Bennington Vermont Homes for Sale

403 total properties
View 176 Glen Avenue Readsboro, VT MLS# 5109950
    Save 176 Glen Avenue Readsboro, VT MLS# 5109950
    1 of 31
    $185,000
    3

    Beds

    1.0

    Baths

    1,590

    Sq.Ft.

    176 Glen Avenue

    Readsboro, VT

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    Courtesy of SOUTHERN VERMONT REALTY GROUP
    View 232 Depot Street Bennington, VT MLS# 5103372
      Save 232 Depot Street Bennington, VT MLS# 5103372
      1 of 44
      $189,900
      3

      Beds

      1.0

      Baths

      1,206

      Sq.Ft.

      232 Depot Street

      Bennington, VT

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      Courtesy of MAPLE LEAF REAL ESTATE
      View 32-34 Sage Street Bennington, VT MLS# 5033843
        Save 32-34 Sage Street Bennington, VT MLS# 5033843
        1 of 4
        $190,000
        5

        Beds

        2.0

        Baths

        1,478

        Sq.Ft.

        32-34 Sage Street

        Bennington, VT

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        Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 118 Foster Drive Bennington, VT MLS# 5098066
          Save 118 Foster Drive Bennington, VT MLS# 5098066
          1 of 59
          $190,000
          5

          Beds

          2.0

          Baths

          2,200

          Sq.Ft.

          118 Foster Drive

          Bennington, VT

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          Courtesy of MAPLE LEAF REAL ESTATE
          View 148 VT Route 30 Winhall, VT MLS# 5107343
            Save 148 VT Route 30 Winhall, VT MLS# 5107343
            1 of 10
            $190,000
            0.0

            Baths

            148 VT Route 30

            Winhall, VT

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            Courtesy of TPW REAL ESTATE
            View 399 Bard Road Bennington, VT MLS# 5081020
              Save 399 Bard Road Bennington, VT MLS# 5081020
              1 of 60
              $198,000
              0.0

              Baths

              399 Bard Road

              Bennington, VT

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              Courtesy of PREFERRED PROPERTIES
              View 348 Center Street Pownal, VT MLS# 5091890
                Save 348 Center Street Pownal, VT MLS# 5091890
                1 of 17
                $198,900
                2

                Beds

                1.0

                Baths

                1,332

                Sq.Ft.

                348 Center Street

                Pownal, VT

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                Courtesy of BISHOP WEST REAL ESTATE, INC.
                View 20 Sage Street Bennington, VT MLS# 5083528
                  Save 20 Sage Street Bennington, VT MLS# 5083528
                  1 of 30
                  $199,900
                  4

                  Beds

                  1.0

                  Baths

                  1,127

                  Sq.Ft.

                  20 Sage Street

                  Bennington, VT

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                  Courtesy of EXP REALTY
                  View 2 Hamlin Avenue Bennington, VT MLS# 5085771
                    Save 2 Hamlin Avenue Bennington, VT MLS# 5085771
                    1 of 6
                    $199,900
                    3

                    Beds

                    2.0

                    Baths

                    1,176

                    Sq.Ft.

                    2 Hamlin Avenue

                    Bennington, VT

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                    Courtesy of FOUR CORNER PROPERTIES LLC
                    View 7066 Main Street Readsboro, VT MLS# 5098898
                    • Virtual Tour
                    Save 7066 Main Street Readsboro, VT MLS# 5098898
                    1 of 19
                    $199,900
                    3

                    Beds

                    2.0

                    Baths

                    1,718

                    Sq.Ft.

                    7066 Main Street

                    Readsboro, VT

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                    Courtesy of BISHOP WEST REAL ESTATE, INC.
                    View 12 Hurley Lane Bennington, VT MLS# 5106353
                      Save 12 Hurley Lane Bennington, VT MLS# 5106353
                      1 of 59
                      $199,900
                      3

                      Beds

                      1.0

                      Baths

                      1,132

                      Sq.Ft.

                      12 Hurley Lane

                      Bennington, VT

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                      Courtesy of MAPLE LEAF REAL ESTATE
                      View 112 Outwater Road Shaftsbury, VT MLS# 5108455
                        Save 112 Outwater Road Shaftsbury, VT MLS# 5108455
                        1 of 16
                        $204,000
                        3

                        Beds

                        2.0

                        Baths

                        1,460

                        Sq.Ft.

                        112 Outwater Road

                        Shaftsbury, VT

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                        Courtesy of BRATTLEBORO AREA REALTY
                        View 1083 Main Street Bennington, VT MLS# 5086144
                          Save 1083 Main Street Bennington, VT MLS# 5086144
                          1 of 27
                          $209,900
                          2

                          Beds

                          1.0

                          Baths

                          1,075

                          Sq.Ft.

                          1083 Main Street

                          Bennington, VT

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                          Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
                          View 107 Jefferson Avenue Bennington, VT MLS# 5096450
                            Save 107 Jefferson Avenue Bennington, VT MLS# 5096450
                            1 of 28
                            $209,900
                            3

                            Beds

                            2.0

                            Baths

                            1,608

                            Sq.Ft.

                            107 Jefferson Avenue

                            Bennington, VT

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                            Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
                            View 148 Barne Lane Pownal, VT MLS# 5104239
                              Save 148 Barne Lane Pownal, VT MLS# 5104239
                              1 of 35
                              $217,500
                              2

                              Beds

                              1.0

                              Baths

                              1,258

                              Sq.Ft.

                              148 Barne Lane

                              Pownal, VT

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                              Courtesy of MAPLE LEAF REAL ESTATE
                              View 2 North Street Bennington, VT MLS# 5111442
                              • Recently Listed
                              Save 2 North Street Bennington, VT MLS# 5111442
                              1 of 57
                              $219,000
                              2

                              Beds

                              1.0

                              Baths

                              1,397

                              Sq.Ft.

                              2 North Street

                              Bennington, VT

                              NNEREN
                              Courtesy of MAPLE LEAF REAL ESTATE
                              View 327 Vermont Route 313 W Arlington, VT MLS# 5108370
                                Save 327 Vermont Route 313 W Arlington, VT MLS# 5108370
                                1 of 20
                                $225,000
                                3

                                Beds

                                2.0

                                Baths

                                1,490

                                Sq.Ft.

                                327 Vermont Route 313 W

                                Arlington, VT

                                NNEREN
                                Courtesy of WINHALL REAL ESTATE
                                View 468 Skyboro Road Pownal, VT MLS# 5097950
                                  Save 468 Skyboro Road Pownal, VT MLS# 5097950
                                  1 of 6
                                  $229,000
                                  0.0

                                  Baths

                                  468 Skyboro Road

                                  Pownal, VT

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                                  Courtesy of BISHOP WEST REAL ESTATE, INC.
                                  View 1955 VT Route 100 Readsboro, VT MLS# 5104246
                                    Save 1955 VT Route 100 Readsboro, VT MLS# 5104246
                                    1 of 32
                                    $229,900
                                    4

                                    Beds

                                    1.1

                                    Baths

                                    2,104

                                    Sq.Ft.

                                    1955 VT Route 100

                                    Readsboro, VT

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                                    Courtesy of FLEX REALTY
                                    View 113 Main Street Bennington, VT MLS# 5068744
                                      Save 113 Main Street Bennington, VT MLS# 5068744
                                      1 of 52
                                      $230,000
                                      3

                                      Beds

                                      1.0

                                      Baths

                                      1,092

                                      Sq.Ft.

                                      113 Main Street

                                      Bennington, VT

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                                      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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