View 38 Pond Lane Middlebury, VT MLS# 5077934
    Save 38 Pond Lane Middlebury, VT MLS# 5077934
    1 of 6
    $1,500,000

    38 Pond Lane

    Middlebury, VT

    NNEREN
    Courtesy of THE KINGSLAND COMPANY
    View 1844 Halladay Road Middlebury, VT MLS# 5091765
    • Virtual Tour
    Save 1844 Halladay Road Middlebury, VT MLS# 5091765
    1 of 60
    $1,100,000
    4

    Beds

    2.3

    Baths

    2,804

    Sq.Ft.

    1844 Halladay Road

    Middlebury, VT

    NNEREN
    Courtesy of IPJ REAL ESTATE
    View 5 Court Street Middlebury, VT MLS# 4922137
    • Virtual Tour
    Save 5 Court Street Middlebury, VT MLS# 4922137
    1 of 31
    $995,000
    8,553

    Sq.Ft.

    5 Court Street

    Middlebury, VT

    NNEREN
    Courtesy of IPJ REAL ESTATE
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 78 Brush Lane # 10.6 Middlebury, VT MLS# 5080963
      Save 78 Brush Lane # 10.6 Middlebury, VT MLS# 5080963
      1 of 9
      $765,000
      3

      Beds

      2.1

      Baths

      1,938

      Sq.Ft.

      78 Brush Lane # 10.6

      Middlebury, VT

      NNEREN
      Courtesy of IPJ REAL ESTATE
      View 30 Barnes Brook Road # 10.4 Middlebury, VT MLS# 5085570
        Save 30 Barnes Brook Road # 10.4 Middlebury, VT MLS# 5085570
        1 of 6
        $765,000
        3

        Beds

        2.1

        Baths

        1,938

        Sq.Ft.

        30 Barnes Brook Road # 10.4

        Middlebury, VT

        NNEREN
        Courtesy of IPJ REAL ESTATE
        View 466 East Main Street Middlebury, VT MLS# 5094591
        • Virtual Tour
        Save 466 East Main Street Middlebury, VT MLS# 5094591
        1 of 60
        $699,000
        4

        Beds

        2.0

        Baths

        2,684

        Sq.Ft.

        466 East Main Street

        Middlebury, VT

        NNEREN
        Courtesy of IPJ REAL ESTATE
        View 464 East Main Street Middlebury, VT MLS# 5095929
        • Virtual Tour
        Save 464 East Main Street Middlebury, VT MLS# 5095929
        1 of 49
        $650,000
        4

        Beds

        3.1

        Baths

        2,922

        Sq.Ft.

        464 East Main Street

        Middlebury, VT

        NNEREN
        Courtesy of IPJ REAL ESTATE
        View 35 Barnes Brook Road # 9.4 Middlebury, VT MLS# 5055963
          Save 35 Barnes Brook Road # 9.4 Middlebury, VT MLS# 5055963
          1 of 5
          $585,000
          2

          Beds

          1.1

          Baths

          1,516

          Sq.Ft.

          35 Barnes Brook Road # 9.4

          Middlebury, VT

          NNEREN
          Courtesy of IPJ REAL ESTATE
          View 39 Barnes Brook Road # 9.3 Middlebury, VT MLS# 5055964
            Save 39 Barnes Brook Road # 9.3 Middlebury, VT MLS# 5055964
            1 of 8
            $585,000
            2

            Beds

            1.1

            Baths

            1,516

            Sq.Ft.

            39 Barnes Brook Road # 9.3

            Middlebury, VT

            NNEREN
            Courtesy of IPJ REAL ESTATE
            View 103 Court Street Middlebury, VT MLS# 5052780
              Save 103 Court Street Middlebury, VT MLS# 5052780
              1 of 42
              $570,000
              5

              Beds

              3.1

              Baths

              3,160

              Sq.Ft.

              103 Court Street

              Middlebury, VT

              NNEREN
              Courtesy of RE/MAX NORTH PROFESSIONALS, MIDDLEBURY
              View 103 Court Street Middlebury, VT MLS# 5052781
                Save 103 Court Street Middlebury, VT MLS# 5052781
                1 of 42
                $570,000
                4,880

                Sq.Ft.

                103 Court Street

                Middlebury, VT

                NNEREN
                Courtesy of RE/MAX NORTH PROFESSIONALS, MIDDLEBURY
                View 30 South Street Middlebury, VT MLS# 5064171
                • Virtual Tour
                Save 30 South Street Middlebury, VT MLS# 5064171
                1 of 31
                $549,000
                4

                Beds

                2.0

                Baths

                2,037

                Sq.Ft.

