View 1610 S. Loudoun Street Winchester, VA MLS# VAWI2009664
$320,000
4

Beds

2.0

Baths

1,344

Sq.Ft.

1610 S. Loudoun Street

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View TBD Gough Road Winchester, VA MLS# VAFV2038936
$299,900
Studio

Beds

0.0

Baths

TBD Gough Road

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View Lot 2 Tonto Trail Winchester, VA MLS# VAFV2039058
  • New Construction
1 of 24
$399,900
3

Beds

2.1

Baths

1,660

Sq.Ft.

Lot 2 Tonto Trail

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
The time to sell is now! THE TIME TO SELL IS NOW!
View Lot 7 Comanche Trail Winchester, VA MLS# VAFV2039060
  • New Construction
1 of 22
$399,900
3

Beds

2.0

Baths

1,500

Sq.Ft.

Lot 7 Comanche Trail

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 803 Tomahawk Trail Winchester, VA MLS# VAFV2039034
$260,000
3

Beds

1.1

Baths

960

Sq.Ft.

803 Tomahawk Trail

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 1415 Ramseur Lane Winchester, VA MLS# VAWI2009784
$199,900
Studio

Beds

0.0

Baths

1415 Ramseur Lane

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 0 POPLAR TRL Winchester, VA MLS# 672595
$20,000
Studio

Beds

0.0

Baths

0 POPLAR TRL

Winchester, VA

Courtesy of Harrisonburg - WEICHERT, REALTORS® - Nancy Beahm Real Estate
View 161 Graywolf Trail Winchester, VA MLS# VAFV2039008
$349,900
3

Beds

2.0

Baths

1,961

Sq.Ft.

161 Graywolf Trail

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View 218 Tudor Drive Winchester, VA MLS# VAFV2039018
    1 of 51
    OPEN HOUSE: Sunday 3/8 1:00 PM - 3:00 PM
    $309,000
    2

    Beds

    3.1

    Baths

    1,740

    Sq.Ft.

    218 Tudor Drive

    Winchester, VA

    Bright
    Courtesy of REALTY ONE GROUP OLD TOWNE
    View 119 Castaway Place Winchester, VA MLS# VAFV2039040
    • Adult Community
    1 of 16
    $394,990
    3

    Beds

    2.1

    Baths

    1,752

    Sq.Ft.

    119 Castaway Place

    Winchester, VA

    Bright
    Courtesy of BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
    View 214 Monteith Drive Winchester, VA MLS# VAWI2009620
    • New Construction with Virtual Tour
    1 of 31
    $389,990
    3

    Beds

    3.1

    Baths

    1,784

    Sq.Ft.

    214 Monteith Drive

    Winchester, VA

    Bright
    Courtesy of DRB GROUP REALTY, LLC
    View 945 Allen Drive Winchester, VA MLS# VAWI2009776
    $419,900
    3

    Beds

    2.0

    Baths

    2,219

    Sq.Ft.

    945 Allen Drive

    Winchester, VA

    Bright
    Courtesy of REALTY ONE GROUP OLD TOWNE
    View 628 Cardinal Drive Winchester, VA MLS# VAFV2038306
    • New Construction
    1 of 30
    $350,000
    3

    Beds

    2.0

    Baths

    1,381

    Sq.Ft.

    628 Cardinal Drive

    Winchester, VA

    Bright
    Courtesy of RE/MAX ROOTS
    View 570 Welltown Road Winchester, VA MLS# VAFV2039004
      1 of 34
      OPEN HOUSE: Sunday 3/8 2:00 PM - 3:30 PM
      $429,000
      4

      Beds

      3.0

      Baths

      1,783

      Sq.Ft.

      570 Welltown Road

      Winchester, VA

      Bright
      Courtesy of KELLER WILLIAMS REALTY
      View 1006 Gatling Drive Winchester, VA MLS# VAFV2038428
      • New Construction
      1 of 30
      $350,000
      3

      Beds

      2.0

      Baths

      1,381

      Sq.Ft.

      1006 Gatling Drive

      Winchester, VA

      Bright
      Courtesy of RE/MAX ROOTS
      View Lot 23 Panther Drive Winchester, VA MLS# VAFV2038888
      $16,000
      Studio

      Beds

      0.0

      Baths

      Lot 23 Panther Drive

      Winchester, VA

      Bright
      Courtesy of DANDRIDGE REALTY GROUP, LLC
      View 217 Myrtle Avenue Winchester, VA MLS# VAWI2009772
      $347,500
      3

      Beds

      1.0

      Baths

      907

      Sq.Ft.

      217 Myrtle Avenue

      Winchester, VA

      Bright
      Courtesy of REALTY ONE GROUP OLD TOWNE
      View 113 Killbuck Trail Winchester, VA MLS# VAFV2038734
      $359,900
      3

      Beds

      3.0

      Baths

      2,324

      Sq.Ft.

      113 Killbuck Trail

      Winchester, VA

      Bright
      Courtesy of COLDWELL BANKER PREMIER
      View 2952 Grace Street Winchester, VA MLS# VAWI2009724
      $339,900
      3

      Beds

      1.0

      Baths

      960

      Sq.Ft.

      2952 Grace Street

      Winchester, VA

      Bright
      Courtesy of Weichert Realtors - Reston/Herndon
      View 701 Hickory Trail Winchester, VA MLS# VAFV2038814
      $365,000
      3

      Beds

      2.1

      Baths

      1,660

      Sq.Ft.

      701 Hickory Trail

      Winchester, VA

      Bright
      Courtesy of REALTY ONE GROUP CAPITAL

      About Winchester

      Listings in Winchester, VA

      485

      Estimated median home price

      $450,000
      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 - 100K47
      $100K - 200K18
      $200K - 300K41
      $300K - 400K97
      $400K - 500K78
      $500K - 600K58
      $600K - 700K41
      $700K - 800K16
      $800K - 900K13
      $900K - 1M13
      $1M - Max63

      Homes for Sale by Type in Winchester, VA

      Property TypeCount
      Single Family255
      Townhouse47
      Condo24
      Commercial45
      Rental151
      Lots and Land108
      Condo/Town/CoOp0
      CoOp0
      Multi Family6
      Mobile Home0
      Farms0

      (Data as of 3/7/2026)

      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 3/7/2026.

      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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