1,910

Woodstock Town, VT Homes

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  • 121 Townhouse Way Unit 24, Woodstock, VT 05091
    121 Townhouse Way Unit 24, Woodstock, VT 05091
    121 Townhouse Way Unit 24, Woodstock, VT 05091
    /20

    $497,500

    • 3 Beds
    • 3 Baths
    • 2,268 Sq Ft

    121 Townhouse Way Unit 24, Woodstock, VT 05091

    Live Work Play, Retire and Play, or Just Play on the Weekends and Holidays!This wonderful 3 BR, 3 Bath Townhome/Condo has it all. Nestled in a small quiet wooded community less than 5 minutes from the Historic Woodstock Center and conveniently located within walking distance of Woodstock Union Middle & High School. It is also located only 30 minutes from Killington Ski Resort and Okemo Ski

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    121 Townhouse Way Unit 24, Woodstock, VT 05091
  • 1079 Fletcher Hill Rd, Woodstock, VT 05071
    1079 Fletcher Hill Rd, Woodstock, VT 05071
    1079 Fletcher Hill Rd, Woodstock, VT 05071
    /42

    $400,000

    Sold Apr 07, 2026

    1079 Fletcher Hill Rd, Woodstock, VT 05071

    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 1957

    Last Sold Summary

    • 6% Below List Price
    • $278/SF
    • 147 Days On Market

    Last Listing Agent Terry Davis Williamson Group Sothebys Intl. Realty

    1079 Fletcher Hill Rd, Woodstock, VT 05071
    • 484 Carlton Hill Rd, Woodstock, VT 05091
      484 Carlton Hill Rd, Woodstock, VT 05091
      484 Carlton Hill Rd, Woodstock, VT 05091
      /36

      Est $1,914,580

      Not Listed For Sale

      484 Carlton Hill Rd, Woodstock, VT 05091

      • 4 Beds
      • 5 Baths
      • 4,100 Sq Ft
      • Built 2008
      484 Carlton Hill Rd, Woodstock, VT 05091

      Last Sold Summary

      • 61 Days On Market

      Last Listing Agent Jennifer Kirkman KW Vermont Woodstock

  • 115 Eastman Rd, Woodstock, VT 05091
    115 Eastman Rd, Woodstock, VT 05091
    115 Eastman Rd, Woodstock, VT 05091
    /29

    $5,875,000

    • 3 Beds
    • 3.5 Baths
    • 5,384 Sq Ft

    115 Eastman Rd, Woodstock, VT 05091

    Sorgenfrei, German for "carefree" captures the spirit of this remarkable 68 acre property in one of South Woodstock's most desirable locations: a place where life slows and the beauty of the Vermont countryside takes center stage. At the end of a quiet road, the property combines sweeping mountain views, and exceptional privacy with a thoughtfully designed hand-crafted, timber frame

    Story Jenks LandVest, Inc/Woodstock

    115 Eastman Rd, Woodstock, VT 05091
  • 42 Heritage Condo Way Unit 16, Woodstock, VT 05091
    42 Heritage Condo Way Unit 16, Woodstock, VT 05091
    42 Heritage Condo Way Unit 16, Woodstock, VT 05091
    /28

    $239,000

    Sold Sep 11, 2025

    42 Heritage Condo Way Unit 16, Woodstock, VT 05091

    • 1 Bed
    • 1 Bath
    • 816 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $293/SF
    • 15 Days On Market

    Last Listing Agent Franchesca Collins Hall Collins Real Estate Group

    42 Heritage Condo Way Unit 16, Woodstock, VT 05091
    • 588 Kendall Rd, Woodstock, VT 05091
      588 Kendall Rd, Woodstock, VT 05091
      588 Kendall Rd, Woodstock, VT 05091
      /40

      Est $739,389

      Not Listed For Sale

      588 Kendall Rd, Woodstock, VT 05091

      • 5 Beds
      • 2 Baths
      • 2,904 Sq Ft
      • Built 1870
      588 Kendall Rd, Woodstock, VT 05091

      Last Sold Summary

      • 92 Days On Market

      Last Listing Agent John Wetmore Wetmore Real Estate

  • 185 Riverbend Way, Woodstock, VT 05091
    185 Riverbend Way, Woodstock, VT 05091
    185 Riverbend Way, Woodstock, VT 05091
    /32

