2,804

Woodstock, VT Homes

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  • /30

    $405,000 Sold Feb 17, 2026

    37 Atwood Ave, Woodstock, VT 05091

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1960

    Last Sold Summary

    • 16% Below List Price
    • $527/SF
    • 152 Days On Market

    Current Estimated Value $410,445

    Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

    37 Atwood Ave, Woodstock, VT 05091
    • /37

      Est $905,023 Not Listed For Sale

      13 High St, Woodstock, VT 05091

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 1900
      13 High St, Woodstock, VT 05091

      Last Sold Summary

      • 3% Below List Price
      • $519/SF
      • 14 Days On Market
      • Last Sold Price $935,000
      • Sep 27, 2024

      Last Listing Agent Marni Rieger KW Vermont-Killington

  • /57

    $817,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,760 Sq Ft

    616 Rose Hill Rd, Woodstock, VT 05091

    This is a rare opportunity to own 10.1 acres of land in a coveted area of Woodstock that includes a 1988 Frizzell Builders house and a detached oversized garage with a second floor for storage . The property was part of the King Farm which is now in Vt. Land Trust as conserved land , until it was split off in the late 1980's when the Colby family came into ownership and built the existing house

    Carol Wood Williamson Group Sothebys Intl. Realty

    616 Rose Hill Rd, Woodstock, VT 05091
  • /44

    $1,700,000 Sold Aug 15, 2025

    2090 Randall Rd, Woodstock, VT 05091

    • 3 Beds
    • 2.5 Baths
    • 2,423 Sq Ft
    • Built 2007

    Last Sold Summary

    • 6% Below List Price
    • $702/SF
    • 177 Days On Market

    Current Estimated Value $1,699,354

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    2090 Randall Rd, Woodstock, VT 05091
    • /38

      Est $583,191 Not Listed For Sale

      39 South St, Woodstock, VT 05091

      • 2 Beds
      • 1.5 Baths
      • 1,020 Sq Ft
      • Built 1869
      39 South St, Woodstock, VT 05091

      Last Sold Summary

      • 23% Above List Price
      • $466/SF
      • 83 Days On Market
      • Last Sold Price $475,000
      • Jan 02, 2024

      Last Listing Agent Holly Hall Hall Collins Real Estate Group

  • /11

    $190,000 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    99 Safford Commons Way, Woodstock, VT 05091

    These 1200 sq. ft., 2-bedroom, 1.5-bathroom condos are being sold for less than half of their fair market value! Available for immediate move-in, each condo has an open-concept kitchen, dining room, and living room, which are on the airy and light-filled second floor. There is a small deck off the living room. The two cozy bedrooms are on the first floor. Electricity bills will be offset by solar

    Jane Darrach Martha E. Diebold/Hanover

    99 Safford Commons Way, Woodstock, VT 05091
  • /57

    $1,710,000 Sold Dec 05, 2025

    20 The Green, Woodstock, VT 05091

    • 3 Beds
    • 2.5 Baths
    • 2,688 Sq Ft
    • Built 1826

    Last Sold Summary

    • 14% Below List Price
    • $636/SF
    • 139 Days On Market

    Current Estimated Value $1,747,990

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    20 The Green, Woodstock, VT 05091
    • /39

      Est $3,545,484 Not Listed For Sale

      3 Church St, Woodstock, VT 05091

      • 10 Beds
      • 15 Baths
      • 10,206 Sq Ft
      • Built 1831
      3 Church St, Woodstock, VT 05091

      Last Sold Summary

      • 9% Above List Price
      • $319/SF
      • 345 Days On Market
      • Last Sold Price $3,255,000
      • Aug 15, 2023

      Last Listing Agent Story Jenks LandVest, Inc/Woodstock

  • /11

    $779,000 Under Contract

    • Land
    • 6.46 Acres
    • $120,588 per Acre

    0 Barnard Rd Unit 20.002, Woodstock, VT 05091

    A truly unique 6 acre parcel of land conveniently located in the heart of Woodstock! Tremendous development potential! Zoning allows both COMMERCIAL and RESIDENTIAL use! The 6 acres visually divide into 2 components with 2 diverse personalities. The 1st component is an extraordinary private building lot in the heart of Woodstock! Access to this 4 acre component initially leads through a pleasant

