View 1515 Sewell Shop Road Winchester, KY MLS# 25505882
$60,000
Studio

Beds

0.0

Baths

1515 Sewell Shop Road

Winchester, KY

Bluegrass
View 7340 Ecton Road Winchester, KY MLS# 25505886
$60,000
Studio

Beds

0.0

Baths

7340 Ecton Road

Winchester, KY

Bluegrass
View 7290 Ecton Road Winchester, KY MLS# 25505888
$75,000
Studio

Beds

0.0

Baths

7290 Ecton Road

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 7244 Ecton Road Winchester, KY MLS# 25505890
$80,000
Studio

Beds

0.0

Baths

7244 Ecton Road

Winchester, KY

Bluegrass
View 4074 Ironworks Road Winchester, KY MLS# 25505744
$299,000
3

Beds

1.1

Baths

1,356

Sq.Ft.

4074 Ironworks Road

Winchester, KY

Bluegrass
View 6239 Old Boonesboro Road Winchester, KY MLS# 25505595
$389,900
4

Beds

2.0

Baths

2,659

Sq.Ft.

6239 Old Boonesboro Road

Winchester, KY

Bluegrass
View 218 E Washington Street Winchester, KY MLS# 25505534
$215,000
4

Beds

1.0

Baths

1,743

Sq.Ft.

218 E Washington Street

Winchester, KY

Bluegrass
View 612 Boone Avenue Winchester, KY MLS# 25505318
$200,000
2

Beds

2.0

Baths

1,262

Sq.Ft.

612 Boone Avenue

Winchester, KY

Bluegrass
View 404 Wellington Way Winchester, KY MLS# 25505330
$279,700
3

Beds

2.0

Baths

1,682

Sq.Ft.

404 Wellington Way

Winchester, KY

Bluegrass
View 228 Jackson Street Winchester, KY MLS# 25015194
$146,000
3

Beds

1.0

Baths

1,020

Sq.Ft.

228 Jackson Street

Winchester, KY

Bluegrass
View 300 Calmes Boulevard Winchester, KY MLS# 25504889
$379,717
3

Beds

2.1

Baths

2,636

Sq.Ft.

300 Calmes Boulevard

Winchester, KY

Bluegrass
View 433 Wellington Way Winchester, KY MLS# 25505013
$262,500
3

Beds

2.0

Baths

1,234

Sq.Ft.

433 Wellington Way

Winchester, KY

Bluegrass
View 212 Woodbine Court Winchester, KY MLS# 25505033
$349,000
3

Beds

2.1

Baths

2,475

Sq.Ft.

212 Woodbine Court

Winchester, KY

Bluegrass
View 17 W Lexington Avenue Winchester, KY MLS# 25504953
$405,000
8

Beds

8.0

Baths

4,000

Sq.Ft.

17 W Lexington Avenue

Winchester, KY

Bluegrass
View 221 S Highland Street Winchester, KY MLS# 25504956
$252,500
5

Beds

3.0

Baths

3,007

Sq.Ft.

221 S Highland Street

Winchester, KY

Bluegrass
View 245 Ecton Road Winchester, KY MLS# 25504692
$209,900
3

Beds

1.0

Baths

1,074

Sq.Ft.

245 Ecton Road

Winchester, KY

Bluegrass
View 204 Wigeon Court Winchester, KY MLS# 25005098
$49,500
Studio

Beds

0.0

Baths

204 Wigeon Court

Winchester, KY

Bluegrass
View 121 Fitch Avenue Winchester, KY MLS# 25504324
  • Virtual Tour
1 of 35
$349,000
4

Beds

3.0

Baths

2,100

Sq.Ft.

121 Fitch Avenue

Winchester, KY

Bluegrass
View 174 Hidden Grove Lane Winchester, KY MLS# 25504354
$265,000
2

Beds

2.0

Baths

1,521

Sq.Ft.

174 Hidden Grove Lane

Winchester, KY

Bluegrass
View 729 Wayland Drive Winchester, KY MLS# 25504199
$284,000
3

Beds

2.0

Baths

1,966

Sq.Ft.

729 Wayland Drive

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

257

Estimated median home price

$295,000
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 - 100K29
$100K - 200K48
$200K - 300K58
$300K - 400K38
$400K - 500K25
$500K - 600K10
$600K - 700K11
$700K - 800K8
$800K - 900K8
$900K - 1M2
$1M - Max20

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family147
Townhouse3
Condo0
Commercial12
Rental17
Lots and Land74
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home0
Farms13

(Data as of 1/11/2026)

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 1/11/2026.