View 916 S Loudoun Street Winchester, VA MLS# VAWI2010782
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    $2,050
    3

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    2.1

    Baths

    1,558

    Sq.Ft.

    916 S Loudoun Street

    Winchester, VA

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    Courtesy of JIM BARB REALTY, INC.
    View 104 Eastside Ln Winchester, VA MLS# VAFV2040936
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      $2,000
      2

      Beds

      2.1

      Baths

      1,240

      Sq.Ft.

      104 Eastside Ln

      Winchester, VA

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      Courtesy of ELCY & CO. REALTY, LLC.
      View 102 Eastside Lane Winchester, VA MLS# VAFV2041154
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        $2,000
        3

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        3.1

        Baths

        1,800

        Sq.Ft.

        102 Eastside Lane

        Winchester, VA

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        Courtesy of OASYS REALTY
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 105 Fay Street Winchester, VA MLS# VAFV2041472
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        $2,000
        3

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        1.1

        Baths

        1,636

        Sq.Ft.

        105 Fay Street

        Winchester, VA

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        Courtesy of ERA OAKCREST REALTY, INC.
        View 111 Windcrest Circle Winchester, VA MLS# VAFV2041532
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        $2,000
        3

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        2.0

        Baths

        1,400

        Sq.Ft.

        111 Windcrest Circle

        Winchester, VA

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        Courtesy of SAMSON PROPERTIES
        View 540 Eagle Place Winchester, VA MLS# VAWI2010752
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        $2,000
        3

        Beds

        2.0

        Baths

        1,450

        Sq.Ft.

        540 Eagle Place

        Winchester, VA

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        Courtesy of NEXTHOME REALTY SELECT
        View 321 Tudor Drive Winchester, VA MLS# VAFV2041572
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          1 of 14
          $2,000
          3

          Beds

          3.1

          Baths

          1,840

          Sq.Ft.

          321 Tudor Drive

          Winchester, VA

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          Courtesy of ERA OAKCREST REALTY, INC.
          View 540 Bellview Ave Winchester, VA MLS# VAWI2010206
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            1 of 30
            $1,950
            3

            Beds

            1.0

            Baths

            1,280

            Sq.Ft.

            540 Bellview Ave

            Winchester, VA

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            Courtesy of SAMSON PROPERTIES
            View 3 Piccadilly Street W # 3 Winchester, VA MLS# VAWI2010464
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              $1,950

              3 Piccadilly Street W # 3

              Winchester, VA

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              View 3 Piccadilly Street W # 4 Winchester, VA MLS# VAWI2010466
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                $1,950

                3 Piccadilly Street W # 4

                Winchester, VA

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                View 321 N Kent Street Winchester, VA MLS# VAWI2010558
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                $1,950
                3

                Beds

                1.1

                Baths

                1,280

                Sq.Ft.

                321 N Kent Street

                Winchester, VA

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                View 127 Metcalf Terrace Winchester, VA MLS# VAFV2041706
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                  1 of 37
                  $1,950
                  3

                  Beds

                  3.1

                  Baths

                  1,778

                  Sq.Ft.

                  127 Metcalf Terrace

                  Winchester, VA

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                  View 19 E Gerrard Street Winchester, VA MLS# VAWI2009514
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                    1 of 6
                    $1,906

                    19 E Gerrard Street

                    Winchester, VA

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                    View 2662 Limestone Court Winchester, VA MLS# VAWI2010586
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                      1 of 22
                      $1,900
                      2

                      Beds

                      1.1

                      Baths

                      1,024

                      Sq.Ft.

                      2662 Limestone Court

                      Winchester, VA

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                      View 108 Martin Drive Winchester, VA MLS# VAFV2038768
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                        1 of 45
                        $1,850
                        2

                        Beds

                        1.0

                        Baths

                        997

                        Sq.Ft.

                        108 Martin Drive

                        Winchester, VA

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                        View 5629 N Frederick Pike Winchester, VA MLS# VAFV2024138
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                          $1,800

                          5629 N Frederick Pike

                          Winchester, VA

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                          View 114 Meadowbrooke Place Winchester, VA MLS# VAFV2041658
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                            1 of 17
                            $1,800
                            3

                            Beds

                            2.0

                            Baths

                            2,168

                            Sq.Ft.

                            114 Meadowbrooke Place

                            Winchester, VA

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                            View 304 Chatham Square Winchester, VA MLS# VAFV2041480
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                            1 of 35
                            $1,800
                            3

                            Beds

                            1.1

                            Baths

                            1,214

                            Sq.Ft.

                            304 Chatham Square

                            Winchester, VA

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                            View 2 W Monmouth Street Winchester, VA MLS# VAWI2010740
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                              1 of 30
                              $1,800
                              3

                              Beds

                              1.1

                              Baths

                              1,316

                              Sq.Ft.

                              2 W Monmouth Street

                              Winchester, VA

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                              View 158 Front Royal Pike # 206 Winchester, VA MLS# VAFV2040130
                                Save 158 Front Royal Pike # 206 Winchester, VA MLS# VAFV2040130
                                1 of 4
                                $1,797
                                28,970

                                Sq.Ft.

                                158 Front Royal Pike # 206

                                Winchester, VA

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                                About Winchester

                                Listings in Winchester, VA

                                618

                                Estimated median home price

                                $429,000
                                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 - 100K62
                                $100K - 200K37
                                $200K - 300K42
                                $300K - 400K141
                                $400K - 500K76
                                $500K - 600K77
                                $600K - 700K64
                                $700K - 800K21
                                $800K - 900K14
                                $900K - 1M16
                                $1M - Max68

                                Homes for Sale by Type in Winchester, VA

                                Property TypeCount
                                Single Family346
                                Townhouse69
                                Condo15
                                Commercial47
                                Rental165
                                Lots and Land134
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family4
                                Mobile Home0
                                Farms3

                                (Data as of 5/22/2026)

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                                Information deemed reliable but not guaranteed.

                                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.

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