View 224 Chipman Park Middlebury, VT MLS# 5117567
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$599,000
3

Beds

1.1

Baths

1,748

Sq.Ft.

224 Chipman Park

Middlebury, VT

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View 39 Barnes Brook Road # 9.3 Middlebury, VT MLS# 5055964
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$585,000
2

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1.1

Baths

1,516

Sq.Ft.

39 Barnes Brook Road # 9.3

Middlebury, VT

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View 21 Seminary Street Middlebury, VT MLS# 5091320
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    1 of 49
    $549,000
    5

    Beds

    4.1

    Baths

    3,630

    Sq.Ft.

    21 Seminary Street

    Middlebury, VT

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    The time to sell is now! THE TIME TO SELL IS NOW!
    View 922 Happy Valley Road Middlebury, VT MLS# 5108596
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    $549,000
    3

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    2.0

    Baths

    1,620

    Sq.Ft.

    922 Happy Valley Road

    Middlebury, VT

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    View 16 Nedde Lane Middlebury, VT MLS# 5111385
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    $549,000
    2

    Beds

    2.1

    Baths

    1,455

    Sq.Ft.

    16 Nedde Lane

    Middlebury, VT

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    View 160 Mead Lane Middlebury, VT MLS# 5104263
      Save 160 Mead Lane Middlebury, VT MLS# 5104263
      1 of 54
      $539,000
      4

      Beds

      2.0

      Baths

      1,992

      Sq.Ft.

      160 Mead Lane

      Middlebury, VT

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      View 424 Quarry Road Middlebury, VT MLS# 5115724
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      1 of 27
      $514,000
      4

      Beds

      2.1

      Baths

      2,560

      Sq.Ft.

      424 Quarry Road

      Middlebury, VT

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      View 74 Brush Lane # 10.5 Middlebury, VT MLS# 5080959
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      1 of 41
      $499,000
      3

      Beds

      2.1

      Baths

      1,938

      Sq.Ft.

      74 Brush Lane # 10.5

      Middlebury, VT

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      View 86 Brush Lane # 10.7 Middlebury, VT MLS# 5100817
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        $499,000
        3

        Beds

        2.1

        Baths

        1,938

        Sq.Ft.

        86 Brush Lane # 10.7

        Middlebury, VT

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        View 44 Barnes Brook Road # 10.1 Middlebury, VT MLS# 5101838
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          $499,000
          3

          Beds

          2.1

          Baths

          1,938

          Sq.Ft.

          44 Barnes Brook Road # 10.1

          Middlebury, VT

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          View 5 Swanage Court Middlebury, VT MLS# 5108261
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            1 of 18
            $495,000
            3

            Beds

            1.1

            Baths

            1,764

            Sq.Ft.

            5 Swanage Court

            Middlebury, VT

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            View 2337 VT Route 7 Middlebury, VT MLS# 5089982
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            $489,000
            2

            Beds

            3.0

            Baths

            1,960

            Sq.Ft.

            2337 VT Route 7

            Middlebury, VT

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            View 2337 VT Route 7 Middlebury, VT MLS# 5089983
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            $489,000
            1,960

            Sq.Ft.

            2337 VT Route 7

            Middlebury, VT

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            View 35 North Leno Lane Extension Middlebury, VT MLS# 5103079
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              1 of 48
              $475,000
              2

              Beds

              2.0

              Baths

              1,472

              Sq.Ft.

              35 North Leno Lane Extension

              Middlebury, VT

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              View 40 Brush Lane # 8.3B Middlebury, VT MLS# 5058429
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              $455,000
              3

              Beds

              2.0

              Baths

              1,660

              Sq.Ft.

              40 Brush Lane # 8.3B

              Middlebury, VT

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              View 95 Seminary Street Extension Middlebury, VT MLS# 5090864
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                1 of 28
                $450,000
                3

                Beds

                2.0

                Baths

                1,916

                Sq.Ft.

                95 Seminary Street Extension

                Middlebury, VT

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                View 434 East Main Street Middlebury, VT MLS# 5114781
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                  1 of 43
                  $420,000
                  4

                  Beds

                  2.0

                  Baths

                  2,429

                  Sq.Ft.

                  434 East Main Street

                  Middlebury, VT

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                  View 41 Barnes Brook Road # 9.2 Middlebury, VT MLS# 5088391
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                  $388,900
                  2

                  Beds

                  1.1

                  Baths

                  1,516

                  Sq.Ft.

                  41 Barnes Brook Road # 9.2

                  Middlebury, VT

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                  View 10 Case Street Middlebury, VT MLS# 5104160
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                    1 of 34
                    $385,000
                    3

                    Beds

                    2.0

                    Baths

                    1,455

                    Sq.Ft.

                    10 Case Street

                    Middlebury, VT

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                    View 22 Overbrook Drive Middlebury, VT MLS# 5114564
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                    1 of 36
                    $382,000
                    2

                    Beds

                    1.0

                    Baths

                    1,608

                    Sq.Ft.

                    22 Overbrook Drive

                    Middlebury, VT

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                    About Middlebury

                    Listings in Middlebury, VT

                    38

                    Estimated median home price

                    $492,000
                    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 - 200K2
                    $200K - 300K6
                    $300K - 400K4
                    $400K - 500K10
                    $500K - 600K7
                    $600K - 700K2
                    $700K - 800K3
                    $800K - 900K0
                    $900K - 1M1
                    $1M - Max2

                    Homes for Sale by Type in Middlebury, VT

                    Property TypeCount
                    Single Family22
                    Townhouse0
                    Condo5
                    Commercial4
                    Rental1
                    Lots and Land4
                    Condo/Town/CoOp0
                    CoOp0
                    Multi Family1
                    Mobile Home2
                    Farms0

                    (Data as of 11/12/2026)

                    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 11/13/2026”

                    Trends Information provided by ATTOM Data Solutions.