Windsor Vermont Homes for Sale

673 total properties
View 00 Marsh Cross Road Andover, VT MLS# 5074909
  • Virtual Tour
Save 00 Marsh Cross Road Andover, VT MLS# 5074909
1 of 16
$3,150,000
Studio

Beds

0.0

Baths

00 Marsh Cross Road

Andover, VT

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Courtesy of LANDVEST, INC/WOODSTOCK
View 165 Moon Shadow Drive # M-15 Ludlow, VT MLS# 5051212
    Save 165 Moon Shadow Drive # M-15 Ludlow, VT MLS# 5051212
    1 of 60
    $3,100,000
    5

    Beds

    4.1

    Baths

    7,634

    Sq.Ft.

    165 Moon Shadow Drive # M-15

    Ludlow, VT

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    Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
    View 66 Hollow Farm Road Woodstock, VT MLS# 5091062
    • Virtual Tour
    Save 66 Hollow Farm Road Woodstock, VT MLS# 5091062
    1 of 58
    $3,100,000
    5

    Beds

    3.1

    Baths

    4,843

    Sq.Ft.

    66 Hollow Farm Road

    Woodstock, VT

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    Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 18 The Green Woodstock, VT MLS# 5096089
      Save 18 The Green Woodstock, VT MLS# 5096089
      1 of 38
      $2,999,000
      6

      Beds

      6.2

      Baths

      5,142

      Sq.Ft.

      18 The Green

      Woodstock, VT

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      Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
      View 61 Academy Circle Woodstock, VT MLS# 5002873
      • Virtual Tour
      Save 61 Academy Circle Woodstock, VT MLS# 5002873
      1 of 40
      $2,950,000
      6

      Beds

      4.2

      Baths

      5,433

      Sq.Ft.

      61 Academy Circle

      Woodstock, VT

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      Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
      View 48 Alpine Way # D-1 Ludlow, VT MLS# 5070117
      • Virtual Tour
      Save 48 Alpine Way # D-1 Ludlow, VT MLS# 5070117
      1 of 58
      $2,950,000
      5

      Beds

      5.1

      Baths

      3,460

      Sq.Ft.

      48 Alpine Way # D-1

      Ludlow, VT

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      Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
      View 10 Precision Drive Springfield, VT MLS# 5093419
      • Recently Listed
      Save 10 Precision Drive Springfield, VT MLS# 5093419
      1 of 38
      $2,950,000
      63,073

      Sq.Ft.

      10 Precision Drive

      Springfield, VT

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      Courtesy of COLDWELL BANKER HOMES UNLIMITED
      View 5798 South Road Woodstock, VT MLS# 5094600
      • Recently Listed
      Save 5798 South Road Woodstock, VT MLS# 5094600
      1 of 58
      $2,950,000
      8

      Beds

      5.3

      Baths

      6,200

      Sq.Ft.

      5798 South Road

      Woodstock, VT

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      Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
      View 51 East Ash Road Plymouth, VT MLS# 5025237
        Save 51 East Ash Road Plymouth, VT MLS# 5025237
        1 of 60
        $2,750,000
        7

        Beds

        7.3

        Baths

        13,410

        Sq.Ft.

        51 East Ash Road

        Plymouth, VT

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        Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
        View 113 North Village Road Ludlow, VT MLS# 5012032
          Save 113 North Village Road Ludlow, VT MLS# 5012032
          1 of 41
          $2,650,000
          5

          Beds

          5.1

          Baths

          6,188

          Sq.Ft.

          113 North Village Road

          Ludlow, VT

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          Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
          View 41 Pleasant Street Woodstock, VT MLS# 5056243
            Save 41 Pleasant Street Woodstock, VT MLS# 5056243
            1 of 55
            $2,599,000
            5,993

            Sq.Ft.

            41 Pleasant Street

            Woodstock, VT

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            Courtesy of KW VERMONT WOODSTOCK
            View 41 Pleasant Street Woodstock, VT MLS# 5062350
              Save 41 Pleasant Street Woodstock, VT MLS# 5062350
              1 of 54
              $2,599,000
              9

              Beds

              11.0

              Baths

              5,993

              Sq.Ft.

              41 Pleasant Street

              Woodstock, VT

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              Courtesy of KW VERMONT WOODSTOCK
              View 463 North Road Barnard, VT MLS# 5090375
                Save 463 North Road Barnard, VT MLS# 5090375
                1 of 49
                $2,575,000
                5

                Beds

                5.1

                Baths

                6,716

                Sq.Ft.

                463 North Road

                Barnard, VT

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                Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
                View 5518 Route 12 Barnard, VT MLS# 5076748
                  Save 5518 Route 12 Barnard, VT MLS# 5076748
                  1 of 60
                  $2,500,000
                  8,363

                  Sq.Ft.

                  5518 Route 12

                  Barnard, VT

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                  Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
                  View 5518 Route 12 Barnard, VT MLS# 5084167
                    Save 5518 Route 12 Barnard, VT MLS# 5084167
                    1 of 48
                    $2,500,000
                    6

                    Beds

                    3.1

                    Baths

                    7,019

                    Sq.Ft.

                    5518 Route 12

                    Barnard, VT

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                    Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
                    View 114 Oak Ridge Way Woodstock, VT MLS# 5087228
                    • Virtual Tour
                    Save 114 Oak Ridge Way Woodstock, VT MLS# 5087228
                    1 of 60
                    $2,500,000
                    4

                    Beds

                    3.1

                    Baths

                    5,127

                    Sq.Ft.

                    114 Oak Ridge Way

                    Woodstock, VT

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                    Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
                    View 2677 Hartford Avenue Hartford, VT MLS# 5063389
                      Save 2677 Hartford Avenue Hartford, VT MLS# 5063389
                      1 of 24
                      $2,499,999
                      19,673

                      Sq.Ft.

                      2677 Hartford Avenue

                      Hartford, VT

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                      Courtesy of THE CLERKIN AGENCY, P.C.
                      View 340 North Hartland Road Hartford, VT MLS# 5026321
                        Save 340 North Hartland Road Hartford, VT MLS# 5026321
                        1 of 16
                        $2,400,000
                        13,144

                        Sq.Ft.

                        340 North Hartland Road

                        Hartford, VT

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                        Courtesy of THE CLERKIN AGENCY, P.C.
                        View 2 Dublin Road Plymouth, VT MLS# 5082041
                          Save 2 Dublin Road Plymouth, VT MLS# 5082041
                          1 of 15
                          $2,400,000

                          2 Dublin Road

                          Plymouth, VT

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                          Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
                          View 719 Walker Hill Road Barnard, VT MLS# 5088843
                            Save 719 Walker Hill Road Barnard, VT MLS# 5088843
                            1 of 59
                            $2,395,000
                            3

                            Beds

                            3.2

                            Baths

                            4,329

                            Sq.Ft.

                            719 Walker Hill Road

                            Barnard, VT

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                            Courtesy of SNYDER DONEGAN REAL ESTATE GROUP

                            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 6/29/2026”

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