View 22 Chestnut Street # 1-4 Brattleboro, VT MLS# 5070075
    Save 22 Chestnut Street # 1-4 Brattleboro, VT MLS# 5070075
    1 of 47
    $399,000

    22 Chestnut Street # 1-4

    Brattleboro, VT

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    Courtesy of SOUTHERN VERMONT REALTY GROUP
    View 198 Hillcrest Terrace Brattleboro, VT MLS# 5072046
    • Recently Listed
    Save 198 Hillcrest Terrace Brattleboro, VT MLS# 5072046
    1 of 39
    $399,000
    4

    Beds

    3.0

    Baths

    3,616

    Sq.Ft.

    198 Hillcrest Terrace

    Brattleboro, VT

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    Courtesy of SOUTHERN VERMONT REALTY GROUP
    View 37 Putney Road Brattleboro, VT MLS# 5044398
      Save 37 Putney Road Brattleboro, VT MLS# 5044398
      1 of 20
      $395,000
      1,247

      Sq.Ft.

      37 Putney Road

      Brattleboro, VT

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      Courtesy of BELLVILLE REALTY
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 39 Williston Street Brattleboro, VT MLS# 5070238
        Save 39 Williston Street Brattleboro, VT MLS# 5070238
        1 of 22
        $395,000
        4

        Beds

        4.0

        Baths

        2,182

        Sq.Ft.

        39 Williston Street

        Brattleboro, VT

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        Courtesy of BRATTLEBORO AREA REALTY
        View 115 Country Hill Brattleboro, VT MLS# 5070541
          Save 115 Country Hill Brattleboro, VT MLS# 5070541
          1 of 24
          $389,000
          3

          Beds

          2.0

          Baths

          1,820

          Sq.Ft.

          115 Country Hill

          Brattleboro, VT

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          Courtesy of BRATTLEBORO AREA REALTY
          View 25 Cottage Street Brattleboro, VT MLS# 4950677
            Save 25 Cottage Street Brattleboro, VT MLS# 4950677
            1 of 5
            $380,000
            6

            Beds

            4.0

            Baths

            3,264

            Sq.Ft.

            25 Cottage Street

            Brattleboro, VT

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            Courtesy of BRATTLEBORO AREA REALTY
            View 10 Birge Street Brattleboro, VT MLS# 4928848
              Save 10 Birge Street Brattleboro, VT MLS# 4928848
              1 of 1
              $370,000
              5

              Beds

              4.0

              Baths

              3,002

              Sq.Ft.

              10 Birge Street

              Brattleboro, VT

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              Courtesy of BRATTLEBORO AREA REALTY
              View 1089 Marlboro Road Brattleboro, VT MLS# 5060860
                Save 1089 Marlboro Road Brattleboro, VT MLS# 5060860
                1 of 30
                $369,000
                3

                Beds

                2.0

                Baths

                1,703

                Sq.Ft.

                1089 Marlboro Road

                Brattleboro, VT

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                Courtesy of BRATTLEBORO AREA REALTY
                View 85 Stockwell Drive Brattleboro, VT MLS# 5064216
                  Save 85 Stockwell Drive Brattleboro, VT MLS# 5064216
                  1 of 24
                  $365,000
                  5

                  Beds

                  3.0

                  Baths

                  2,254

                  Sq.Ft.

                  85 Stockwell Drive

                  Brattleboro, VT

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                  Courtesy of BRATTLEBORO AREA REALTY
                  View 573 South Main Street Brattleboro, VT MLS# 4930318
                    Save 573 South Main Street Brattleboro, VT MLS# 4930318
                    1 of 1
                    $350,000
                    2

                    Beds

                    1.0

                    Baths

                    3,312

                    Sq.Ft.

                    573 South Main Street

                    Brattleboro, VT

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                    Courtesy of BRATTLEBORO AREA REALTY
                    View 91 Sunny Acres Road Brattleboro, VT MLS# 5064191
                      Save 91 Sunny Acres Road Brattleboro, VT MLS# 5064191
                      1 of 32
                      $339,000
                      3

                      Beds

                      2.1

                      Baths

                      1,890

                      Sq.Ft.

                      91 Sunny Acres Road

                      Brattleboro, VT

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                      Courtesy of BRATTLEBORO AREA REALTY
                      View 16 Washington Street Brattleboro, VT MLS# 5024828
                        Save 16 Washington Street Brattleboro, VT MLS# 5024828
                        1 of 28
                        $315,000
                        5

                        Beds

                        3.0

                        Baths

                        2,209

                        Sq.Ft.

