View 103 Sherwood Circle Brattleboro, VT MLS# 5084743
    Save 103 Sherwood Circle Brattleboro, VT MLS# 5084743
    1 of 32
    $359,000
    3

    Beds

    1.1

    Baths

    1,326

    Sq.Ft.

    103 Sherwood Circle

    Brattleboro, VT

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    Courtesy of BRATTLEBORO AREA REALTY
    View 458 Williams Street Brattleboro, VT MLS# 5084518
      Save 458 Williams Street Brattleboro, VT MLS# 5084518
      1 of 26
      $395,000
      3,240

      Sq.Ft.

      458 Williams Street

      Brattleboro, VT

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      Courtesy of BRATTLEBORO AREA REALTY
      View 458 Williams Street Brattleboro, VT MLS# 5084519
        Save 458 Williams Street Brattleboro, VT MLS# 5084519
        1 of 26
        $395,000
        Studio

        Beds

        0.0

        Baths

        3,240

        Sq.Ft.

        458 Williams Street

        Brattleboro, VT

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        Courtesy of BRATTLEBORO AREA REALTY
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 16 Willow Street Brattleboro, VT MLS# 5084386
          Save 16 Willow Street Brattleboro, VT MLS# 5084386
          1 of 39
          $399,900
          3

          Beds

          1.1

          Baths

          1,339

          Sq.Ft.

          16 Willow Street

          Brattleboro, VT

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          Courtesy of BHG MASIELLO KEENE
          View 134 Washington Street Brattleboro, VT MLS# 5084426
            Save 134 Washington Street Brattleboro, VT MLS# 5084426
            1 of 38
            $280,000
            4

            Beds

            1.0

            Baths

            1,521

            Sq.Ft.

            134 Washington Street

            Brattleboro, VT

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            Courtesy of EXP REALTY
            View 10 Morningside Commons Brattleboro, VT MLS# 5084283
              Save 10 Morningside Commons Brattleboro, VT MLS# 5084283
              1 of 20
              $199,000
              2

              Beds

              1.1

              Baths

              955

              Sq.Ft.

              10 Morningside Commons

              Brattleboro, VT

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              Courtesy of RED MAPLE REALTY LLC
              View 119 Forest Street Brattleboro, VT MLS# 5083243
                Save 119 Forest Street Brattleboro, VT MLS# 5083243
                1 of 45
                $329,000
                3

                Beds

                1.0

                Baths

                1,218

                Sq.Ft.

                119 Forest Street

                Brattleboro, VT

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                Courtesy of BRATTLEBORO AREA REALTY
                View 143 Hillwinds Road Brattleboro, VT MLS# 5082786
                  Save 143 Hillwinds Road Brattleboro, VT MLS# 5082786
                  1 of 46
                  $625,000
                  5

                  Beds

                  3.1

                  Baths

                  2,520

                  Sq.Ft.

                  143 Hillwinds Road

                  Brattleboro, VT

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                  Courtesy of BRATTLEBORO AREA REALTY
                  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

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                    Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                    View 104 Juniper Ridge Road Brattleboro, VT MLS# 5082195
                      Save 104 Juniper Ridge Road Brattleboro, VT MLS# 5082195
                      1 of 60
                      $795,000
                      4

                      Beds

                      3.1

                      Baths

                      3,212

                      Sq.Ft.

                      104 Juniper Ridge Road

                      Brattleboro, VT

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                      Courtesy of BRATTLEBORO AREA REALTY
                      View 11 Strawberry Hill Brattleboro, VT MLS# 5082239
                      • Virtual Tour
                      Save 11 Strawberry Hill Brattleboro, VT MLS# 5082239
                      1 of 37
                      $639,000
                      4

                      Beds

                      2.1

                      Baths

                      2,573

                      Sq.Ft.

                      11 Strawberry Hill

                      Brattleboro, VT

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                      Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                      View 72 Morningside Commons Brattleboro, VT MLS# 5081559
                        Save 72 Morningside Commons Brattleboro, VT MLS# 5081559
                        1 of 51
                        $244,900
                        2

                        Beds

                        1.1

                        Baths

                        1,056

                        Sq.Ft.

