280 total properties
Did you mean the neighborhood Winchester?
View 178 Hawthorne Drive Winchester, KY MLS# 26012931
    1 of 26
    OPEN HOUSE: Sunday 6/7 2:00 PM - 4:00 PM
    $390,000
    3

    Beds

    2.1

    Baths

    2,156

    Sq.Ft.

    178 Hawthorne Drive

    Winchester, KY

    Bluegrass
    View 14 Cook Avenue Winchester, KY MLS# 26011961
    • Recently Listed
    1 of 37
    $233,000
    3

    Beds

    2.0

    Baths

    1,261

    Sq.Ft.

    14 Cook Avenue

    Winchester, KY

    Bluegrass
    View 13 Long Avenue Winchester, KY MLS# 26013004
    • Recently Listed
    1 of 31
    $240,000
    3

    Beds

    2.0

    Baths

    1,297

    Sq.Ft.

    13 Long Avenue

    Winchester, KY

    Bluegrass
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 23 Windridge Drive Winchester, KY MLS# 26013010
    • Recently Listed
    1 of 41
    OPEN HOUSE: Sunday 6/7 1:00 PM - 3:00 PM
    $339,900
    3

    Beds

    2.0

    Baths

    1,858

    Sq.Ft.

    23 Windridge Drive

    Winchester, KY

    Bluegrass
    View 200 Old Log Lick Road Winchester, KY MLS# 26013036
    • Recently Listed
    1 of 89
    $939,000
    3

    Beds

    2.0

    Baths

    4,019

    Sq.Ft.

    200 Old Log Lick Road

    Winchester, KY

    Bluegrass
    View 310 W Hickman Street Winchester, KY MLS# 26012783
    • Recently Listed
    1 of 13
    $109,900
    4

    Beds

    2.1

    Baths

    1,391

    Sq.Ft.

    310 W Hickman Street

    Winchester, KY

    Bluegrass
    View 4100 Crowe Ridge Road Winchester, KY MLS# 26012816
    $320,000
    3

    Beds

    2.1

    Baths

    2,100

    Sq.Ft.

    4100 Crowe Ridge Road

    Winchester, KY

    Bluegrass
    View 20 Jackson Street Winchester, KY MLS# 26012820
    • Recently Listed
    1 of 36
    OPEN HOUSE: Sunday 6/7 2:00 PM - 4:00 PM
    $290,000
    3

    Beds

    2.0

    Baths

    1,650

    Sq.Ft.

    20 Jackson Street

    Winchester, KY

    Bluegrass
    View 563 Constitution Drive Winchester, KY MLS# 26012893
    $104,900
    2

    Beds

    2.0

    Baths

    924

    Sq.Ft.

    563 Constitution 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
    View 305 Abbeywood Drive Winchester, KY MLS# 26012645
      1 of 40
      OPEN HOUSE: Sunday 6/7 2:00 PM - 4:00 PM
      $315,000
      3

      Beds

      2.1

      Baths

      1,899

      Sq.Ft.

      305 Abbeywood Drive

      Winchester, KY

      Bluegrass
      View 162 French Avenue Winchester, KY MLS# 26012319
      • Recently Listed
      1 of 40
      $299,900
      4

      Beds

      1.0

      Baths

      2,327

      Sq.Ft.

      162 French Avenue

      Winchester, KY

      Bluegrass
      View 3359 Trapp-Goffs Corner Road Winchester, KY MLS# 26012322
      $370,000
      1

      Beds

      2.0

      Baths

      2,179

      Sq.Ft.

      3359 Trapp-Goffs Corner Road

      Winchester, KY

      Bluegrass
      View 528 Estes Drive Winchester, KY MLS# 26012351
      $234,900
      3

      Beds

      2.0

      Baths

      1,904

      Sq.Ft.

      528 Estes Drive

      Winchester, KY

      Bluegrass
      View 410 W Lexington Avenue Winchester, KY MLS# 26012369
      $349,900
      5

      Beds

      4.0

      Baths

      4,456

      Sq.Ft.

      410 W Lexington Avenue

      Winchester, KY

      Bluegrass
      View 104 Bay Hill Drive Winchester, KY MLS# 26012179
      • Recently Listed
      1 of 14
      $215,000
      2

      Beds

      2.0

      Baths

      1,200

      Sq.Ft.

      104 Bay Hill Drive

      Winchester, KY

      Bluegrass
      View 217 Short Street Winchester, KY MLS# 26012199
      • Recently Listed
      1 of 50
      $229,900
      3

      Beds

      1.0

      Baths

      1,042

      Sq.Ft.

      217 Short Street

      Winchester, KY

      Bluegrass
      View 3622 Stamper Drive Winchester, KY MLS# 26012206
      • Recently Listed
      1 of 43
      $299,900
      3

      Beds

      3.0

      Baths

      2,821

      Sq.Ft.

      3622 Stamper Drive

      Winchester, KY

      Bluegrass
      View 6356 Van Meter Road Winchester, KY MLS# 26012252
      • Recently Listed
      1 of 92
      $795,000
      3

      Beds

      3.0

      Baths

      3,336

      Sq.Ft.

      6356 Van Meter Road

      Winchester, KY

      Bluegrass
      View 12 Pocahontas Trail Winchester, KY MLS# 26012275
      • Recently Listed
      1 of 21
      $249,900
      3

      Beds

      2.0

      Baths

      1,064

      Sq.Ft.

      12 Pocahontas Trail

      Winchester, KY

      Bluegrass

      About Winchester

      Listings in Winchester, KY

      280

      Estimated median home price

      $269,950
      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 - 100K29
      $100K - 200K62
      $200K - 300K74
      $300K - 400K42
      $400K - 500K17
      $500K - 600K14
      $600K - 700K5
      $700K - 800K10
      $800K - 900K1
      $900K - 1M3
      $1M - Max23

      Homes for Sale by Type in Winchester, KY

      Property TypeCount
      Single Family160
      Townhouse4
      Condo0
      Commercial13
      Rental18
      Lots and Land89
      Condo/Town/CoOp0
      CoOp0
      Multi Family10
      Mobile Home0
      Farms4

      (Data as of 6/7/2026)

      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 6/7/2026.