40391 Homes for Sale

254 total properties
View 521 Acadia Way Winchester, KY MLS# 26000616
  • Recently Listed
1 of 22
$221,500
4

Beds

2.0

Baths

1,370

Sq.Ft.

521 Acadia Way

Winchester, KY

Bluegrass
View 314 E Broadway Street Winchester, KY MLS# 25507471
$224,000
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
$229,000
4

Beds

2.0

Baths

1,858

Sq.Ft.

394 S Main Street

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
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 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 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 12 Linden Avenue Winchester, KY MLS# 25506319
$235,000
3

Beds

2.0

Baths

1,050

Sq.Ft.

12 Linden Avenue

Winchester, KY

Bluegrass
View 10 Upper Street Winchester, KY MLS# 25004895
$240,000
3

Beds

2.1

Baths

2,380

Sq.Ft.

10 Upper Street

Winchester, KY

Bluegrass
View 120 Jackson Street Winchester, KY MLS# 25507377
$248,000
3

Beds

2.1

Baths

1,342

Sq.Ft.

120 Jackson Street

Winchester, KY

Bluegrass
View 221 S Highland Street Winchester, KY MLS# 26000780
  • Recently Listed
1 of 26
$248,900
5

Beds

3.0

Baths

3,007

Sq.Ft.

221 S Highland Street

Winchester, KY

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

300 W Broadway Street

Winchester, KY

Bluegrass
View 646 Laura Dr E Laura Drive Winchester, KY MLS# 26000619
$249,000
3

Beds

2.0

Baths

1,534

Sq.Ft.

646 Laura Dr E Laura Drive

Winchester, KY

Bluegrass
View 142 Sturbridge Lane Winchester, KY MLS# 25508586
$249,500
3

Beds

2.0

Baths

1,220

Sq.Ft.

142 Sturbridge Lane

Winchester, KY

Bluegrass
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 17 Euclid Avenue Winchester, KY MLS# 26000917
  • Recently Listed
1 of 31
$249,900
3

Beds

2.0

Baths

1,656

Sq.Ft.

17 Euclid Avenue

Winchester, KY

Bluegrass
View 313 S Burns Avenue Winchester, KY MLS# 25508192
$250,000
3

Beds

2.0

Baths

1,518

Sq.Ft.

313 S Burns Avenue

Winchester, KY

Bluegrass
View 21 Virginia Avenue Winchester, KY MLS# 25506127
$255,000
3

Beds

2.0

Baths

1,749

Sq.Ft.

21 Virginia Avenue

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 1/18/2026.

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 1/18/2026.