View 249 Sawyer Road Woodstock, VT MLS# 5072035
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Save 249 Sawyer Road Woodstock, VT MLS# 5072035
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$3,300,000
3

Beds

4.1

Baths

3,682

Sq.Ft.

249 Sawyer Road

Woodstock, VT

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Courtesy of LANDVEST, INC/WOODSTOCK
View 358 Cowdrey Path Woodstock, VT MLS# 5071051
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Save 358 Cowdrey Path Woodstock, VT MLS# 5071051
1 of 48
$895,000
3

Beds

2.1

Baths

2,048

Sq.Ft.

358 Cowdrey Path

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 0 South Road Woodstock, VT MLS# 5070692
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Save 0 South Road Woodstock, VT MLS# 5070692
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$646,500
Studio

Beds

0.0

Baths

0 South Road

Woodstock, VT

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Courtesy of VERMONT HORSE COUNTRY REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 256 Barnard Road Woodstock, VT MLS# 5069833
    Save 256 Barnard Road Woodstock, VT MLS# 5069833
    1 of 58
    $825,000
    4

    Beds

    2.2

    Baths

    3,184

    Sq.Ft.

    256 Barnard Road

    Woodstock, VT

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    Courtesy of COLDWELL BANKER LIFESTYLES - QUECHEE
    View 0 Barnard Road Woodstock, VT MLS# 5069476
      Save 0 Barnard Road Woodstock, VT MLS# 5069476
      1 of 15
      $779,000

      0 Barnard Road

      Woodstock, VT

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      Courtesy of WETMORE REAL ESTATE
      View 4946 South Road Woodstock, VT MLS# 5071895
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      Save 4946 South Road Woodstock, VT MLS# 5071895
      1 of 46
      $1,425,000
      5

      Beds

      3.1

      Baths

      3,440

      Sq.Ft.

      4946 South Road

      Woodstock, VT

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      Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
      View 125 Shurtleff Lane Woodstock, VT MLS# 5069230
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      Save 125 Shurtleff Lane Woodstock, VT MLS# 5069230
      1 of 60
      $1,300,000
      4

      Beds

      3.2

      Baths

      3,195

      Sq.Ft.

      125 Shurtleff Lane

      Woodstock, VT

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      Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
      View 42 Heritage Condo Way # 14D Woodstock, VT MLS# 5068738
        Save 42 Heritage Condo Way # 14D Woodstock, VT MLS# 5068738
        1 of 60
        $230,000
        1

        Beds

        1.0

        Baths

        856

        Sq.Ft.

        42 Heritage Condo Way # 14D

        Woodstock, VT

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        Courtesy of BASSETTE REAL ESTATE GROUP
        View 42 Heritage Condo Way # 14D Woodstock, VT MLS# 5068588
          Save 42 Heritage Condo Way # 14D Woodstock, VT MLS# 5068588
          1 of 60
          $230,000
          1

          Beds

          1.0

          Baths

          856

          Sq.Ft.

          42 Heritage Condo Way # 14D

          Woodstock, VT

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          Courtesy of BASSETTE REAL ESTATE GROUP
          View 217 Maxham Meadow Way # G Woodstock, VT MLS# 5068309
            Save 217 Maxham Meadow Way # G Woodstock, VT MLS# 5068309
            1 of 18
            $249,000
            956

            Sq.Ft.

            217 Maxham Meadow Way # G

            Woodstock, VT

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            Courtesy of WETMORE REAL ESTATE
            View 75 Pleasant Street Woodstock, VT MLS# 5068156
              Save 75 Pleasant Street Woodstock, VT MLS# 5068156
              1 of 33
              $525,000
              3

              Beds

              1.0

              Baths

              1,064

              Sq.Ft.

