05201 Homes for Sale

111 total properties
View 33 Transport Drive Bennington, VT MLS# 5077867
    Save 33 Transport Drive Bennington, VT MLS# 5077867
    1 of 47
    $450,000
    3,200

    Sq.Ft.

    33 Transport Drive

    Bennington, VT

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    Courtesy of MAPLE LEAF REAL ESTATE
    View 307 North Street Bennington, VT MLS# 5077752
      Save 307 North Street Bennington, VT MLS# 5077752
      1 of 16
      $395,000
      Studio

      Beds

      0.0

      Baths

      4,646

      Sq.Ft.

      307 North Street

      Bennington, VT

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      Courtesy of EXP REALTY
      View 307 North Street Bennington, VT MLS# 5077756
        Save 307 North Street Bennington, VT MLS# 5077756
        1 of 16
        $395,000

        307 North Street

        Bennington, VT

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        Courtesy of EXP REALTY
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 16 West Road Bennington, VT MLS# 5075253
        • Virtual Tour
        Save 16 West Road Bennington, VT MLS# 5075253
        1 of 58
        $1,495,000
        7

        Beds

        5.1

        Baths

        6,392

        Sq.Ft.

        16 West Road

        Bennington, VT

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        Courtesy of MAHAR MCCARTHY REAL ESTATE
        View 226-228 Northside Drive Bennington, VT MLS# 5074956
          Save 226-228 Northside Drive Bennington, VT MLS# 5074956
          1 of 30
          $1,925,000
          5,972

          Sq.Ft.

          226-228 Northside Drive

          Bennington, VT

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          Courtesy of HOFFMAN REAL ESTATE
          View 109 Evergreen Drive Bennington, VT MLS# 5074746
            Save 109 Evergreen Drive Bennington, VT MLS# 5074746
            1 of 31
            $90,000
            3

            Beds

            1.0

            Baths

            1,508

            Sq.Ft.

            109 Evergreen Drive

            Bennington, VT

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            Courtesy of EXP REALTY
            View 1086 West Road Bennington, VT MLS# 5074314
            • Virtual Tour
            Save 1086 West Road Bennington, VT MLS# 5074314
            1 of 58
            $1,950,000
            9

            Beds

            5.2

            Baths

            6,956

            Sq.Ft.

            1086 West Road

            Bennington, VT

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            Courtesy of MAHAR MCCARTHY REAL ESTATE
            View 78 Ethans Way Bennington, VT MLS# 5073749
            • New Construction
            Save 78 Ethans Way Bennington, VT MLS# 5073749
            1 of 25
            $98,999
            2

            Beds

            2.0

            Baths

            825

            Sq.Ft.

            78 Ethans Way

            Bennington, VT

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            Courtesy of EXP REALTY
            View 38 Oak Ridge Lane Bennington, VT MLS# 5073481
              Save 38 Oak Ridge Lane Bennington, VT MLS# 5073481
              1 of 26
              $359,900
              3

              Beds

              2.0

              Baths

              1,404

              Sq.Ft.

              38 Oak Ridge Lane

              Bennington, VT

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              Courtesy of HOFFMAN REAL ESTATE
              View 318 North Street Bennington, VT MLS# 5081979
                Save 318 North Street Bennington, VT MLS# 5081979
                1 of 32
                $275,000
                1,680

                Sq.Ft.

                318 North Street

                Bennington, VT

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                Courtesy of HOFFMAN REAL ESTATE
                View 301 Northside Drive Bennington, VT MLS# 5072776
                  Save 301 Northside Drive Bennington, VT MLS# 5072776
                  1 of 1
                  $2,190,000
                  Studio

                  Beds

                  0.0

                  Baths

                  301 Northside Drive

                  Bennington, VT

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                  Courtesy of TPW REAL ESTATE
                  View 124 Elm Street Bennington, VT MLS# 5072098
                    Save 124 Elm Street Bennington, VT MLS# 5072098
                    1 of 25
                    $950,000
                    Studio

                    Beds

                    0.0

                    Baths

                    8,888

                    Sq.Ft.

                    124 Elm Street

                    Bennington, VT

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                    Courtesy of TPW REAL ESTATE
                    View 318 North Street Bennington, VT MLS# 5081898
                      Save 318 North Street Bennington, VT MLS# 5081898
                      1 of 32
                      $275,000
                      Studio

                      Beds

                      0.0

                      Baths

                      1,680

                      Sq.Ft.

                      318 North Street

                      Bennington, VT

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                      Courtesy of HOFFMAN REAL ESTATE
                      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
                        View 58 Mount Anthony Road Bennington, VT MLS# 5067086
                        • Virtual Tour
                        Save 58 Mount Anthony Road Bennington, VT MLS# 5067086
                        1 of 53
                        $529,000
                        3

                        Beds

                        2.1

                        Baths

                        2,715

                        Sq.Ft.

                        58 Mount Anthony Road

                        Bennington, VT

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                        Courtesy of MAHAR MCCARTHY REAL ESTATE
                        View 126 Washington Avenue Bennington, VT MLS# 5064429
                          Save 126 Washington Avenue Bennington, VT MLS# 5064429
                          1 of 30
                          $399,000
                          5,208

                          Sq.Ft.

                          126 Washington Avenue

                          Bennington, VT

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                          Courtesy of MAPLE LEAF REAL ESTATE
                          View 126 Washington Avenue Bennington, VT MLS# 5064754
                            Save 126 Washington Avenue Bennington, VT MLS# 5064754
                            1 of 29
                            $399,000
                            6

                            Beds

                            3.0

                            Baths

                            5,208

                            Sq.Ft.

                            126 Washington Avenue

                            Bennington, VT

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                            Courtesy of MAPLE LEAF REAL ESTATE
                            View 626 Main Street Bennington, VT MLS# 5061443
                              Save 626 Main Street Bennington, VT MLS# 5061443
                              1 of 15
                              $269,000
                              2

                              Beds

                              1.0

                              Baths

                              2,500

                              Sq.Ft.

                              626 Main Street

                              Bennington, VT

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                              Courtesy of MAHAR MCCARTHY 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 736 Main Street Bennington, VT MLS# 5060023
                                  Save 736 Main Street Bennington, VT MLS# 5060023
                                  1 of 54
                                  $825,000
                                  12,868

                                  Sq.Ft.

                                  736 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 7/4/2026”

                                  Trends Information provided by ATTOM Data Solutions.