    John Wetmore Wetmore Real Estate

    0 Barnard Rd Unit 20.002, Woodstock, VT 05091
  • /24

    $629,500 Sold Sep 12, 2025

    40 Pomfret Rd, Woodstock, VT 05091

    • 3 Beds
    • 1.5 Baths
    • 1,650 Sq Ft
    • Built 1885

    Last Sold Summary

    • $382/SF
    • 17 Days On Market

    Current Estimated Value $620,321

    Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group

    40 Pomfret Rd, Woodstock, VT 05091
    • /40

      Est $1,497,313 Not Listed For Sale

      26 River St, Woodstock, VT 05091

      • 6 Beds
      • 4 Baths
      • 3,719 Sq Ft
      • Built 1845
      26 River St, Woodstock, VT 05091

      Last Sold Summary

      • 36% Above List Price
      • $296/SF
      • 102 Days On Market
      • Last Sold Price $1,100,000
      • Sep 29, 2023

      Last Listing Agent Laird Bradley Williamson Group Sothebys Intl. Realty

  • /40

    $2,950,000

    • 6 Beds
    • 6 Baths
    • 5,433 Sq Ft

    61 Academy Cir, Woodstock, VT 05071

    Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this grand residence has been carefully restored by talented craftsmen. Taking care to keep the beautiful original details the owners have brought the systems into the 21st century with the highest quality of materials. The

    Carol Wood Williamson Group Sothebys Intl. Realty

    61 Academy Cir, Woodstock, VT 05071
  • /38

    $400,000 Sold Jan 09, 2026

    144 Butternut Ln, Woodstock, VT 05091

    • 4 Beds
    • 3 Baths
    • 2,557 Sq Ft
    • Built 1846

    Last Sold Summary

    • 47% Below List Price
    • $156/SF
    • 190 Days On Market

    Current Estimated Value $418,668

    Last Listing Agent Scott Monahan Williamson Group Sothebys Intl. Realty

    144 Butternut Ln, Woodstock, VT 05091
    • /29

      Est $750,404 Not Listed For Sale

      42 River St, Woodstock, VT 05091

      • 3 Beds
      • 2.5 Baths
      • 1,280 Sq Ft
      • Built 1890
      42 River St, Woodstock, VT 05091

      Last Sold Summary

      • 32% Above List Price
      • $445/SF
      • 84 Days On Market
      • Last Sold Price $570,000
      • Jun 07, 2024

      Last Listing Agent Herb Hart Quechee Lakes Real Estate Center

  • /43

    $530,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    1514 South Rd, Woodstock, VT 05091

    This tidy, well maintained Mid-Century Ranch home is conveniently located just 1.5 miles from the Village Green. Perched on a sunny knoll with a southern valley view, this well maintained home features open concept kitchen/dining, a large, bright living room, three bedrooms all with oak floors, a walk out basement providing opportunity for guest accommodation, or a hobby/play room. The 2 car

    Danny Kogut Williamson Group Sothebys Intl. Realty

    1514 South Rd, Woodstock, VT 05091
  • /27

    $630,000 Sold May 11, 2026

    19 Davry Way, Woodstock, VT 05091

    • 3 Beds
    • 2 Baths
    • 2,183 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $289/SF
    • 2 Days On Market

    Current Estimated Value $610,321

    Last Listing Agent Julie Davis KW Vermont Woodstock

    19 Davry Way, Woodstock, VT 05091
    • /42

      Est $1,578,006 Not Listed For Sale

      33 River St, Woodstock, VT 05091

      • 4 Beds
      • 4 Baths
      • 4,378 Sq Ft
      • Built 1886
      33 River St, Woodstock, VT 05091

