40391 Homes for Sale

297 total properties
View 110 Knox Court Winchester, KY MLS# 26008587
  • Recently Listed
1 of 14
$129,300
Studio

Beds

0.0

Baths

110 Knox Court

Winchester, KY

Bluegrass
View 213 Short Street Winchester, KY MLS# 26008598
  • Recently Listed
1 of 25
$229,000
3

Beds

2.0

Baths

1,068

Sq.Ft.

213 Short Street

Winchester, KY

Bluegrass
View 697 Goose Creek Road Winchester, KY MLS# 26008440
  • Recently Listed
1 of 16
$180,000
3

Beds

2.0

Baths

1,848

Sq.Ft.

697 Goose Creek Road

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 306 Trapp-Goffs Cor Road Winchester, KY MLS# 26008462
$299,900
4

Beds

2.0

Baths

1,960

Sq.Ft.

306 Trapp-Goffs Cor Road

Winchester, KY

Bluegrass
View 17 Holiday Road Winchester, KY MLS# 26008222
  • Recently Listed
1 of 62
$264,900
3

Beds

1.1

Baths

1,161

Sq.Ft.

17 Holiday Road

Winchester, KY

Bluegrass
View 409 N Main Street Winchester, KY MLS# 26008406
  • Recently Listed with Virtual Tour
1 of 32
$199,000
300

Sq.Ft.

409 N Main Street

Winchester, KY

Bluegrass
View 411 N Main Street Winchester, KY MLS# 26008407
  • Recently Listed with Virtual Tour
1 of 34
$99,000
600

Sq.Ft.

411 N Main Street

Winchester, KY

Bluegrass
View 7 Hiawatha Trail Winchester, KY MLS# 26008410
  • Recently Listed
1 of 18
$225,000
3

Beds

1.0

Baths

1,190

Sq.Ft.

7 Hiawatha Trail

Winchester, KY

Bluegrass
View 443 S Maple Street Winchester, KY MLS# 26008225
  • Recently Listed
1 of 57
$350,000
4

Beds

2.0

Baths

3,261

Sq.Ft.

443 S Maple Street

Winchester, KY

Bluegrass
View 2 Stoney Brook Drive Winchester, KY MLS# 26008275
$435,000
3

Beds

3.1

Baths

3,633

Sq.Ft.

2 Stoney Brook Drive

Winchester, KY

Bluegrass
View 13 Maryland Avenue Winchester, KY MLS# 26008307
  • Recently Listed
1 of 4
$179,000
3

Beds

1.0

Baths

1,472

Sq.Ft.

13 Maryland Avenue

Winchester, KY

Bluegrass
View 142 Clubhouse Drive Winchester, KY MLS# 26008332
  • Recently Listed
1 of 90
$650,000
6

Beds

4.0

Baths

4,351

Sq.Ft.

142 Clubhouse Drive

Winchester, KY

Bluegrass
View 722 Colby Road # #1 Winchester, KY MLS# 26008233
$1,800,000
Studio

Beds

0.0

Baths

722 Colby Road # #1

Winchester, KY

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

Beds

0.0

Baths

722 Colby Road # #2

Winchester, KY

Bluegrass
View 110 Powe Drive Winchester, KY MLS# 26008249
  • Recently Listed
1 of 31
$347,500
4

Beds

2.1

Baths

2,010

Sq.Ft.

110 Powe Drive

Winchester, KY

Bluegrass
View 905 Pretty Run Road Winchester, KY MLS# 26008251
$600,000
3

Beds

3.1

Baths

3,391

Sq.Ft.

905 Pretty Run Road

Winchester, KY

Bluegrass
View 3385 Colby Road Winchester, KY MLS# 26008075
  • Recently Listed
1 of 2
$150,000
Studio

Beds

0.0

Baths

3385 Colby Road

Winchester, KY

Bluegrass
View 215 Short Street Winchester, KY MLS# 26007746
  • Virtual Tour
1 of 27
$199,900
3

Beds

1.0

Baths

1,036

Sq.Ft.

215 Short Street

Winchester, KY

Bluegrass
View 432 Country Club Drive Winchester, KY MLS# 26008091
$175,000
2

Beds

2.0

Baths

1,260

Sq.Ft.

432 Country Club Drive

Winchester, KY

Bluegrass
View 614 Colby Ridge Boulevard Winchester, KY MLS# 26007904
  • Recently Listed
1 of 26
OPEN HOUSE: Sunday 4/26 2:00 PM - 4:00 PM
$369,900
4

Beds

2.1

Baths

2,100

Sq.Ft.

614 Colby Ridge Boulevard

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 4/21/2026.