View 1025 S Loudoun Street Winchester, VA MLS# VAWI2009836
$454,900
3

Beds

2.1

Baths

2,100

Sq.Ft.

1025 S Loudoun Street

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 344 Frog Hollow Road Winchester, VA MLS# VAFV2039198
$370,000
3

Beds

2.0

Baths

907

Sq.Ft.

344 Frog Hollow Road

Winchester, VA

Bright
Courtesy of COMPASS WEST REALTY, LLC
View 501 Battle Avenue Winchester, VA MLS# VAWI2009808
$300,000
3

Beds

1.0

Baths

1,789

Sq.Ft.

501 Battle Avenue

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 719 Kennedy Drive Winchester, VA MLS# VAWI2009810
$175,000
Studio

Beds

0.0

Baths

719 Kennedy Drive

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 156 Solara Drive Winchester, VA MLS# VAFV2039090
$425,000
4

Beds

3.1

Baths

2,281

Sq.Ft.

156 Solara Drive

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 703 S Loudoun Street Winchester, VA MLS# VAWI2009838
    1 of 45
    OPEN HOUSE: Saturday 3/7 11:00 AM - 1:00 PM
    $484,900
    3

    Beds

    2.1

    Baths

    1,992

    Sq.Ft.

    703 S Loudoun Street

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES
    View 3137 Eton Place Winchester, VA MLS# VAWI2009840
    $499,000
    3

    Beds

    2.1

    Baths

    2,293

    Sq.Ft.

    3137 Eton Place

    Winchester, VA

    Bright
    Courtesy of ERA OAKCREST REALTY, INC.
    View 712 Frederick Avenue Winchester, VA MLS# VAWI2009832
    $310,000
    3

    Beds

    2.0

    Baths

    1,530

    Sq.Ft.

    712 Frederick Avenue

    Winchester, VA

    Bright
    Courtesy of CRUM REALTY, INC.
    View 227 Dutch Apple Drive Winchester, VA MLS# VAFV2039088
    $649,900
    3

    Beds

    2.1

    Baths

    2,436

    Sq.Ft.

    227 Dutch Apple Drive

    Winchester, VA

    Bright
    Courtesy of REALTY FC
    View 435 Mikey Court Winchester, VA MLS# VAFV2038896
    • Adult Community
    1 of 40
    $549,900
    3

    Beds

    2.0

    Baths

    1,800

    Sq.Ft.

    435 Mikey Court

    Winchester, VA

    Bright
    Courtesy of ERA OAKCREST REALTY, INC.
    View 108 Keystone # HOMESITE 1094 Winchester, VA MLS# VAFV2039166
    • Adult Community with Virtual Tour
    1 of 49
    $458,119
    3

    Beds

    2.1

    Baths

    2,181

    Sq.Ft.

    108 Keystone # HOMESITE 1094

    Winchester, VA

    Bright
    Courtesy of PEARSON SMITH REALTY, LLC
    View 100 Alliance Court Winchester, VA MLS# VAFV2039120
    $539,000
    6

    Beds

    3.1

    Baths

    2,539

    Sq.Ft.

    100 Alliance Court

    Winchester, VA

    Bright
    Courtesy of KELLER WILLIAMS REALTY
    View Lot 50 Cardinal Dr Winchester, VA MLS# VAFV2039076
    $8,500
    Studio

    Beds

    0.0

    Baths

    Lot 50 Cardinal Dr

    Winchester, VA

    Bright
    Courtesy of COLONY REALTY
    View 407 Tamarack Circle Winchester, VA MLS# VAFV2038994
    $514,900
    4

    Beds

    2.1

    Baths

    3,152

    Sq.Ft.

    407 Tamarack Circle

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES
    View 114 Webster Court Winchester, VA MLS# VAFV2039122
    • Adult Community with Virtual Tour
    1 of 52
    $529,990
    3

    Beds

    3.1

    Baths

    3,200

    Sq.Ft.

    114 Webster Court

    Winchester, VA

    Bright
    Courtesy of REAL BROKER, LLC
    View 832 Winder Court Winchester, VA MLS# VAWI2009800
      1 of 33
      OPEN HOUSE: Saturday 3/7 12:00 PM - 2:00 PM
      $589,000
      3

      Beds

      2.0

      Baths

      1,974

      Sq.Ft.

      832 Winder Court

      Winchester, VA

      Bright
      Courtesy of REALTY ONE GROUP OLD TOWNE
      View Siler Road Winchester, VA MLS# VAFV2038970
      $489,000
      Studio

      Beds

      0.0

      Baths

      Siler Road

      Winchester, VA

      Bright
      Courtesy of WHITETAIL PROPERTIES REAL ESTATE, LLC
      View LOT 1 - Handley Drive Winchester, VA MLS# VAFV2038132
      $275,000
      Studio

      Beds

      0.0

      Baths

      LOT 1 - Handley Drive

      Winchester, VA

      Bright
      Courtesy of MERRIFIELD REALTY, LLC
      View LOT 27A - Handley Drive Winchester, VA MLS# VAFV2039092
      $275,000
      Studio

      Beds

      0.0

      Baths

      LOT 27A - Handley Drive

      Winchester, VA

      Bright
      Courtesy of MERRIFIELD REALTY, LLC
      View LOT 23 - Greenfield Drive Winchester, VA MLS# VAFV2039094
      $275,000
      Studio

      Beds

      0.0

      Baths

      LOT 23 - Greenfield Drive

      Winchester, VA

      Bright
      Courtesy of MERRIFIELD REALTY, LLC

      About Winchester

      Listings in Winchester, VA

      474

      Estimated median home price

      $449,990
      Winchester VA Homes for Sale & Properties

      Weichert Realtors is one of the nation's leading providers of Winchester, Virginia real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, VA.

      Homes for Sale by Price in Winchester, VA

      PriceCount
      $0 - 100K45
      $100K - 200K19
      $200K - 300K43
      $300K - 400K91
      $400K - 500K80
      $500K - 600K56
      $600K - 700K39
      $700K - 800K16
      $800K - 900K12
      $900K - 1M13
      $1M - Max60

      Homes for Sale by Type in Winchester, VA

      Property TypeCount
      Single Family245
      Townhouse47
      Condo25
      Commercial45
      Rental143
      Lots and Land106
      Condo/Town/CoOp0
      CoOp0
      Multi Family6
      Mobile Home0
      Farms0

      (Data as of 3/3/2026)

      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 the Harrisonburg-Rockingham Association of 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 reproduced or redistribute. Its sole purpose is to be used for no other purpose than to identify prospective properties consumers may be interested in purchasing. p>

      Data is updated as of 3/3/2026.

      Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

      Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

      The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

      Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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