    $59,000

    $21K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft

    185 Riverbend Way, Woodstock, VT 05091

    Start your Vermont dream with this affordable 3-bedroom, 2-bath mobile home just minutes from downtown Woodstock, VT. Located in a quiet, private community with stunning mountain views and direct river frontage on the Ottauquechee, this home is a rare opportunity to enjoy scenic living at a budget-friendly price. Perfect as a first home, vacation getaway, or investment, this property is also

    Mendi Michael Engel & Völkers Okemo

    185 Riverbend Way, Woodstock, VT 05091
  • 0 Mecawee Rd, Woodstock, VT 05091
    0 Mecawee Rd, Woodstock, VT 05091
    0 Mecawee Rd, Woodstock, VT 05091
    /27

    $612,500

    Sold Mar 26, 2026

    0 Mecawee Rd, Woodstock, VT 05091

    • Land
    • 77.7 Acres
    • $7,883 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 217 Days On Market

    Last Listing Agent Dan Noble Snyder Donegan Real Estate Group

    0 Mecawee Rd, Woodstock, VT 05091
    • 708 E Woodstock Rd, Woodstock, VT 05091
      708 E Woodstock Rd, Woodstock, VT 05091
      708 E Woodstock Rd, Woodstock, VT 05091
      /24

      Est $541,968

      Not Listed For Sale

      708 E Woodstock Rd, Woodstock, VT 05091

      • 3 Beds
      • 1 Bath
      • 1,034 Sq Ft
      • Built 1946
      708 E Woodstock Rd, Woodstock, VT 05091

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Karen DeMas Four Seasons Sotheby's Int'l Realty

  • 355 Greene Rd, Woodstock, VT 05071
    355 Greene Rd, Woodstock, VT 05071
    355 Greene Rd, Woodstock, VT 05071
    /59

    $14,900,000

    $3M PRICE DROP
    • 7 Beds
    • 10 Baths
    • 12,520 Sq Ft

    355 Greene Rd, Woodstock, VT 05071

    Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetinghouse Hill, you will be inspired by its beauty, a mesmerizing 183.7+/- acre oasis over gorgeous terrain with fields, woodlands, trails, and stone walls. The historic 2-bedroom guest house and party barn are fully restored, and

    Chris Lang

    355 Greene Rd, Woodstock, VT 05071
  • 42 Heritage Condo Way Unit 23 D, Woodstock, VT 05091
    42 Heritage Condo Way Unit 23 D, Woodstock, VT 05091
    42 Heritage Condo Way Unit 23 D, Woodstock, VT 05091
    /32

    $230,000

    Sold Jun 12, 2026

    42 Heritage Condo Way Unit 23 D, Woodstock, VT 05091

    • 1 Bed
    • 1 Bath
    • 856 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $269/SF
    • 43 Days On Market

    Current Estimated Value $229,999

    Last Listing Agent Carol Wood Williamson Group Sothebys Intl. Realty

    42 Heritage Condo Way Unit 23 D, Woodstock, VT 05091
    • 132 Riverbend Way, Woodstock, VT 05091
      132 Riverbend Way, Woodstock, VT 05091
      132 Riverbend Way, Woodstock, VT 05091
      /17

      Not Listed For Sale

      132 Riverbend Way, Woodstock, VT 05091

      • 3 Beds
      • 2 Baths
      • 1,120 Sq Ft
      • Built 2011
      132 Riverbend Way, Woodstock, VT 05091

      Last Sold Summary

      • 86 Days On Market

      Last Listing Agent Jenna Luce RE/MAX Upper Valley

  • 2556 Church Hill Rd, Wood Stock, VT 05091
    2556 Church Hill Rd, Wood Stock, VT 05091
    2556 Church Hill Rd, Wood Stock, VT 05091
    /32

    $400,000

    • 2 Beds
    • 1 Bath
    • 1,324 Sq Ft

    2556 Church Hill Rd, Wood Stock, VT 05091

    Once an old school house, this home features stone walls, beautiful gardens, and a nice level yard with a stone patio. The year-round brook cascades over rocks and winds along the back side of the property. A covered porch leads inside, where the main floor offers an eat-in kitchen, a large living room and a dining area with French doors to the outside. There are also two bedrooms, an office with