                        72 Morningside Commons

                        Brattleboro, VT

                        NNEREN
                        Courtesy of BHG MASIELLO BRATTLEBORO
                        View 5 Hillwinds North Brattleboro, VT MLS# 5081610
                          Save 5 Hillwinds North Brattleboro, VT MLS# 5081610
                          1 of 37
                          $795,000
                          4

                          Beds

                          2.2

                          Baths

                          3,600

                          Sq.Ft.

                          5 Hillwinds North

                          Brattleboro, VT

                          NNEREN
                          Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                          View 219 High Street # 3 Brattleboro, VT MLS# 5081405
                            Save 219 High Street # 3 Brattleboro, VT MLS# 5081405
                            1 of 23
                            $159,000
                            1

                            Beds

                            1.0

                            Baths

                            592

                            Sq.Ft.

                            219 High Street # 3

                            Brattleboro, VT

                            NNEREN
                            Courtesy of BRATTLEBORO AREA REALTY
                            View 77 Buttonwood Drive Brattleboro, VT MLS# 5081478
                            • Adult Community
                            Save 77 Buttonwood Drive Brattleboro, VT MLS# 5081478
                            1 of 32
                            $499,000
                            2

                            Beds

                            2.0

                            Baths

                            1,550

                            Sq.Ft.

                            77 Buttonwood Drive

                            Brattleboro, VT

                            NNEREN
                            Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                            View 39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287
                              Save 39 Brookside Drive # 7 Brattleboro, VT MLS# 5081287
                              1 of 15
                              $159,500
                              1

                              Beds

                              1.0

                              Baths

                              685

                              Sq.Ft.

                              39 Brookside Drive # 7

                              Brattleboro, VT

                              NNEREN
                              Courtesy of BRATTLEBORO AREA REALTY
                              View 211 Vernon Street Brattleboro, VT MLS# 5080992
                                Save 211 Vernon Street Brattleboro, VT MLS# 5080992
                                1 of 24
                                $300,000
                                4,920

                                Sq.Ft.

                                211 Vernon Street

                                Brattleboro, VT

                                NNEREN
                                Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                                View 40 Brookside Drive # 8 Brattleboro, VT MLS# 5078814
                                  Save 40 Brookside Drive # 8 Brattleboro, VT MLS# 5078814
                                  1 of 21
                                  $179,000
                                  1

                                  Beds

                                  1.0

                                  Baths

                                  700

                                  Sq.Ft.

                                  40 Brookside Drive # 8

                                  Brattleboro, VT

                                  NNEREN
                                  Courtesy of BRATTLEBORO AREA REALTY
                                  View 135 Country Hill Brattleboro, VT MLS# 5077870
                                    Save 135 Country Hill Brattleboro, VT MLS# 5077870
                                    1 of 26
                                    $395,000
                                    3

                                    Beds

                                    2.1

                                    Baths

                                    2,128

                                    Sq.Ft.

                                    135 Country Hill

                                    Brattleboro, VT

                                    NNEREN
                                    Courtesy of BRATTLEBORO AREA REALTY
                                    View 116 Birge Street # 3 Brattleboro, VT MLS# 5077121
                                      Save 116 Birge Street # 3 Brattleboro, VT MLS# 5077121
                                      1 of 36
                                      $269,000
                                      1

                                      Beds

                                      1.0

                                      Baths

                                      2,000

                                      Sq.Ft.

                                      116 Birge Street # 3

                                      Brattleboro, VT

                                      NNEREN
                                      Courtesy of BRATTLEBORO AREA REALTY

                                      About Brattleboro

                                      Listings in Brattleboro, VT

                                      76

                                      Estimated median home price

                                      $337,000
                                      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 - 100K4
                                      $100K - 200K8
                                      $200K - 300K19
                                      $300K - 400K24
                                      $400K - 500K5
                                      $500K - 600K4
                                      $600K - 700K4
                                      $700K - 800K2
                                      $800K - 900K2
                                      $900K - 1M0
                                      $1M - Max4

                                      Homes for Sale by Type in Brattleboro, VT

                                      Property TypeCount
                                      Single Family37
                                      Townhouse0
                                      Condo11
                                      Commercial9
                                      Rental13
                                      Lots and Land5
                                      Condo/Town/CoOp0
                                      CoOp0
                                      Multi Family14
                                      Mobile Home0
                                      Farms0

                                      (Data as of 5/15/2026)

                                      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 5/15/2026”

                                      Trends Information provided by ATTOM Data Solutions.