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 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 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
        The time to sell is now! THE TIME TO SELL IS NOW!
        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

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          Courtesy of BRATTLEBORO AREA REALTY
          View 211 Pleasant Valley Road Brattleboro, VT MLS# 5094642
          • Recently Listed
          Save 211 Pleasant Valley Road Brattleboro, VT MLS# 5094642
          1 of 44
          $545,000
          2

          Beds

          1.0

          Baths

          1,576

          Sq.Ft.

          211 Pleasant Valley Road

          Brattleboro, VT

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          Courtesy of BHG MASIELLO BRATTLEBORO
          View 25-27 Gingko Lane Brattleboro, VT MLS# 5091641
            Save 25-27 Gingko Lane Brattleboro, VT MLS# 5091641
            1 of 46
            $525,000
            3

            Beds

            2.0

            Baths

            1,600

            Sq.Ft.

            25-27 Gingko Lane

            Brattleboro, VT

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            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 25-27 Gingko Lane Brattleboro, VT MLS# 5091758
                Save 25-27 Gingko Lane Brattleboro, VT MLS# 5091758
                1 of 47
                $525,000
                6

                Beds

                4.0

                Baths

                1,600

                Sq.Ft.

                25-27 Gingko Lane

                Brattleboro, VT

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                Courtesy of BRATTLEBORO AREA REALTY
                View 28 Brook Street Brattleboro, VT MLS# 5097401
                • Recently Listed
                Save 28 Brook Street Brattleboro, VT MLS# 5097401
                1 of 13
                $515,000
                8

                Beds

                4.0

                Baths

                3,364

                Sq.Ft.

                28 Brook Street

                Brattleboro, VT

                NNEREN
                Courtesy of NANCY JENKINS REAL ESTATE
                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

                NNEREN
                Courtesy of BRATTLEBORO AREA REALTY
                View 94 Brets Road Brattleboro, VT MLS# 5091438
                  Save 94 Brets Road Brattleboro, VT MLS# 5091438
                  1 of 23
                  $499,000
                  3

                  Beds

                  2.1

                  Baths

                  2,594

                  Sq.Ft.

                  94 Brets Road

                  Brattleboro, VT

                  NNEREN
                  Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                  View 16 School Street Brattleboro, VT MLS# 5092212
                    Save 16 School Street Brattleboro, VT MLS# 5092212
                    1 of 4
                    $499,000
                    12

                    Beds

                    6.0

                    Baths

                    6,000

                    Sq.Ft.

                    16 School Street

                    Brattleboro, VT

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                    Courtesy of EXP 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 160 Akley Road Brattleboro, VT MLS# 5096932
                        Save 160 Akley Road Brattleboro, VT MLS# 5096932
                        1 of 40
                        $490,000
                        3

                        Beds

                        2.1

                        Baths

                        2,182

                        Sq.Ft.

                        160 Akley Road

                        Brattleboro, VT

                        NNEREN
                        Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                        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 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

                            NNEREN
                            Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                            View 77 Buttonwood Drive Brattleboro, VT MLS# 5081478
                            • Adult Community
                            Save 77 Buttonwood Drive Brattleboro, VT MLS# 5081478
                            1 of 32
                            $469,000
                            2

                            Beds

                            2.0

                            Baths

                            1,550

                            Sq.Ft.

                            77 Buttonwood Drive

                            Brattleboro, VT

                            NNEREN
                            Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                            View 820 Western Avenue Brattleboro, VT MLS# 5097400
                            • Recently Listed
                            Save 820 Western Avenue Brattleboro, VT MLS# 5097400
                            1 of 11
                            $465,000
                            6

                            Beds

                            4.0

                            Baths

                            3,756

                            Sq.Ft.

                            820 Western Avenue

                            Brattleboro, VT

                            NNEREN
                            Courtesy of NANCY JENKINS REAL ESTATE
                            View 19 Canal Street Brattleboro, VT MLS# 5090247
                              Save 19 Canal Street Brattleboro, VT MLS# 5090247
                              1 of 22
                              $399,000
                              9

                              Beds

                              4.0

                              Baths

                              3,286

                              Sq.Ft.

                              19 Canal Street

                              Brattleboro, VT

                              NNEREN
                              Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                              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

                                NNEREN
                                Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

                                About Brattleboro

                                Listings in Brattleboro, VT

                                79

                                Estimated median home price

                                $349,900
                                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 - 200K6
                                $200K - 300K14
                                $300K - 400K28
                                $400K - 500K9
                                $500K - 600K8
                                $600K - 700K1
                                $700K - 800K2
                                $800K - 900K2
                                $900K - 1M0
                                $1M - Max4

                                Homes for Sale by Type in Brattleboro, VT

                                Property TypeCount
                                Single Family36
                                Townhouse0
                                Condo8
                                Commercial8
                                Rental8
                                Lots and Land5
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family20
                                Mobile Home2
                                Farms0

                                (Data as of 7/1/2026)

                                Find Properties in Brattleboro, VT

                                Brattleboro, VT Information

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                                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 7/1/2026”

                                Trends Information provided by ATTOM Data Solutions.