View 126 Oak Grove Avenue Brattleboro, VT MLS# 5100788
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Save 126 Oak Grove Avenue Brattleboro, VT MLS# 5100788
1 of 5
$425,000
5

Beds

5.0

Baths

3,439

Sq.Ft.

126 Oak Grove Avenue

Brattleboro, VT

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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
$429,000
2

Beds

2.0

Baths

1,550

Sq.Ft.

77 Buttonwood Drive

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 28 Brook Street Brattleboro, VT MLS# 5097401
    Save 28 Brook Street Brattleboro, VT MLS# 5097401
    1 of 13
    $465,500
    8

    Beds

    4.0

    Baths

    3,364

    Sq.Ft.

    28 Brook Street

    Brattleboro, VT

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    Courtesy of NANCY JENKINS REAL ESTATE
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 33 Oak Street Brattleboro, VT MLS# 5086282
      Save 33 Oak Street Brattleboro, VT MLS# 5086282
      1 of 32
      $475,000
      Studio

      Beds

      0.0

      Baths

      4,116

      Sq.Ft.

      33 Oak Street

      Brattleboro, VT

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      Courtesy of EXP REALTY
      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

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        Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
        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

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          Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
          View 1309 Putney Road Brattleboro, VT MLS# 5099165
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          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

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

          Sq.Ft.

          1309 Putney Road

          Brattleboro, VT

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          Courtesy of RED MAPLE REALTY LLC
          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

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          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

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            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 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

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                Courtesy of DEREK GREENE
                View 211 Pleasant Valley Road Brattleboro, VT MLS# 5094642
                  Save 211 Pleasant Valley Road Brattleboro, VT MLS# 5094642
                  1 of 47
                  $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 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
                    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 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 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 219 Hillcrest Terrace Brattleboro, VT MLS# 5100444
                          • Recently Listed with Virtual Tour
                          Save 219 Hillcrest Terrace Brattleboro, VT MLS# 5100444
                          1 of 36
                          $729,000
                          3

                          Beds

                          3.0

                          Baths

                          3,400

                          Sq.Ft.

                          219 Hillcrest Terrace

                          Brattleboro, VT

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                          Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                          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

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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

                              NNEREN
                              Courtesy of BRATTLEBORO AREA REALTY

                              About Brattleboro

                              Listings in Brattleboro, VT

                              87

                              Estimated median home price

                              $344,900
                              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 - 200K7
                              $200K - 300K18
                              $300K - 400K29
                              $400K - 500K12
                              $500K - 600K5
                              $600K - 700K1
                              $700K - 800K3
                              $800K - 900K2
                              $900K - 1M1
                              $1M - Max4

                              Homes for Sale by Type in Brattleboro, VT

                              Property TypeCount
                              Single Family36
                              Townhouse0
                              Condo12
                              Commercial10
                              Rental8
                              Lots and Land6
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family21
                              Mobile Home2
                              Farms0

                              (Data as of 7/25/2026)

                              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 7/26/2026”

                              Trends Information provided by ATTOM Data Solutions.