View 52 School House Hill Road Middlebury, VT MLS# 5071891
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Save 52 School House Hill Road Middlebury, VT MLS# 5071891
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$329,000
3

Beds

2.0

Baths

1,830

Sq.Ft.

52 School House Hill Road

Middlebury, VT

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View 17 Twin Circle Middlebury, VT MLS# 5071045
    Save 17 Twin Circle Middlebury, VT MLS# 5071045
    1 of 25
    $385,000
    2

    Beds

    2.1

    Baths

    1,894

    Sq.Ft.

    17 Twin Circle

    Middlebury, VT

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    Courtesy of CHAMPLAIN VALLEY PROPERTIES
    View TBD Route 7 S Middlebury, VT MLS# 5070675
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    Save TBD Route 7 S Middlebury, VT MLS# 5070675
    1 of 14
    $220,000
    Studio

    Beds

    0.0

    Baths

    TBD Route 7 S

    Middlebury, VT

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    The time to sell is now! THE TIME TO SELL IS NOW!
    View 4 Woodbridge Lane Middlebury, VT MLS# 5070485
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    Save 4 Woodbridge Lane Middlebury, VT MLS# 5070485
    1 of 29
    $275,000
    3

    Beds

    1.0

    Baths

    1,122

    Sq.Ft.

    4 Woodbridge Lane

    Middlebury, VT

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    View 82 Ossie Road Middlebury, VT MLS# 5068676
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    Save 82 Ossie Road Middlebury, VT MLS# 5068676
    1 of 31
    $315,000
    3

    Beds

    1.1

    Baths

    1,330

    Sq.Ft.

    82 Ossie Road

    Middlebury, VT

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    Courtesy of THE REAL ESTATE COMPANY OF VERMONT, LLC
    View 376 South Ridge Drive # 31 Middlebury, VT MLS# 5068284
      Save 376 South Ridge Drive # 31 Middlebury, VT MLS# 5068284
      1 of 6
      $199,000
      Studio

      Beds

      0.0

      Baths

      376 South Ridge Drive # 31

      Middlebury, VT

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      View TBD Middle Road North Middlebury, VT MLS# 5068334
        Save TBD Middle Road North Middlebury, VT MLS# 5068334
        1 of 3
        $149,000
        Studio

        Beds

        0.0

        Baths

        TBD Middle Road North

        Middlebury, VT

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        View 7 East Road Middlebury, VT MLS# 5068363
          Save 7 East Road Middlebury, VT MLS# 5068363
          1 of 14
          $149,000
          1

          Beds

          1.0

          Baths

          780

          Sq.Ft.

          7 East Road

          Middlebury, VT

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          View 44 Lower Plains Road Middlebury, VT MLS# 5065257
            Save 44 Lower Plains Road Middlebury, VT MLS# 5065257
            1 of 30
            $349,900
            6

            Beds

            3.0

            Baths

            2,415

            Sq.Ft.

            44 Lower Plains Road

            Middlebury, VT

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            Courtesy of COLDWELL BANKER HICKOK AND BOARDMAN
            View 42 Lower Plains Road Middlebury, VT MLS# 5063418
              Save 42 Lower Plains Road Middlebury, VT MLS# 5063418
              1 of 32
              $399,000
              4

              Beds

              2.1

              Baths

              1,875

              Sq.Ft.

              42 Lower Plains Road

              Middlebury, VT

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              View 110 Charles Avenue Middlebury, VT MLS# 5062998
                Save 110 Charles Avenue Middlebury, VT MLS# 5062998
                1 of 41
                $400,000
                4

                Beds

                2.0

                Baths

                1,520

                Sq.Ft.

                110 Charles Avenue

                Middlebury, VT

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                View 5 Evergreen Lane Middlebury, VT MLS# 5062759
                  Save 5 Evergreen Lane Middlebury, VT MLS# 5062759
                  1 of 15
                  $325,000
                  2

                  Beds

                  2.0

                  Baths

                  1,190

                  Sq.Ft.