              75 Pleasant Street

              Woodstock, VT

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              Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
              View 00 Carlton Hill Road Woodstock, VT MLS# 5067870
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              $149,000
              Studio

              Beds

              0.0

              Baths

              00 Carlton Hill Road

              Woodstock, VT

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              Courtesy of REAL BROKER LLC
              View 2 Highland Avenue Woodstock, VT MLS# 5067676
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              1 of 8
              $650,000
              Studio

              Beds

              0.0

              Baths

              2 Highland Avenue

              Woodstock, VT

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              Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
              View 33 Mountain Avenue Woodstock, VT MLS# 5067740
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              Save 33 Mountain Avenue Woodstock, VT MLS# 5067740
              1 of 32
              $1,295,000
              2

              Beds

              3.1

              Baths

              2,280

              Sq.Ft.

              33 Mountain Avenue

              Woodstock, VT

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              Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
              View 3914 South Road Woodstock, VT MLS# 5067285
                Save 3914 South Road Woodstock, VT MLS# 5067285
                1 of 40
                $725,000
                4

                Beds

                3.0

                Baths

                3,584

                Sq.Ft.

                3914 South Road

                Woodstock, VT

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                Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
                View 598 East Woodstock Road Woodstock, VT MLS# 5067219
                  Save 598 East Woodstock Road Woodstock, VT MLS# 5067219
                  1 of 48
                  $795,000
                  4

                  Beds

                  3.0

                  Baths

                  3,190

                  Sq.Ft.

                  598 East Woodstock Road

                  Woodstock, VT

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                  Courtesy of RE/MAX UPPER VALLEY
                  View 1362 Barnard Road Woodstock, VT MLS# 5066205
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                  1 of 60
                  $2,395,000
                  4

                  Beds

                  2.0

                  Baths

                  3,000

                  Sq.Ft.

                  1362 Barnard Road

                  Woodstock, VT

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                  Courtesy of BRAVYNIA
                  View 355 Greene Road Woodstock, VT MLS# 5066210
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                  Save 355 Greene Road Woodstock, VT MLS# 5066210
                  1 of 59
                  $18,000,000
                  7

                  Beds

                  7.3

                  Baths

                  12,520

                  Sq.Ft.

                  355 Greene Road

                  Woodstock, VT

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                  Courtesy of BRAVYNIA
                  View 26 Mt Peg Road # D Woodstock, VT MLS# 5065225
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                  1 of 31
                  $1,195,000
                  3

                  Beds

                  3.1

                  Baths

                  2,385

                  Sq.Ft.

                  26 Mt Peg Road # D

                  Woodstock, VT

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                  Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
                  View 26 Mt Peg Road # A Woodstock, VT MLS# 5065227
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                  Save 26 Mt Peg Road # A Woodstock, VT MLS# 5065227
                  1 of 32
                  $1,195,000
                  3

                  Beds

                  3.1

                  Baths

                  2,592

                  Sq.Ft.

                  26 Mt Peg Road # A

                  Woodstock, VT

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                  Courtesy of SNYDER DONEGAN REAL ESTATE GROUP

                  About Woodstock

                  Listings in Woodstock, VT

                  68

                  Estimated median home price

                  $882,000
                  Woodstock VT Homes for Sale & Properties

                  Weichert Realtors is one of the nation's leading providers of Woodstock, Vermont real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Woodstock, VT.

                  Homes for Sale by Price in Woodstock, VT

                  PriceCount
                  $0 - 100K1
                  $100K - 200K1
                  $200K - 300K7
                  $300K - 400K1
                  $400K - 500K3
                  $500K - 600K7
                  $600K - 700K4
                  $700K - 800K5
                  $800K - 900K7
                  $900K - 1M5
                  $1M - Max27

                  Homes for Sale by Type in Woodstock, VT

                  Property TypeCount
                  Single Family40
                  Townhouse0
                  Condo10
                  Commercial7
                  Rental3
                  Lots and Land10
                  Condo/Town/CoOp0
                  CoOp0
                  Multi Family0
                  Mobile Home1
                  Farms0

                  (Data as of 12/13/2025)

                  Find Properties in Woodstock, VT

                  Woodstock, 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.