Windsor Vermont Homes for Sale

579 total properties
View 17 Daybreak Drive # F101 Ludlow, VT MLS# 5072371
    Save 17 Daybreak Drive # F101 Ludlow, VT MLS# 5072371
    1 of 35
    $595,000
    2

    Beds

    2.0

    Baths

    976

    Sq.Ft.

    17 Daybreak Drive # F101

    Ludlow, VT

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    Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
    View 1726 Skitchewaug Trail Springfield, VT MLS# 5072374
      Save 1726 Skitchewaug Trail Springfield, VT MLS# 5072374
      1 of 58
      $3,490,000
      4

      Beds

      4.1

      Baths

      2,894

      Sq.Ft.

      1726 Skitchewaug Trail

      Springfield, VT

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      Courtesy of WETMORE REAL ESTATE
      View 3803 Woodstock Road Hartford, VT MLS# 5072395
        Save 3803 Woodstock Road Hartford, VT MLS# 5072395
        1 of 27
        $899,000
        3,020

        Sq.Ft.

        3803 Woodstock Road

        Hartford, VT

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        Courtesy of RE/MAX GROUP ONE REALTORS
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 3803 Woodstock Road Hartford, VT MLS# 5072396
          Save 3803 Woodstock Road Hartford, VT MLS# 5072396
          1 of 32
          $899,000
          2

          Beds

          1.0

          Baths

          1,278

          Sq.Ft.

          3803 Woodstock Road

          Hartford, VT

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          Courtesy of RE/MAX GROUP ONE REALTORS
          View 3773 woodstock Road Hartford, VT MLS# 5072397
            Save 3773 woodstock Road Hartford, VT MLS# 5072397
            1 of 25
            $899,000
            3

            Beds

            1.0

            Baths

            1,296

            Sq.Ft.

            3773 woodstock Road

            Hartford, VT

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            Courtesy of RE/MAX GROUP ONE REALTORS
            View 101 Okemo Trailside Extension # 41C Ludlow, VT MLS# 5072260
              Save 101 Okemo Trailside Extension # 41C Ludlow, VT MLS# 5072260
              1 of 35
              $729,000
              3

              Beds

              2.1

              Baths

              1,842

              Sq.Ft.

              101 Okemo Trailside Extension # 41C

              Ludlow, VT

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              Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
              View 724 South Windsor Street Royalton, VT MLS# 5072263
                Save 724 South Windsor Street Royalton, VT MLS# 5072263
                1 of 25
                $349,000
                3

                Beds

                2.0

                Baths

                1,453

                Sq.Ft.

                724 South Windsor Street

                Royalton, VT

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                Courtesy of KW VERMONT WOODSTOCK
                View 42 Cedar Drive Ludlow, VT MLS# 5072264
                  Save 42 Cedar Drive Ludlow, VT MLS# 5072264
                  1 of 46
                  $1,340,000
                  4

                  Beds

                  3.1

                  Baths

                  4,487

                  Sq.Ft.

                  42 Cedar Drive

                  Ludlow, VT

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                  Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
                  View 318/320 Qtr. I Jackson Gore Inn Ludlow, VT MLS# 5072201
                    Save 318/320 Qtr. I Jackson Gore Inn Ludlow, VT MLS# 5072201
                    1 of 33
                    $69,000
                    1

                    Beds

                    2.0

                    Baths

                    775

                    Sq.Ft.

                    318/320 Qtr. I Jackson Gore Inn

                    Ludlow, VT

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                    Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
                    View 223 Taylor Drive Windsor, VT MLS# 5072087
                      Save 223 Taylor Drive Windsor, VT MLS# 5072087
                      1 of 39
                      $615,000
                      4

                      Beds

                      2.1

                      Baths

                      2,468

                      Sq.Ft.

                      223 Taylor Drive

                      Windsor, VT

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                      Courtesy of BHG MASIELLO KEENE
                      View 6120 Vermont Route 106 Weathersfield, VT MLS# 5072135
                        Save 6120 Vermont Route 106 Weathersfield, VT MLS# 5072135
                        1 of 21
                        $275,000
                        3

                        Beds

                        2.0

                        Baths

                        960

                        Sq.Ft.

