40391 Homes for Sale

279 total properties
View 2697 Pine Ridge Road Winchester, KY MLS# 26009146
$189,000
0.0

Baths

2697 Pine Ridge 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 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 110 Knox Court Winchester, KY MLS# 26008587
$128,800
0.0

Baths

110 Knox Court

Winchester, KY

Bluegrass
View 443 S Maple Street Winchester, KY MLS# 26008225
$340,000
4

Beds

2.0

Baths

3,261

Sq.Ft.

443 S Maple Street

Winchester, KY

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

Baths

3385 Colby Road

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 16 Linden Avenue Winchester, KY MLS# 26007993
$1,200,000
16

Beds

16.0

Baths

7,480

Sq.Ft.

16 Linden Avenue

Winchester, KY

Bluegrass
View 200 Dubuy Drive Winchester, KY MLS# 26008021
$316,900
3

Beds

2.1

Baths

1,858

Sq.Ft.

200 Dubuy Drive

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 103 Southern Court Winchester, KY MLS# 26007260
$275,000
3

Beds

1.1

Baths

1,500

Sq.Ft.

103 Southern Court

Winchester, KY

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

Baths

2996 Irvine Road

Winchester, KY

Bluegrass
View 3056 Irvine Road Winchester, KY MLS# 26007074
$249,500
0.0

Baths

3056 Irvine Road

Winchester, KY

Bluegrass
View 110 White Conkwright Road Winchester, KY MLS# 26007022
$490,000
5

Beds

3.0

Baths

3,102

Sq.Ft.

110 White Conkwright Road

Winchester, KY

Bluegrass
View 150 Spencer Lane Winchester, KY MLS# 26006848
$137,500
0.0

Baths

150 Spencer Lane

Winchester, KY

Bluegrass
View 186 Chardonnay Court Winchester, KY MLS# 26006869
$649,000
4

Beds

2.1

Baths

4,928

Sq.Ft.

186 Chardonnay Court

Winchester, KY

Bluegrass
Courtesy of Lexington - WEICHERT, REALTORS® - ABG
View 174 Cook Avenue Winchester, KY MLS# 26006389
$134,900
2

Beds

1.0

Baths

986

Sq.Ft.

174 Cook Avenue

Winchester, KY

Bluegrass
View 250 Spencer Lane Winchester, KY MLS# 26005958
$67,500
0.0

Baths

250 Spencer Lane

Winchester, KY

Bluegrass
View 404 Mount Vernon Drive Winchester, KY MLS# 26005794
$124,000
2

Beds

2.0

Baths

1,360

Sq.Ft.

404 Mount Vernon Drive

Winchester, KY

Bluegrass
View 160 Rector Lane Winchester, KY MLS# 26005903
$84,900
0.0

Baths

160 Rector Lane

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 9/25/2026.

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 9/25/2026.