Bennington Vermont Homes for Sale

403 total properties
View 903 Gage Street Bennington, VT MLS# 5101468
    Save 903 Gage Street Bennington, VT MLS# 5101468
    1 of 22
    $232,500
    3

    Beds

    2.0

    Baths

    1,582

    Sq.Ft.

    903 Gage Street

    Bennington, VT

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    Courtesy of LAMACCHIA REALTY INC.
    View 01 Old Depot Road Arlington, VT MLS# 5105515
      Save 01 Old Depot Road Arlington, VT MLS# 5105515
      1 of 8
      $239,000
      0.0

      Baths

      01 Old Depot Road

      Arlington, VT

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      Courtesy of TPW REAL ESTATE
      View 0 Stratton Gardens Road # 10a, 10b, Winhall, VT MLS# 5107127
        Save 0 Stratton Gardens Road # 10a, 10b, Winhall, VT MLS# 5107127
        1 of 11
        $240,000
        0.0

        Baths

        0 Stratton Gardens Road # 10a, 10b,

        Winhall, VT

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        Courtesy of MICHAEL ENGLAND REAL ESTATE
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 2200 Chapel Road Bennington, VT MLS# 5109090
          Save 2200 Chapel Road Bennington, VT MLS# 5109090
          1 of 24
          $240,000
          3

          Beds

          2.0

          Baths

          1,120

          Sq.Ft.

          2200 Chapel Road

          Bennington, VT

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          Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
          View 51 Eleanors Way Shaftsbury, VT MLS# 5111490
            Save 51 Eleanors Way Shaftsbury, VT MLS# 5111490
            1 of 43
            $240,000
            2

            Beds

            2.0

            Baths

            1,536

            Sq.Ft.

            51 Eleanors Way

            Shaftsbury, VT

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            Courtesy of HOFFMAN REAL ESTATE
            View 0 Fox Lane # lot 3 Dorset, VT MLS# 5105566
              Save 0 Fox Lane # lot 3 Dorset, VT MLS# 5105566
              1 of 2
              $245,000
              0.0

              Baths

              0 Fox Lane # lot 3

              Dorset, VT

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              Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
              View 8 West Street Bennington, VT MLS# 5087836
              • Virtual Tour
              Save 8 West Street Bennington, VT MLS# 5087836
              1 of 33
              $249,000
              3

              Beds

              1.1

              Baths

              1,408

              Sq.Ft.

              8 West Street

              Bennington, VT

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              Courtesy of MAHAR MCCARTHY REAL ESTATE
              View 230 Beech Street Bennington, VT MLS# 5111369
                Save 230 Beech Street Bennington, VT MLS# 5111369
                1 of 37
                $249,500
                3

                Beds

                2.0

                Baths

                1,271

                Sq.Ft.

                230 Beech Street

                Bennington, VT

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                Courtesy of HOFFMAN REAL ESTATE
                View 3530 VT Route 346 Pownal, VT MLS# 5049618
                  Save 3530 VT Route 346 Pownal, VT MLS# 5049618
                  1 of 34
                  $249,900
                  3

                  Beds

                  2.0

                  Baths

                  1,810

                  Sq.Ft.

                  3530 VT Route 346

                  Pownal, VT

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                  Courtesy of HOFFMAN REAL ESTATE
                  View 406-408 Gage Street Bennington, VT MLS# 5095558
                    Save 406-408 Gage Street Bennington, VT MLS# 5095558
                    1 of 59
                    $249,900
                    0.0

                    Baths

                    3,569

                    Sq.Ft.

                    406-408 Gage Street

                    Bennington, VT

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                    Courtesy of MAPLE LEAF REAL ESTATE
                    View 94 Canal Drive Readsboro, VT MLS# 5109287
                      Save 94 Canal Drive Readsboro, VT MLS# 5109287
                      1 of 41
                      $249,900
                      3

                      Beds

                      1.2

                      Baths

                      2,695

                      Sq.Ft.

                      94 Canal Drive

                      Readsboro, VT

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                      Courtesy of SOUTHERN VERMONT REALTY GROUP
                      View 103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382
                        Save 103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382
                        1 of 29
                        $250,000
                        3

                        Beds

                        2.0

                        Baths

                        1,824

                        Sq.Ft.

                        103 Jennings Brook Drive # 103

                        Bennington, VT

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                        Courtesy of MAHAR MCCARTHY REAL ESTATE
                        View 301 Elm Street Bennington, VT MLS# 5101031
                          Save 301 Elm Street Bennington, VT MLS# 5101031
                          1 of 39
                          $250,000
                          4

                          Beds

                          1.1

                          Baths

                          1,458

                          Sq.Ft.

                          301 Elm Street

                          Bennington, VT

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                          Courtesy of HOFFMAN REAL ESTATE
                          View 951 gage Street Bennington, VT MLS# 5083898
                            Save 951 gage Street Bennington, VT MLS# 5083898
                            1 of 45
                            $255,000
                            3

                            Beds

                            1.0

                            Baths

                            1,344

                            Sq.Ft.

                            951 gage Street

                            Bennington, VT

                            NNEREN
                            Courtesy of PERROTT REALTY
                            View 1806 Bosley Hill Road Readsboro, VT MLS# 5095632
                              Save 1806 Bosley Hill Road Readsboro, VT MLS# 5095632
                              1 of 23
                              $259,000
                              3

                              Beds

                              2.1

                              Baths

                              1,568

                              Sq.Ft.

                              1806 Bosley Hill Road

                              Readsboro, VT

                              NNEREN
                              Courtesy of BOYD REAL ESTATE
                              View 549 Houran Road Bennington, VT MLS# 5098985
                                Save 549 Houran Road Bennington, VT MLS# 5098985
                                1 of 36
                                $259,000
                                4

                                Beds

                                2.0

                                Baths

                                1,768

                                Sq.Ft.

                                549 Houran Road

                                Bennington, VT

                                NNEREN
                                Courtesy of EXP REALTY
                                View 0 Mountain Haunts Winhall, VT MLS# 5099438
                                  Save 0 Mountain Haunts Winhall, VT MLS# 5099438
                                  1 of 11
                                  $260,000
                                  0.0

                                  Baths

                                  0 Mountain Haunts

                                  Winhall, VT

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                                  Courtesy of MICHAEL ENGLAND REAL ESTATE
                                  View 109 County Street Bennington, VT MLS# 5096457
                                    Save 109 County Street Bennington, VT MLS# 5096457
                                    1 of 37
                                    $264,900
                                    4

                                    Beds

                                    2.0

                                    Baths

                                    1,146

                                    Sq.Ft.

                                    109 County Street

                                    Bennington, VT

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                                    Courtesy of MAPLE LEAF REAL ESTATE
                                    View 318 North Street Bennington, VT MLS# 5081898
                                      Save 318 North Street Bennington, VT MLS# 5081898
                                      1 of 32
                                      $265,000
                                      0.0

                                      Baths

                                      1,680

                                      Sq.Ft.

                                      318 North Street

                                      Bennington, VT

                                      NNEREN
                                      Courtesy of HOFFMAN REAL ESTATE
                                      View 318 North Street Bennington, VT MLS# 5081979
                                        Save 318 North Street Bennington, VT MLS# 5081979
                                        1 of 32
                                        $265,000
                                        1,680

                                        Sq.Ft.

                                        318 North Street

                                        Bennington, VT

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                                        Courtesy of HOFFMAN REAL ESTATE

                                        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 10/8/2026”

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