40391 Homes for Sale

291 total properties
View 110 White Conkwright Road Winchester, KY MLS# 26007022
$550,000
5

Beds

3.0

Baths

3,102

Sq.Ft.

110 White Conkwright Road

Winchester, KY

Bluegrass
View 600 Boone Avenue Winchester, KY MLS# 26013378
  • Recently Listed
1 of 36
$549,900
4

Beds

3.2

Baths

4,173

Sq.Ft.

600 Boone Avenue

Winchester, KY

Bluegrass
View 146 Hawthorne Drive Winchester, KY MLS# 26010893
$539,900
5

Beds

3.1

Baths

2,711

Sq.Ft.

146 Hawthorne Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 220 Athens Boonsboro Road Winchester, KY MLS# 25012986
$531,000
5,012

Sq.Ft.

220 Athens Boonsboro Road

Winchester, KY

Bluegrass
View 935 Stoner-Ephesus Road Winchester, KY MLS# 26009385
$525,000
3

Beds

2.0

Baths

2,563

Sq.Ft.

935 Stoner-Ephesus Road

Winchester, KY

Bluegrass
View 35-37 Hays Street Winchester, KY MLS# 26002170
$515,000
1,440

Sq.Ft.

35-37 Hays Street

Winchester, KY

Bluegrass
View 1005 Early Drive Winchester, KY MLS# 20111871
$500,000
Studio

Beds

0.0

Baths

1005 Early Drive

Winchester, KY

Bluegrass
View 808 Bypass Road Winchester, KY MLS# 26008729
$500,000
1.0

Baths

5,054

Sq.Ft.

808 Bypass Road

Winchester, KY

Bluegrass
View 16 Manor Drive Winchester, KY MLS# 26010312
$499,900
4

Beds

3.0

Baths

5,646

Sq.Ft.

16 Manor Drive

Winchester, KY

Bluegrass
View 33-41 Winn Avenue Winchester, KY MLS# 25508043
$490,000
Studio

Beds

0.0

Baths

33-41 Winn Avenue

Winchester, KY

Bluegrass
View 414 Fairholme Way Winchester, KY MLS# 26011136
  • New Construction
1 of 38
$484,900
4

Beds

3.0

Baths

2,418

Sq.Ft.

414 Fairholme Way

Winchester, KY

Bluegrass
View 265 S Highland Street Winchester, KY MLS# 26004961
$479,000
8

Beds

4.0

Baths

5,058

Sq.Ft.

265 S Highland Street

Winchester, KY

Bluegrass
View 105 Monet Boulevard Winchester, KY MLS# 26013041
    1 of 49
    OPEN HOUSE: Sunday 6/14 2:00 PM - 4:00 PM
    $469,000
    4

    Beds

    2.1

    Baths

    3,296

    Sq.Ft.

    105 Monet Boulevard

    Winchester, KY

    Bluegrass
    View 287 Logan Lick Road Winchester, KY MLS# 26011126
    $465,000
    3

    Beds

    2.0

    Baths

    1,680

    Sq.Ft.

    287 Logan Lick Road

    Winchester, KY

    Bluegrass
    View 222 Ashton Oak Way Winchester, KY MLS# 26008003
    $450,000
    3

    Beds

    2.1

    Baths

    3,444

    Sq.Ft.

    222 Ashton Oak Way

    Winchester, KY

    Bluegrass
    View 207 Hibiscus Lane Winchester, KY MLS# 26013195
    $449,900
    4

    Beds

    3.0

    Baths

    3,126

    Sq.Ft.

    207 Hibiscus Lane

    Winchester, KY

    Bluegrass
    View 42 Mockingbird Valley Road Winchester, KY MLS# 26009944
    $445,500
    3

    Beds

    2.1

    Baths

    2,961

    Sq.Ft.

    42 Mockingbird Valley Road

    Winchester, KY

    Bluegrass
    View 1478 Donaldson Road Winchester, KY MLS# 26011075
    $444,000
    3

    Beds

    2.0

    Baths

    2,442

    Sq.Ft.

    1478 Donaldson Road

    Winchester, KY

    Bluegrass
    View 250 Evergreen Drive Winchester, KY MLS# 25009082
    • New Construction
    1 of 3
    $430,000
    3

    Beds

    2.0

    Baths

    1,855

    Sq.Ft.

    250 Evergreen Drive

    Winchester, KY

    Bluegrass
    View 240 Athens Boonesboro Road Winchester, KY MLS# 26004512
    $429,900
    4

    Beds

    2.1

    Baths

    1,500

    Sq.Ft.

    240 Athens Boonesboro Road

    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 6/14/2026.