05301 Homes for Sale

116 total properties
View 48 Wilsons Woods Road Brattleboro, VT MLS# 5108647
    Save 48 Wilsons Woods Road Brattleboro, VT MLS# 5108647
    1 of 32
    $299,000
    3

    Beds

    1.0

    Baths

    1,104

    Sq.Ft.

    48 Wilsons Woods Road

    Brattleboro, VT

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    Courtesy of BHG MASIELLO BRATTLEBORO
    View 47 Oak Hill Drive Dummerston, VT MLS# 5108648
      Save 47 Oak Hill Drive Dummerston, VT MLS# 5108648
      1 of 32
      $575,000
      3

      Beds

      2.0

      Baths

      2,100

      Sq.Ft.

      47 Oak Hill Drive

      Dummerston, VT

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      Courtesy of BRATTLEBORO AREA REALTY
      View 253 Sugar House Hill Guilford, VT MLS# 5108407
        Save 253 Sugar House Hill Guilford, VT MLS# 5108407
        1 of 60
        $830,000
        5

        Beds

        5.1

        Baths

        5,064

        Sq.Ft.

        253 Sugar House Hill

        Guilford, VT

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        Courtesy of RED MAPLE REALTY LLC
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996
          Save 0 Marlboro Road # 18B Brattleboro, VT MLS# 5107996
          1 of 16
          $139,000
          0.0

          Baths

          0 Marlboro Road # 18B

          Brattleboro, VT

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          Courtesy of BRATTLEBORO AREA REALTY
          View 14 Deepwood Park Brattleboro, VT MLS# 5108342
            Save 14 Deepwood Park Brattleboro, VT MLS# 5108342
            1 of 34
            $149,900
            3

            Beds

            2.0

            Baths

            1,232

            Sq.Ft.

            14 Deepwood Park

            Brattleboro, VT

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            Courtesy of BHG MASIELLO BRATTLEBORO
            View 205 Western Avenue Brattleboro, VT MLS# 5107801
              Save 205 Western Avenue Brattleboro, VT MLS# 5107801
              1 of 10
              $369,900
              928

              Sq.Ft.

              205 Western Avenue

              Brattleboro, VT

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              Courtesy of BHG MASIELLO KEENE
              View 21 Winding Hill Brattleboro, VT MLS# 5107649
                Save 21 Winding Hill Brattleboro, VT MLS# 5107649
                1 of 24
                $120,000
                2

                Beds

                1.0

                Baths

                924

                Sq.Ft.

                21 Winding Hill

                Brattleboro, VT

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                Courtesy of BRATTLEBORO AREA REALTY
                View 39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706
                  Save 39 Brookside Drive # 5 Brattleboro, VT MLS# 5107706
                  1 of 21
                  $190,000
                  2

                  Beds

                  1.0

                  Baths

                  930

                  Sq.Ft.

                  39 Brookside Drive # 5

                  Brattleboro, VT

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                  Courtesy of BRATTLEBORO AREA REALTY
                  View 205 Wantastiquet Drive Brattleboro, VT MLS# 5106903
                    Save 205 Wantastiquet Drive Brattleboro, VT MLS# 5106903
                    1 of 35
                    $525,000
                    3

                    Beds

                    2.1

                    Baths

                    2,330

                    Sq.Ft.

                    205 Wantastiquet Drive

                    Brattleboro, VT

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                    Courtesy of BRATTLEBORO AREA REALTY
                    View 171 Buttonwood Drive Brattleboro, VT MLS# 5106916
                      Save 171 Buttonwood Drive Brattleboro, VT MLS# 5106916
                      1 of 19
                      $499,000
                      2

                      Beds

                      2.0

                      Baths

                      1,775

                      Sq.Ft.

                      171 Buttonwood Drive

                      Brattleboro, VT

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                      Courtesy of BRATTLEBORO AREA REALTY
                      View 11 Crescent Drive Brattleboro, VT MLS# 5107263
                        Save 11 Crescent Drive Brattleboro, VT MLS# 5107263
                        1 of 34
                        $16,900
                        2

                        Beds

                        1.0

                        Baths

                        672

                        Sq.Ft.

