Windham Vermont Homes for Sale

404 total properties
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

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    Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
    View 9 Tuttle Street Rockingham, VT MLS# 5086655
      Save 9 Tuttle Street Rockingham, VT MLS# 5086655
      1 of 52
      $300,000
      4

      Beds

      2.1

      Baths

      2,546

      Sq.Ft.

      9 Tuttle Street

      Rockingham, VT

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      Courtesy of KELLER WILLIAMS REALTY METRO-KEENE
      View 00 Pratt Bridge Road Jamaica, VT MLS# 5080983
        Save 00 Pratt Bridge Road Jamaica, VT MLS# 5080983
        1 of 15
        $309,000
        Studio

        Beds

        0.0

        Baths

        00 Pratt Bridge Road

        Jamaica, VT

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        Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 3130 VT Route 100 Whitingham, VT MLS# 5080040
          Save 3130 VT Route 100 Whitingham, VT MLS# 5080040
          1 of 31
          $310,000
          3

          Beds

          1.1

          Baths

          1,694

          Sq.Ft.

          3130 VT Route 100

          Whitingham, VT

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          Courtesy of SOUTHERN VERMONT REALTY GROUP
          View 3185 Higley Hill Road Marlboro, VT MLS# 5078951
            Save 3185 Higley Hill Road Marlboro, VT MLS# 5078951
            1 of 60
            $319,000
            2

            Beds

            2.0

            Baths

            1,164

            Sq.Ft.

            3185 Higley Hill Road

            Marlboro, VT

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            Courtesy of FLEX REALTY
            View 1829 West Jamaica Road Jamaica, VT MLS# 5082108
              Save 1829 West Jamaica Road Jamaica, VT MLS# 5082108
              1 of 33
              $319,000
              3

              Beds

              2.0

              Baths

              1,310

              Sq.Ft.

              1829 West Jamaica Road

              Jamaica, VT

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              Courtesy of CUMMINGS & CO
              View 380 South Main Street Brattleboro, VT MLS# 5087462
              • Recently Listed
              Save 380 South Main Street Brattleboro, VT MLS# 5087462
              1 of 44
              $319,000
              3

              Beds

              2.0

              Baths

              1,539

              Sq.Ft.

              380 South Main Street

              Brattleboro, VT

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              Courtesy of CUMMINGS & CO
              View 1329 Newfane Road Wardsboro, VT MLS# 5087976
              • Recently Listed
              Save 1329 Newfane Road Wardsboro, VT MLS# 5087976
              1 of 21
              $319,900
              3

              Beds

              1.0

              Baths

              1,192

              Sq.Ft.

              1329 Newfane Road

              Wardsboro, VT

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              Courtesy of HOFFMAN REAL ESTATE
              View 16 Washington Street Brattleboro, VT MLS# 5024828
                Save 16 Washington Street Brattleboro, VT MLS# 5024828
                1 of 28
                $325,000
                5

                Beds

                3.0

                Baths

                2,209

                Sq.Ft.

                16 Washington Street

                Brattleboro, VT

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                Courtesy of BRATTLEBORO AREA REALTY
                View 16 Washington Street Brattleboro, VT MLS# 5024829
                  Save 16 Washington Street Brattleboro, VT MLS# 5024829
                  1 of 29
                  $325,000
                  4

                  Beds

                  3.0

                  Baths

                  2,209

                  Sq.Ft.

                  16 Washington Street

                  Brattleboro, VT

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                  Courtesy of BRATTLEBORO AREA REALTY
                  View 2366 Middletown Road Londonderry, VT MLS# 5065288
                    Save 2366 Middletown Road Londonderry, VT MLS# 5065288
                    1 of 12
                    $325,000
                    Studio

                    Beds

                    0.0

                    Baths

                    2366 Middletown Road

                    Londonderry, VT

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                    Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
                    View 106 Main Street # 5 Putney, VT MLS# 5078580
                      Save 106 Main Street # 5 Putney, VT MLS# 5078580
                      1 of 48
                      $325,000
                      2

                      Beds

                      1.0

                      Baths

                      1,500

                      Sq.Ft.

                      106 Main Street # 5

                      Putney, VT

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                      Courtesy of SOUTHERN VERMONT REALTY GROUP
                      View 12 Autumn Gem Drive Dummerston, VT MLS# 5086998
                      • Recently Listed
                      Save 12 Autumn Gem Drive Dummerston, VT MLS# 5086998
                      1 of 14
                      $325,000
                      3

                      Beds

                      2.0

                      Baths

                      1,232

                      Sq.Ft.

                      12 Autumn Gem Drive

                      Dummerston, VT

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                      Courtesy of BRATTLEBORO AREA REALTY
                      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 408 Old Guilford Road Brattleboro, VT MLS# 5086000
                          Save 408 Old Guilford Road Brattleboro, VT MLS# 5086000
                          1 of 35
                          $329,000
                          3

                          Beds

                          1.0

                          Baths

                          1,480

                          Sq.Ft.

                          408 Old Guilford Road

                          Brattleboro, VT

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                          Courtesy of BRATTLEBORO AREA REALTY
                          View 255 Guilford Street Brattleboro, VT MLS# 5088378
                          • Recently Listed
                          Save 255 Guilford Street Brattleboro, VT MLS# 5088378
                          1 of 23
                          $329,000
                          3

                          Beds

                          2.0

                          Baths

                          1,521

                          Sq.Ft.

                          255 Guilford Street

                          Brattleboro, VT

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                          Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                          View 3730 Route 100 Wardsboro, VT MLS# 5038215
                            Save 3730 Route 100 Wardsboro, VT MLS# 5038215
                            1 of 20
                            $330,000
                            4

                            Beds

                            3.1

                            Baths

                            2,575

                            Sq.Ft.

                            3730 Route 100

                            Wardsboro, VT

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                            Courtesy of READ REALTY LTD
                            View 92 Wardon Road Putney, VT MLS# 5087300
                              Save 92 Wardon Road Putney, VT MLS# 5087300
                              1 of 25
                              $335,000
                              4

                              Beds

                              1.1

                              Baths

                              2,068

                              Sq.Ft.

                              92 Wardon Road

                              Putney, VT

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                              Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                              View 1089 Marlboro Road Brattleboro, VT MLS# 5060860
                                Save 1089 Marlboro Road Brattleboro, VT MLS# 5060860
                                1 of 30
                                OPEN HOUSE: Saturday 5/16 11:00 AM - 1:00 PM
                                $339,000
                                3

                                Beds

                                2.0

                                Baths

                                1,703

                                Sq.Ft.

                                1089 Marlboro Road

                                Brattleboro, VT

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                                Courtesy of BRATTLEBORO AREA REALTY
                                View 801 Newton Road Vernon, VT MLS# 5068085
                                  Save 801 Newton Road Vernon, VT MLS# 5068085
                                  1 of 21
                                  $339,000
                                  4

                                  Beds

                                  2.0

                                  Baths

                                  1,742

                                  Sq.Ft.

                                  801 Newton Road

                                  Vernon, VT

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                                  Courtesy of BERKLEY & VELLER GREENWOOD/DOVER

                                  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 5/17/2026”

                                  Trends Information provided by ATTOM Data Solutions.