    Dan Noble Snyder Donegan Real Estate Group

    2556 Church Hill Rd, Wood Stock, VT 05091
  • 56 Heritage Condo Way Unit 9, Woodstock, VT 05091
    56 Heritage Condo Way Unit 9, Woodstock, VT 05091
    56 Heritage Condo Way Unit 9, Woodstock, VT 05091
    /18

    $230,000

    Sold Oct 15, 2025

    56 Heritage Condo Way Unit 9, Woodstock, VT 05091

    • 1 Bed
    • 1 Bath
    • 856 Sq Ft
    • Built 1989

    Last Sold Summary

    • 8% Below List Price
    • $269/SF
    • 40 Days On Market

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    56 Heritage Condo Way Unit 9, Woodstock, VT 05091
    • 612 Church Hill Rd, Woodstock, VT 05091
      612 Church Hill Rd, Woodstock, VT 05091
      612 Church Hill Rd, Woodstock, VT 05091
      /40

      Est $1,593,912

      Not Listed For Sale

      612 Church Hill Rd, Woodstock, VT 05091

      • 5 Beds
      • 4 Baths
      • 3,042 Sq Ft
      • Built 2009
      612 Church Hill Rd, Woodstock, VT 05091

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

  • 249 Sawyer Rd, Woodstock, VT 05091
    249 Sawyer Rd, Woodstock, VT 05091
    249 Sawyer Rd, Woodstock, VT 05091
    /21

    $2,950,000

    $350K PRICE DROP
    • 3 Beds
    • 4.5 Baths
    • 3,682 Sq Ft

    249 Sawyer Rd, Woodstock, VT 05091

    Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled with poolside sunsets, mountain vistas, proximity to town, and access to endless outdoor recreation opportunities. Enjoy the convenience of living close to the shops, cafes, and restaurants of Woodstock, while being tucked away in your own world above. The 3-bedroom primary

    Andrew Bustin LandVest, Inc/Woodstock

    249 Sawyer Rd, Woodstock, VT 05091
  • 4165 Hartland Hill Rd, Woodstock, VT 05091
    4165 Hartland Hill Rd, Woodstock, VT 05091
    4165 Hartland Hill Rd, Woodstock, VT 05091
    /39

    $647,000

    Sold Oct 06, 2025

    4165 Hartland Hill Rd, Woodstock, VT 05091

    • 4 Beds
    • 2 Baths
    • 1,654 Sq Ft
    • Built 1946

    Last Sold Summary

    • 5% Above List Price
    • $391/SF
    • 10 Days On Market

    Current Estimated Value $647,241

    Last Listing Agent John Wetmore Wetmore Real Estate

    4165 Hartland Hill Rd, Woodstock, VT 05091
    • 6963 South Rd, Woodstock, VT 05071
      6963 South Rd, Woodstock, VT 05071
      6963 South Rd, Woodstock, VT 05071
      /40

      Not Listed For Sale

      6963 South Rd, Woodstock, VT 05071

      • 2 Beds
      • 1.5 Baths
      • 1,840 Sq Ft
      • Built 1970
      6963 South Rd, Woodstock, VT 05071

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  • 0 Oakridge Way, Woodstock, VT 05091
    0 Oakridge Way, Woodstock, VT 05091
    0 Oakridge Way, Woodstock, VT 05091
    /19

    $345,000

    • Land
    • 6.48 Acres
    • $53,241 per Acre

    0 Oakridge Way, Woodstock, VT 05091

    Your dream home starts right here — with a blank canvas in one of Vermont's most coveted communities. This exceptional buildable lot on Oak Ridge Way presents a rare opportunity to design and construct your ideal residence on a quiet side road in Woodstock. Nestled within a highly sought-after neighborhood, surrounded by million dollar homes, this property offers the kind of setting that inspires

    Nancy Greenwood Watson Realty & Associates

    0 Oakridge Way, Woodstock, VT 05091
  • 42 Heritage Condo Way Unit 14D, Woodstock, VT 05091
    42 Heritage Condo Way Unit 14D, Woodstock, VT 05091
    42 Heritage Condo Way Unit 14D, Woodstock, VT 05091
    /60

