View 990 Craig Crossing Road Winchester, KY MLS# 22004991
$175,000
0.0

Baths

990 Craig Crossing Road

Winchester, KY

Bluegrass
View 2996 Irvine Road Winchester, KY MLS# 26007067
$175,000
0.0

Baths

2996 Irvine Road

Winchester, KY

Bluegrass
View 175 Magnolia Street Winchester, KY MLS# 26008759
$169,000
3

Beds

1.0

Baths

1,046

Sq.Ft.

175 Magnolia Street

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 148 Hidden Grove Lane Winchester, KY MLS# 26022926
$169,000
2

Beds

1.1

Baths

1,100

Sq.Ft.

148 Hidden Grove Lane

Winchester, KY

Bluegrass
View 1494 Amster Grove Rd. Road Winchester, KY MLS# 26001738
$165,000
2

Beds

1.1

Baths

1,202

Sq.Ft.

1494 Amster Grove Rd. Road

Winchester, KY

Bluegrass
View 229 S Highland Street Winchester, KY MLS# 26008701
$165,000
4

Beds

3.0

Baths

3,462

Sq.Ft.

229 S Highland Street

Winchester, KY

Bluegrass
View 24 Spring Street Winchester, KY MLS# 26022678
$160,000
3

Beds

1.0

Baths

1,173

Sq.Ft.

24 Spring Street

Winchester, KY

Bluegrass
View 209 E Washington Street Winchester, KY MLS# 26024016
$159,000
3

Beds

1.0

Baths

1,249

Sq.Ft.

209 E Washington Street

Winchester, KY

Bluegrass
View 101 Alabama Street Winchester, KY MLS# 26007407
$155,900
1

Beds

2.0

Baths

1,056

Sq.Ft.

101 Alabama Street

Winchester, KY

Bluegrass
View 13 Maryland Avenue Winchester, KY MLS# 26008307
$155,000
2

Beds

1.0

Baths

1,472

Sq.Ft.

13 Maryland Avenue

Winchester, KY

Bluegrass
View 750 Craig Crossing # Lot #7 Winchester, KY MLS# 26013322
$154,900
0.0

Baths

750 Craig Crossing # Lot #7

Winchester, KY

Bluegrass
View 590 Craig Crossing Winchester, KY MLS# 25506729
$152,500
0.0

Baths

590 Craig Crossing

Winchester, KY

Bluegrass
View 1030 Craig Crossing Road Winchester, KY MLS# 22004993
$150,000
0.0

Baths

1030 Craig Crossing Road

Winchester, KY

Bluegrass
View 120 Knox Court Winchester, KY MLS# 22024088
$150,000
0.0

Baths

120 Knox Court

Winchester, KY

Bluegrass
View 125 Knox Court Winchester, KY MLS# 22024090
$150,000
0.0

Baths

125 Knox Court

Winchester, KY

Bluegrass
View 3385 Colby Road Winchester, KY MLS# 26008075
$150,000
0.0

Baths

3385 Colby Road

Winchester, KY

Bluegrass
View 2170 Cole Road Winchester, KY MLS# 26023370
$145,000
2.0

Baths

2170 Cole Road

Winchester, KY

Bluegrass
View 65 Fitch Avenue Winchester, KY MLS# 26013935
$143,900
3

Beds

1.1

Baths

1,680

Sq.Ft.

65 Fitch Avenue

Winchester, KY

Bluegrass
View 108 Franklin Avenue Winchester, KY MLS# 26022182
$140,000
2

Beds

1.0

Baths

630

Sq.Ft.

108 Franklin Avenue

Winchester, KY

Bluegrass
View 5 S Burns Avenue Winchester, KY MLS# 26024165
$139,000
3

Beds

1.0

Baths

1,842

Sq.Ft.

5 S Burns Avenue

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

263

Estimated median home price

$269,000
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 - 100K36
$100K - 200K50
$200K - 300K60
$300K - 400K39
$400K - 500K21
$500K - 600K14
$600K - 700K13
$700K - 800K7
$800K - 900K2
$900K - 1M3
$1M - Max18

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family152
Townhouse3
Condo0
Commercial14
Rental21
Lots and Land80
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms9

(Data as of 10/9/2026)

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 10/9/2026.