View 133 Shala-Mar Rue Winchester, KY MLS# 26005511
$359,000
3

Beds

2.0

Baths

2,000

Sq.Ft.

133 Shala-Mar Rue

Winchester, KY

Bluegrass
View 1128-1130 Dale Drive Winchester, KY MLS# 26005390
$269,500
4

Beds

2.2

Baths

2,072

Sq.Ft.

1128-1130 Dale Drive

Winchester, KY

Bluegrass
View 113 Mayfair Court Winchester, KY MLS# 26005413
$42,500
Studio

Beds

0.0

Baths

113 Mayfair Court

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 105 Bella Court Winchester, KY MLS# 26005419
$42,500
Studio

Beds

0.0

Baths

105 Bella Court

Winchester, KY

Bluegrass
View 108 Dorset Lane Winchester, KY MLS# 26005320
$42,500
Studio

Beds

0.0

Baths

108 Dorset Lane

Winchester, KY

Bluegrass
View 1291-1299 Muddy Creek Road Winchester, KY MLS# 26005152
$329,900
3

Beds

2.0

Baths

1,222

Sq.Ft.

1291-1299 Muddy Creek Road

Winchester, KY

Bluegrass
View 128 Bay Hill Drive Winchester, KY MLS# 26005243
$200,000
3

Beds

2.0

Baths

1,289

Sq.Ft.

128 Bay Hill Drive

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
View 1911 Trapp-Goffs Cor Road Winchester, KY MLS# 26004732
$460,000
3

Beds

2.0

Baths

1,288

Sq.Ft.

1911 Trapp-Goffs Cor Road

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 221 Moundale Avenue Winchester, KY MLS# 26004551
$345,000
3

Beds

2.1

Baths

2,628

Sq.Ft.

221 Moundale Avenue

Winchester, KY

Bluegrass
View 225 Buffalo Trace Winchester, KY MLS# 26004556
$209,900
3

Beds

2.0

Baths

915

Sq.Ft.

225 Buffalo Trace

Winchester, KY

Bluegrass
View 1450 Ford Road Winchester, KY MLS# 26004572
$69,900
Studio

Beds

0.0

Baths

1450 Ford Road

Winchester, KY

Bluegrass
View 1407 Ironworks Road Winchester, KY MLS# 26004591
$249,900
3

Beds

2.0

Baths

1,530

Sq.Ft.

1407 Ironworks 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
$410,000
4

Beds

2.0

Baths

1,950

Sq.Ft.

104 Colby Hills Drive

Winchester, KY

Bluegrass
View 7919 Mt Sterling Road Winchester, KY MLS# 26004302
$635,000
4

Beds

3.1

Baths

3,431

Sq.Ft.

7919 Mt Sterling Road

Winchester, KY

Bluegrass
View 130 E Broadway Street Winchester, KY MLS# 26004331
$265,000
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

About Winchester

Listings in Winchester, KY

311

Estimated median home price

$275,000
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 - 100K35
$100K - 200K67
$200K - 300K72
$300K - 400K44
$400K - 500K24
$500K - 600K17
$600K - 700K11
$700K - 800K13
$800K - 900K4
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family180
Townhouse2
Condo0
Commercial16
Rental17
Lots and Land96
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home0
Farms6

(Data as of 5/17/2026)

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 5/18/2026.