2,703

Woodstock, VT Homes

Section Image
  • /18

    $287,500

    Sold Jan 05, 2026

    17 High St Unit 2, Woodstock, VT 05091

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Below List Price
    • $276/SF
    • 10 Days On Market

    Current Estimated Value $311,209

    Last Listing Agent Terry Davis Williamson Group Sothebys Intl. Realty

    17 High St Unit 2, Woodstock, VT 05091
    • /21

      Est $540,597

      Not Listed For Sale

      193 Hartland Hill Rd, Woodstock, VT 05091

      • 3 Beds
      • 2 Baths
      • 1,060 Sq Ft
      • Built 1974
      193 Hartland Hill Rd, Woodstock, VT 05091

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Stan Butler Four Seasons Sotheby's Int'l Realty

  • /19

    $529,000

    $50K PRICE DROP
    • Land
    • 60.57 Acres
    • $8,734 per Acre

    0 Noah Wood Rd, Woodstock, VT 05071

    Incredible location! 60+ acres situated on the corner of South Rd. (106) and Noah Wood Rd. in beautiful South Woodstock. The land rises from the roads to the crest of the hilltop with amazing view potential looking to the Northeast. Multiple building sites can be found throughout the property which offers great recreational opportunities including direct access to the VAST trail on the lower

    Dan Noble Snyder Donegan Real Estate Group

    0 Noah Wood Rd, Woodstock, VT 05071
  • /31

    $920,000

    Sold Nov 17, 2025

    348 Laughlin Rd, Woodstock, VT 05091

    • 4 Beds
    • 3 Baths
    • 2,882 Sq Ft
    • Built 1972

    Last Sold Summary

    • 1% Below List Price
    • $319/SF
    • 7 Days On Market

    Current Estimated Value $931,270

    Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group

    348 Laughlin Rd, Woodstock, VT 05091
    • /40

      Est $1,155,417

      Not Listed For Sale

      8 Garvin Hill Rd, Woodstock, VT 05091

      • 4 Beds
      • 2.5 Baths
      • 2,130 Sq Ft
      • Built 1992
      8 Garvin Hill Rd, Woodstock, VT 05091

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Susan Hickey Snyder Donegan Real Estate Group

  • /58

    $2,950,000

    • 8 Beds
    • 8 Baths
    • 6,200 Sq Ft

    5798 South Rd, Woodstock, VT 05071

    Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx 32 acres. This stunning extended antique post and beam cape is complete with a large traditional 4 story barn with 6 horse stables and equipment sheds offers everything one could wish for in a country property. The grounds include gracious old maples, beautiful

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    5798 South Rd, Woodstock, VT 05071
  • /41

    $780,000

    Sold Apr 10, 2026

    403 Horse Shoe Way, Woodstock, VT 05071

    • 2 Beds
    • 1.5 Baths
    • 1,714 Sq Ft
    • Built 1987

    Last Sold Summary

    • 8% Below List Price
    • $455/SF
    • 280 Days On Market

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    403 Horse Shoe Way, Woodstock, VT 05071
    • /39

      Est $722,638

      Not Listed For Sale

      200 Garvin Hill Rd, Woodstock, VT 05091

      • 1 Bed
      • 1 Bath
      • 1,263 Sq Ft
      • Built 1958
      200 Garvin Hill Rd, Woodstock, VT 05091

      Last Sold Summary

      • 232 Days On Market

      Last Listing Agent Dan Noble Snyder Donegan Real Estate Group

  • /54

    $1,600,000

    • 3 Beds
    • 3.5 Baths
    • 3,294 Sq Ft

    39 Elm St Unit B, Woodstock, VT 05091

    The Richmond House Unit B | Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a proud brick Federal distinguished by its softly weathered rose-hued patina and refined architectural detail. Set on more than an acre behind a classic white picket fence and thoughtfully reimagined under the direction of Laurence Rockefeller, the property comprises three

    Derek Cosentino Four Seasons Sotheby's Int'l Realty

    39 Elm St Unit B, Woodstock, VT 05091
  • /60

    $2,097,500

    Sold Mar 13, 2026

    1362 Barnard Rd, Woodstock, VT 05091

    • 6 Beds
    • 5 Baths
    • 3,645 Sq Ft
    • Built 1855

    Last Sold Summary

    • 19% Below List Price
    • $575/SF
    • 128 Days On Market

    Current Estimated Value $2,180,345

    Last Listing Agent Chris Lang

    1362 Barnard Rd, Woodstock, VT 05091
    • /30

      Est $468,944

      Not Listed For Sale

      92 Lakota Rd, Woodstock, VT 05091

      • 3 Beds
      • 3 Baths
      • 2,459 Sq Ft
      • Built 1862
      92 Lakota Rd, Woodstock, VT 05091