                30 South Street

                Middlebury, VT

                NNEREN
                Courtesy of IPJ REAL ESTATE
                View 21 Seminary Street Middlebury, VT MLS# 5091320
                  Save 21 Seminary Street Middlebury, VT MLS# 5091320
                  1 of 49
                  $549,000
                  5

                  Beds

                  4.1

                  Baths

                  3,630

                  Sq.Ft.

                  21 Seminary Street

                  Middlebury, VT

                  NNEREN
                  Courtesy of VERMONT REAL ESTATE COMPANY
                  View 160 Mead Lane Middlebury, VT MLS# 5104263
                  • Recently Listed
                  Save 160 Mead Lane Middlebury, VT MLS# 5104263
                  1 of 46
                  $549,000
                  4

                  Beds

                  2.0

                  Baths

                  1,992

                  Sq.Ft.

                  160 Mead Lane

                  Middlebury, VT

                  NNEREN
                  Courtesy of THE NEXT CHAPTER REAL ESTATE LLC
                  View 74 Brush Lane # 10.5 Middlebury, VT MLS# 5080959
                    Save 74 Brush Lane # 10.5 Middlebury, VT MLS# 5080959
                    1 of 9
                    $499,000
                    3

                    Beds

                    2.1

                    Baths

                    1,938

                    Sq.Ft.

                    74 Brush Lane # 10.5

                    Middlebury, VT

                    NNEREN
                    Courtesy of IPJ REAL ESTATE
                    View 2801 Route 7 South Middlebury, VT MLS# 5090473
                      Save 2801 Route 7 South Middlebury, VT MLS# 5090473
                      1 of 48
                      $499,000
                      3

                      Beds

                      2.0

                      Baths

                      1,976

                      Sq.Ft.

                      2801 Route 7 South

                      Middlebury, VT

                      NNEREN
                      Courtesy of FLAT FEE REAL ESTATE
                      View 86 Brush Lane # 10.7 Middlebury, VT MLS# 5100817
                        Save 86 Brush Lane # 10.7 Middlebury, VT MLS# 5100817
                        1 of 6
                        $499,000
                        3

                        Beds

                        2.1

                        Baths

                        1,938

                        Sq.Ft.

                        86 Brush Lane # 10.7

                        Middlebury, VT

                        NNEREN
                        Courtesy of IPJ REAL ESTATE
                        View 44 Barnes Brook Road # 10.1 Middlebury, VT MLS# 5101838
                          Save 44 Barnes Brook Road # 10.1 Middlebury, VT MLS# 5101838
                          1 of 6
                          $499,000
                          3

                          Beds

                          2.1

                          Baths

                          1,938

                          Sq.Ft.

                          44 Barnes Brook Road # 10.1

                          Middlebury, VT

                          NNEREN
                          Courtesy of IPJ REAL ESTATE
                          View 88 Brush Lane # 10.8 Middlebury, VT MLS# 5104010
                            Save 88 Brush Lane # 10.8 Middlebury, VT MLS# 5104010
                            1 of 6
                            $499,000
                            3

                            Beds

                            2.1

                            Baths

                            1,938

                            Sq.Ft.

                            88 Brush Lane # 10.8

                            Middlebury, VT

                            NNEREN
                            Courtesy of IPJ REAL ESTATE
                            View 35 North Leno Lane Extension Middlebury, VT MLS# 5103079
                            • Recently Listed
                            Save 35 North Leno Lane Extension Middlebury, VT MLS# 5103079
                            1 of 48
                            $495,000
                            2

                            Beds

                            2.0

                            Baths

                            1,472

                            Sq.Ft.

                            35 North Leno Lane Extension

                            Middlebury, VT

                            NNEREN
                            Courtesy of COLDWELL BANKER HICKOK AND BOARDMAN

                            About Middlebury

                            Listings in Middlebury, VT

                            44

                            Estimated median home price

                            $489,000
                            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 - 200K3
                            $200K - 300K7
                            $300K - 400K4
                            $400K - 500K14
                            $500K - 600K8
                            $600K - 700K2
                            $700K - 800K2
                            $800K - 900K0
                            $900K - 1M1
                            $1M - Max2

                            Homes for Sale by Type in Middlebury, VT

                            Property TypeCount
                            Single Family28
                            Townhouse0
                            Condo4
                            Commercial5
                            Rental0
                            Lots and Land4
                            Condo/Town/CoOp0
                            CoOp0
                            Multi Family1
                            Mobile Home2
                            Farms0

                            (Data as of 8/21/2026)

                            Find Properties in Middlebury, VT

                            Middlebury, VT Information

                            Find Properties by Zip

                            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 8/22/2026”

                            Trends Information provided by ATTOM Data Solutions.