40391 Homes for Sale

255 total properties
View 404 Wellington Way Winchester, KY MLS# 25505330
$279,700
3

Beds

2.0

Baths

1,682

Sq.Ft.

404 Wellington Way

Winchester, KY

Bluegrass
View 729 Wayland Drive Winchester, KY MLS# 25504199
$284,000
3

Beds

2.0

Baths

1,966

Sq.Ft.

729 Wayland Drive

Winchester, KY

Bluegrass
View 424 Waycross Drive Winchester, KY MLS# 25508213
$289,900
4

Beds

3.0

Baths

1,944

Sq.Ft.

424 Waycross Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 149 Winn Ave Winchester, KY MLS# 26000197
  • Recently Listed
1 of 24
$290,000
12

Beds

4.0

Baths

4,010

Sq.Ft.

149 Winn Ave

Winchester, KY

Bluegrass
View 4180 Bybee Road Winchester, KY MLS# 26001069
  • Recently Listed
1 of 45
$290,000
3

Beds

1.0

Baths

1,523

Sq.Ft.

4180 Bybee Road

Winchester, KY

Bluegrass
View 8 Village Drive Winchester, KY MLS# 25506553
$295,000
3

Beds

2.0

Baths

1,979

Sq.Ft.

8 Village Drive

Winchester, KY

Bluegrass
View 420 Willowbrook Road Winchester, KY MLS# 25508189
$295,000
3

Beds

3.0

Baths

1,738

Sq.Ft.

420 Willowbrook Road

Winchester, KY

Bluegrass
View 214 S Burns Avenue Winchester, KY MLS# 25506625
    1 of 56
    OPEN HOUSE: Saturday 1/24 1:00 PM - 4:00 PM
    $298,000
    4

    Beds

    1.1

    Baths

    2,116

    Sq.Ft.

    214 S Burns Avenue

    Winchester, KY

    Bluegrass
    View 24 N Burns Avenue Winchester, KY MLS# 25507536
    $298,900
    3

    Beds

    3.1

    Baths

    2,526

    Sq.Ft.

    24 N Burns Avenue

    Winchester, KY

    Bluegrass
    View 3056 Irvine Road Winchester, KY MLS# 25017326
    $299,000
    Studio

    Beds

    0.0

    Baths

    3056 Irvine Road

    Winchester, KY

    Bluegrass
    View 3056 Irvine Road Winchester, KY MLS# 25500166
    $299,000
    Studio

    Beds

    0.0

    Baths

    3056 Irvine Road

    Winchester, KY

    Bluegrass
    View 4074 Ironworks Road Winchester, KY MLS# 25505744
    $299,000
    3

    Beds

    1.1

    Baths

    1,356

    Sq.Ft.

    4074 Ironworks Road

    Winchester, KY

    Bluegrass
    View 402 McDowell Drive Winchester, KY MLS# 26000341
    $299,500
    4

    Beds

    2.1

    Baths

    2,136

    Sq.Ft.

    402 McDowell Drive

    Winchester, KY

    Bluegrass
    View 18 N Main Street Winchester, KY MLS# 25004978
    $299,900

    18 N Main Street

    Winchester, KY

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

    Sq.Ft.

    1045 Early Drive

    Winchester, KY

    Bluegrass
    View 398 Pine Ridge Road Winchester, KY MLS# 26000601
    • Recently Listed
    1 of 25
    $310,000
    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
    • Recently Listed
    1 of 25
    $310,000
    Studio

    Beds

    0.0

    Baths

    398 Pine Ridge Road

    Winchester, KY

    Bluegrass
    View 1508 Ford Hampton Road Winchester, KY MLS# 25503339
    $315,000
    2

    Beds

    1.0

    Baths

    1,531

    Sq.Ft.

    1508 Ford Hampton Road

    Winchester, KY

    Bluegrass
    View 22 N Bloomfield Road Winchester, KY MLS# 25507403
    $318,000
    3

    Beds

    2.0

    Baths

    1,913

    Sq.Ft.

    22 N Bloomfield Road

    Winchester, KY

    Bluegrass
    View 128 Cherokee Drive Winchester, KY MLS# 25502349
    $319,900
    5

    Beds

    2.0

    Baths

    2,082

    Sq.Ft.

    128 Cherokee Drive

    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 1/20/2026.

    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 1/20/2026.