View 224 Chipman Park Middlebury, VT MLS# 5117567
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Save 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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Courtesy of IPJ REAL ESTATE
View 424 Quarry Road Middlebury, VT MLS# 5115724
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Save 424 Quarry Road Middlebury, VT MLS# 5115724
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$514,000
4

Beds

2.1

Baths

2,560

Sq.Ft.

424 Quarry Road

Middlebury, VT

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Courtesy of BHHS VERMONT REALTY GROUP/VERGENNES
View 22 Overbrook Drive Middlebury, VT MLS# 5114564
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Save 22 Overbrook Drive Middlebury, VT MLS# 5114564
1 of 36
$382,000
2

Beds

1.0

Baths

1,608

Sq.Ft.

22 Overbrook Drive

Middlebury, VT

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Courtesy of IPJ REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 434 East Main Street Middlebury, VT MLS# 5114781
    Save 434 East Main Street Middlebury, VT MLS# 5114781
    1 of 43
    $420,000
    4

    Beds

    2.0

    Baths

    2,429

    Sq.Ft.

    434 East Main Street

    Middlebury, VT

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    Courtesy of BHHS VERMONT REALTY GROUP/MIDDLEBURY
    View 46 Monarch Court Middlebury, VT MLS# 5112826
      Save 46 Monarch Court Middlebury, VT MLS# 5112826
      1 of 21
      $85,000
      3

      Beds

      1.0

      Baths

      924

      Sq.Ft.

      46 Monarch Court

      Middlebury, VT

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      Courtesy of BHHS VERMONT REALTY GROUP/MIDDLEBURY
      View 16 Nedde Lane Middlebury, VT MLS# 5111385
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      Save 16 Nedde Lane Middlebury, VT MLS# 5111385
      1 of 32
      $549,000
      2

      Beds

      2.1

      Baths

      1,455

      Sq.Ft.

      16 Nedde Lane

      Middlebury, VT

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      Courtesy of IPJ REAL ESTATE
      View 42 Barnes Brook Road # 10.2 Middlebury, VT MLS# 5110301
        Save 42 Barnes Brook Road # 10.2 Middlebury, VT MLS# 5110301
        1 of 6
        $765,000
        3

        Beds

        2.1

        Baths

        1,938

        Sq.Ft.

        42 Barnes Brook Road # 10.2

        Middlebury, VT

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        View 922 Happy Valley Road Middlebury, VT MLS# 5108596
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        Save 922 Happy Valley Road Middlebury, VT MLS# 5108596
        1 of 34
        $549,000
        3

        Beds

        2.0

        Baths

        1,620

        Sq.Ft.

        922 Happy Valley Road

        Middlebury, VT

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        Courtesy of IPJ REAL ESTATE
        View 12 Little Pond Road Middlebury, VT MLS# 5108198
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        Save 12 Little Pond Road Middlebury, VT MLS# 5108198
        1 of 28
        $649,000
        3

        Beds

        2.1

        Baths

        2,496

        Sq.Ft.

        12 Little Pond Road

        Middlebury, VT

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        Courtesy of IPJ REAL ESTATE
        View 5 Swanage Court Middlebury, VT MLS# 5108261
          Save 5 Swanage Court Middlebury, VT MLS# 5108261
          1 of 18
          $495,000
          3

          Beds

          1.1

          Baths

          1,764

          Sq.Ft.

          5 Swanage Court

          Middlebury, VT

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          Courtesy of IPJ REAL ESTATE
          View 36 Seymour Street # 1 Middlebury, VT MLS# 5106773
            Save 36 Seymour Street # 1 Middlebury, VT MLS# 5106773
            1 of 32
            $259,000
            2

            Beds

            1.0

            Baths

            1,024

            Sq.Ft.

            36 Seymour Street # 1

            Middlebury, VT

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

              Beds

              2.0

              Baths

              1,455

              Sq.Ft.

              10 Case Street

              Middlebury, VT

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              Courtesy of BHHS VERMONT REALTY GROUP/MIDDLEBURY
              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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                Courtesy of THE NEXT CHAPTER REAL ESTATE LLC
                View 35 North Leno Lane Extension Middlebury, VT MLS# 5103079
                  Save 35 North Leno Lane Extension Middlebury, VT MLS# 5103079
                  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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                  Courtesy of COLDWELL BANKER HICKOK AND BOARDMAN
                  View 118 Three Mile Bridge Road Middlebury, VT MLS# 5102314
                    Save 118 Three Mile Bridge Road Middlebury, VT MLS# 5102314
                    1 of 55
                    $379,000
                    3

                    Beds

                    2.0

                    Baths

                    2,232

                    Sq.Ft.

                    118 Three Mile Bridge Road

                    Middlebury, VT

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                    Courtesy of COLDWELL BANKER HICKOK AND BOARDMAN
                    View TBD Route 7 North Middlebury, VT MLS# 5102034
                      Save TBD Route 7 North Middlebury, VT MLS# 5102034
                      1 of 11
                      $295,000
                      0.0

                      Baths

                      TBD Route 7 North

                      Middlebury, VT

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                      Courtesy of CHAMPLAIN VALLEY PROPERTIES
                      View 76 N Forty Lane Middlebury, VT MLS# 5101809
                        Save 76 N Forty Lane Middlebury, VT MLS# 5101809
                        1 of 30
                        $279,000
                        3

                        Beds

                        2.0

                        Baths

                        1,836

                        Sq.Ft.

                        76 N Forty Lane

                        Middlebury, VT

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                        Courtesy of VERMONT REAL ESTATE COMPANY
                        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

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                          Courtesy of IPJ 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

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                            Courtesy of IPJ REAL ESTATE
                            View 51 Ossie Road Middlebury, VT MLS# 5104820
                              Save 51 Ossie Road Middlebury, VT MLS# 5104820
                              1 of 7
                              $225,000
                              0.0

                              Baths

                              2,088

                              Sq.Ft.

                              51 Ossie Road

                              Middlebury, VT

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                              Courtesy of THE KINGSLAND COMPANY

                              About Middlebury

                              Listings in Middlebury, VT

                              38

                              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 - 200K2
                              $200K - 300K7
                              $300K - 400K4
                              $400K - 500K10
                              $500K - 600K6
                              $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 11/10/2026)

                              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 11/12/2026”

                              Trends Information provided by ATTOM Data Solutions.