40391 Homes for Sale

300 total properties
View 113 Strawberry Lane Winchester, KY MLS# 26006879
$316,900
3

Beds

2.0

Baths

1,780

Sq.Ft.

113 Strawberry Lane

Winchester, KY

Bluegrass
View 200 Dubuy Drive Winchester, KY MLS# 26008021
  • Recently Listed
1 of 20
$312,000
3

Beds

2.1

Baths

1,858

Sq.Ft.

200 Dubuy Drive

Winchester, KY

Bluegrass
View 219 Bartram Court Winchester, KY MLS# 26009207
  • Recently Listed
1 of 35
$310,000
3

Beds

2.1

Baths

1,696

Sq.Ft.

219 Bartram Court

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 144 Holly Avenue Winchester, KY MLS# 26002633
$308,500
8

Beds

5.0

Baths

3,637

Sq.Ft.

144 Holly Avenue

Winchester, KY

Bluegrass
View 118 Windridge Drive Winchester, KY MLS# 26006695
$307,900
3

Beds

2.0

Baths

1,617

Sq.Ft.

118 Windridge Drive

Winchester, KY

Bluegrass
View 1045 Early Drive Winchester, KY MLS# 20111875
$300,000
1,675

Sq.Ft.

1045 Early Drive

Winchester, KY

Bluegrass
View 1508 Ford Hampton Road Winchester, KY MLS# 25503339
$300,000
2

Beds

1.0

Baths

1,531

Sq.Ft.

1508 Ford Hampton Road

Winchester, KY

Bluegrass
View 103 Southern Court Winchester, KY MLS# 26007260
$300,000
3

Beds

1.1

Baths

1,500

Sq.Ft.

103 Southern Court

Winchester, KY

Bluegrass
View 4025 Jackson Ferry Road Winchester, KY MLS# 26007284
$300,000
Studio

Beds

0.0

Baths

4025 Jackson Ferry Road

Winchester, KY

Bluegrass
View 306 Trapp-Goffs Cor Road Winchester, KY MLS# 26008462
$299,900
4

Beds

2.0

Baths

1,840

Sq.Ft.

306 Trapp-Goffs Cor Road

Winchester, KY

Bluegrass
View 550 E Broadway Street Winchester, KY MLS# 25018505
$299,000
Studio

Beds

0.0

Baths

550 E Broadway Street

Winchester, KY

Bluegrass
View 54 Locust Drive Winchester, KY MLS# 26007779
  • Recently Listed
1 of 40
OPEN HOUSE: Sunday 5/3 1:00 PM - 3:00 PM
$299,000
3

Beds

2.0

Baths

1,692

Sq.Ft.

54 Locust Drive

Winchester, KY

Bluegrass
View 398 Pine Ridge Road Winchester, KY MLS# 26000601
$295,000
2

Beds

1.0

Baths

1,170

Sq.Ft.

398 Pine Ridge Road

Winchester, KY

Bluegrass
View 398 Pine Ridge Road Winchester, KY MLS# 26000610
$295,000
Studio

Beds

0.0

Baths

398 Pine Ridge Road

Winchester, KY

Bluegrass
View 327 Newcastle Lane Winchester, KY MLS# 26004861
$294,900
4

Beds

2.1

Baths

1,693

Sq.Ft.

327 Newcastle Lane

Winchester, KY

Bluegrass
View 2225 Old Boonesboro Road Winchester, KY MLS# 26004523
$289,900
3

Beds

2.0

Baths

1,995

Sq.Ft.

2225 Old Boonesboro Road

Winchester, KY

Bluegrass
View 55 Hillcrest Drive Winchester, KY MLS# 26004166
    1 of 12
    OPEN HOUSE: Wednesday 4/29 5:00 PM - 6:00 PM
    $289,000
    5

    Beds

    2.0

    Baths

    2,214

    Sq.Ft.

    55 Hillcrest Drive

    Winchester, KY

    Bluegrass
    View 426 E Broadway Street Winchester, KY MLS# 26007906
    $289,000
    5

    Beds

    2.0

    Baths

    1,838

    Sq.Ft.

    426 E Broadway Street

    Winchester, KY

    Bluegrass
    View 211 Lindsey Court Winchester, KY MLS# 26003170
    $285,000
    3

    Beds

    2.0

    Baths

    1,790

    Sq.Ft.

    211 Lindsey Court

    Winchester, KY

    Bluegrass
    View 404 Wellington Way Winchester, KY MLS# 25505330
    $275,700
    3

    Beds

    2.0

    Baths

    1,682

    Sq.Ft.

    404 Wellington 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 4/28/2026.