                        11 Crescent Drive

                        Brattleboro, VT

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                        Courtesy of BHG MASIELLO BRATTLEBORO
                        View 632 Putney Road Brattleboro, VT MLS# 5106674
                          Save 632 Putney Road Brattleboro, VT MLS# 5106674
                          1 of 32
                          $600,000
                          480

                          Sq.Ft.

                          632 Putney Road

                          Brattleboro, VT

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                          Courtesy of BRATTLEBORO AREA REALTY
                          View 45 Kopkind Road Guilford, VT MLS# 5106522
                            Save 45 Kopkind Road Guilford, VT MLS# 5106522
                            1 of 27
                            $289,000
                            2

                            Beds

                            1.0

                            Baths

                            925

                            Sq.Ft.

                            45 Kopkind Road

                            Guilford, VT

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                            Courtesy of BRATTLEBORO AREA REALTY
                            View 77 Buttonwood Drive Brattleboro, VT MLS# 5106541
                            • Adult Community
                            Save 77 Buttonwood Drive Brattleboro, VT MLS# 5106541
                            1 of 17
                            $439,000
                            2

                            Beds

                            2.0

                            Baths

                            1,550

                            Sq.Ft.

                            77 Buttonwood Drive

                            Brattleboro, VT

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                            Courtesy of BRATTLEBORO AREA REALTY
                            View 162 Buttonwood Drive Brattleboro, VT MLS# 5106580
                              Save 162 Buttonwood Drive Brattleboro, VT MLS# 5106580
                              1 of 19
                              $479,000
                              2

                              Beds

                              2.0

                              Baths

                              1,775

                              Sq.Ft.

                              162 Buttonwood Drive

                              Brattleboro, VT

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                              Courtesy of BRATTLEBORO AREA REALTY
                              View 354 Orchard Street Brattleboro, VT MLS# 5106451
                                Save 354 Orchard Street Brattleboro, VT MLS# 5106451
                                1 of 37
                                $585,000
                                4

                                Beds

                                2.1

                                Baths

                                2,212

                                Sq.Ft.

                                354 Orchard Street

                                Brattleboro, VT

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                                Courtesy of BRATTLEBORO AREA REALTY
                                View 752 Butternut Hill Road Guilford, VT MLS# 5106167
                                  Save 752 Butternut Hill Road Guilford, VT MLS# 5106167
                                  1 of 14
                                  $275,000
                                  0.0

                                  Baths

                                  1,200

                                  Sq.Ft.

                                  752 Butternut Hill Road

                                  Guilford, VT

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                                  Courtesy of BRATTLEBORO AREA REALTY
                                  View 752 Butternut Hill Road Guilford, VT MLS# 5105736
                                    Save 752 Butternut Hill Road Guilford, VT MLS# 5105736
                                    1 of 14
                                    $275,000
                                    1,200

                                    Sq.Ft.

                                    752 Butternut Hill Road

                                    Guilford, VT

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                                    Courtesy of BRATTLEBORO AREA REALTY
                                    View 1137 Upper Dummerston Road Brattleboro, VT MLS# 5105327
                                      Save 1137 Upper Dummerston Road Brattleboro, VT MLS# 5105327
                                      1 of 41
                                      $439,000
                                      3

                                      Beds

                                      2.0

                                      Baths

                                      1,600

                                      Sq.Ft.

                                      1137 Upper Dummerston Road

                                      Brattleboro, VT

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                                      Courtesy of BRATTLEBORO AREA REALTY
                                      View 207 Elliot Street Brattleboro, VT MLS# 5105369
                                        Save 207 Elliot Street Brattleboro, VT MLS# 5105369
                                        1 of 26
                                        $290,000
                                        5

                                        Beds

                                        1.0

                                        Baths

                                        2,167

                                        Sq.Ft.

                                        207 Elliot Street

                                        Brattleboro, VT

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                                        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 10/1/2026”

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