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent David White OwnerEntry.com

  • /60

    $525,000

    $70K PRICE DROP
    • Land
    • 20.2 Acres
    • $25,990 per Acre

    00 Long Hill Rd, Woodstock, VT 05071

    Discover the perfect blend of privacy and convenience with this exceptional 20.2-acre parcel, combining two lots into one remarkable opportunity. Featuring a 50 foot right-of-way for access, this wooded retreat offers multiple prime building sites. With selective clearing, you can take in breathtaking views in your choice of direction; east, south, north, or west. Located just minutes from South

    Eric Johnston Four Seasons Sotheby's Int'l Realty

    00 Long Hill Rd, Woodstock, VT 05071
  • /60

    $775,000

    Sold May 11, 2026

    3961 Hartland Hill Rd, Woodstock, VT 05091

    • 5 Beds
    • 5 Baths
    • 3,886 Sq Ft
    • Built 1964

    Last Sold Summary

    • 16% Below List Price
    • $199/SF
    • 192 Days On Market

    Current Estimated Value $830,055

    Last Listing Agent Tambrey Vutech KW Vermont Woodstock

    3961 Hartland Hill Rd, Woodstock, VT 05091
    • /40

      Est $1,462,487

      Not Listed For Sale

      3090 South Rd, Woodstock, VT 05091

      • 5 Beds
      • 5 Baths
      • 2,375 Sq Ft
      • Built 1884
      3090 South Rd, Woodstock, VT 05091

      Last Sold Summary

      • 343 Days On Market

      Last Listing Agent John Wetmore Wetmore Real Estate

  • /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
  • /55

    $892,500

    Sold Apr 28, 2026

    509 Church Hill Rd, Wood Stock, VT 05091

    • 3 Beds
    • 3 Baths
    • 2,150 Sq Ft
    • Built 1940

    Last Sold Summary

    • 19% Below List Price
    • $415/SF
    • 279 Days On Market

    Current Estimated Value $978,608

    Last Listing Agent Carol Wood Williamson Group Sothebys Intl. Realty

    509 Church Hill Rd, Wood Stock, VT 05091
    • /37

      Est $1,236,498

      Not Listed For Sale

      326 Hall Cir, Woodstock, VT 05091

      • 4 Beds
      • 3 Baths
      • 1,949 Sq Ft
      • Built 1988
      326 Hall Cir, Woodstock, VT 05091

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Carol Wood Williamson Group Sothebys Intl. Realty

  • /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
  • /40

    $740,000

    Sold Aug 18, 2025

    339 Gully Rd, Woodstock, VT 05091

    • 4 Beds
    • 2.5 Baths
    • 2,688 Sq Ft
    • Built 1975

    Last Sold Summary

    • 5% Below List Price
    • $275/SF
    • 67 Days On Market

    Current Estimated Value $855,349

    Last Listing Agent Derek Cosentino Four Seasons Sotheby's Int'l Realty

    339 Gully Rd, Woodstock, VT 05091
    • /40

      Not Listed For Sale

      327 Fletcher Schoolhouse Rd, Woodstock, VT 05071

      • 4 Beds
      • 3.5 Baths
      • 4,638 Sq Ft
      • Built 1797
      327 Fletcher Schoolhouse Rd, Woodstock, VT 05071

      Last Sold Summary

      • 121 Days On Market

      Last Listing Agent Story Jenks LandVest, Inc/Woodstock

  • /60

    $1,375,000

    • 4 Beds
    • 3 Baths
    • 3,979 Sq Ft

    16 Church St, Woodstock, VT 05091

    This wonderful Vermont Cape-style home has overlooked the Ottauquechee River and the former Woodstock woolen mill (now the 'new' mill and community pools and recreation center) since 1890. On long summer days, the sounds of children enjoying the swimming holes and tubing in the rapid runs below float up. The floor plan has been adapted to modern lifestyles across three levels. The main level,

    Laird Bradley Williamson Group Sothebys Intl. Realty

    16 Church St, Woodstock, VT 05091
  • /37

    $419,000

    Sold Mar 20, 2026

    31 Lakota Rd, Woodstock, VT 05091

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft
    • Built 1950

    Last Sold Summary

    • $325/SF
    • 16 Days On Market

    Current Estimated Value $435,236

    Last Listing Agent Zoe Hathorn Washburn Snyder Donegan Real Estate Group

    31 Lakota Rd, Woodstock, VT 05091
    • /30

      Est $1,326,325

      Not Listed For Sale

      2409 South Rd, Woodstock, VT 05091

      • 4 Beds
      • 2.5 Baths
      • 2,758 Sq Ft
      • Built 1920
      2409 South Rd, Woodstock, VT 05091

