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

    38 Pond Lane

    Middlebury, VT

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    Courtesy of THE KINGSLAND COMPANY
    View 182 Morningside Drive Middlebury, VT MLS# 5083200
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    1 of 47
    $1,150,000
    4

    Beds

    2.1

    Baths

    2,661

    Sq.Ft.

    182 Morningside Drive

    Middlebury, VT

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    View 5 Court Street Middlebury, VT MLS# 4922137
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    $995,000
    8,553

    Sq.Ft.

    5 Court Street

    Middlebury, VT

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    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

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      Courtesy of IPJ REAL ESTATE
      View 1456 Halladay Road Middlebury, VT MLS# 5077901
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      1 of 38
      $749,000
      4

      Beds

      2.1

      Baths

      2,268

      Sq.Ft.

      1456 Halladay Road

      Middlebury, VT

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      Courtesy of IPJ REAL ESTATE
      View 40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429
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      1 of 8
      $699,500
      3

      Beds

      2.0

      Baths

      1,660

      Sq.Ft.

      40 Brush Lane # 8.3B

      Middlebury, VT

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      View 371 Weybridge Street Middlebury, VT MLS# 5078414
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      1 of 44
      $695,000
      3

      Beds

      3.0

      Baths

      2,004

      Sq.Ft.

      371 Weybridge Street

      Middlebury, VT

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      Courtesy of IPJ REAL ESTATE
      View 50 Brush Lane # 8.4A Middlebury, VT MLS# 5066607
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        $636,500
        2

        Beds

        2.0

        Baths

        1,434

        Sq.Ft.

        50 Brush Lane # 8.4A

        Middlebury, VT

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        View 103 Court Street Middlebury, VT MLS# 5052780
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          1 of 42
          $625,000
          5

          Beds

          3.1

          Baths

          3,160

          Sq.Ft.

          103 Court Street

          Middlebury, VT

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          Courtesy of RE/MAX NORTH PROFESSIONALS, MIDDLEBURY
          View 103 Court Street Middlebury, VT MLS# 5052781
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            $625,000
            4,880

            Sq.Ft.

            103 Court Street

            Middlebury, VT

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            Courtesy of RE/MAX NORTH PROFESSIONALS, MIDDLEBURY
            View 30 South Street Middlebury, VT MLS# 5064171
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            $595,000
            4

            Beds

            2.0

            Baths

            2,037

            Sq.Ft.

            30 South Street

            Middlebury, VT

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            View 681 Weybridge Street Middlebury, VT MLS# 5076494
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            $549,000
            3

            Beds

            3.1

            Baths

            1,696

            Sq.Ft.

            681 Weybridge Street

            Middlebury, VT

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            View 74 Brush Lane # 10.5 Middlebury, VT MLS# 5080959
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              $540,000
              3

              Beds

              2.1

              Baths

              1,938

              Sq.Ft.

              74 Brush Lane # 10.5

              Middlebury, VT

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              View 35 Ossie Road Middlebury, VT MLS# 5075441
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                1 of 30
                $515,000
                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 4 Gorham Lane Middlebury, VT MLS# 5081741
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                  1 of 32
                  $499,000
                  3

                  Beds

                  1.1

                  Baths

                  1,161

                  Sq.Ft.

                  4 Gorham Lane

                  Middlebury, VT

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                  Courtesy of BHHS VERMONT REALTY GROUP/MIDDLEBURY
                  View 47 Barnes Brook Road Middlebury, VT MLS# 5060138
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                  $482,500
                  3

                  Beds

                  2.1

                  Baths

                  2,019

                  Sq.Ft.

                  47 Barnes Brook Road

                  Middlebury, VT

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                  View 30 Meadowlark Lane # 7.6 Middlebury, VT MLS# 5060140
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                  $482,500
                  3

                  Beds

                  2.1

                  Baths

                  2,019

                  Sq.Ft.

                  30 Meadowlark Lane # 7.6

                  Middlebury, VT

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                  View 10 Meadowlark Lane Middlebury, VT MLS# 5062882
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                  1 of 6
                  $482,500
                  3

                  Beds

                  2.1

                  Baths

                  2,019

                  Sq.Ft.

                  10 Meadowlark Lane

                  Middlebury, VT

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                  View 29 Barnes Brook Road # 9.6 Middlebury, VT MLS# 5072389
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                  $482,500
                  3

                  Beds

                  2.1

                  Baths

                  2,019

                  Sq.Ft.

                  29 Barnes Brook Road # 9.6

                  Middlebury, VT

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                  View 110 Sarahs Way Middlebury, VT MLS# 5083167
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                  1 of 59
                  $475,000
                  4

                  Beds

                  2.0

                  Baths

                  2,032

                  Sq.Ft.

                  110 Sarahs Way

                  Middlebury, VT

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                  Courtesy of EXP REALTY

                  About Middlebury

                  Listings in Middlebury, VT

                  38

                  Estimated median home price

                  $478,750
                  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 - 200K5
                  $200K - 300K2
                  $300K - 400K6
                  $400K - 500K10
                  $500K - 600K4
                  $600K - 700K5
                  $700K - 800K2
                  $800K - 900K0
                  $900K - 1M1
                  $1M - Max2

                  Homes for Sale by Type in Middlebury, VT

                  Property TypeCount
                  Single Family22
                  Townhouse0
                  Condo6
                  Commercial3
                  Rental1
                  Lots and Land6
                  Condo/Town/CoOp0
                  CoOp0
                  Multi Family0
                  Mobile Home1
                  Farms0

                  (Data as of 4/14/2026)

                  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 4/20/2026”

                  Trends Information provided by ATTOM Data Solutions.