View 35 Ossie Road Middlebury, VT MLS# 5075441
    Save 35 Ossie Road Middlebury, VT MLS# 5075441
    1 of 40
    $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 47 Barnes Brook Road Middlebury, VT MLS# 5060138
    • New Construction
    Save 47 Barnes Brook Road Middlebury, VT MLS# 5060138
    1 of 9
    $482,500
    3

    Beds

    2.1

    Baths

    2,019

    Sq.Ft.

    47 Barnes Brook Road

    Middlebury, VT

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    Courtesy of IPJ REAL ESTATE
    View 29 Barnes Brook Road # 9.6 Middlebury, VT MLS# 5072389
    • New Construction with Virtual Tour
    Save 29 Barnes Brook Road # 9.6 Middlebury, VT MLS# 5072389
    1 of 9
    $482,500
    3

    Beds

    2.1

    Baths

    2,019

    Sq.Ft.

    29 Barnes Brook Road # 9.6

    Middlebury, VT

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    Courtesy of IPJ REAL ESTATE
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 95 Seminary Street Extension Middlebury, VT MLS# 5090864
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    Save 95 Seminary Street Extension Middlebury, VT MLS# 5090864
    1 of 28
    $489,000
    3

    Beds

    2.0

    Baths

    1,916

    Sq.Ft.

    95 Seminary Street Extension

    Middlebury, VT

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    Courtesy of BHHS VERMONT REALTY GROUP/VERGENNES
    View 74 Brush Lane # 10.5 Middlebury, VT MLS# 5080959
      Save 74 Brush Lane # 10.5 Middlebury, VT MLS# 5080959
      1 of 9
      $540,000
      3

      Beds

      2.1

      Baths

      1,938

      Sq.Ft.

      74 Brush Lane # 10.5

      Middlebury, VT

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      Courtesy of IPJ REAL ESTATE
      View 30 South Street Middlebury, VT MLS# 5064171
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      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

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      Courtesy of IPJ REAL ESTATE
      View 2337 VT Route 7 Middlebury, VT MLS# 5089982
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      Save 2337 VT Route 7 Middlebury, VT MLS# 5089982
      1 of 50
      $549,000
      2

      Beds

      3.0

      Baths

      1,960

      Sq.Ft.

      2337 VT Route 7

      Middlebury, VT

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      Courtesy of IPJ REAL ESTATE
      View 2337 VT Route 7 Middlebury, VT MLS# 5089983
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      Save 2337 VT Route 7 Middlebury, VT MLS# 5089983
      1 of 50
      $549,000
      1,960

      Sq.Ft.

      2337 VT Route 7

      Middlebury, VT

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      Courtesy of IPJ REAL ESTATE
      View 2801 Route 7 South Middlebury, VT MLS# 5090473
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      Save 2801 Route 7 South Middlebury, VT MLS# 5090473
      1 of 48
      $549,000
      3

      Beds

      2.0

      Baths

      1,976

      Sq.Ft.

      2801 Route 7 South

      Middlebury, VT

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      Courtesy of FLAT FEE REAL ESTATE
      View 21 Seminary Street Middlebury, VT MLS# 5091320
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      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

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      Courtesy of VERMONT REAL ESTATE COMPANY
      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

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        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

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          Courtesy of RE/MAX NORTH PROFESSIONALS, MIDDLEBURY
          View 50 Brush Lane # 8.4A Middlebury, VT MLS# 5066607
            Save 50 Brush Lane # 8.4A Middlebury, VT MLS# 5066607
            1 of 8
            $636,500
            2

            Beds

            2.0

            Baths

            1,434

            Sq.Ft.

            50 Brush Lane # 8.4A

            Middlebury, VT

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            Courtesy of IPJ REAL ESTATE
            View 6 Nedde Lane Middlebury, VT MLS# 5090723
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            Save 6 Nedde Lane Middlebury, VT MLS# 5090723
            1 of 29
            $649,000
            3

            Beds

            2.1

            Baths

            2,398

            Sq.Ft.

            6 Nedde Lane

            Middlebury, VT

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            Courtesy of IPJ REAL ESTATE
            View 29 Kings Row Middlebury, VT MLS# 5088782
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            Save 29 Kings Row Middlebury, VT MLS# 5088782
            1 of 51
            $679,000
            5

            Beds

            4.1

            Baths

            4,840

            Sq.Ft.

            29 Kings Row

            Middlebury, VT

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            Courtesy of IPJ REAL ESTATE
            View 40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429
            • New Construction with Virtual Tour
            Save 40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429
            1 of 33
            $699,500
            3

            Beds

            2.0

            Baths

            1,660

            Sq.Ft.

            40 Brush Lane # 8.3B

            Middlebury, VT

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            Courtesy of IPJ REAL ESTATE
            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 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

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

                Sq.Ft.

                5 Court Street

                Middlebury, VT

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                Courtesy of IPJ REAL ESTATE
                View 1844 Halladay Road Middlebury, VT MLS# 5091765
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                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

                About Middlebury

                Listings in Middlebury, VT

                42

                Estimated median home price

                $480,750
                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 - 100K0
                $100K - 200K7
                $200K - 300K3
                $300K - 400K6
                $400K - 500K7
                $500K - 600K9
                $600K - 700K4
                $700K - 800K2
                $800K - 900K0
                $900K - 1M1
                $1M - Max3

                Homes for Sale by Type in Middlebury, VT

                Property TypeCount
                Single Family22
                Townhouse0
                Condo6
                Commercial4
                Rental0
                Lots and Land8
                Condo/Town/CoOp0
                CoOp0
                Multi Family2
                Mobile Home0
                Farms0

                (Data as of 6/3/2026)

                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 6/4/2026”

                Trends Information provided by ATTOM Data Solutions.