40391 Homes for Sale

217 total properties
View 1509 Boonesboro Road Winchester, KY MLS# 20101924
$1,850,000
0.0

Baths

1509 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 240 Athens Boonesboro Road Winchester, KY MLS# 26004512
$419,900
4

Beds

2.1

Baths

1,500

Sq.Ft.

240 Athens Boonesboro Road

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 722 Colby Road #1 Winchester, KY MLS# 26008233
$1,800,000
0.0

Baths

722 Colby Road #1

Winchester, KY

Bluegrass
View 722 Colby Road #2 Winchester, KY MLS# 26008236
$600,000
0.0

Baths

722 Colby Road #2

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 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 345 Providence Lane Winchester, KY MLS# 26019866
$950,000
0.0

Baths

345 Providence Lane

Winchester, KY

Bluegrass
View 7353 Ironworks Road Winchester, KY MLS# 26025300
$390,000
4

Beds

1.0

Baths

2,063

Sq.Ft.

7353 Ironworks Road

Winchester, KY

Bluegrass
View 115 Quail Ridge Road Winchester, KY MLS# 26025201
$225,000
3

Beds

2.1

Baths

1,522

Sq.Ft.

115 Quail Ridge Road

Winchester, KY

Bluegrass
View 317 Vanover Way Winchester, KY MLS# 26025070
$249,900
3

Beds

2.0

Baths

1,492

Sq.Ft.

317 Vanover Way

Winchester, KY

Bluegrass
View 1780 Stoner-Ephesus Road Winchester, KY MLS# 26019848
$488,000
4

Beds

2.1

Baths

2,496

Sq.Ft.

1780 Stoner-Ephesus Road

Winchester, KY

Bluegrass
View 218 S Maple Street Winchester, KY MLS# 26004697
$699,000
6,110

Sq.Ft.

218 S Maple Street

Winchester, KY

Bluegrass
View 5960 Van Meter Road Winchester, KY MLS# 26024725
$855,000
3

Beds

3.0

Baths

2,872

Sq.Ft.

5960 Van Meter Road

Winchester, KY

Bluegrass
Courtesy of Lexington - WEICHERT, REALTORS® - ABG
View 199 Midway Road Winchester, KY MLS# 26024771
$45,000
0.0

Baths

199 Midway Road

Winchester, KY

Bluegrass
View 4305 Old Boonesboro Road Winchester, KY MLS# 26019157
$275,000
3

Beds

2.0

Baths

1,512

Sq.Ft.

4305 Old Boonesboro Road

Winchester, KY

Bluegrass
Courtesy of Lexington - WEICHERT, REALTORS® - ABG
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
View 135 E Broadway Street Winchester, KY MLS# 26024167
$350,000
3

Beds

3.0

Baths

2,592

Sq.Ft.

135 E Broadway Street

Winchester, KY

Bluegrass
View 287 Ecton Rd Winchester, KY MLS# 1728065
$194,900
2

Beds

1.0

Baths

1,149

Sq.Ft.

287 Ecton Rd

Winchester, KY

GreaterLouisville
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

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Metro Search Multiple Listing Service. Real Estate listings held by IDX brokers (licensees) other than Weichert Realtors are marked with the IDX logo and detailed information about them includes the name of the IDX 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.

© 2026 Metro Search Multiple Listing Service, Inc. All rights reserved.

Data is updated as of 10/22/2026.

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 10/22/2026.