Bennington Vermont Homes for Sale

404 total properties
View 128 NorthSide Drive Bennington, VT MLS# 5099392
    Save 128 NorthSide Drive Bennington, VT MLS# 5099392
    1 of 28
    $265,000
    3

    Beds

    1.1

    Baths

    1,688

    Sq.Ft.

    128 NorthSide Drive

    Bennington, VT

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    Courtesy of MAHAR MCCARTHY REAL ESTATE
    View 116-118 South Branch Street Bennington, VT MLS# 5081518
      Save 116-118 South Branch Street Bennington, VT MLS# 5081518
      1 of 9
      $269,000
      4

      Beds

      2.0

      Baths

      2,206

      Sq.Ft.

      116-118 South Branch Street

      Bennington, VT

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      Courtesy of MAHAR MCCARTHY REAL ESTATE
      View 124 South Branch Street Bennington, VT MLS# 5081521
        Save 124 South Branch Street Bennington, VT MLS# 5081521
        1 of 13
        $275,000
        4

        Beds

        2.0

        Baths

        2,022

        Sq.Ft.

        124 South Branch Street

        Bennington, VT

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        Courtesy of MAHAR MCCARTHY REAL ESTATE
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 187 White Creek Road Shaftsbury, VT MLS# 5113159
        • Recently Listed
        Save 187 White Creek Road Shaftsbury, VT MLS# 5113159
        1 of 34
        $275,000
        2

        Beds

        1.0

        Baths

        1,140

        Sq.Ft.

        187 White Creek Road

        Shaftsbury, VT

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        Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
        View 257 Watrous Road Rupert, VT MLS# 5111601
        • Recently Listed
        Save 257 Watrous Road Rupert, VT MLS# 5111601
        1 of 50
        $279,500
        2

        Beds

        2.0

        Baths

        1,128

        Sq.Ft.

        257 Watrous Road

        Rupert, VT

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        Courtesy of MCCHESNEY RE, INC.
        View 1112 Main Road Stamford, VT MLS# 5112111
        • Recently Listed
        Save 1112 Main Road Stamford, VT MLS# 5112111
        1 of 41
        $279,500
        3

        Beds

        2.0

        Baths

        1,747

        Sq.Ft.

        1112 Main Road

        Stamford, VT

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        Courtesy of BISHOP WEST REAL ESTATE, INC.
        View 51 Pageant Street Bennington, VT MLS# 5105313
          Save 51 Pageant Street Bennington, VT MLS# 5105313
          1 of 38
          $295,000
          3

          Beds

          1.0

          Baths

          1,248

          Sq.Ft.

          51 Pageant Street

          Bennington, VT

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          Courtesy of MAPLE LEAF REAL ESTATE
          View 1347 Morse Hill Road # Lot 12-A Dorset, VT MLS# 5069660
            Save 1347 Morse Hill Road # Lot 12-A Dorset, VT MLS# 5069660
            1 of 7
            $299,000
            0.0

            Baths

            1347 Morse Hill Road # Lot 12-A

            Dorset, VT

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            Courtesy of THE HAVEN GROUP
            View 509 Thompson Pond Road Pownal, VT MLS# 5087243
              Save 509 Thompson Pond Road Pownal, VT MLS# 5087243
              1 of 41
              $299,000
              2

              Beds

              2.0

              Baths

              1,542

              Sq.Ft.

              509 Thompson Pond Road

              Pownal, VT

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              Courtesy of MAHAR MCCARTHY REAL ESTATE
              View 262 Union Street Bennington, VT MLS# 5095149
                Save 262 Union Street Bennington, VT MLS# 5095149
                1 of 52
                $299,000
                3

                Beds

                1.1

                Baths

                1,411

                Sq.Ft.

                262 Union Street

                Bennington, VT

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                Courtesy of MAPLE LEAF REAL ESTATE
                View 89 Merson Street Bennington, VT MLS# 5095251
                  Save 89 Merson Street Bennington, VT MLS# 5095251
                  1 of 38
                  $299,000
                  3

                  Beds

                  1.1

                  Baths

                  1,829

                  Sq.Ft.

                  89 Merson Street

                  Bennington, VT

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                  Courtesy of MAHAR MCCARTHY REAL ESTATE
                  View 1725 Shaftsbury Hollow Road Shaftsbury, VT MLS# 5109539
                    Save 1725 Shaftsbury Hollow Road Shaftsbury, VT MLS# 5109539
                    1 of 16
                    $299,900
                    3

                    Beds

                    2.1

                    Baths

                    2,152

                    Sq.Ft.

                    1725 Shaftsbury Hollow Road

                    Shaftsbury, VT

                    NNEREN
                    Courtesy of HOFFMAN REAL ESTATE
                    View 100 Depot Street Bennington, VT MLS# 5059469
                      Save 100 Depot Street Bennington, VT MLS# 5059469
                      1 of 4
                      $300,000
                      1,122

                      Sq.Ft.

                      100 Depot Street

                      Bennington, VT

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                      Courtesy of TPW REAL ESTATE
                      View 112 Aldrich Road Peru, VT MLS# 5104511
                        Save 112 Aldrich Road Peru, VT MLS# 5104511
                        1 of 21
                        $300,000
                        3

                        Beds

                        2.0

                        Baths

                        1,056

                        Sq.Ft.

                        112 Aldrich Road

                        Peru, VT

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                        Courtesy of THE HAVEN GROUP
                        View 78 Carbonti Circle Arlington, VT MLS# 5108497
                          Save 78 Carbonti Circle Arlington, VT MLS# 5108497
                          1 of 48
                          $314,000
                          3

                          Beds

                          2.0

                          Baths

                          1,337

                          Sq.Ft.

                          78 Carbonti Circle

                          Arlington, VT

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                          Courtesy of MAPLE LEAF REAL ESTATE
                          View 4574-1 Main Street Manchester, VT MLS# 4981481
                            Save 4574-1 Main Street Manchester, VT MLS# 4981481
                            1 of 18
                            $315,000

                            4574-1 Main Street

                            Manchester, VT

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                            Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
                            View 314 Chester Knoll Drive Bennington, VT MLS# 5110700
                            • Recently Listed
                            Save 314 Chester Knoll Drive Bennington, VT MLS# 5110700
                            1 of 36
                            $315,000
                            3

                            Beds

                            1.1

                            Baths

                            1,365

                            Sq.Ft.

                            314 Chester Knoll Drive

                            Bennington, VT

                            NNEREN
                            Courtesy of MAPLE LEAF REAL ESTATE
                            View 683 Water Street Bennington, VT MLS# 5084514
                              Save 683 Water Street Bennington, VT MLS# 5084514
                              1 of 43
                              $319,900
                              3

                              Beds

                              2.0

                              Baths

                              1,500

                              Sq.Ft.

                              683 Water Street

                              Bennington, VT

                              NNEREN
                              Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
                              View 686 Route 30 Dorset, VT MLS# 5106993
                                Save 686 Route 30 Dorset, VT MLS# 5106993
                                1 of 27
                                $320,000
                                4

                                Beds

                                3.0

                                Baths

                                2,000

                                Sq.Ft.

                                686 Route 30

                                Dorset, VT

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                                Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
                                View 2154 US Route 7 Pownal, VT MLS# 5087889
                                  Save 2154 US Route 7 Pownal, VT MLS# 5087889
                                  1 of 42
                                  $325,000
                                  3

                                  Beds

                                  1.0

                                  Baths

                                  1,768

                                  Sq.Ft.

                                  2154 US Route 7

                                  Pownal, VT

                                  NNEREN
                                  Courtesy of MAPLE LEAF 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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