Winchester housing market,
at a glance.
9 active homes$389,900 median asking22 median days listed
As of . Active asking prices only, not sold prices and not an appraisal. Check official sources before acting.
These are the newest figures EuKreate has for Winchester, measured 7 days ago. Newer figures are not available yet.
Winchester market snapshot
As of
- Active homes
- 9
- 1 new in 7 days
- Median asking price
- $389,900
- $120,000–$3,995,000
- Median price per sq ft
- $228/sq ft
- 1,656 sq ft typical
- Median days listed
- 22 days
- typically built 1956
What stands out today
- 44%listed over 90 days4 of 9 active homes.
Inventory age
44% of active homes have been listed more than 90 days. This reflects today's active inventory, not a trend over time.
- Under 60 days
- 56%
- 5 homes
- 60–90 days
- 0%
- 0 homes
- Over 90 days
- 44%
- 4 homes
What has changed
- Homes for sale9over 7 days, since
- Median asking price$389,900down 9.3%over 7 days, since
- Median price per sq ft$228down 4.2%over 7 days, since
- Median days on market22down 79%over 7 days, since
Homes for sale in Winchester
9 of 9 homes · updated
| Address | Asking | Beds | Baths | Sq ft | Listed | Listed by |
|---|---|---|---|---|---|---|
| 44 Gunn Mountain Rd | $349,900 | 4 | 2 | 2,018 | Better Homes and Gardens Real Estate The Masiello Group | |
| 73 Ashuelot Main St | $310,000 | 3 | 1 | 1,548 | ACORN REAL ESTATE GROUP LLC | |
| 190 Ashuelot St | $120,000 | 3 | 1 | 1,457 | Better Homes and Gardens Real Estate The Masiello Group |
| Address | Asking | Beds | Baths | Sq ft | Listed | Listed by |
|---|---|---|---|---|---|---|
| 156 Forest Lake Rd | $377,000 | 4 | 1 | 1,731 | Better Homes and Gardens Real Estate The Masiello Group | |
| 35 Old Spofford Rd | $389,900 | 2 | 1.5 | 1,656 | Stone Haven Real Estate |
| Address | Asking | Beds | Baths | Sq ft | Listed | Listed by |
|---|---|---|---|---|---|---|
| 366 Keene Rd | $435,000 | 3 | 2 | 2,016 | R.H. Thackston & Company | |
| 71 Headlands Rd | $445,000 | 3 | 2 | 1,066 | Hks Associates, Inc. | |
| 166 Keene Rd | $429,900 | 3 | 1.5 | 1,808 | Better Homes and Gardens Real Estate The Masiello Group | |
| 398 Scofield Mountain Rd | $3,995,000 | 4 | 5.5 | 5,120 | Coldwell Banker Realty |
Newest first, never ranked. Active asking prices only, not sold prices and not an appraisal. Check official sources before acting.
Markets near Winchester
Nearest first, by straight-line distance; not a view of where to buy.
- HinsdaleCheshire$365,000 median ask · 9 homes · 30 days
- SwanzeyCheshire$390,000 median ask · 13 homes · 45 days
- ChesterfieldCheshire$694,450 median ask · 10 homes · 30 days
- KeeneCheshire$375,000 median ask · 39 homes · 21 days
- FitzwilliamCheshire$595,000 median ask · 11 homes · 24 days
- JaffreyCheshire$737,000 median ask · 24 homes · 112 days
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Active asking prices only, not sold prices and not an appraisal. Check official sources before acting. About this data
- Active asking prices only, not sold prices and not an appraisal. Check official sources before acting.
- Coverage is the areas EuKreate tracks, so this is not the whole market.
- How many homes went off the market is not shown: we have not been watching this area long enough for that number to mean anything.
- Whether a home is under contract is not in the data we receive, so no pending count is shown.

