View 30 South Street Middlebury, VT MLS# 5064171
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1 of 31
$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 35 Ossie Road Middlebury, VT MLS# 5075441
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$495,000
3

Beds

1.1

Baths

2,213

Sq.Ft.

35 Ossie Road

Middlebury, VT

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The time to sell is now! THE TIME TO SELL IS NOW!
View 47 Barnes Brook Road Middlebury, VT MLS# 5060138
    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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    View 30 Meadowlark Lane # 7.6 Middlebury, VT MLS# 5060140
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      1 of 6
      $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
        Save 10 Meadowlark Lane Middlebury, VT MLS# 5062882
        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 10 Brush Lane # 8.1B Middlebury, VT MLS# 5058400
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          1 of 8
          $455,000
          3

          Beds

          2.0

          Baths

          1,660

          Sq.Ft.

          10 Brush Lane # 8.1B

          Middlebury, VT

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          View 54 Brush Lane # 8.4B Middlebury, VT MLS# 5060117
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            1 of 8
            $455,000
            3

            Beds

            2.0

            Baths

            1,660

            Sq.Ft.

            54 Brush Lane # 8.4B

            Middlebury, VT

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            View 28 Brush Lane # 8.2A Middlebury, VT MLS# 5060115
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              1 of 8
              $426,300
              2

              Beds

              2.0

              Baths

              1,434

              Sq.Ft.

              28 Brush Lane # 8.2A

              Middlebury, VT

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              View 36 Brush Lane # 8.3A Middlebury, VT MLS# 5060116
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                1 of 8
                $426,300
                2

                Beds

                2.0

                Baths

                1,434

                Sq.Ft.

                36 Brush Lane # 8.3A

                Middlebury, VT

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                View 17 Stonegate Drive Middlebury, VT MLS# 5072945
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                  1 of 24
                  $415,000
                  3

                  Beds

                  2.1

                  Baths

                  1,824

                  Sq.Ft.

                  17 Stonegate Drive

                  Middlebury, VT

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                  View 68 Court Street Middlebury, VT MLS# 5067388
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                  1 of 34
                  $410,000
                  4

                  Beds

                  2.0

                  Baths

                  1,652

                  Sq.Ft.

                  68 Court Street

                  Middlebury, VT

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                  View 46 Ossie Road Middlebury, VT MLS# 5072686
                    Save 46 Ossie Road Middlebury, VT MLS# 5072686
                    1 of 37
                    $407,000
                    3

                    Beds

                    2.1

                    Baths

                    1,694

                    Sq.Ft.

                    46 Ossie 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 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 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
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                            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 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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                                About Middlebury

                                Listings in Middlebury, VT

                                43

                                Estimated median home price

                                $407,000
                                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 - 100K2
                                $100K - 200K7
                                $200K - 300K2
                                $300K - 400K10
                                $400K - 500K12
                                $500K - 600K2
                                $600K - 700K5
                                $700K - 800K0
                                $800K - 900K2
                                $900K - 1M1
                                $1M - Max0

                                Homes for Sale by Type in Middlebury, VT

                                Property TypeCount
                                Single Family22
                                Townhouse0
                                Condo9
                                Commercial2
                                Rental2
                                Lots and Land8
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family0
                                Mobile Home2
                                Farms0

                                (Data as of 2/20/2026)

                                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 2/20/2026”

                                Trends Information provided by ATTOM Data Solutions.