05301 Homes for Sale

101 total properties
View 197 Western Avenue Brattleboro, VT MLS# 5090264
    Save 197 Western Avenue Brattleboro, VT MLS# 5090264
    1 of 24
    $399,000
    7

    Beds

    3.0

    Baths

    3,700

    Sq.Ft.

    197 Western Avenue

    Brattleboro, VT

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    Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
    View 117 Oak Grove Avenue Brattleboro, VT MLS# 5089873
      Save 117 Oak Grove Avenue Brattleboro, VT MLS# 5089873
      1 of 27
      $319,000
      3

      Beds

      1.0

      Baths

      1,300

      Sq.Ft.

      117 Oak Grove Avenue

      Brattleboro, VT

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      Courtesy of BRATTLEBORO AREA REALTY
      View Lot A Sweet Pond Road # Lot 1 Guilford, VT MLS# 5090046
        Save Lot A Sweet Pond Road # Lot 1 Guilford, VT MLS# 5090046
        1 of 9
        $165,000
        Studio

        Beds

        0.0

        Baths

        Lot A Sweet Pond Road # Lot 1

        Guilford, VT

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        Courtesy of SOUTHERN VERMONT REALTY GROUP
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 30 Chapin Street Brattleboro, VT MLS# 5089156
          Save 30 Chapin Street Brattleboro, VT MLS# 5089156
          1 of 31
          $475,000
          3

          Beds

          2.1

          Baths

          2,400

          Sq.Ft.

          30 Chapin Street

          Brattleboro, VT

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          Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
          View 2416 Stage Road Guilford, VT MLS# 5088798
            Save 2416 Stage Road Guilford, VT MLS# 5088798
            1 of 46
            $699,000
            4

            Beds

            2.1

            Baths

            2,353

            Sq.Ft.

            2416 Stage Road

            Guilford, VT

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            Courtesy of BHG MASIELLO BRATTLEBORO
            View 110 Washington Street Brattleboro, VT MLS# 5088633
              Save 110 Washington Street Brattleboro, VT MLS# 5088633
              1 of 17
              $299,000
              5

              Beds

              3.0

              Baths

              3,660

              Sq.Ft.

              110 Washington Street

              Brattleboro, VT

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              Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
              View 48 Pleasant Street Brattleboro, VT MLS# 5088296
                Save 48 Pleasant Street Brattleboro, VT MLS# 5088296
                1 of 6
                $295,000
                4

                Beds

                2.0

                Baths

                1,744

                Sq.Ft.

                48 Pleasant Street

                Brattleboro, VT

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                Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                View 69 Grove Street Brattleboro, VT MLS# 5088353
                  Save 69 Grove Street Brattleboro, VT MLS# 5088353
                  1 of 2
                  $245,000
                  4

                  Beds

                  2.0

                  Baths

                  2,148

                  Sq.Ft.

                  69 Grove Street

                  Brattleboro, VT

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                  Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                  View 390 Pleasant Valley Road Brattleboro, VT MLS# 5088064
                  • Virtual Tour
                  Save 390 Pleasant Valley Road Brattleboro, VT MLS# 5088064
                  1 of 55
                  $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
                  View 41 Chapin Street Brattleboro, VT MLS# 5087925
                  • Virtual Tour
                  Save 41 Chapin Street Brattleboro, VT MLS# 5087925
                  1 of 51
                  $499,000
                  4

                  Beds

                  2.1

                  Baths

                  2,874

                  Sq.Ft.

                  41 Chapin Street

                  Brattleboro, VT

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                  Courtesy of BRATTLEBORO AREA REALTY
                  View 25 Speno Court Brattleboro, VT MLS# 5087868
                    Save 25 Speno Court Brattleboro, VT MLS# 5087868
                    1 of 34
                    $379,000
                    3

                    Beds

                    2.0

                    Baths

                    1,966

                    Sq.Ft.

                    25 Speno Court

                    Brattleboro, VT

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                    Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                    View 380 South Main Street Brattleboro, VT MLS# 5087462
                      Save 380 South Main Street Brattleboro, VT MLS# 5087462
                      1 of 44
                      $319,000
                      3

                      Beds

                      2.0

                      Baths

                      1,539

                      Sq.Ft.

                      380 South Main Street

                      Brattleboro, VT

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                      Courtesy of CUMMINGS & CO
                      View 12 Autumn Gem Drive Dummerston, VT MLS# 5086998
                        Save 12 Autumn Gem Drive Dummerston, VT MLS# 5086998
                        1 of 14
                        $325,000
                        3

                        Beds

                        2.0

                        Baths

                        1,232

                        Sq.Ft.

                        12 Autumn Gem Drive

                        Dummerston, VT

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                        Courtesy of BRATTLEBORO AREA REALTY
                        View 171 Green Meadow Brattleboro, VT MLS# 5086904
                          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 364 Bonnyvale Road Brattleboro, VT MLS# 5087024
                            Save 364 Bonnyvale Road Brattleboro, VT MLS# 5087024
                            1 of 37
                            $287,500
                            2

                            Beds

                            1.0

                            Baths

                            1,237

                            Sq.Ft.

                            364 Bonnyvale Road

                            Brattleboro, VT

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                            Courtesy of BELLVILLE REALTY
                            View 33 Oak Street Brattleboro, VT MLS# 5086282
                              Save 33 Oak Street Brattleboro, VT MLS# 5086282
                              1 of 32
                              $495,000
                              Studio

                              Beds

                              0.0

                              Baths

                              4,116

                              Sq.Ft.

                              33 Oak Street

                              Brattleboro, VT

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                              Courtesy of EXP REALTY
                              View 550 South Main Street Brattleboro, VT MLS# 5086341
                                Save 550 South Main Street Brattleboro, VT MLS# 5086341
                                1 of 17
                                $329,000
                                3

                                Beds

                                2.0

                                Baths

                                1,280

                                Sq.Ft.

                                550 South Main Street

                                Brattleboro, VT

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                                Courtesy of BRATTLEBORO AREA REALTY
                                View 423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506
                                  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 757 Weatherhead Hollow Road Guilford, VT MLS# 5085145
                                    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 458 Williams Street Brattleboro, VT MLS# 5084518
                                      Save 458 Williams Street Brattleboro, VT MLS# 5084518
                                      1 of 26
                                      $349,900
                                      3,240

                                      Sq.Ft.

                                      458 Williams Street

                                      Brattleboro, VT

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                                      Courtesy of BRATTLEBORO AREA 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 7/2/2026”

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