269 total properties
Did you mean the neighborhood Winchester?
View 1291-1299 Muddy Creek Road Winchester, KY MLS# 26005152
$324,900
3

Beds

2.0

Baths

1,222

Sq.Ft.

1291-1299 Muddy Creek Road

Winchester, KY

Bluegrass
View 265 S Highland Street Winchester, KY MLS# 26004961
$479,000
8

Beds

4.0

Baths

5,058

Sq.Ft.

265 S Highland Street

Winchester, KY

Bluegrass
View 327 Newcastle Lane Winchester, KY MLS# 26004861
$284,900
4

Beds

2.1

Baths

1,693

Sq.Ft.

327 Newcastle Lane

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 218 S Maple Street Winchester, KY MLS# 26004697
$750,000
6,110

Sq.Ft.

218 S Maple Street

Winchester, KY

Bluegrass
View 240 Athens Boonesboro Road Winchester, KY MLS# 26004512
$429,900
4

Beds

2.1

Baths

1,500

Sq.Ft.

240 Athens Boonesboro Road

Winchester, KY

Bluegrass
View 1860 Ford Road Winchester, KY MLS# 26004497
$74,950
2

Beds

1.0

Baths

825

Sq.Ft.

1860 Ford Road

Winchester, KY

Bluegrass
View 104 Colby Hills Drive Winchester, KY MLS# 25004009
$398,000
4

Beds

2.0

Baths

1,950

Sq.Ft.

104 Colby Hills Drive

Winchester, KY

Bluegrass
View 130 E Broadway Street Winchester, KY MLS# 26004331
$250,000
4

Beds

3.0

Baths

2,445

Sq.Ft.

130 E Broadway Street

Winchester, KY

Bluegrass
View 280 Pine Ridge Road Winchester, KY MLS# 26004070
$260,000
3

Beds

1.0

Baths

1,296

Sq.Ft.

280 Pine Ridge Road

Winchester, KY

Bluegrass
View 55 Hillcrest Drive Winchester, KY MLS# 26004166
$264,900
5

Beds

2.0

Baths

2,214

Sq.Ft.

55 Hillcrest Drive

Winchester, KY

Bluegrass
View 500 Hidden Hills Way Winchester, KY MLS# 26004000
$204,900
3

Beds

2.0

Baths

1,120

Sq.Ft.

500 Hidden Hills Way

Winchester, KY

Bluegrass
View 322 S Burns Avenue Winchester, KY MLS# 26004053
$299,999
3

Beds

2.1

Baths

1,794

Sq.Ft.

322 S Burns Avenue

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 270 Duclair Drive Winchester, KY MLS# 22024100
$100,000
Studio

Beds

0.0

Baths

270 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 135 Jacob Court Winchester, KY MLS# 22024112
$110,000
Studio

Beds

0.0

Baths

135 Jacob Court

Winchester, KY

Bluegrass
View 111 Jacob Court Winchester, KY MLS# 22024120
$100,000
Studio

Beds

0.0

Baths

111 Jacob Court

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

296

Estimated median home price

$274,700
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 - 100K29
$100K - 200K65
$200K - 300K76
$300K - 400K42
$400K - 500K18
$500K - 600K15
$600K - 700K11
$700K - 800K11
$800K - 900K2
$900K - 1M4
$1M - Max23

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family178
Townhouse4
Condo0
Commercial12
Rental18
Lots and Land89
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms4

(Data as of 6/12/2026)

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 6/12/2026.