View 35 Ossie Road Middlebury, VT MLS# 5075441
    Save 35 Ossie Road Middlebury, VT MLS# 5075441
    1 of 43
    $479,000
    3

    Beds

    1.1

    Baths

    2,213

    Sq.Ft.

    35 Ossie Road

    Middlebury, VT

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    Courtesy of EMILO REAL ESTATE, LLC
    View 54 Brush Lane # 8.4B Middlebury, VT MLS# 5060117
    • New Construction
    Save 54 Brush Lane # 8.4B Middlebury, VT MLS# 5060117
    1 of 8
    $455,000
    3

    Beds

    2.0

    Baths

    1,660

    Sq.Ft.

    54 Brush Lane # 8.4B

    Middlebury, VT

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    Courtesy of IPJ REAL ESTATE
    View 6 Harrow Way Middlebury, VT MLS# 5096959
    • Virtual Tour
    Save 6 Harrow Way Middlebury, VT MLS# 5096959
    1 of 41
    $450,000
    3

    Beds

    3.0

    Baths

    1,710

    Sq.Ft.

    6 Harrow Way

    Middlebury, VT

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    Courtesy of IPJ REAL ESTATE
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 110 Sarahs Way Middlebury, VT MLS# 5083167
    • Virtual Tour
    Save 110 Sarahs Way Middlebury, VT MLS# 5083167
    1 of 59
    $435,000
    4

    Beds

    2.0

    Baths

    2,032

    Sq.Ft.

    110 Sarahs Way

    Middlebury, VT

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    Courtesy of EXP REALTY
    View 33 Barnes Brook Road Middlebury, VT MLS# 5079672
    • New Construction with Virtual Tour
    Save 33 Barnes Brook Road Middlebury, VT MLS# 5079672
    1 of 9
    $430,000
    2

    Beds

    1.1

    Baths

    1,516

    Sq.Ft.

    33 Barnes Brook Road

    Middlebury, VT

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    Courtesy of IPJ REAL ESTATE
    View 442 East Main Street Middlebury, VT MLS# 5086871
      Save 442 East Main Street Middlebury, VT MLS# 5086871
      1 of 30
      $419,000
      4

      Beds

      2.0

      Baths

      1,815

      Sq.Ft.

      442 East Main Street

      Middlebury, VT

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      Courtesy of CHAMPLAIN VALLEY PROPERTIES
      View 54 Court Street Middlebury, VT MLS# 5085628
        Save 54 Court Street Middlebury, VT MLS# 5085628
        1 of 13
        $399,000
        3

        Beds

        2.0

        Baths

        1,872

        Sq.Ft.

        54 Court Street

        Middlebury, VT

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        Courtesy of BHHS VERMONT REALTY GROUP/VERGENNES
        View 19 Brookside Drive Middlebury, VT MLS# 5090188
          Save 19 Brookside Drive Middlebury, VT MLS# 5090188
          1 of 52
          $390,000
          3

          Beds

          2.0

          Baths

          1,184

          Sq.Ft.

          19 Brookside Drive

          Middlebury, VT

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          Courtesy of COLDWELL BANKER HICKOK AND BOARDMAN
          View 35 Barnes Brook Road # 9.4 Middlebury, VT MLS# 5055963
          • New Construction
          Save 35 Barnes Brook Road # 9.4 Middlebury, VT MLS# 5055963
          1 of 5
          $388,900
          2

          Beds

          1.1

          Baths

          1,516

          Sq.Ft.

          35 Barnes Brook Road # 9.4

          Middlebury, VT

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          Courtesy of IPJ REAL ESTATE
          View 14 Meadowlark Lane # 7.2 Middlebury, VT MLS# 5056020
          • New Construction
          Save 14 Meadowlark Lane # 7.2 Middlebury, VT MLS# 5056020
          1 of 6
          $388,900
          2

          Beds

          1.1

          Baths

          1,538

          Sq.Ft.

          14 Meadowlark Lane # 7.2

          Middlebury, VT

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          Courtesy of IPJ REAL ESTATE
          View 41 Barnes Brook Road # 9.2 Middlebury, VT MLS# 5088391
          • New Construction
          Save 41 Barnes Brook Road # 9.2 Middlebury, VT MLS# 5088391
          1 of 8
          $388,900
          2

          Beds

          1.1

          Baths

          1,516

          Sq.Ft.