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group

  • /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
  • /25

    $525,000

    Sold Oct 16, 2025

    19 Prospect St, Wood Stock, VT 05091

    • 2 Beds
    • 2 Baths
    • 1,482 Sq Ft
    • Built 1970

    Last Sold Summary

    • $354/SF
    • 2 Days On Market

    Current Estimated Value $526,047

    Last Listing Agent Katie McFadden RE/MAX North Professionals

    19 Prospect St, Wood Stock, VT 05091
    • /40

      Est $1,339,753

      Not Listed For Sale

      282 Fletcher Hill Rd, Woodstock, VT 05091

      • 3 Beds
      • 3 Baths
      • 2,329 Sq Ft
      • Built 1986
      282 Fletcher Hill Rd, Woodstock, VT 05091

      Last Sold Summary

      • 92 Days On Market

      Last Listing Agent Laird Bradley Williamson Group Sothebys Intl. Realty

  • /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
  • /35

    $462,000

    Sold May 28, 2026

    3364 W Woodstock Rd, Woodstock, VT 05091

    • 4 Beds
    • 3 Baths
    • 2,470 Sq Ft
    • Built 1840

    Last Sold Summary

    • 16% Below List Price
    • $187/SF
    • 241 Days On Market

    Current Estimated Value $494,817

    Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

    3364 W Woodstock Rd, Woodstock, VT 05091
    • /33

      Est $475,945

      Not Listed For Sale

      11 Church St Unit 2, Woodstock, VT 05091

      • 2 Beds
      • 1 Bath
      • 1,059 Sq Ft
      • Built 1823
      11 Church St Unit 2, Woodstock, VT 05091

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  • /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
  • /43

    $2,350,000

    Sold Dec 08, 2025

    2 Pleasant St, Woodstock, VT 05091

    • 4 Beds
    • 3.5 Baths
    • 3,998 Sq Ft
    • Built 1821

    Last Sold Summary

    • 10% Below List Price
    • $588/SF
    • 21 Days On Market

    Current Estimated Value $1,944,638

    Last Listing Agent David Donegan Snyder Donegan Real Estate Group

    2 Pleasant St, Woodstock, VT 05091
    • /38

      Est $1,206,105

      Not Listed For Sale

      2876 Hartland Hill Rd, Woodstock, VT 05091

      • 4 Beds
      • 3.5 Baths
      • 3,350 Sq Ft
      • Built 1807
      2876 Hartland Hill Rd, Woodstock, VT 05091

      Last Sold Summary

      • 112 Days On Market

      Last Listing Agent Carol Wood Williamson Group Sothebys Intl. Realty

  • /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
  • /36

    $1,300,000

    Sold Nov 20, 2025

    13 College Hill Rd, Woodstock, VT 05091

    • 4 Beds
    • 3.5 Baths
    • 3,192 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Below List Price
    • $407/SF
    • 12 Days On Market

    Current Estimated Value $1,301,709

    Last Listing Agent Dail Frates Snyder Donegan Real Estate Group

    13 College Hill Rd, Woodstock, VT 05091
    • /40

      Est $432,907

      Not Listed For Sale

      1880 South Rd, Woodstock, VT 05091

      • 3 Beds
      • 2 Baths
      • 1,374 Sq Ft
      • Built 1900
      1880 South Rd, Woodstock, VT 05091

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Daniel Pol Killington Pico Realty

  • /38

    $2,999,000

    Pending
    • 6 Beds
    • 8 Baths
    • 5,142 Sq Ft

    18 The Green, Woodstock, VT 05091

    Centrally located on the southwest side of the historic Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town’s finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication and functionality. The first level of

    Danny Kogut Williamson Group Sothebys Intl. Realty

    18 The Green, Woodstock, VT 05091
  • /39

    $730,000

    Sold Sep 26, 2025

    17 Golf Pond, Woodstock, VT 05091

    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $395/SF
    • 43 Days On Market

    Last Listing Agent Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

    17 Golf Pond, Woodstock, VT 05091
    • /26

      Est $1,448,271

      Not Listed For Sale

      76 Grove Hill Rd, Woodstock, VT 05091

      • 3 Beds
      • 2.5 Baths
      • 2,443 Sq Ft
      • Built 1983
      76 Grove Hill Rd, Woodstock, VT 05091

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent John Snyder Snyder Donegan Real Estate Group

  • /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
  • /33

    $776,000

    Sold Aug 25, 2025

    3 Hathorn Hill St Unit 3, Woodstock, VT 05091

    • 3 Beds
    • 3 Baths
    • 2,552 Sq Ft
    • Built 1984

    Last Sold Summary

    • 1% Above List Price
    • $304/SF
    • 6 Days On Market

    Current Estimated Value $784,885

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    3 Hathorn Hill St Unit 3, Woodstock, VT 05091

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home