      Last Sold Summary

      • $361/SF
      • 79 Days On Market
      • Last Sold Price $1,580,000
      • Dec 30, 2024

      Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  • /26

    $465,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    57 Townhouse Way Unit 9, Woodstock, VT 05091

    This beautiful Woodstock West Townhouse offers effortless, low-maintenance living in one of Vermont’s most charming four-season destinations. The main level welcomes you with a cozy living area centered around a fireplace, creating the perfect space to unwind. A sun-filled kitchen and dining area flow seamlessly onto a private deck—ideal for relaxing or entertaining. Upstairs, two generously

    Mary Mayhew Snyder Donegan Real Estate Group

    57 Townhouse Way Unit 9, Woodstock, VT 05091
  • /51

    $1,300,000 Sold Jul 02, 2025

    608 Fletcher Hill Rd, Woodstock, VT 05091

    • 4 Beds
    • 3.5 Baths
    • 4,228 Sq Ft
    • Built 1980

    Last Sold Summary

    • 13% Below List Price
    • $307/SF
    • 91 Days On Market

    Current Estimated Value $1,315,815

    Last Listing Agent Sandy Reavill

    608 Fletcher Hill Rd, Woodstock, VT 05091
    • /40

      Est $891,148 Not Listed For Sale

      25 Slayton Terrace, Woodstock, VT 05091

      • 3 Beds
      • 1.5 Baths
      • 1,632 Sq Ft
      • Built 1925
      25 Slayton Terrace, Woodstock, VT 05091

      Last Sold Summary

      • 6% Below List Price
      • $579/SF
      • 15 Days On Market
      • Last Sold Price $945,000
      • May 24, 2024

      Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

  • /39

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    37 South St, Woodstock, VT 05091

    Welcome to this beautifully renovated residence in the vibrant heart of Woodstock Village. Enjoy unparalleled convenience with a short stroll to the Elementary School, Woodstock Inn, the picturesque Green, and an array of charming shops, restaurants, and bakeries that define village living. Nestled directly across from Vail Field, this home offers easy access to playgrounds, ball fields, and

    Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    37 South St, Woodstock, VT 05091
  • /24

    $230,000 Sold Jan 07, 2026

    42 Heritage Condo Way Unit 22, Woodstock, VT 05091

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

    Last Sold Summary

    • 6% Below List Price
    • $282/SF
    • 66 Days On Market

    Last Listing Agent Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

    42 Heritage Condo Way Unit 22, Woodstock, VT 05091
    • /40

      Est $1,029,610 Not Listed For Sale

      77 Central St, Woodstock, VT 05091

      • 4 Beds
      • 1.5 Baths
      • 2,136 Sq Ft
      • Built 1826
      77 Central St, Woodstock, VT 05091

      Last Sold Summary

      • 3% Above List Price
      • $468/SF
      • 4 Days On Market
      • Last Sold Price $1,000,000
      • Jul 31, 2024

      Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

  • /5

    $695,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 2,288 Sq Ft

    11 Maple St, Woodstock, VT 05091

    A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much desired Maple Street neighborhood! Popular Vail Field recreation area is conveniently nearby! For children in Maple Street's Neighborhood, Woodstock Elementary School is just a short walk away. Currently the residence is configured as home to 2 generations of occupants. A ground floor apartment conveniently

    John Wetmore Wetmore Real Estate

    11 Maple St, Woodstock, VT 05091
  • /45

    $712,000 Sold Apr 30, 2026

    137 Laughlin Rd, Woodstock, VT 05091

    • 5 Beds
    • 3 Baths
    • 3,028 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Below List Price
    • $235/SF
    • 20 Days On Market

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    137 Laughlin Rd, Woodstock, VT 05091
    • /21

      Est $548,867 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

      • 12% Above List Price
      • $462/SF
      • 8 Days On Market
      • Last Sold Price $490,000
      • Dec 18, 2023

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

  • /31

    $646,500

    • Land
    • 37.85 Acres
    • $17,081 per Acre

    0 South Rd, Woodstock, VT 05071

    Country land at the south end of Woodstock reaching from RT 106 to the top of the ridge. Potential for views with clearing at several levels. Trails through the property with access to the GMHA network. Stonewalls and a stream.About two miles to GMHA and South Woodstock village, one mile to VAST trail.40 minutes to skiing at Killington, less to Okemos. Seven miles into Woodstock Village.

