View 3622 Stamper Drive Winchester, KY MLS# 25507430
$349,900
3

Beds

3.0

Baths

2,821

Sq.Ft.

3622 Stamper Drive

Winchester, KY

Bluegrass
View 121 Fitch Avenue Winchester, KY MLS# 25504324
  • Virtual Tour
1 of 35
$349,000
4

Beds

3.0

Baths

2,100

Sq.Ft.

121 Fitch Avenue

Winchester, KY

Bluegrass
View 212 Woodbine Court Winchester, KY MLS# 25505033
$349,000
3

Beds

2.1

Baths

2,475

Sq.Ft.

212 Woodbine Court

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 225 Plantations Drive Winchester, KY MLS# 25506523
$345,900
3

Beds

2.1

Baths

3,868

Sq.Ft.

225 Plantations Drive

Winchester, KY

Bluegrass
View 215 Evergreen Drive Winchester, KY MLS# 25009078
  • New Construction
1 of 2
$345,000
3

Beds

2.0

Baths

1,800

Sq.Ft.

215 Evergreen Drive

Winchester, KY

Bluegrass
View 225 Evergreen Drive Winchester, KY MLS# 25009080
  • New Construction
1 of 3
$345,000
3

Beds

2.0

Baths

1,677

Sq.Ft.

225 Evergreen Drive

Winchester, KY

Bluegrass
View 208 Citation Court Winchester, KY MLS# 25017361
$345,000
2

Beds

2.0

Baths

1,568

Sq.Ft.

208 Citation Court

Winchester, KY

Bluegrass
View 297 S Main Street Winchester, KY MLS# 25501793
$335,000
6

Beds

4.0

Baths

3,544

Sq.Ft.

297 S Main Street

Winchester, KY

Bluegrass
View 374 N Middletown Road Winchester, KY MLS# 25005575
$329,500
3

Beds

2.0

Baths

1,719

Sq.Ft.

374 N Middletown Road

Winchester, KY

Bluegrass
View 360 N Middletown Road Winchester, KY MLS# 25005577
$329,500
3

Beds

2.0

Baths

1,792

Sq.Ft.

360 N Middletown Road

Winchester, KY

Bluegrass
View 213 Orchid Court Winchester, KY MLS# 25502706
$325,000
4

Beds

3.0

Baths

1,776

Sq.Ft.

213 Orchid Court

Winchester, KY

Bluegrass
View 128 Cherokee Drive Winchester, KY MLS# 25502349
$319,900
5

Beds

2.0

Baths

2,082

Sq.Ft.

128 Cherokee Drive

Winchester, KY

Bluegrass
View 22 N Bloomfield Road Winchester, KY MLS# 25507403
$318,000
3

Beds

2.0

Baths

1,913

Sq.Ft.

22 N Bloomfield Road

Winchester, KY

Bluegrass
View 1508 Ford Hampton Road Winchester, KY MLS# 25503339
$315,000
2

Beds

1.0

Baths

1,531

Sq.Ft.

1508 Ford Hampton Road

Winchester, KY

Bluegrass
View 214 S Burns Avenue Winchester, KY MLS# 25506625
    1 of 54
    OPEN HOUSE: Sunday 1/18 2:00 PM - 5:00 PM
    $312,000
    4

    Beds

    1.1

    Baths

    2,170

    Sq.Ft.

    214 S Burns Avenue

    Winchester, KY

    Bluegrass
    View 398 Pine Ridge Road Winchester, KY MLS# 26000601
    • Recently Listed
    1 of 25
    $310,000
    2

    Beds

    1.0

    Baths

    1,170

    Sq.Ft.

    398 Pine Ridge Road

    Winchester, KY

    Bluegrass
    View 398 Pine Ridge Road Winchester, KY MLS# 26000610
    • Recently Listed
    1 of 25
    $310,000
    Studio

    Beds

    0.0

    Baths

    398 Pine Ridge Road

    Winchester, KY

    Bluegrass
    View 24 N Burns Avenue Winchester, KY MLS# 25507536
      1 of 28
      OPEN HOUSE: Sunday 1/18 1:00 PM - 4:00 PM
      $309,900
      3

      Beds

      3.1

      Baths

      2,526

      Sq.Ft.

      24 N Burns Avenue

      Winchester, KY

      Bluegrass
      View 1045 Early Drive Winchester, KY MLS# 20111875
      $300,000
      1,675

      Sq.Ft.

      1045 Early Drive

      Winchester, KY

      Bluegrass
      View 18 N Main Street Winchester, KY MLS# 25004978
      $299,900

      18 N Main Street

      Winchester, KY

      Bluegrass

      About Winchester

      Listings in Winchester, KY

      257

      Estimated median home price

      $295,000
      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 - 100K29
      $100K - 200K48
      $200K - 300K58
      $300K - 400K38
      $400K - 500K25
      $500K - 600K10
      $600K - 700K11
      $700K - 800K8
      $800K - 900K8
      $900K - 1M2
      $1M - Max20

      Homes for Sale by Type in Winchester, KY

      Property TypeCount
      Single Family147
      Townhouse3
      Condo0
      Commercial12
      Rental17
      Lots and Land74
      Condo/Town/CoOp0
      CoOp0
      Multi Family8
      Mobile Home0
      Farms13

      (Data as of 1/11/2026)

      Information deemed reliable but not guaranteed.

      The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Metro Search Multiple Listing Service. Real Estate listings held by IDX brokers (licensees) other than Weichert Realtors are marked with the IDX logo and detailed information about them includes the name of the IDX 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.

      © 2026 Metro Search Multiple Listing Service, Inc. All rights reserved.

      Data is updated as of 1/14/2026.

      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 1/14/2026.