297 total properties
Did you mean the neighborhood Winchester?
View 608 Colby Road Winchester, KY MLS# 26015128
$414,900
3

Beds

2.1

Baths

1,803

Sq.Ft.

608 Colby Road

Winchester, KY

Bluegrass
View 145 Codella Drive Winchester, KY MLS# 22007107
$400,000
Studio

Beds

0.0

Baths

145 Codella Drive

Winchester, KY

Bluegrass
View 233 Schollsville Road Winchester, KY MLS# 26012231
$400,000
3

Beds

2.0

Baths

1,347

Sq.Ft.

233 Schollsville Road

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 4095 Basin Springs Road Winchester, KY MLS# 26014375
$400,000
Studio

Beds

0.0

Baths

4095 Basin Springs Road

Winchester, KY

Bluegrass
View 1503 Schollsville Road Winchester, KY MLS# 25505942
$399,900
5

Beds

3.0

Baths

3,718

Sq.Ft.

1503 Schollsville Road

Winchester, KY

Bluegrass
View 0 Fairholme Way Winchester, KY MLS# 26011689
$399,000
Studio

Beds

0.0

Baths

0 Fairholme Way

Winchester, KY

Bluegrass
View 104 Colby Hills Drive Winchester, KY MLS# 25004009
$398,000
4

Beds

2.0

Baths

1,950

Sq.Ft.

104 Colby Hills Drive

Winchester, KY

Bluegrass
View 205 Evergreen Drive Winchester, KY MLS# 25009077
  • New Construction
1 of 3
$395,000
3

Beds

2.0

Baths

1,855

Sq.Ft.

205 Evergreen Drive

Winchester, KY

Bluegrass
View 18 Casa Landa Way Winchester, KY MLS# 26011118
$395,000
3

Beds

2.0

Baths

1,883

Sq.Ft.

18 Casa Landa Way

Winchester, KY

Bluegrass
View 178 Hawthorne Drive Winchester, KY MLS# 26012931
$390,000
3

Beds

2.1

Baths

2,156

Sq.Ft.

178 Hawthorne Drive

Winchester, KY

Bluegrass
View 23 Wheeler Avenue Winchester, KY MLS# 26011905
$389,900
8

Beds

5.0

Baths

4,687

Sq.Ft.

23 Wheeler Avenue

Winchester, KY

Bluegrass
View 17 W Lexington Avenue Winchester, KY MLS# 26007617
$388,000
8

Beds

8.0

Baths

4,000

Sq.Ft.

17 W Lexington Avenue

Winchester, KY

Bluegrass
View 309 Gallahadion Court Winchester, KY MLS# 26013780
  • Recently Listed
1 of 30
$385,000
3

Beds

2.1

Baths

1,945

Sq.Ft.

309 Gallahadion Court

Winchester, KY

Bluegrass
View 270 Evergreen Drive Winchester, KY MLS# 25009085
  • New Construction
1 of 3
$380,000
3

Beds

2.0

Baths

1,677

Sq.Ft.

270 Evergreen Drive

Winchester, KY

Bluegrass
View 382 S Main Street Winchester, KY MLS# 26008931
$375,000
4

Beds

3.0

Baths

3,310

Sq.Ft.

382 S Main Street

Winchester, KY

Bluegrass
View 206 Jett Drive Winchester, KY MLS# 24018286
  • New Construction
1 of 24
OPEN HOUSE: Saturday 6/27 12:00 PM - 2:00 PM
$365,900
3

Beds

2.0

Baths

1,635

Sq.Ft.

206 Jett Drive

Winchester, KY

Bluegrass
View 204 Jett Drive Winchester, KY MLS# 25507850
  • New Construction
1 of 7
$365,900
3

Beds

2.0

Baths

1,558

Sq.Ft.

204 Jett Drive

Winchester, KY

Bluegrass
View 3359 Trapp-Goffs Corner Road Winchester, KY MLS# 26012322
    1 of 38
    OPEN HOUSE: Sunday 6/28 1:00 PM - 3:00 PM
    $360,000
    1

    Beds

    2.0

    Baths

    2,179

    Sq.Ft.

    3359 Trapp-Goffs Corner Road

    Winchester, KY

    Bluegrass
    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 119 Gibson Way Winchester, KY MLS# 26014834
    • Recently Listed
    1 of 28
    $355,000
    4

    Beds

    2.1

    Baths

    2,325

    Sq.Ft.

    119 Gibson Way

    Winchester, KY

    Bluegrass

    About Winchester

    Listings in Winchester, KY

    298

    Estimated median home price

    $276,200
    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 - 100K31
    $100K - 200K66
    $200K - 300K71
    $300K - 400K49
    $400K - 500K17
    $500K - 600K17
    $600K - 700K10
    $700K - 800K9
    $800K - 900K2
    $900K - 1M3
    $1M - Max23

    Homes for Sale by Type in Winchester, KY

    Property TypeCount
    Single Family174
    Townhouse4
    Condo0
    Commercial12
    Rental18
    Lots and Land92
    Condo/Town/CoOp0
    CoOp0
    Multi Family9
    Mobile Home0
    Farms7

    (Data as of 6/26/2026)

    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 6/27/2026.