262 total properties
Did you mean the neighborhood Winchester?
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
    The time to sell is now! THE TIME TO SELL IS NOW!
    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
    View 107 Gibson Way Winchester, KY MLS# 26013361
    • Recently Listed
    1 of 20
    OPEN HOUSE: Sunday 6/28 2:00 PM - 4:00 PM
    $354,900
    3

    Beds

    2.1

    Baths

    2,266

    Sq.Ft.

    107 Gibson Way

    Winchester, KY

    Bluegrass
    View 38 N Burns Avenue Winchester, KY MLS# 26009835
    • New Construction
    1 of 31
    $350,000
    4

    Beds

    2.1

    Baths

    2,310

    Sq.Ft.

    38 N Burns Avenue

    Winchester, KY

    Bluegrass
    View 27 Hampton Avenue Winchester, KY MLS# 26010286
    $350,000
    3

    Beds

    2.0

    Baths

    2,835

    Sq.Ft.

    27 Hampton Avenue

    Winchester, KY

    Bluegrass
    View 502 W Lexington Avenue Winchester, KY MLS# 26010324
    $350,000
    4

    Beds

    2.3

    Baths

    4,798

    Sq.Ft.

    502 W Lexington Avenue

    Winchester, KY

    Bluegrass
    View 274 Greenway Drive Winchester, KY MLS# 26010546
    $350,000
    4

    Beds

    2.0

    Baths

    2,208

    Sq.Ft.

    274 Greenway Drive

    Winchester, KY

    Bluegrass
    View 6888 Bybee Road Winchester, KY MLS# 26014823
    • Recently Listed
    1 of 62
    $350,000
    1

    Beds

    1.0

    Baths

    800

    Sq.Ft.

    6888 Bybee Road

    Winchester, KY

    Bluegrass
    View 614 Colby Ridge Boulevard Winchester, KY MLS# 26007904
    $349,900
    4

    Beds

    2.1

    Baths

    2,100

    Sq.Ft.

    614 Colby Ridge Boulevard

    Winchester, KY

    Bluegrass
    View 221 W Hickman Street Winchester, KY MLS# 26013573
    $349,500
    4

    Beds

    3.0

    Baths

    2,800

    Sq.Ft.

    221 W Hickman Street

    Winchester, KY

    Bluegrass
    View 405 Tremont Lane Winchester, KY MLS# 26010040
    $349,000
    4

    Beds

    2.1

    Baths

    2,274

    Sq.Ft.

    405 Tremont Lane

    Winchester, KY

    Bluegrass
    View 443 S Maple Street Winchester, KY MLS# 26008225
    $340,000
    4

    Beds

    2.0

    Baths

    3,261

    Sq.Ft.

    443 S Maple Street

    Winchester, KY

    Bluegrass
    View 750 Providence Lane Winchester, KY MLS# 26006323
    $339,900
    Studio

    Beds

    0.0

    Baths

    750 Providence Lane

    Winchester, KY

    Bluegrass
    View 740 Pilot Ridge Lane Winchester, KY MLS# 26006680
    $339,900
    3

    Beds

    2.1

    Baths

    1,608

    Sq.Ft.

    740 Pilot Ridge Lane

    Winchester, KY

    Bluegrass
    View 410 W Lexington Avenue Winchester, KY MLS# 26012369
    $339,900
    5

    Beds

    4.0

    Baths

    4,456

    Sq.Ft.

    410 W Lexington Avenue

    Winchester, KY

    Bluegrass
    View 23 Windridge Drive Winchester, KY MLS# 26013010
    $339,900
    3

    Beds

    2.0

    Baths

    1,858

    Sq.Ft.

    23 Windridge Drive

    Winchester, KY

    Bluegrass
    View 410 W Lexington Avenue Winchester, KY MLS# 26014051
    $339,900
    4,456

    Sq.Ft.

    410 W Lexington Avenue

    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 6/26/2026.