Winchester housing market,
at a glance.
61 active homes$1,325,000 median asking33 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 6 days ago. Newer figures are not available yet.
Winchester market snapshot
As of
- Active homes
- 61
- Median asking price
- $1,325,000
- $319,000–$18,000,000
- Median price per sq ft
- $557/sq ft
- 2,666 sq ft typical
- Median days listed
- 33 days
- typically built 1966
What stands out today
- 21%listed over 90 days13 of 61 active homes.
Inventory age
21% of active homes have been listed more than 90 days. This reflects today's active inventory, not a trend over time.
- Under 60 days
- 64%
- 39 homes
- 60–90 days
- 15%
- 9 homes
- Over 90 days
- 21%
- 13 homes
What has changed
- Homes for sale61over 7 days, since
- Median asking price$1,325,000up 1.9%over 7 days, since
- Median price per sq ft$557down 1.8%over 7 days, since
- Median days on market33down 17.5%over 7 days, since
Homes for sale in Winchester
24 of 64 homes · updated
| Address | Asking | Beds | Baths | Sq ft | Listed | Listed by |
|---|---|---|---|---|---|---|
| 20 Arthur St #20 | $329,900 | 2 | 1 | 1,084 | LAER Realty Partners | |
| 39 Henry St | $899,000 | 3 | 1 | 1,313 | Coldwell Banker Realty - Belmont | |
| 4 Stone Ave | $1,195,000 | 3 | 1.5 | 2,239 | The Synergy Group | |
| 666 Main St #217 | $700,000 | 2 | 2 | 1,240 | Berkshire Hathaway Homeservices Commonwealth Real Estate | |
| 200 Swanton St #T14 | $319,000 | 1 | 1 | 602 | The Synergy Group | |
| 200 Swanton St #727 | $399,000 | 1 | 1 | 613 | Shore Real Estate LLC | |
| 6 Reservoir St | $1,080,000 | 3 | 1 | 1,382 | Hmw Real Estate, Llc | |
| 200 Swanton St #303 | $495,000 | 2 | 1 | 822 | Redfin Corp. | |
| 258 Cross St | $974,900 | 3 | 2.5 | 1,719 | Fiv Realty Co |
| Address | Asking | Beds | Baths | Sq ft | Listed | Listed by |
|---|---|---|---|---|---|---|
| 6 Aricia Ln | $1,399,000 | 3 | 2.5 | 1,975 | Gibson Sotheby's International Realty | |
| 30 Surrey Rd | $1,985,000 | 4 | 3.5 | 4,241 | Barrett Sotheby's International Realty | |
| 39 Forest St | $1,299,000 | 3 | 2 | 2,350 | Berkshire Hathaway Homeservices Commonwealth Real Estate | |
| 15 Lloyd St | $1,399,000 | 5 | 1.5 | 2,071 | Compass | |
| 25 Arlington St | $1,529,000 | 4 | 3.5 | 2,709 | Coldwell Banker Realty - Lexington | |
| 1 Overlook Way | $1,750,000 | 4 | 2.5 | 3,604 | Better Homes and Gardens Real Estate The Shanahan Group | |
| 9 Priscilla Ln | $1,325,000 | 4 | 2 | 1,922 | COMPASS | |
| 7 Sherman Pl #7 | $1,495,000 | 4 | 2.5 | 2,973 | Engel & Volkers Boston |
| Address | Asking | Beds | Baths | Sq ft | Listed | Listed by |
|---|---|---|---|---|---|---|
| 42 Everett Ave | $2,199,000 | 6 | 4 | 4,947 | Gibson Sotheby's International Realty | |
| 21 Amberwood Dr | $2,049,000 | 5 | 3.5 | 4,063 | Compass | |
| 63 Wedgemere Ave | $2,399,000 | 4 | 3 | 3,550 | Better Homes and Gardens Real Estate The Shanahan Group | |
| 15 Vinson Cir | $18,000,000 | 6 | 6.5 | 10,000 | The Marino Group Collection | |
| 1 Plymouth Rd | $3,299,000 | 7 | 7.5 | 7,226 | Gibson Sotheby's International Realty | |
| 7 Lakeview Ter | $2,600,000 | 6 | 3 | 3,534 | Berkshire Hathaway Homeservices Commonwealth Real Estate | |
| 30 Willowdale Rd | $3,200,000 | 8 | 6.5 | 5,750 | Gibson Sotheby's International 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.
- WoburnMiddlesex$780,950 median ask · 60 homes · 25 days
- ArlingtonMiddlesex$1,049,500 median ask · 68 homes · 25 days
- MedfordMiddlesex$799,000 median ask · 117 homes · 28 days
- StonehamMiddlesex$799,000 median ask · 27 homes · 37 days
- LexingtonMiddlesex$1,800,000 median ask · 97 homes · 54 days
- MelroseMiddlesex$775,000 median ask · 40 homes · 27 days
Explore Winchester with EuKreate AI
Whether you are buying or selling, use local market context to understand your next move.
Buying in WinchesterFind homes, compare ZIPs, and understand what different areas cost.Start home searchSelling in WinchesterResearch your home’s market, nearby activity, and estimated value range.Research my home
Search without an account; sign in only to save your research.
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.