239 total properties
Did you mean the neighborhood Winchester?
View 133 Shala-Mar Rue Winchester, KY MLS# 26005511
$359,000
3

Beds

2.0

Baths

2,000

Sq.Ft.

133 Shala-Mar Rue

Winchester, KY

Bluegrass
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 1291-1299 Muddy Creek Road Winchester, KY MLS# 26005152
$334,900
3

Beds

2.0

Baths

1,222

Sq.Ft.

1291-1299 Muddy Creek Road

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 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 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 1911 Trapp-Goffs Cor Road Winchester, KY MLS# 26004732
$460,000
3

Beds

2.0

Baths

1,288

Sq.Ft.

1911 Trapp-Goffs Cor Road

Winchester, KY

Bluegrass
View 3811 Combs Ferry Road Winchester, KY MLS# 26004722
$300,000
Studio

Beds

0.0

Baths

3811 Combs Ferry Road

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 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
View 5127 Combs Ferry Road Winchester, KY MLS# 26004544
$439,000
Studio

Beds

0.0

Baths

5127 Combs Ferry Road

Winchester, KY

Bluegrass
View 221 Moundale Avenue Winchester, KY MLS# 26004551
    1 of 49
    OPEN HOUSE: Sunday 5/3 1:00 PM - 3:00 PM
    $345,000
    3

    Beds

    2.1

    Baths

    2,628

    Sq.Ft.

    221 Moundale Avenue

    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 221 W Hickman Street Winchester, KY MLS# 26004557
    $349,500
    4

    Beds

    3.0

    Baths

    3,440

    Sq.Ft.

    221 W Hickman Street

    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

    About Winchester

    Listings in Winchester, KY

    308

    Estimated median home price

    $264,950
    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 - 200K74
    $200K - 300K72
    $300K - 400K40
    $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 Family175
    Townhouse4
    Condo0
    Commercial15
    Rental18
    Lots and Land96
    Condo/Town/CoOp0
    CoOp0
    Multi Family12
    Mobile Home0
    Farms6

    (Data as of 4/27/2026)

    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 4/28/2026.