View 3385 Colby Road Winchester, KY MLS# 26008075
$150,000
Studio

Beds

0.0

Baths

3385 Colby Road

Winchester, KY

Bluegrass
View 432 Country Club Drive Winchester, KY MLS# 26008091
$175,000
2

Beds

2.0

Baths

1,260

Sq.Ft.

432 Country Club Drive

Winchester, KY

Bluegrass
View 614 Colby Ridge Boulevard Winchester, KY MLS# 26007904
$349,900
4

Beds

2.1

Baths

2,100

Sq.Ft.

614 Colby Ridge Boulevard

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 426 E Broadway Street Winchester, KY MLS# 26007906
$289,000
5

Beds

2.0

Baths

1,838

Sq.Ft.

426 E Broadway Street

Winchester, KY

Bluegrass
View 222 Ashton Oak Way Winchester, KY MLS# 26008003
$450,000
3

Beds

2.1

Baths

3,444

Sq.Ft.

222 Ashton Oak Way

Winchester, KY

Bluegrass
View 200 Dubuy Drive Winchester, KY MLS# 26008021
$312,000
3

Beds

2.1

Baths

1,858

Sq.Ft.

200 Dubuy Drive

Winchester, KY

Bluegrass
View 19 3rd Street Winchester, KY MLS# 26007798
$148,000
3

Beds

1.0

Baths

864

Sq.Ft.

19 3rd Street

Winchester, KY

Bluegrass
View 201 Boone Avenue Winchester, KY MLS# 26007703
$335,000
4

Beds

2.1

Baths

2,513

Sq.Ft.

201 Boone Avenue

Winchester, KY

Bluegrass
View 720 Estes Drive Winchester, KY MLS# 26007668
$244,900
3

Beds

1.1

Baths

1,494

Sq.Ft.

720 Estes Drive

Winchester, KY

Bluegrass
View 34 Hays Street Winchester, KY MLS# 26007612
$210,000
4

Beds

1.1

Baths

2,450

Sq.Ft.

34 Hays Street

Winchester, KY

Bluegrass
View 17 W Lexington Avenue Winchester, KY MLS# 26007617
$388,000
8

Beds

8.0

Baths

4,000

Sq.Ft.

17 W Lexington Avenue

Winchester, KY

Bluegrass
View 220 Hibiscus Lane Winchester, KY MLS# 26007618
$350,000
3

Beds

2.0

Baths

1,640

Sq.Ft.

220 Hibiscus Lane

Winchester, KY

Bluegrass
View 402 Harney Drive Winchester, KY MLS# 26007559
$275,000
3

Beds

1.1

Baths

1,634

Sq.Ft.

402 Harney Drive

Winchester, KY

Bluegrass
View 101 Alabama Street Winchester, KY MLS# 26007407
$169,900
1

Beds

2.0

Baths

1,056

Sq.Ft.

101 Alabama Street

Winchester, KY

Bluegrass
View 118 Windridge Drive Winchester, KY MLS# 26006695
$307,900
3

Beds

2.0

Baths

1,617

Sq.Ft.

118 Windridge Drive

Winchester, KY

Bluegrass
View 103 Southern Court Winchester, KY MLS# 26007260
$295,000
3

Beds

1.1

Baths

1,500

Sq.Ft.

103 Southern Court

Winchester, KY

Bluegrass
View 21 Kentucky Street Winchester, KY MLS# 26007124
$219,900
3

Beds

2.0

Baths

1,340

Sq.Ft.

21 Kentucky Street

Winchester, KY

Bluegrass
View 4025 Jackson Ferry Road Winchester, KY MLS# 26007284
$300,000
Studio

Beds

0.0

Baths

4025 Jackson Ferry Road

Winchester, KY

Bluegrass
View 3991 Jackson Ferry Road Winchester, KY MLS# 26007285
$97,500
Studio

Beds

0.0

Baths

3991 Jackson Ferry Road

Winchester, KY

Bluegrass
View 3961 Jackson Ferry Road Winchester, KY MLS# 26007286
$97,500
Studio

Beds

0.0

Baths

3961 Jackson Ferry 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 5/17/2026.