View 5 Hillwinds North Brattleboro, VT MLS# 5081610
    Save 5 Hillwinds North Brattleboro, VT MLS# 5081610
    1 of 38
    $769,900
    4

    Beds

    2.2

    Baths

    3,600

    Sq.Ft.

    5 Hillwinds North

    Brattleboro, VT

    NNEREN
    Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
    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

      NNEREN
      Courtesy of RE/MAX TOWN & COUNTRY
      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

        NNEREN
        Courtesy of BRATTLEBORO AREA REALTY
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 179 Hillwinds North Brattleboro, VT MLS# 5102586
          Save 179 Hillwinds North Brattleboro, VT MLS# 5102586
          1 of 36
          $599,000
          4

          Beds

          2.1

          Baths

          3,576

          Sq.Ft.

          179 Hillwinds North

          Brattleboro, VT

          NNEREN
          Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
          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

            NNEREN
            Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
            View 354 Orchard Street Brattleboro, VT MLS# 5106451
              Save 354 Orchard Street Brattleboro, VT MLS# 5106451
              1 of 37
              OPEN HOUSE: Saturday 10/10 11:00 AM - 1:00 PM
              $585,000
              4

              Beds

              2.1

              Baths

              2,212

              Sq.Ft.

              354 Orchard Street

              Brattleboro, VT

              NNEREN
              Courtesy of BRATTLEBORO AREA REALTY
              View 196 Main Street Brattleboro, VT MLS# 5091673
                Save 196 Main Street Brattleboro, VT MLS# 5091673
                1 of 7
                $525,000
                20,624

                Sq.Ft.

                196 Main Street

                Brattleboro, VT

                NNEREN
                Courtesy of DEREK GREENE
                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

                  NNEREN
                  Courtesy of BRATTLEBORO AREA REALTY
                  View 16 School Street Brattleboro, VT MLS# 5092212
                    Save 16 School Street Brattleboro, VT MLS# 5092212
                    1 of 23
                    $499,000
                    12

                    Beds

                    6.0

                    Baths

                    6,000

                    Sq.Ft.

                    16 School Street

                    Brattleboro, VT

                    NNEREN
                    Courtesy of EXP 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

                      NNEREN
                      Courtesy of BRATTLEBORO AREA REALTY
                      View 1309 Putney Road Brattleboro, VT MLS# 5099165
                        Save 1309 Putney Road Brattleboro, VT MLS# 5099165
                        1 of 32
                        $495,000
                        5

                        Beds

                        0.0

                        Baths

                        3,882

                        Sq.Ft.

                        1309 Putney Road

                        Brattleboro, VT

                        NNEREN
                        Courtesy of RED MAPLE REALTY LLC
                        View 1309 Putney Road Brattleboro, VT MLS# 5099167
                          Save 1309 Putney Road Brattleboro, VT MLS# 5099167
                          1 of 44
                          $495,000
                          4,833

                          Sq.Ft.

                          1309 Putney Road

                          Brattleboro, VT

                          NNEREN
                          Courtesy of RED MAPLE REALTY LLC
                          View 54 Linden Street Brattleboro, VT MLS# 5102098
                            Save 54 Linden Street Brattleboro, VT MLS# 5102098
                            1 of 26
                            $489,000
                            3,202

                            Sq.Ft.

                            54 Linden Street

                            Brattleboro, VT

                            NNEREN
                            Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                            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

                              NNEREN
                              Courtesy of BRATTLEBORO AREA REALTY
                              View 72 Green Meadow Brattleboro, VT MLS# 5103012
                                Save 72 Green Meadow Brattleboro, VT MLS# 5103012
                                1 of 27
                                $450,000
                                3

                                Beds

                                2.0

                                Baths

                                2,530

                                Sq.Ft.

                                72 Green Meadow

                                Brattleboro, VT

                                NNEREN
                                Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                                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

                                  NNEREN
                                  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

                                  NNEREN
                                  Courtesy of BRATTLEBORO AREA REALTY
                                  View 28 Brook Street Brattleboro, VT MLS# 5097401
                                    Save 28 Brook Street Brattleboro, VT MLS# 5097401
                                    1 of 14
                                    $425,000
                                    8

                                    Beds

                                    4.0

                                    Baths

                                    3,364

                                    Sq.Ft.

                                    28 Brook Street

                                    Brattleboro, VT

                                    NNEREN
                                    Courtesy of NANCY JENKINS REAL ESTATE
                                    View 820 Western Avenue Brattleboro, VT MLS# 5097400
                                      Save 820 Western Avenue Brattleboro, VT MLS# 5097400
                                      1 of 12
                                      $422,000
                                      6

                                      Beds

                                      4.0

                                      Baths

                                      3,756

                                      Sq.Ft.

                                      820 Western Avenue

                                      Brattleboro, VT

                                      NNEREN
                                      Courtesy of NANCY JENKINS REAL ESTATE
                                      View 12 Town Crier Drive # 2 Brattleboro, VT MLS# 5110304
                                        Save 12 Town Crier Drive # 2 Brattleboro, VT MLS# 5110304
                                        1 of 3
                                        $410,000
                                        3,600

                                        Sq.Ft.

                                        12 Town Crier Drive # 2

                                        Brattleboro, VT

                                        NNEREN
                                        Courtesy of BHG MASIELLO BRATTLEBORO

                                        About Brattleboro

                                        Listings in Brattleboro, VT

                                        89

                                        Estimated median home price

                                        $305,000
                                        Brattleboro VT Homes for Sale & Properties

                                        Weichert Realtors is one of the nation's leading providers of Brattleboro, Vermont real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Brattleboro, VT.

                                        Homes for Sale by Price in Brattleboro, VT

                                        PriceCount
                                        $0 - 100K5
                                        $100K - 200K15
                                        $200K - 300K23
                                        $300K - 400K21
                                        $400K - 500K12
                                        $500K - 600K6
                                        $600K - 700K1
                                        $700K - 800K1
                                        $800K - 900K1
                                        $900K - 1M1
                                        $1M - Max3

                                        Homes for Sale by Type in Brattleboro, VT

                                        Property TypeCount
                                        Single Family33
                                        Townhouse0
                                        Condo12
                                        Commercial15
                                        Rental10
                                        Lots and Land8
                                        Condo/Town/CoOp0
                                        CoOp0
                                        Multi Family16
                                        Mobile Home5
                                        Farms0

                                        (Data as of 10/9/2026)

                                        Find Properties in Brattleboro, VT

                                        Brattleboro, VT Information

                                        Find Properties by Zip

                                        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 10/9/2026”

                                        Trends Information provided by ATTOM Data Solutions.