                  5 Evergreen Lane

                  Middlebury, VT

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                  View 18 Meadowlark Lane # 7.3 Middlebury, VT MLS# 5060118
                    Save 18 Meadowlark Lane # 7.3 Middlebury, VT MLS# 5060118
                    1 of 6
                    $388,900
                    2

                    Beds

                    1.1

                    Baths

                    1,538

                    Sq.Ft.

                    18 Meadowlark Lane # 7.3

                    Middlebury, VT

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                    View 26 Meadowlark Lane # 7.5 Middlebury, VT MLS# 5060119
                      Save 26 Meadowlark Lane # 7.5 Middlebury, VT MLS# 5060119
                      1 of 6
                      $388,900
                      2

                      Beds

                      1.1

                      Baths

                      1,538

                      Sq.Ft.

                      26 Meadowlark Lane # 7.5

                      Middlebury, VT

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                      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
                        $388,900
                        2

                        Beds

                        1.1

                        Baths

                        1,516

                        Sq.Ft.

                        35 Barnes Brook Road # 9.4

                        Middlebury, VT

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                        View 22 Meadowlark Lane # 7.4 Middlebury, VT MLS# 5056019
                          Save 22 Meadowlark Lane # 7.4 Middlebury, VT MLS# 5056019
                          1 of 11
                          $388,900
                          2

                          Beds

                          1.1

                          Baths

                          1,538

                          Sq.Ft.

                          22 Meadowlark Lane # 7.4

                          Middlebury, VT

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                          View 14 Meadowlark Lane # 7.2 Middlebury, VT MLS# 5056020
                            Save 14 Meadowlark Lane # 7.2 Middlebury, VT MLS# 5056020
                            1 of 6
                            $388,900
                            2

                            Beds

                            1.1

                            Baths

                            1,538

                            Sq.Ft.

                            14 Meadowlark Lane # 7.2

                            Middlebury, VT

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                            View 118 Three Mile Bridge Road Middlebury, VT MLS# 5053529
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                            Save 118 Three Mile Bridge Road Middlebury, VT MLS# 5053529
                            1 of 32
                            $389,000
                            3

                            Beds

                            2.0

                            Baths

                            2,232

                            Sq.Ft.

                            118 Three Mile Bridge Road

                            Middlebury, VT

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                            View Upper Plains Road Middlebury, VT MLS# 5053030
                              Save Upper Plains Road Middlebury, VT MLS# 5053030
                              1 of 9
                              $146,000
                              Studio

                              Beds

                              0.0

                              Baths

                              Upper Plains Road

                              Middlebury, VT

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                              Courtesy of VERMONT FOREST AND FIELD, INC.
                              View 1726 Munger Street Middlebury, VT MLS# 5050214
                                Save 1726 Munger Street Middlebury, VT MLS# 5050214
                                1 of 40
                                $275,000
                                4

                                Beds

                                2.0

                                Baths

                                2,128

                                Sq.Ft.

                                1726 Munger Street

                                Middlebury, VT

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                                About Middlebury

                                Listings in Middlebury, VT

                                54

                                Estimated median home price

                                $409,500
                                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 - 200K8
                                $200K - 300K4
                                $300K - 400K14
                                $400K - 500K16
                                $500K - 600K0
                                $600K - 700K8
                                $700K - 800K1
                                $800K - 900K1
                                $900K - 1M2
                                $1M - Max0

                                Homes for Sale by Type in Middlebury, VT

                                Property TypeCount
                                Single Family29
                                Townhouse0
                                Condo13
                                Commercial2
                                Rental1
                                Lots and Land10
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family0
                                Mobile Home0
                                Farms0

                                (Data as of 12/14/2025)

                                Find Properties in Middlebury, VT

                                Middlebury, VT Information

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                                Information deemed reliable but not guaranteed.

                                “Copyright 2025 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 12/15/2025”

                                Trends Information provided by ATTOM Data Solutions.