    $220,000

    Sold Mar 02, 2026

    42 Heritage Condo Way Unit 14D, Woodstock, VT 05091

    • 1 Bed
    • 1 Bath
    • 856 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $257/SF
    • 79 Days On Market

    Current Estimated Value $227,910

    Last Listing Agent John Bassette Bassette Real Estate Group

    42 Heritage Condo Way Unit 14D, Woodstock, VT 05091
    • 608 Fletcher Hill Rd, Woodstock, VT 05091
      608 Fletcher Hill Rd, Woodstock, VT 05091
      608 Fletcher Hill Rd, Woodstock, VT 05091
      /51

      Est $1,405,344

      Not Listed For Sale

      608 Fletcher Hill Rd, Woodstock, VT 05091

      • 4 Beds
      • 3.5 Baths
      • 4,228 Sq Ft
      • Built 1980
      608 Fletcher Hill Rd, Woodstock, VT 05091

      Last Sold Summary

      • 91 Days On Market

      Last Listing Agent Sandy Reavill

  • 1 Carlton Hill Rd, Woodstock, VT 05091
    1 Carlton Hill Rd, Woodstock, VT 05091
    1 Carlton Hill Rd, Woodstock, VT 05091
    /7

    $325,000

    • Land
    • 8 Acres
    • $40,625 per Acre

    1 Carlton Hill Rd, Woodstock, VT 05091

    Sweet Spot - 8 acre building lot located within minutes of the Woodstock Village Green! Driveway is in place and a lovely building site has been cleared and power is at site. Wonderful opportunity to build your Vermont getaway or primary residence. Enjoy access to four season recreation, Marsh-Billings-Rockefeller National Park, theatre, arts, dining, shopping and a short commute to all

    Mary Mayhew Snyder Donegan Real Estate Group

    1 Carlton Hill Rd, Woodstock, VT 05091
  • 4945 South Rd, Woodstock, VT 05071
    4945 South Rd, Woodstock, VT 05071
    4945 South Rd, Woodstock, VT 05071
    /43

    $1,850,000

    Sold Oct 24, 2025

    4945 South Rd, Woodstock, VT 05071

    • 5 Beds
    • 3.5 Baths
    • 3,502 Sq Ft
    • Built 1811

    Last Sold Summary

    • 26% Below List Price
    • $528/SF
    • 228 Days On Market

    Current Estimated Value $1,844,602

    Last Listing Agent Story Jenks LandVest, Inc/Woodstock

    4945 South Rd, Woodstock, VT 05071
    • 1075 Westerdale Rd, Woodstock, VT 05091
      1075 Westerdale Rd, Woodstock, VT 05091
      1075 Westerdale Rd, Woodstock, VT 05091
      /50

      Est $1,391,300

      Not Listed For Sale

      1075 Westerdale Rd, Woodstock, VT 05091

      • 3 Beds
      • 3.5 Baths
      • 2,584 Sq Ft
      • Built 1985
      1075 Westerdale Rd, Woodstock, VT 05091

      Last Sold Summary

      • 72 Days On Market

      Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

  • 42-18 Heritage Condo Way Unit 18D, Woodstock, VT 05091
    42-18 Heritage Condo Way Unit 18D, Woodstock, VT 05091
    42-18 Heritage Condo Way Unit 18D, Woodstock, VT 05091
    /31

    $244,000

    • 1 Bed
    • 1 Bath
    • 856 Sq Ft

    42-18 Heritage Condo Way Unit 18D, Woodstock, VT 05091

    Easy living in this updated condo that is perfect for a primary or secondary residence. Located in a small condo community that is mostly owner occupied the setting offers a private living space. The deck looks out to well maintained grounds and woodlands. The updated kitchen and bathroom are well appointed. The main level has an open floor plan that includes the kitchen, dining area and living

    Carol Wood Williamson Group Sothebys Intl. Realty

    42-18 Heritage Condo Way Unit 18D, Woodstock, VT 05091
  • 85 Townhouse Way Unit 13, Woodstock, VT 05091
    85 Townhouse Way Unit 13, Woodstock, VT 05091
    85 Townhouse Way Unit 13, Woodstock, VT 05091
    /35

