53 total properties
Did you mean the neighborhood Winchester?
View 103 Yorktowne Court Winchester, KY MLS# 25500573
$130,000
3

Beds

1.0

Baths

1,150

Sq.Ft.

103 Yorktowne Court

Winchester, KY

Bluegrass
View 19 Hughes Avenue Winchester, KY MLS# 26004216
$130,000
3

Beds

2.0

Baths

1,232

Sq.Ft.

19 Hughes Avenue

Winchester, KY

Bluegrass
View 4590 Four Mile Road Winchester, KY MLS# 25501424
$129,900
Studio

Beds

0.0

Baths

4590 Four Mile Road

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 122 Callaway Street SE Callaway Street Winchester, KY MLS# 26000228
$129,900
2

Beds

1.0

Baths

876

Sq.Ft.

122 Callaway Street SE Callaway Street

Winchester, KY

Bluegrass
View 110 Knox Court Winchester, KY MLS# 25503832
$129,300
Studio

Beds

0.0

Baths

110 Knox Court

Winchester, KY

Bluegrass
View 1940 Athens Boonesboro Road Winchester, KY MLS# 25012636
$125,000
Studio

Beds

0.0

Baths

1940 Athens Boonesboro Road

Winchester, KY

Bluegrass
View 7950 Four Mile Road Winchester, KY MLS# 25503896
$123,000
Studio

Beds

0.0

Baths

7950 Four Mile 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
View 120 Duclair Drive Winchester, KY MLS# 22024065
$110,000
Studio

Beds

0.0

Baths

120 Duclair Drive

Winchester, KY

Bluegrass
View 150 Duclair Drive Winchester, KY MLS# 22024072
$110,000
Studio

Beds

0.0

Baths

150 Duclair Drive

Winchester, KY

Bluegrass
View 160 Duclair Drive Winchester, KY MLS# 22024074
$110,000
Studio

Beds

0.0

Baths

160 Duclair Drive

Winchester, KY

Bluegrass
View 200 Duclair Drive Winchester, KY MLS# 22024092
$110,000
Studio

Beds

0.0

Baths

200 Duclair Drive

Winchester, KY

Bluegrass
View 230 Duclair Drive Winchester, KY MLS# 22024095
$110,000
Studio

Beds

0.0

Baths

230 Duclair Drive

Winchester, KY

Bluegrass
View 250 Duclair Drive Winchester, KY MLS# 22024097
$110,000
Studio

Beds

0.0

Baths

250 Duclair Drive

Winchester, KY

Bluegrass
View 260 Duclair Drive Winchester, KY MLS# 22024098
$110,000
Studio

Beds

0.0

Baths

260 Duclair Drive

Winchester, KY

Bluegrass
View 255 Duclair Drive Winchester, KY MLS# 22024102
$110,000
Studio

Beds

0.0

Baths

255 Duclair Drive

Winchester, KY

Bluegrass
View 139 Jacob Court Winchester, KY MLS# 22024111
$110,000
Studio

Beds

0.0

Baths

139 Jacob Court

Winchester, KY

Bluegrass
View 135 Jacob Court Winchester, KY MLS# 22024112
$110,000
Studio

Beds

0.0

Baths

135 Jacob Court

Winchester, KY

Bluegrass
View 125 Jacob Court Winchester, KY MLS# 22024114
$110,000
Studio

Beds

0.0

Baths

125 Jacob Court

Winchester, KY

Bluegrass
View 115 Jacob Court Winchester, KY MLS# 22024116
$110,000
Studio

Beds

0.0

Baths

115 Jacob Court

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

270

Estimated median home price

$275,350
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 - 100K31
$100K - 200K57
$200K - 300K64
$300K - 400K36
$400K - 500K18
$500K - 600K12
$600K - 700K11
$700K - 800K11
$800K - 900K7
$900K - 1M3
$1M - Max20

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family147
Townhouse5
Condo0
Commercial13
Rental15
Lots and Land81
Condo/Town/CoOp0
CoOp0
Multi Family12
Mobile Home0
Farms12

(Data as of 3/13/2026)

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 3/13/2026.