          41 Barnes Brook Road # 9.2

          Middlebury, VT

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          Courtesy of IPJ REAL ESTATE
          View 4 Overbrook Drive Middlebury, VT MLS# 5097100
          • Recently Listed with Virtual Tour
          Save 4 Overbrook Drive Middlebury, VT MLS# 5097100
          1 of 27
          $379,000
          2

          Beds

          1.0

          Baths

          1,008

          Sq.Ft.

          4 Overbrook Drive

          Middlebury, VT

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          Courtesy of IPJ REAL ESTATE
          View 31 Evergreen Lane Middlebury, VT MLS# 5087754
            Save 31 Evergreen Lane Middlebury, VT MLS# 5087754
            1 of 47
            $359,900
            2

            Beds

            2.0

            Baths

            1,397

            Sq.Ft.

            31 Evergreen Lane

            Middlebury, VT

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            Courtesy of RE/MAX NORTH PROFESSIONALS - BURLINGTON
            View 26 Kings Row Middlebury, VT MLS# 5093934
              Save 26 Kings Row Middlebury, VT MLS# 5093934
              1 of 29
              $324,900
              3

              Beds

              1.0

              Baths

              1,724

              Sq.Ft.

              26 Kings Row

              Middlebury, VT

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              Courtesy of IPJ REAL ESTATE
              View 7 Evergreen Lane Middlebury, VT MLS# 5084987
                Save 7 Evergreen Lane Middlebury, VT MLS# 5084987
                1 of 30
                $275,000
                2

                Beds

                1.1

                Baths

                1,440

                Sq.Ft.

                7 Evergreen Lane

                Middlebury, VT

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                Courtesy of IPJ REAL ESTATE
                View 51 Ossie Road Middlebury, VT MLS# 5097248
                • Recently Listed
                Save 51 Ossie Road Middlebury, VT MLS# 5097248
                1 of 8
                $225,000
                2,088

                Sq.Ft.

                51 Ossie Road

                Middlebury, VT

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                Courtesy of THE KINGSLAND COMPANY
                View TBD Route 7 S Middlebury, VT MLS# 5070675
                  Save TBD Route 7 S Middlebury, VT MLS# 5070675
                  1 of 14
                  $220,000
                  Studio

                  Beds

                  0.0

                  Baths

                  TBD Route 7 S

                  Middlebury, VT

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                  Courtesy of IPJ REAL ESTATE
                  View 376 South Ridge Drive # 31 Middlebury, VT MLS# 5068284
                    Save 376 South Ridge Drive # 31 Middlebury, VT MLS# 5068284
                    1 of 6
                    $199,000
                    Studio

                    Beds

                    0.0

                    Baths

                    376 South Ridge Drive # 31

                    Middlebury, VT

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                    Courtesy of IPJ REAL ESTATE
                    View 4 Wilmar Road # 7 Middlebury, VT MLS# 5084486
                      Save 4 Wilmar Road # 7 Middlebury, VT MLS# 5084486
                      1 of 7
                      $150,000
                      Studio

                      Beds

                      0.0

                      Baths

                      4 Wilmar Road # 7

                      Middlebury, VT

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                      Courtesy of WWW.HOMEZU.COM
                      View 2 Wilmar Street # 8 Middlebury, VT MLS# 5084490
                        Save 2 Wilmar Street # 8 Middlebury, VT MLS# 5084490
                        1 of 7
                        $150,000
                        Studio

                        Beds

                        0.0

                        Baths

                        2 Wilmar Street # 8

                        Middlebury, VT

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                        Courtesy of WWW.HOMEZU.COM

                        About Middlebury

                        Listings in Middlebury, VT

                        43

                        Estimated median home price

                        $479,000
                        Middlebury VT Homes for Sale & Properties

                        Weichert Realtors is one of the nation's leading providers of Middlebury, Vermont real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Middlebury, VT.

                        Homes for Sale by Price in Middlebury, VT

                        PriceCount
                        $0 - 100K1
                        $100K - 200K4
                        $200K - 300K3
                        $300K - 400K8
                        $400K - 500K7
                        $500K - 600K9
                        $600K - 700K4
                        $700K - 800K3
                        $800K - 900K0
                        $900K - 1M1
                        $1M - Max3

                        Homes for Sale by Type in Middlebury, VT

                        Property TypeCount
                        Single Family24
                        Townhouse0
                        Condo6
                        Commercial5
                        Rental0
                        Lots and Land5
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family2
                        Mobile Home1
                        Farms0

                        (Data as of 7/2/2026)

                        Find Properties in Middlebury, VT

                        Middlebury, 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 7/3/2026”

                        Trends Information provided by ATTOM Data Solutions.