    $499,000

    Sold Dec 01, 2025

    85 Townhouse Way Unit 13, Woodstock, VT 05091

    • 2 Beds
    • 3 Baths
    • 2,209 Sq Ft
    • Built 1978

    Last Sold Summary

    • $226/SF
    • 6 Days On Market

    Current Estimated Value $501,205

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    85 Townhouse Way Unit 13, Woodstock, VT 05091
    • 16 Pomfret Rd, Woodstock, VT 05091
      16 Pomfret Rd, Woodstock, VT 05091
      16 Pomfret Rd, Woodstock, VT 05091
      /14

      Est $727,980

      Not Listed For Sale

      16 Pomfret Rd, Woodstock, VT 05091

      • 3 Beds
      • 1.5 Baths
      • 1,656 Sq Ft
      • Built 1947
      16 Pomfret Rd, Woodstock, VT 05091

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group

  • 234 Randall Rd, Wood Stock, VT 05091
    234 Randall Rd, Wood Stock, VT 05091
    234 Randall Rd, Wood Stock, VT 05091
    /14

    $845,000

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft

    234 Randall Rd, Wood Stock, VT 05091

    Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm

    Wade Treadway Wade I Treadway Real Estate

    234 Randall Rd, Wood Stock, VT 05091
  • 958 E Woodstock Rd, Woodstock, VT 05091
    958 E Woodstock Rd, Woodstock, VT 05091
    958 E Woodstock Rd, Woodstock, VT 05091
    /51

    $977,500

    Sold Feb 17, 2026

    958 E Woodstock Rd, Woodstock, VT 05091

    • 4 Beds
    • 2.5 Baths
    • 2,231 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Below List Price
    • $438/SF
    • 4 Days On Market

    Current Estimated Value $959,980

    Last Listing Agent Carter Auch BHHS Verani Upper Valley

    958 E Woodstock Rd, Woodstock, VT 05091
    • 13 Park View Way Unit 31, Woodstock, VT 05091
      13 Park View Way Unit 31, Woodstock, VT 05091
      13 Park View Way Unit 31, Woodstock, VT 05091
      /15

      Not Listed For Sale

      13 Park View Way Unit 31, Woodstock, VT 05091

      • 2 Beds
      • 2 Baths
      • 934 Sq Ft
      • Built 2023
      13 Park View Way Unit 31, Woodstock, VT 05091

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Deb Roberts RE/MAX Upper Valley

  • 97 Valley View Rd, Woodstock, VT 05091
    97 Valley View Rd, Woodstock, VT 05091
    97 Valley View Rd, Woodstock, VT 05091
    /5

    $850,000

    • Land
    • 1.47 Acres
    • $578,231 per Acre

    97 Valley View Rd, Woodstock, VT 05091

    The justifiably proud owner of this property points out these features: Potential "Barnominium." Conveniently located just 1/4 mile from Woodstock Village town line and just 40 minutes from Killington Ski area. Built for an auto collection. Full bathroom, blown in insulation in ceiling, foam spray insulation in walls (with bug mesh in walls.) 3/4" sheet rock! All electrical is done in 3/4'

    John Wetmore Wetmore Real Estate

    97 Valley View Rd, Woodstock, VT 05091
  • 256 Barnard Rd, Woodstock, VT 05091
    256 Barnard Rd, Woodstock, VT 05091
    256 Barnard Rd, Woodstock, VT 05091
    /58

    $800,000

    Sold Jan 07, 2026

    256 Barnard Rd, Woodstock, VT 05091

    • 4 Beds
    • 4 Baths
    • 3,184 Sq Ft
    • Built 1870

    Last Sold Summary

    • 3% Below List Price
    • $251/SF
    • 8 Days On Market

    Current Estimated Value $873,541

    Last Listing Agent Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

    256 Barnard Rd, Woodstock, VT 05091
    • 7 Park View Way Unit 32, Woodstock, VT 05091
      7 Park View Way Unit 32, Woodstock, VT 05091
      7 Park View Way Unit 32, Woodstock, VT 05091
      /22

      Not Listed For Sale

      7 Park View Way Unit 32, Woodstock, VT 05091

      • 3 Beds
      • 2 Baths
      • 1,013 Sq Ft
      • Built 2023
      7 Park View Way Unit 32, Woodstock, VT 05091

