184 total properties
Did you mean the neighborhood Winchester?
View 190 Privacy Lane Winchester, KY MLS# 25501332
$249,000
Studio

Beds

0.0

Baths

190 Privacy Lane

Winchester, KY

Bluegrass
View 155 Spring Ridge Way Winchester, KY MLS# 26005457
$188,500
Studio

Beds

0.0

Baths

155 Spring Ridge Way

Winchester, KY

Bluegrass
View 2366 Ironworks Road Winchester, KY MLS# 26005485
$220,000
3

Beds

2.0

Baths

1,530

Sq.Ft.

2366 Ironworks Road

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 1128-1130 Dale Drive Winchester, KY MLS# 26005390
$269,500
4

Beds

2.2

Baths

2,072

Sq.Ft.

1128-1130 Dale Drive

Winchester, KY

Bluegrass
View 113 Mayfair Court Winchester, KY MLS# 26005413
$42,500
Studio

Beds

0.0

Baths

113 Mayfair Court

Winchester, KY

Bluegrass
View 105 Bella Court Winchester, KY MLS# 26005419
$42,500
Studio

Beds

0.0

Baths

105 Bella Court

Winchester, KY

Bluegrass
View 108 Dorset Lane Winchester, KY MLS# 26005320
$42,500
Studio

Beds

0.0

Baths

108 Dorset Lane

Winchester, KY

Bluegrass
View 128 Bay Hill Drive Winchester, KY MLS# 26005243
$200,000
3

Beds

2.0

Baths

1,289

Sq.Ft.

128 Bay Hill Drive

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 23 Kittison Drive Winchester, KY MLS# 25503252
$235,000
3

Beds

2.0

Baths

1,346

Sq.Ft.

23 Kittison Drive

Winchester, KY

Bluegrass
View 225 Buffalo Trace Winchester, KY MLS# 26004556
$209,900
3

Beds

2.0

Baths

915

Sq.Ft.

225 Buffalo Trace

Winchester, KY

Bluegrass
View 1450 Ford Road Winchester, KY MLS# 26004572
$69,900
Studio

Beds

0.0

Baths

1450 Ford Road

Winchester, KY

Bluegrass
View 1407 Ironworks Road Winchester, KY MLS# 26004591
$249,900
3

Beds

2.0

Baths

1,530

Sq.Ft.

1407 Ironworks Road

Winchester, KY

Bluegrass
View 1860 Ford Road Winchester, KY MLS# 26004497
$74,950
2

Beds

1.0

Baths

825

Sq.Ft.

1860 Ford Road

Winchester, KY

Bluegrass
View 130 E Broadway Street Winchester, KY MLS# 26004331
$265,000
4

Beds

3.0

Baths

2,445

Sq.Ft.

130 E Broadway Street

Winchester, KY

Bluegrass
View 280 Pine Ridge Road Winchester, KY MLS# 26004070
$260,000
3

Beds

1.0

Baths

1,296

Sq.Ft.

280 Pine Ridge Road

Winchester, KY

Bluegrass
View 59 Holiday Road Winchester, KY MLS# 26004165
$209,900
3

Beds

1.0

Baths

1,050

Sq.Ft.

59 Holiday 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 500 Hidden Hills Way Winchester, KY MLS# 26004000
    $204,900
    3

    Beds

    2.0

    Baths

    1,120

    Sq.Ft.

    500 Hidden Hills Way

    Winchester, KY

    Bluegrass
    View 730 Byrd Avenue Winchester, KY MLS# 26004038
    $145,000
    3

    Beds

    1.0

    Baths

    1,160

    Sq.Ft.

    730 Byrd Avenue

    Winchester, KY

    Bluegrass

    About Winchester

    Listings in Winchester, KY

    303

    Estimated median home price

    $269,000
    Winchester KY Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Winchester, Kentucky real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, KY.

    Homes for Sale by Price in Winchester, KY

    PriceCount
    $0 - 100K36
    $100K - 200K70
    $200K - 300K72
    $300K - 400K39
    $400K - 500K23
    $500K - 600K12
    $600K - 700K10
    $700K - 800K15
    $800K - 900K3
    $900K - 1M2
    $1M - Max21

    Homes for Sale by Type in Winchester, KY

    Property TypeCount
    Single Family173
    Townhouse4
    Condo0
    Commercial15
    Rental18
    Lots and Land95
    Condo/Town/CoOp0
    CoOp0
    Multi Family10
    Mobile Home0
    Farms6

    (Data as of 4/29/2026)

    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 4/29/2026.