                        16 Washington Street

                        Brattleboro, VT

                        NNEREN
                        Courtesy of BRATTLEBORO AREA REALTY
                        View 16 Washington Street Brattleboro, VT MLS# 5024829
                          Save 16 Washington Street Brattleboro, VT MLS# 5024829
                          1 of 29
                          $315,000
                          4

                          Beds

                          3.0

                          Baths

                          2,209

                          Sq.Ft.

                          16 Washington Street

                          Brattleboro, VT

                          NNEREN
                          Courtesy of BRATTLEBORO AREA REALTY
                          View 7 Union Street Brattleboro, VT MLS# 5071411
                            Save 7 Union Street Brattleboro, VT MLS# 5071411
                            1 of 36
                            $310,000
                            4

                            Beds

                            3.0

                            Baths

                            1,668

                            Sq.Ft.

                            7 Union Street

                            Brattleboro, VT

                            NNEREN
                            Courtesy of BELLVILLE REALTY
                            View 164 Chestnut Street Brattleboro, VT MLS# 5044816
                              Save 164 Chestnut Street Brattleboro, VT MLS# 5044816
                              1 of 18
                              $309,900
                              3

                              Beds

                              1.0

                              Baths

                              1,323

                              Sq.Ft.

                              164 Chestnut Street

                              Brattleboro, VT

                              NNEREN
                              Courtesy of BRATTLEBORO AREA REALTY
                              View 503 Marlboro Road Brattleboro, VT MLS# 5049392
                                Save 503 Marlboro Road Brattleboro, VT MLS# 5049392
                                1 of 27
                                $300,000
                                3,057

                                Sq.Ft.

                                503 Marlboro Road

                                Brattleboro, VT

                                NNEREN
                                Courtesy of BHG MASIELLO BRATTLEBORO
                                View 109 Central Street Brattleboro, VT MLS# 5054419
                                  Save 109 Central Street Brattleboro, VT MLS# 5054419
                                  1 of 2
                                  $300,000
                                  4

                                  Beds

                                  2.0

                                  Baths

                                  1,808

                                  Sq.Ft.

                                  109 Central Street

                                  Brattleboro, VT

                                  NNEREN
                                  Courtesy of BRATTLEBORO AREA REALTY
                                  View 109 Central Street Brattleboro, VT MLS# 5054423
                                    Save 109 Central Street Brattleboro, VT MLS# 5054423
                                    1 of 2
                                    $300,000
                                    4

                                    Beds

                                    2.0

                                    Baths

                                    1,808

                                    Sq.Ft.

                                    109 Central Street

                                    Brattleboro, VT

                                    NNEREN
                                    Courtesy of BRATTLEBORO AREA REALTY
                                    View 234 Elliot Street Brattleboro, VT MLS# 5060061
                                      Save 234 Elliot Street Brattleboro, VT MLS# 5060061
                                      1 of 16
                                      $299,000
                                      2,328

                                      Sq.Ft.

                                      234 Elliot Street

                                      Brattleboro, VT

                                      NNEREN
                                      Courtesy of RED MAPLE REALTY LLC
                                      View 1027 Western Avenue Brattleboro, VT MLS# 5062021
                                        Save 1027 Western Avenue Brattleboro, VT MLS# 5062021
                                        1 of 18
                                        $299,000
                                        5,695

                                        Sq.Ft.

                                        1027 Western Avenue

                                        Brattleboro, VT

                                        NNEREN
                                        Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

                                        About Brattleboro

                                        Listings in Brattleboro, VT

                                        63

                                        Estimated median home price

                                        $369,000
                                        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 - 100K7
                                        $100K - 200K5
                                        $200K - 300K11
                                        $300K - 400K16
                                        $400K - 500K7
                                        $500K - 600K6
                                        $600K - 700K2
                                        $700K - 800K0
                                        $800K - 900K2
                                        $900K - 1M0
                                        $1M - Max7

                                        Homes for Sale by Type in Brattleboro, VT

                                        Property TypeCount
                                        Single Family27
                                        Townhouse0
                                        Condo2
                                        Commercial12
                                        Rental7
                                        Lots and Land8
                                        Condo/Town/CoOp0
                                        CoOp0
                                        Multi Family11
                                        Mobile Home3
                                        Farms0

                                        (Data as of 12/16/2025)

                                        Find Properties in Brattleboro, VT

                                        Brattleboro, VT Information

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                                        Information deemed reliable but not guaranteed.

                                        “Copyright 2025 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 12/18/2025”

                                        Trends Information provided by ATTOM Data Solutions.