      Last Sold Summary

      • 194 Days On Market

      Last Listing Agent Jenna Luce RE/MAX Upper Valley

  • 412 Skyland Ln, Woodstock, VT 05091
    412 Skyland Ln, Woodstock, VT 05091
    412 Skyland Ln, Woodstock, VT 05091
    /52

    $5,950,000

    New Construction $1M PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 5,087 Sq Ft

    412 Skyland Ln, Woodstock, VT 05091

    Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and

    Story Jenks LandVest, Inc/Woodstock

    412 Skyland Ln, Woodstock, VT 05091
  • 85 Townhouse Way Unit 18, Woodstock, VT 05091
    85 Townhouse Way Unit 18, Woodstock, VT 05091
    85 Townhouse Way Unit 18, Woodstock, VT 05091
    /60

    $495,000

    Sold Jul 29, 2026

    85 Townhouse Way Unit 18, Woodstock, VT 05091

    • 2 Beds
    • 3 Baths
    • 2,091 Sq Ft
    • Built 1978

    Last Sold Summary

    • 3% Below List Price
    • $237/SF
    • 16 Days On Market

    Last Listing Agent Carol Wood Williamson Group Sothebys Intl. Realty

    85 Townhouse Way Unit 18, Woodstock, VT 05091
    • 378 Fletcher Hill Rd, South Woodstock, VT 05071
      378 Fletcher Hill Rd, South Woodstock, VT 05071
      378 Fletcher Hill Rd, South Woodstock, VT 05071
      /35

      Not Listed For Sale

      378 Fletcher Hill Rd, South Woodstock, VT 05071

      • 4 Beds
      • 1 Bath
      • 1,424 Sq Ft
      • Built 1971
      378 Fletcher Hill Rd, South Woodstock, VT 05071

      Last Sold Summary

      • 144 Days On Market

      Last Listing Agent John Wetmore Wetmore Real Estate

  • 1782 Randall Rd, Woodstock, VT 05091
    1782 Randall Rd, Woodstock, VT 05091
    1782 Randall Rd, Woodstock, VT 05091
    /37

    $865,000

    $320K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,785 Sq Ft

    1782 Randall Rd, Woodstock, VT 05091

    This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classic New England Cape of the period with the notable features of a central chimney with multiple fireplaces and a second story overhang on the gables. The house retains a great deal of original features and fabric including wide

    Wade Treadway Wade I Treadway Real Estate

    1782 Randall Rd, Woodstock, VT 05091
  • 93 Blake Hill Rd Unit B, Woodstock, VT 05091
    93 Blake Hill Rd Unit B, Woodstock, VT 05091
    93 Blake Hill Rd Unit B, Woodstock, VT 05091
    /42

    $587,715

    Sold Dec 19, 2025

    93 Blake Hill Rd Unit B, Woodstock, VT 05091

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $280/SF
    • 18 Days On Market

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    93 Blake Hill Rd Unit B, Woodstock, VT 05091
    • 105 Happy Valley Rd, Woodstock, VT 05091
      105 Happy Valley Rd, Woodstock, VT 05091
      105 Happy Valley Rd, Woodstock, VT 05091
      /40

      Est $626,235

      Not Listed For Sale

      105 Happy Valley Rd, Woodstock, VT 05091

      • 3 Beds
      • 1 Bath
      • 1,700 Sq Ft
      • Built 1848
      105 Happy Valley Rd, Woodstock, VT 05091

      Last Sold Summary

      • 274 Days On Market

      Last Listing Agent John Bassette Bassette Real Estate Group

  • 5798 W Woodstock Rd, Woodstock, VT 05091
    5798 W Woodstock Rd, Woodstock, VT 05091
    5798 W Woodstock Rd, Woodstock, VT 05091
    /47

    $395,000

    $44K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,617 Sq Ft

    5798 W Woodstock Rd, Woodstock, VT 05091

    Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the character of a traditional New England property with comfortable , move in ready living spaces. The home features a bright eat-in kitchen, spacious dining room, and a welcoming living room with a wood-burning fireplace--perfect for cozy Vermont evenings. Freshly painted interiors

    Carol Wood Williamson Group Sothebys Intl. Realty

    5798 W Woodstock Rd, Woodstock, VT 05091

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