $974,900
  • 3Bd
  • 3Ba
  • 1,719 Sq Ft
Open SAT 3-4
189 Washington St #2, Winchester, MA 01890
  • $765,000
  • 3Bd
  • 2Ba
  • 1,643 Sq Ft
$10K
117 Highland, Winchester, MA 01890
  • $1,650,000
  • 5Bd
  • 4Ba
  • 3,722 Sq Ft
465 Washington St #465, Winchester, MA 01890
  • $1,250,000
  • 4Bd
  • 3Ba
  • 2,666 Sq Ft
Open SAT 12-2
465 Washington St, Winchester, MA 01890
  • $1,250,000
  • 4Bd
  • 3Ba
  • 2,666 Sq Ft
Open SAT 12-2
19 Hancock St, Winchester, MA 01890
  • $2,199,000
  • 4Bd
  • 4Ba
  • 3,570 Sq Ft
Open SUN 11-1
17 Churchill Rd, Winchester, MA 01890
  • $1,749,000
  • 5Bd
  • 4Ba
  • 3,508 Sq Ft
Open SUN 12-1
60 Lake St #E, Winchester, MA 01890
  • $660,000
  • 2Bd
  • 2Ba
  • 1,190 Sq Ft
Open SUN 1-2
4 Churchill Rd, Winchester, MA 01890
  • $1,599,000
  • 4Bd
  • 2Ba
  • 2,421 Sq Ft
Open SAT 11-1
24 Richardson St, Winchester, MA 01890
  • $1,049,000
  • 4Bd
  • 3Ba
  • 2,411 Sq Ft
Open SAT 12-1
257 Cross St, Winchester, MA 01890
  • $1,050,000
  • 5Bd
  • 3Ba
  • 2,801 Sq Ft
17 Russell Rd, Winchester, MA 01890
  • $1,098,000
  • 3Bd
  • 2Ba
  • 1,657 Sq Ft
85 High St, Winchester, MA 01890
  • $1,899,000
  • 4Bd
  • 3Ba
  • 3,757 Sq Ft
Open SAT 12-1
110 Thornberry Rd, Winchester, MA 01890
  • $1,289,000
  • 3Bd
  • 3Ba
  • 2,459 Sq Ft
96 Loring Ave, Winchester, MA 01890
  • $919,999
  • 4Bd
  • 2Ba
  • 2,326 Sq Ft
$30K
50 Holland St, Winchester, MA 01890
  • $1,549,000
  • 3Bd
  • 3Ba
  • 2,640 Sq Ft
7 Wainwright Rd #113, Winchester, MA 01890
  • $1,999,000
  • 4Bd
  • 4Ba
  • 3,640 Sq Ft
1 Town Way, Winchester, MA 01890
  • $1,749,000
  • 3Bd
  • 4Ba
  • 3,010 Sq Ft
Open SUN 11-1
15 Clark St, Winchester, MA 01890
  • $799,000
  • 3Bd
  • 2Ba
  • 1,340 Sq Ft
$50K
15 Clark St #15, Winchester, MA 01890
  • $799,000
  • 3Bd
  • 2Ba
  • 1,340 Sq Ft
$50K
666 Main St #211, Winchester, MA 01890
  • $685,000
  • 2Bd
  • 2Ba
  • 1,170 Sq Ft
Open SAT 12-1
47 Water St, Winchester, MA 01890
  • $899,000
  • 3Bd
  • 2Ba
  • 1,356 Sq Ft
Open SAT 11-12
247 Washington St #11, Winchester, MA 01890
  • $600,000
  • 3Bd
  • 3Ba
  • 1,494 Sq Ft
$10K
50 Middlesex St #50, Winchester, MA 01890
  • $769,000
  • 2Bd
  • 2Ba
  • 1,036 Sq Ft
$5.9K
53 Lake St, Winchester, MA 01890
  • $1,025,000
  • 3Bd
  • 3Ba
  • 2,235 Sq Ft
Open SAT 11-12
63-65 Harvard St, Winchester, MA 01890
  • $1,110,000
  • 5Bd
  • 3Ba
  • 2,186 Sq Ft
$40K
6 Ivy Cir, Winchester, MA 01890
  • $2,100,000
  • 6Bd
  • 5Ba
  • 3,403 Sq Ft
Open SAT 11-12
200 Swanton St #717, Winchester, MA 01890
  • $349,900
  • 1Bd
  • 1Ba
  • 613 Sq Ft
$15K
83 Church St #15, Winchester, MA 01890
  • $950,000
  • 2Bd
  • 2Ba
  • 1,365 Sq Ft
Open SAT 11-12
200 Swanton St #T35, Winchester, MA 01890
  • $450,000
  • 2Bd
  • 1Ba
  • 810 Sq Ft
$50K
276 High St, Winchester, MA 01890
  • $2,195,000
  • 5Bd
  • 4Ba
  • 5,006 Sq Ft
$104K
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1 - 50 of 50 Homes for sale in Winchester, MA
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Winchester, MA real estate market trends

Statistics as of October 2026
$1.29M
Avg. list price
$564/Sqft
Avg. price/sqft
64
Homes for sale
2,421 Sqft
Avg. home size
40 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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Frequently Asked Questions about Winchester, MA

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