Winchester Real Estate
Most Popular
151 York Street
$344,900
Most Expensive
151 York Street
$344,900
Least Expensive
151 York Street
$344900
Winchester Listings Summary
Winchester - Town vs. County Stats
Avg Price in Winchester: $344,900 / County Avg $501,600
69%
Avg Taxes in Winchester: $1,500 / County Avg $2,300
66%
Avg Sq. Ft. in Winchester: 1,604 / County Avg 2,233
72%
Avg Price per/sqft in Winchester:$215 / County Avg $225
96%
Avg Year Built in Winchester: 2007 / County Avg 1978
101%
Avg Days on Website in Winchester: 25 / County Avg 105
24%
Winchester Real Estate Market Health
New Listings
Reductions
Foreclosures
Short Sales
The data relating to real estate on this web site comes in part from the Internet Data Exchange program of Hive MLS LLC, and is updated as of September 21, 2026 4:43 AM UTC All information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither listing broker(s) nor Holland Shepard Group shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from