    Matthew Spittle Vermont Horse Country Real Estate

    0 South Rd, Woodstock, VT 05071
  • /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 $296,085

    Last Listing Agent Terry Davis Williamson Group Sothebys Intl. Realty

    17 High St Unit 2, Woodstock, VT 05091
    • /40

      Est $1,161,966 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

      • 75% Above List Price
      • $312/SF
      • 32 Days On Market
      • Last Sold Price $665,000
      • Dec 18, 2023

      Last Listing Agent Susan Hickey Snyder Donegan Real Estate Group

  • /45

    $675,000

    • 4 Beds
    • 3 Baths
    • 3,190 Sq Ft

    598 E Woodstock Rd, Woodstock, VT 05091

    Historic Woodstock, Vermont – Spacious Home on Nearly 3 Acres. Welcome to a rare opportunity in the heart of Woodstock, one of Vermont’s most picturesque and sought-after villages. This expansive home offers generous living space with many rooms, providing flexibility for a large household, home offices, guest quarters, or the potential to create multiple apartments (buyer to verify local

    Erika Smith Coldwell Banker LIFESTYLES - Hanover

    598 E Woodstock Rd, Woodstock, VT 05091
  • /34

    $679,000 Sold Aug 04, 2025

    294 Barberry Hill Rd, Woodstock, VT 05091

    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft
    • Built 1968

    Last Sold Summary

    • $319/SF
    • 49 Days On Market

    Current Estimated Value $700,004

    Last Listing Agent Bonnie Bergeron Snyder Donegan Real Estate Group

    294 Barberry Hill Rd, Woodstock, VT 05091
    • /39

      Est $670,177 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

      • 6% Below List Price
      • $566/SF
      • 232 Days On Market
      • Last Sold Price $715,000
      • Aug 25, 2023

      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
  • /36

    $1,800,000 Sold May 23, 2025

    484 Carlton Hill Rd, Woodstock, VT 05091

    • 4 Beds
    • 5 Baths
    • 4,100 Sq Ft
    • Built 2008

    Last Sold Summary

    • $439/SF
    • 61 Days On Market

    Current Estimated Value $1,849,526

    Last Listing Agent Jennifer Kirkman KW Vermont Woodstock

    484 Carlton Hill Rd, Woodstock, VT 05091
    • /40

      Est $1,098,977 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

      • 48% Above List Price
      • $312/SF
      • 343 Days On Market
      • Last Sold Price $742,162
      • Nov 14, 2023

      Last Listing Agent John Wetmore Wetmore Real Estate

  • /60

    $549,000

    • Land
    • 20.2 Acres
    • $27,178 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
  • /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 $877,298

    Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group

    348 Laughlin Rd, Woodstock, VT 05091
    • /37

      Est $1,132,572 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

      • 4% Below List Price
      • $603/SF
      • 31 Days On Market
      • Last Sold Price $1,175,000
      • Sep 26, 2023

      Last Listing Agent Carol Wood Williamson Group Sothebys Intl. Realty

  • /11

    $190,000 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    111 Safford Commons Way, Woodstock, VT 05091

    These 1200 sq. ft., 2-bedroom, 1.5-bathroom condos are being sold for less than half of their fair market value! Available for immediate move-in, each condo has an open-concept kitchen, dining room, and living room, which are on the airy and light-filled second floor. There is a small deck off the living room. The two cozy bedrooms are on the first floor. Electricity bills will be offset by solar

    Jane Darrach Martha E. Diebold/Hanover

    111 Safford Commons Way, Woodstock, VT 05091
  • /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

Showing Results 41 - 80, Page 2 of 18

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