                        6120 Vermont Route 106

                        Weathersfield, VT

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                        Courtesy of CENTURY 21 HIGHVIEW REALTY
                        View 1051 Banister Road West Windsor, VT MLS# 5072027
                        • Virtual Tour
                        Save 1051 Banister Road West Windsor, VT MLS# 5072027
                        1 of 48
                        $695,000
                        3

                        Beds

                        3.0

                        Baths

                        3,490

                        Sq.Ft.

                        1051 Banister Road

                        West Windsor, VT

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                        Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
                        View 339 Ranney Road Stockbridge, VT MLS# 5072031
                          Save 339 Ranney Road Stockbridge, VT MLS# 5072031
                          1 of 44
                          $449,000
                          2

                          Beds

                          2.1

                          Baths

                          2,200

                          Sq.Ft.

                          339 Ranney Road

                          Stockbridge, VT

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                          Courtesy of COVERED BRIDGE RE
                          View 249 Sawyer Road Woodstock, VT MLS# 5072035
                          • Virtual Tour
                          Save 249 Sawyer Road Woodstock, VT MLS# 5072035
                          1 of 26
                          $3,300,000
                          3

                          Beds

                          4.1

                          Baths

                          3,682

                          Sq.Ft.

                          249 Sawyer Road

                          Woodstock, VT

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                          Courtesy of LANDVEST, INC/WOODSTOCK
                          View 95 Union Street Springfield, VT MLS# 5071993
                            Save 95 Union Street Springfield, VT MLS# 5071993
                            1 of 50
                            $199,000
                            3

                            Beds

                            2.0

                            Baths

                            1,792

                            Sq.Ft.

                            95 Union Street

                            Springfield, VT

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                            Courtesy of KW COASTAL AND LAKES & MOUNTAINS REALTY/HANOVER
                            View 354 Grout Road Weathersfield, VT MLS# 5071937
                              Save 354 Grout Road Weathersfield, VT MLS# 5071937
                              1 of 57
                              $599,000
                              3

                              Beds

                              3.0

                              Baths

                              2,898

                              Sq.Ft.

                              354 Grout Road

                              Weathersfield, VT

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                              Courtesy of KW COASTAL AND LAKES & MOUNTAINS REALTY/HANOVER
                              View 79 Clarina Nichols Lane Hartford, VT MLS# 5071970
                              • Virtual Tour
                              Save 79 Clarina Nichols Lane Hartford, VT MLS# 5071970
                              1 of 46
                              $499,000
                              4

                              Beds

                              2.2

                              Baths

                              2,258

                              Sq.Ft.

                              79 Clarina Nichols Lane

                              Hartford, VT

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                              Courtesy of REAL BROKER LLC
                              View 789 Ski Tow Road # 3 West Windsor, VT MLS# 5071799
                                Save 789 Ski Tow Road # 3 West Windsor, VT MLS# 5071799
                                1 of 10
                                $147,500
                                1

                                Beds

                                1.0

                                Baths

                                602

                                Sq.Ft.

                                789 Ski Tow Road # 3

                                West Windsor, VT

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                                Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
                                View 79 Merrill Street Springfield, VT MLS# 5071811
                                  Save 79 Merrill Street Springfield, VT MLS# 5071811
                                  1 of 29
                                  $199,000
                                  4

                                  Beds

                                  2.1

                                  Baths

                                  2,048

                                  Sq.Ft.

                                  79 Merrill Street

                                  Springfield, VT

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                                  Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
                                  View 145 Main Street # 212 Ludlow, VT MLS# 5071830
                                    Save 145 Main Street # 212 Ludlow, VT MLS# 5071830
                                    1 of 40
                                    $160,000
                                    2

                                    Beds

                                    1.1

                                    Baths

                                    1,019

                                    Sq.Ft.

                                    145 Main Street # 212

                                    Ludlow, VT

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                                    Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES

                                    Information deemed reliable but not guaranteed.

                                    “Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 last updated 2/27/2026”

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