05301 Homes for Sale

90 total properties
View 464 Putney Road Brattleboro, VT MLS# 5067513
    Save 464 Putney Road Brattleboro, VT MLS# 5067513
    1 of 48
    $5,500,000

    464 Putney Road

    Brattleboro, VT

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    Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
    View 28 Spring Tree Road Brattleboro, VT MLS# 5067936
      Save 28 Spring Tree Road Brattleboro, VT MLS# 5067936
      1 of 44
      $4,000,000
      21,363

      Sq.Ft.

      28 Spring Tree Road

      Brattleboro, VT

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      Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
      View 390 Pleasant Valley Road Brattleboro, VT MLS# 5088064
      • Recently Listed with Virtual Tour
      Save 390 Pleasant Valley Road Brattleboro, VT MLS# 5088064
      1 of 53
      $1,249,000
      4

      Beds

      3.1

      Baths

      4,491

      Sq.Ft.

      390 Pleasant Valley Road

      Brattleboro, VT

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      Courtesy of BRATTLEBORO AREA REALTY
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 917 US Route 5 Dummerston, VT MLS# 5078748
        Save 917 US Route 5 Dummerston, VT MLS# 5078748
        1 of 22
        $1,190,000
        24,078

        Sq.Ft.

        917 US Route 5

        Dummerston, VT

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        Courtesy of BHG MASIELLO BRATTLEBORO
        View 201-205 Main Street Brattleboro, VT MLS# 5049010
          Save 201-205 Main Street Brattleboro, VT MLS# 5049010
          1 of 22
          $1,150,000
          12,609

          Sq.Ft.

          201-205 Main Street

          Brattleboro, VT

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          Courtesy of BHG MASIELLO BRATTLEBORO
          View Crotty Drive Rockingham, VT MLS# 5087945
          • Recently Listed
          Save Crotty Drive Rockingham, VT MLS# 5087945
          1 of 37
          $950,000

          Crotty Drive

          Rockingham, VT

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          Courtesy of EXP REALTY
          View 925 Hinesburg Road Brattleboro, VT MLS# 5045909
            Save 925 Hinesburg Road Brattleboro, VT MLS# 5045909
            1 of 51
            $899,800
            5

            Beds

            5.3

            Baths

            7,430

            Sq.Ft.

            925 Hinesburg Road

            Brattleboro, VT

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            Courtesy of BRATTLEBORO AREA REALTY
            View 131 Stark Road Brattleboro, VT MLS# 5064709
              Save 131 Stark Road Brattleboro, VT MLS# 5064709
              1 of 54
              $899,000
              4

              Beds

              4.1

              Baths

              4,908

              Sq.Ft.

              131 Stark Road

              Brattleboro, VT

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              Courtesy of BRATTLEBORO AREA REALTY
              View 5 Hillwinds North Brattleboro, VT MLS# 5081610
                Save 5 Hillwinds North Brattleboro, VT MLS# 5081610
                1 of 37
                $795,000
                4

                Beds

                2.2

                Baths

                3,600

                Sq.Ft.

                5 Hillwinds North

                Brattleboro, VT

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                Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                View 104 Juniper Ridge Road Brattleboro, VT MLS# 5082195
                  Save 104 Juniper Ridge Road Brattleboro, VT MLS# 5082195
                  1 of 60
                  $795,000
                  4

                  Beds

                  3.1

                  Baths

                  3,212

                  Sq.Ft.

                  104 Juniper Ridge Road

                  Brattleboro, VT

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                  Courtesy of BRATTLEBORO AREA REALTY
                  View 423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506
                  • Recently Listed
                  Save 423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506
                  1 of 27
                  $695,000
                  10,888

                  Sq.Ft.

                  423 and 435 Marlboro Road

                  Brattleboro, VT

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                  Courtesy of RE/MAX TOWN & COUNTRY
                  View 47 Oak Hill Drive Dummerston, VT MLS# 5083747
                    Save 47 Oak Hill Drive Dummerston, VT MLS# 5083747
                    1 of 40
                    $675,000
                    3

                    Beds

                    2.0

                    Baths

                    2,100

                    Sq.Ft.

                    47 Oak Hill Drive

                    Dummerston, VT

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                    Courtesy of ACORN REAL ESTATE GROUP LLC
                    View 299 Sunset Lake Road Brattleboro, VT MLS# 5074103
                      Save 299 Sunset Lake Road Brattleboro, VT MLS# 5074103
                      1 of 42
                      $650,000
                      3

                      Beds

                      2.1

                      Baths

                      1,995

                      Sq.Ft.

                      299 Sunset Lake Road

                      Brattleboro, VT

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                      Courtesy of ACORN REAL ESTATE GROUP LLC
                      View 11 Strawberry Hill Brattleboro, VT MLS# 5082239
                      • Virtual Tour
                      Save 11 Strawberry Hill Brattleboro, VT MLS# 5082239
                      1 of 37
                      $639,000
                      4

                      Beds

                      2.1

                      Baths

                      2,573

                      Sq.Ft.

                      11 Strawberry Hill

                      Brattleboro, VT

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                      Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                      View 143 Hillwinds Road Brattleboro, VT MLS# 5082786
                        Save 143 Hillwinds Road Brattleboro, VT MLS# 5082786
                        1 of 46
                        $625,000
                        5

                        Beds

                        3.1

                        Baths

                        2,520

                        Sq.Ft.

                        143 Hillwinds Road

                        Brattleboro, VT

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                        Courtesy of BRATTLEBORO AREA REALTY
                        View 171 Green Meadow Brattleboro, VT MLS# 5086904
                        • Recently Listed
                        Save 171 Green Meadow Brattleboro, VT MLS# 5086904
                        1 of 37
                        $595,000
                        3

                        Beds

                        3.0

                        Baths

                        2,172

                        Sq.Ft.

                        171 Green Meadow

                        Brattleboro, VT

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                        Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                        View 932 Middle Road Dummerston, VT MLS# 5056932
                          Save 932 Middle Road Dummerston, VT MLS# 5056932
                          1 of 39
                          $585,000
                          Studio

                          Beds

                          0.0

                          Baths

                          932 Middle Road

                          Dummerston, VT

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                          Courtesy of ACORN REAL ESTATE GROUP LLC
                          View 72 Landmark Hill Drive Brattleboro, VT MLS# 5076290
                            Save 72 Landmark Hill Drive Brattleboro, VT MLS# 5076290
                            1 of 26
                            $550,000
                            6,466

                            Sq.Ft.

                            72 Landmark Hill Drive

                            Brattleboro, VT

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                            Courtesy of BRATTLEBORO AREA REALTY
                            View 72 Landmark Hill Drive Brattleboro, VT MLS# 5076291
                              Save 72 Landmark Hill Drive Brattleboro, VT MLS# 5076291
                              1 of 26
                              $550,000
                              8

                              Beds

                              4.0

                              Baths

                              6,466

                              Sq.Ft.

                              72 Landmark Hill Drive

                              Brattleboro, VT

                              NNEREN
                              Courtesy of BRATTLEBORO AREA REALTY
                              View 33 Oak Street Brattleboro, VT MLS# 5086282
                              • Recently Listed
                              Save 33 Oak Street Brattleboro, VT MLS# 5086282
                              1 of 24
                              $535,000
                              Studio

                              Beds

                              0.0

                              Baths

                              4,116

                              Sq.Ft.

                              33 Oak Street

                              Brattleboro, VT

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                              Courtesy of EXP REALTY

                              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 5/14/2026”

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