40391 Homes for Sale

280 total properties
View 528 Estes Drive Winchester, KY MLS# 25503055
$249,900
3

Beds

2.0

Baths

1,904

Sq.Ft.

528 Estes Drive

Winchester, KY

Bluegrass
View 720 Estes Drive Winchester, KY MLS# 25506836
$249,900
3

Beds

1.0

Baths

1,494

Sq.Ft.

720 Estes Drive

Winchester, KY

Bluegrass
View 300 W Broadway Street Winchester, KY MLS# 25505929
$249,000

300 W Broadway Street

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 120 Jackson Street Winchester, KY MLS# 25507377
  • Recently Listed
1 of 25
$248,000
3

Beds

2.1

Baths

1,342

Sq.Ft.

120 Jackson Street

Winchester, KY

Bluegrass
View 130 E Broadway Street Winchester, KY MLS# 25501480
$245,000
5

Beds

3.0

Baths

2,445

Sq.Ft.

130 E Broadway Street

Winchester, KY

Bluegrass
View 12 Linden Avenue Winchester, KY MLS# 25506319
$240,000
3

Beds

2.0

Baths

1,050

Sq.Ft.

12 Linden Avenue

Winchester, KY

Bluegrass
View 2110 Athens Boonesboro Road Winchester, KY MLS# 25500014
$235,000
Studio

Beds

0.0

Baths

2110 Athens Boonesboro Road

Winchester, KY

Bluegrass
View 23 Kittison Drive Winchester, KY MLS# 25503252
$235,000
3

Beds

2.0

Baths

1,346

Sq.Ft.

23 Kittison Drive

Winchester, KY

Bluegrass
View 209 Allan Place Winchester, KY MLS# 25503412
$234,000
3

Beds

2.0

Baths

1,260

Sq.Ft.

209 Allan Place

Winchester, KY

Bluegrass
View 605 College Street Winchester, KY MLS# 25506124
$230,000
2

Beds

1.0

Baths

1,484

Sq.Ft.

605 College Street

Winchester, KY

Bluegrass
View 19 Cherokee Court Winchester, KY MLS# 25507379
$230,000
3

Beds

1.0

Baths

1,134

Sq.Ft.

19 Cherokee Court

Winchester, KY

Bluegrass
View 314 E Broadway Street Winchester, KY MLS# 25507471
  • Recently Listed with Virtual Tour
1 of 37
$229,000
3

Beds

1.0

Baths

1,188

Sq.Ft.

314 E Broadway Street

Winchester, KY

Bluegrass
View 394 S Main Street Winchester, KY MLS# 25507786
  • Recently Listed
1 of 17
$229,000
4

Beds

2.0

Baths

1,858

Sq.Ft.

394 S Main Street

Winchester, KY

Bluegrass
View 3934 Trapp-Goffs Cor Road Winchester, KY MLS# 25503059
$225,000
Studio

Beds

0.0

Baths

3934 Trapp-Goffs Cor Road

Winchester, KY

Bluegrass
View 218 E Washington Street Winchester, KY MLS# 25505534
$225,000
4

Beds

1.0

Baths

1,743

Sq.Ft.

218 E Washington Street

Winchester, KY

Bluegrass
View 443 Jameson Way Winchester, KY MLS# 25507351
  • Recently Listed
1 of 22
$225,000
4

Beds

2.0

Baths

1,400

Sq.Ft.

443 Jameson Way

Winchester, KY

Bluegrass
View 521 Acadia Way Winchester, KY MLS# 25017152
$221,500
4

Beds

2.0

Baths

1,370

Sq.Ft.

521 Acadia Way

Winchester, KY

Bluegrass
View 2721 Pretty Run Road Winchester, KY MLS# 24025198
$220,000
3

Beds

2.0

Baths

1,456

Sq.Ft.

2721 Pretty Run Road

Winchester, KY

Bluegrass
View 13015 Irvine Road Winchester, KY MLS# 25014720
$219,000
Studio

Beds

0.0

Baths

13015 Irvine Road

Winchester, KY

Bluegrass
View 363 Silverton Way Winchester, KY MLS# 25503109
$218,500
3

Beds

2.1

Baths

1,348

Sq.Ft.

363 Silverton Way

Winchester, KY

Bluegrass

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 12/19/2025.