View 2996 Irvine Road Winchester, KY MLS# 25017325
$199,900
Studio

Beds

0.0

Baths

2996 Irvine Road

Winchester, KY

Bluegrass
View 150 Cook Avenue Winchester, KY MLS# 25015192
$144,000
3

Beds

1.0

Baths

805

Sq.Ft.

150 Cook Avenue

Winchester, KY

Bluegrass
View 39 S Highland Street Winchester, KY MLS# 25015196
$102,000
2

Beds

1.0

Baths

552

Sq.Ft.

39 S Highland Street

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 1940 Athens Boonesboro Road Winchester, KY MLS# 25012636
$125,000
Studio

Beds

0.0

Baths

1940 Athens Boonesboro Road

Winchester, KY

Bluegrass
View 1045 Gay Evans Road Winchester, KY MLS# 25002803
$189,900
Studio

Beds

0.0

Baths

1045 Gay Evans Road

Winchester, KY

Bluegrass
View 507 Tech Drive Winchester, KY MLS# 24012397
$1,200
Studio

Beds

0.0

Baths

507 Tech Drive

Winchester, KY

Bluegrass
View 3385 Colby Road Winchester, KY MLS# 24004160
$150,000
Studio

Beds

0.0

Baths

3385 Colby Road

Winchester, KY

Bluegrass
View 990 Craig Crossing Road Winchester, KY MLS# 22004991
$195,000
Studio

Beds

0.0

Baths

990 Craig Crossing Road

Winchester, KY

Bluegrass
View 1030 Craig Crossing Road Winchester, KY MLS# 22004993
$180,000
Studio

Beds

0.0

Baths

1030 Craig Crossing Road

Winchester, KY

Bluegrass
View 1185 Craig Crossing Road Winchester, KY MLS# 22005014
$110,000
Studio

Beds

0.0

Baths

1185 Craig Crossing Road

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

245

Estimated median home price

$299,000
Winchester KY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winchester, Kentucky real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, KY.

Homes for Sale by Price in Winchester, KY

PriceCount
$0 - 100K21
$100K - 200K48
$200K - 300K60
$300K - 400K33
$400K - 500K21
$500K - 600K10
$600K - 700K10
$700K - 800K12
$800K - 900K9
$900K - 1M2
$1M - Max19

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family138
Townhouse5
Condo0
Commercial12
Rental18
Lots and Land68
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home0
Farms14

(Data as of 2/7/2026)

Information deemed reliable but not guaranteed.

Listing data provided courtesy of the Internet Data Exchange Program of Bluegrass REALTORS.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Bluegrass REALTORS. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 2/9/2026.