Winchester housing market,
at a glance.
108 active homes$302,400 median asking70 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
- 108
- 3 new in 7 days
- Median asking price
- $302,400
- $78,500–$2,750,000
- Median price per sq ft
- $174/sq ft
- 1,882 sq ft typical
- Median days listed
- 70 days
- typically built 1984
What stands out today
- 38%listed over 90 days41 of 108 active homes.
Inventory age
38% of active homes have been listed more than 90 days. This reflects today's active inventory, not a trend over time.
- Under 60 days
- 46%
- 50 homes
- 60–90 days
- 16%
- 17 homes
- Over 90 days
- 38%
- 41 homes
What has changed
- Homes for sale108down 8.5%over 7 days, since
- Median asking price$302,400up 2.5%over 7 days, since
- Median price per sq ft$174up 1.2%over 7 days, since
- Median days on market70up 12.9%over 7 days, since
Homes for sale in Winchester
24 of 105 homes · updated
| Address | Asking | Beds | Baths | Sq ft | Listed | Listed by |
|---|---|---|---|---|---|---|
| 214 Center Dr | $199,500 | 3 | 1 | 1,193 | The Brokerage | |
| 122 Sunset Hts | $265,000 | 3 | 2 | 1,715 | Re/Max Creative, Winchester | |
| 520 College St | $199,900 | 3 | 1 | 1,272 | Realty One Group Bluegrass | |
| 15 Maryland Ave | $220,000 | 3 | 1 | 1,140 | Bluegrass Properties Group | |
| 109 5th St | $265,000 | 5 | 3.5 | 1,714 | Guide Realty, Inc. | |
| 213 E Broadway St | $200,000 | 3 | 1 | 1,453 | GSP Homes | |
| 326 W Lexington Ave | $225,000 | 3 | 1 | 2,244 | Noel Auctioneers and Real Esta | |
| 14 Shelley Dr | $215,000 | 3 | 1 | 1,134 | Re/Max Creative, Winchester | |
| 600 College St | $220,000 | 3 | 2 | 1,737 | The Brokerage | |
| 102 Quail Ridge Rd | $239,000 | 3 | 2.5 | 1,856 | TOM GOEBEL & COMPANY |
| Address | Asking | Beds | Baths | Sq ft | Listed | Listed by |
|---|---|---|---|---|---|---|
| 410 W Lexington Ave | $299,900 | 5 | 4 | 4,456 | Bluegrass Home Group | |
| 47 Cherokee Ct | $289,900 | 3 | 2 | 1,254 | The Agency | |
| 444 Wellington Way | $314,900 | 4 | 2.5 | 1,963 | The Agency | |
| 107 S Burns Ave | $367,700 | 4 | 2 | 2,352 | Christie's International Real Estate Bluegrass | |
| 8 Monroe Ave | $299,900 | 3 | 2 | 1,444 | Woods Realty Group | |
| 335 Newcastle Ln | $304,900 | 3 | 2.5 | 1,904 | Freedom Realty & Property Mgt |
| Address | Asking | Beds | Baths | Sq ft | Listed | Listed by |
|---|---|---|---|---|---|---|
| 5039 Combs Ferry Rd | $2,299,000 | 5 | 4 | 8,389 | Bluegrass Sotheby's International Realty | |
| 9930 Mount Sterling Rd | $639,000 | 3 | 1 | 1,962 | Dream Maker Realty, Llc | |
| 330 Spencer Ln | $769,900 | 3 | 3 | 2,200 | Marshall Lane Real Estate - Lexington | |
| 42 Mockingbird Valley Rd | $439,000 | 3 | 2.5 | 2,961 | Realty One Group Bluegrass | |
| 2100 Irvine Rd #40391 | $1,125,000 | 3 | 3.5 | 3,672 | United Real Est Lexington KY | |
| 609 W Barlow Dr | $375,000 | 4 | 2 | 1,828 | Freedom Realty & Property Mgt | |
| 5825 Combs Ferry Rd | $5,495,000 | 3 | 3.5 | 5,800 | Bluegrass Sotheby's International Realty | |
| 1477 Sewell Shop Rd | $675,000 | 4 | 3.5 | 2,659 | Kentucky Residential Re, Llc |
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.
- ParisBourbon$295,000 median ask · 45 homes · 49 days
- Mount SterlingMontgomery$289,900 median ask · 81 homes · 37 days
- RichmondMadison$369,900 median ask · 293 homes · 46 days
- Clay CityPowell$199,900 median ask · 19 homes · 52 days
- LexingtonFayette$389,000 median ask · 820 homes · 41 days
- JeffersonvilleMontgomery$219,000 median ask · 15 homes · 69 days
Explore Winchester with EuKreate AI
Whether you are buying or selling, use local market context to understand your next move.
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.

