05301 Homes for Sale

90 total properties
View 408 Old Guilford Road Brattleboro, VT MLS# 5086000
    Save 408 Old Guilford Road Brattleboro, VT MLS# 5086000
    1 of 35
    $329,000
    3

    Beds

    1.0

    Baths

    1,480

    Sq.Ft.

    408 Old Guilford Road

    Brattleboro, VT

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    Courtesy of BRATTLEBORO AREA REALTY
    View 17 Robin Way Brattleboro, VT MLS# 5086038
      Save 17 Robin Way Brattleboro, VT MLS# 5086038
      1 of 20
      $245,000
      2

      Beds

      1.1

      Baths

      1,248

      Sq.Ft.

      17 Robin Way

      Brattleboro, VT

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      Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
      View 108 Morningside Commons Brattleboro, VT MLS# 5085527
      • Recently Listed
      Save 108 Morningside Commons Brattleboro, VT MLS# 5085527
      1 of 10
      $250,000
      2

      Beds

      2.0

      Baths

      1,139

      Sq.Ft.

      108 Morningside Commons

      Brattleboro, VT

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      Courtesy of BRATTLEBORO AREA REALTY
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 757 Weatherhead Hollow Road Guilford, VT MLS# 5085145
      • Recently Listed
      Save 757 Weatherhead Hollow Road Guilford, VT MLS# 5085145
      1 of 42
      $275,000
      1

      Beds

      1.0

      Baths

      850

      Sq.Ft.

      757 Weatherhead Hollow Road

      Guilford, VT

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      Courtesy of EXP REALTY
      View 103 Sherwood Circle Brattleboro, VT MLS# 5084743
        Save 103 Sherwood Circle Brattleboro, VT MLS# 5084743
        1 of 32
        $359,000
        3

        Beds

        1.1

        Baths

        1,326

        Sq.Ft.

        103 Sherwood Circle

        Brattleboro, VT

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        Courtesy of BRATTLEBORO AREA REALTY
        View 458 Williams Street Brattleboro, VT MLS# 5084518
          Save 458 Williams Street Brattleboro, VT MLS# 5084518
          1 of 26
          $395,000
          3,240

          Sq.Ft.

          458 Williams Street

          Brattleboro, VT

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          Courtesy of BRATTLEBORO AREA REALTY
          View 458 Williams Street Brattleboro, VT MLS# 5084519
            Save 458 Williams Street Brattleboro, VT MLS# 5084519
            1 of 26
            $395,000
            Studio

            Beds

            0.0

            Baths

            3,240

            Sq.Ft.

            458 Williams Street

            Brattleboro, VT

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            Courtesy of BRATTLEBORO AREA REALTY
            View 16 Willow Street Brattleboro, VT MLS# 5084386
              Save 16 Willow Street Brattleboro, VT MLS# 5084386
              1 of 39
              $399,900
              3

              Beds

              1.1

              Baths

              1,339

              Sq.Ft.

              16 Willow Street

              Brattleboro, VT

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              Courtesy of BHG MASIELLO KEENE
              View 134 Washington Street Brattleboro, VT MLS# 5084426
                Save 134 Washington Street Brattleboro, VT MLS# 5084426
                1 of 38
                $280,000
                4

                Beds

                1.0

                Baths

                1,521

                Sq.Ft.

                134 Washington Street

                Brattleboro, VT

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                Courtesy of EXP REALTY
                View 10 Morningside Commons Brattleboro, VT MLS# 5084283
                  Save 10 Morningside Commons Brattleboro, VT MLS# 5084283
                  1 of 20
                  $199,000
                  2

                  Beds

                  1.1

                  Baths

                  955

                  Sq.Ft.

                  10 Morningside Commons

                  Brattleboro, VT

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                  Courtesy of RED MAPLE REALTY LLC
                  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 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 119 Forest Street Brattleboro, VT MLS# 5083243
                      Save 119 Forest Street Brattleboro, VT MLS# 5083243
                      1 of 45
                      $329,000
                      3

                      Beds

                      1.0

                      Baths

                      1,218

                      Sq.Ft.

                      119 Forest Street

                      Brattleboro, VT

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                      Courtesy of BRATTLEBORO AREA REALTY
                      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

                        NNEREN
                        Courtesy of BRATTLEBORO AREA REALTY
                        View 81 Chapin Street Brattleboro, VT MLS# 5082621
                          Save 81 Chapin Street Brattleboro, VT MLS# 5082621
                          1 of 27
                          $475,000
                          3

                          Beds

                          3.0

                          Baths

                          1,246

                          Sq.Ft.

                          81 Chapin Street

                          Brattleboro, VT

                          NNEREN
                          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

                            NNEREN
                            Courtesy of BRATTLEBORO AREA REALTY
                            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

                            NNEREN
                            Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                            View 160 Sunny Acres Road Brattleboro, VT MLS# 5082293
                              Save 160 Sunny Acres Road Brattleboro, VT MLS# 5082293
                              1 of 29
                              $335,000
                              3

                              Beds

                              2.0

                              Baths

                              2,160

                              Sq.Ft.

                              160 Sunny Acres Road

                              Brattleboro, VT

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                              Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                              View 72 Morningside Commons Brattleboro, VT MLS# 5081559
                                Save 72 Morningside Commons Brattleboro, VT MLS# 5081559
                                1 of 51
                                $244,900
                                2

                                Beds

                                1.1

                                Baths

                                1,056

                                Sq.Ft.

                                72 Morningside Commons

                                Brattleboro, VT

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                                Courtesy of BHG MASIELLO BRATTLEBORO
                                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

                                  NNEREN
                                  Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

                                  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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