View 519 Whitacre Street Winchester, VA MLS# VAWI2009672
    1 of 1
    OPEN HOUSE: Saturday 1/17 1:00 PM - 3:00 PM
    $440,000
    4

    Beds

    2.0

    Baths

    2,408

    Sq.Ft.

    519 Whitacre Street

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES
    View 3466 Middle Road Winchester, VA MLS# VAFV2038362
    $529,900
    3

    Beds

    3.0

    Baths

    2,483

    Sq.Ft.

    3466 Middle Road

    Winchester, VA

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    View 129 Doonbeg Court Winchester, VA MLS# VAFV2038410
    • Recently Listed with Virtual Tour
    1 of 51
    $450,000
    4

    Beds

    2.1

    Baths

    2,072

    Sq.Ft.

    129 Doonbeg Court

    Winchester, VA

    Bright
    Courtesy of ERA OAKCREST REALTY, INC.
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 354 Valley Mill Road Winchester, VA MLS# VAFV2038696
    $279,000
    2

    Beds

    1.1

    Baths

    1,200

    Sq.Ft.

    354 Valley Mill Road

    Winchester, VA

    Bright
    Courtesy of PRIME PROPERTIES DMV, LLC.
    View 129 Jalapa Trail Winchester, VA MLS# VAFV2038670
    • Recently Listed
    1 of 28
    $399,000
    3

    Beds

    2.0

    Baths

    2,075

    Sq.Ft.

    129 Jalapa Trail

    Winchester, VA

    Bright
    Courtesy of CENTURY 21 REDWOOD REALTY
    View 323 Russelcroft Road Winchester, VA MLS# VAWI2009662
    • Recently Listed
    1 of 40
    OPEN HOUSE: Sunday 1/18 1:00 PM - 4:00 PM
    $365,000
    4

    Beds

    2.0

    Baths

    1,534

    Sq.Ft.

    323 Russelcroft Road

    Winchester, VA

    Bright
    Courtesy of SPRING HILL REAL ESTATE, LLC.
    View 121 Raven Oaks Drive Winchester, VA MLS# VAFV2038624
      1 of 55
      OPEN HOUSE: Saturday 1/17 2:30 PM - 3:30 PM
      $530,000
      4

      Beds

      2.1

      Baths

      2,534

      Sq.Ft.

      121 Raven Oaks Drive

      Winchester, VA

      Bright
      Courtesy of COLONY REALTY
      View TBB Monteith Drive # BEDFORD II Winchester, VA MLS# VAWI2009636
      $389,990
      3

      Beds

      3.1

      Baths

      1,784

      Sq.Ft.

      TBB Monteith Drive # BEDFORD II

      Winchester, VA

      Bright
      Courtesy of DRB GROUP REALTY, LLC
      View 124 Arrowhead Trail Winchester, VA MLS# VAFV2038558
      $300,000
      3

      Beds

      2.0

      Baths

      1,248

      Sq.Ft.

      124 Arrowhead Trail

      Winchester, VA

      Bright
      Courtesy of NEXTHOME REALTY SELECT
      View 121 Graywolf Trail Winchester, VA MLS# VAFV2038554
      $390,000
      4

      Beds

      2.1

      Baths

      1,582

      Sq.Ft.

      121 Graywolf Trail

      Winchester, VA

      Bright
      Courtesy of SAMSON PROPERTIES
      View 130 Mill Race Drive Winchester, VA MLS# VAFV2038484
      $395,000
      3

      Beds

      2.0

      Baths

      1,476

      Sq.Ft.

      130 Mill Race Drive

      Winchester, VA

      Bright
      Courtesy of REALTY ONE GROUP OLD TOWNE
      View 1105 Henry Drive Winchester, VA MLS# VAFV2038626
      • Recently Listed
      1 of 52
      $449,900
      4

      Beds

      2.1

      Baths

      2,850

      Sq.Ft.

      1105 Henry Drive

      Winchester, VA

      Bright
      Courtesy of RE/MAX ROOTS
      View 140 Mccormick Circle # 302 Winchester, VA MLS# VAFV2038584
      $314,900
      2

      Beds

      2.0

      Baths

      1,156

      Sq.Ft.

      140 Mccormick Circle # 302

      Winchester, VA

      Bright
      Courtesy of KELLER WILLIAMS REALTY
      View 45 and 45 1/2 Race Street Winchester, VA MLS# VAWI2009612
      $360,000
      4

      Beds

      0.0

      Baths

      45 and 45 1/2 Race Street

      Winchester, VA

      Bright
      Courtesy of CORCORAN MCENEARNEY
      View 107 Tucks Circle Winchester, VA MLS# VAFV2038614
      $489,000
      4

      Beds

      2.0

      Baths

      2,401

      Sq.Ft.

      107 Tucks Circle

      Winchester, VA

      Bright
      Courtesy of KELLER WILLIAMS REALTY
      View 204 Barrington Lane Winchester, VA MLS# VAFV2038616
      $305,000
      3

      Beds

      1.1

      Baths

      1,214

      Sq.Ft.

      204 Barrington Lane

      Winchester, VA

      Bright
      Courtesy of CENTURY 21 REDWOOD REALTY
      View 27 Jackson Avenue Winchester, VA MLS# VAWI2009632
      • Recently Listed
      1 of 23
      OPEN HOUSE: Sunday 1/18 1:00 PM - 3:00 PM
      $320,000
      3

      Beds

      1.0

      Baths

      1,134

      Sq.Ft.

      27 Jackson Avenue

      Winchester, VA

      Bright
      Courtesy of ERA OAKCREST REALTY, INC.
      View Lot 353 Hawk Trail Winchester, VA MLS# VAFV2038606
      $15,000
      Studio

      Beds

      0.0

      Baths

      Lot 353 Hawk Trail

      Winchester, VA

      Bright
      Courtesy of MARKETPLACE REALTY
      View 3915 Apple Pie Ridge Road Winchester, VA MLS# VAFV2038588
      $715,000
      5

      Beds

      3.0

      Baths

      2,354

      Sq.Ft.

      3915 Apple Pie Ridge Road

      Winchester, VA

      Bright
      Courtesy of REALTY ONE GROUP OLD TOWNE
      View 403 Tudor Drive Winchester, VA MLS# VAFV2038568
      $269,900
      2

      Beds

      1.1

      Baths

      1,200

      Sq.Ft.

      403 Tudor Drive

      Winchester, VA

      Bright
      Courtesy of JIM BARB REALTY INC.

      About Winchester

      Listings in Winchester, VA

      446

      Estimated median home price

      $440,850
      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 - 100K50
      $100K - 200K16
      $200K - 300K40
      $300K - 400K88
      $400K - 500K75
      $500K - 600K46
      $600K - 700K40
      $700K - 800K12
      $800K - 900K12
      $900K - 1M13
      $1M - Max54

      Homes for Sale by Type in Winchester, VA

      Property TypeCount
      Single Family237
      Townhouse45
      Condo20
      Commercial39
      Rental144
      Lots and Land100
      Condo/Town/CoOp0
      CoOp0
      Multi Family5
      Mobile Home0
      Farms0

      (Data as of 1/15/2026)

      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 1/15/2026.

      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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