2,966

South Woodstock, VT Homes

Section Image
    • /21

      Est $545,351 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

      • 11% 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

  • /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
  • /17

    $86,500 Sold May 16, 2025

    132 Riverbend Way, Woodstock, VT 05091

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 2011

    Last Sold Summary

    • 13% Below List Price
    • $77/SF
    • 86 Days On Market

    Last Listing Agent Jenna Luce RE/MAX Upper Valley

    132 Riverbend Way, Woodstock, VT 05091
    • /40

      Not Listed For Sale

      19 Lord Rd, Hartland, VT 05048

      • 3 Beds
      • 2 Baths
      • 2,132 Sq Ft
      • Built 1978
      19 Lord Rd, Hartland, VT 05048

      Last Sold Summary

      • $203/SF
      • 4 Days On Market
      • Last Sold Price $432,000
      • Aug 30, 2024

      Last Listing Agent John Bassette Bassette Real Estate Group

  • /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
  • /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 $517,425

    Last Listing Agent Katie McFadden RE/MAX North Professionals

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

      Est $1,141,741 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

      • 72% 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

  • /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
  • /43

    $480,000 Sold Sep 26, 2025

    371 Vermont 12, Hartland, VT 05048

    • 3 Beds
    • 2 Baths
    • 2,616 Sq Ft
    • Built 1947

    Last Sold Summary

    • 12% Below List Price
    • $183/SF
    • 39 Days On Market

    Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

    371 Vermont 12, Hartland, VT 05048
    • /40

      Est $541,934 Not Listed For Sale

      140 Cream Pot Rd, Hartland, VT 05048

      • 3 Beds
      • 2.5 Baths
      • 2,436 Sq Ft
      • Built 2005
      140 Cream Pot Rd, Hartland, VT 05048

      Last Sold Summary

      • 17% Above List Price
      • $191/SF
      • 188 Days On Market
      • Last Sold Price $465,000
      • Feb 01, 2024

      Last Listing Agent Dan Noble Snyder Donegan Real Estate Group

  • /32

    $239,000 Under Contract

    • 1 Bed
    • 1 Bath
    • 856 Sq Ft

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

    Amazing opportunity to own a property that is perfect as a full time home or a vacation get away, in the highly desired Heritage Condo community. The setting is serene in a low density area. This condo has had many updates and is ready for new owners to add their personal touch. The charming living room complete with wood floors , a stone accent wall and double glass doors leading to a private

    Carol Wood Williamson Group Sothebys Intl. Realty

    42 Heritage Condo Way Unit 23 D, Woodstock, VT 05091
  • /40

    $525,000 Sold Jul 18, 2025

    988 Jenne Rd, Reading, VT 05062

    • 3 Beds
    • 1.5 Baths
    • 2,023 Sq Ft
    • Built 1988

    Last Sold Summary

    • 12% Below List Price
    • $260/SF
    • 164 Days On Market

    Current Estimated Value $581,593

    Last Listing Agent Jennifer Kirkman KW Vermont Woodstock

    988 Jenne Rd, Reading, VT 05062
    • /39

      Est $686,530 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

      • 4% 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

  • /32

    $75,000

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft

    185 Riverbend Way, Woodstock, VT 05091

    Seller is offering $10,000 towards closing costs and prepaids! 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

    Mendi Michael Engel & Völkers Okemo

    185 Riverbend Way, 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 $2,002,967

    Last Listing Agent David Donegan Snyder Donegan Real Estate Group

    2 Pleasant St, Woodstock, VT 05091
    • /24

      Est $362,927 Not Listed For Sale

      141 Cream Pot Rd, Hartland, VT 05048

      • 3 Beds
      • 2 Baths
      • 1,266 Sq Ft
      • Built 1985
      141 Cream Pot Rd, Hartland, VT 05048

      Last Sold Summary

      • 35% Above List Price
      • $212/SF
      • 0 Days On Market
      • Last Sold Price $268,000
      • May 02, 2023

      Last Listing Agent John Bassette Bassette Real Estate Group

  • /59

    $14,900,000

    • 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
  • /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 $1,257,034

    Last Listing Agent Dail Frates Snyder Donegan Real Estate Group

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

      Est $943,769 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

      • 27% 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

  • /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
  • /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
    • /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

      • $907/SF
      • 121 Days On Market
      • Last Sold Price $4,205,000
      • Jan 27, 2025

      Last Listing Agent Story Jenks LandVest, Inc/Woodstock

  • /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 $742,241

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    3 Hathorn Hill St Unit 3, Woodstock, VT 05091
    • /30

      Est $1,219,080 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

      • 8% Above List Price
      • $408/SF
      • 28 Days On Market
      • Last Sold Price $1,125,000
      • Oct 17, 2023

      Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group

  • /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
  • /26

    $205,000 Sold Nov 21, 2025

    33 Heritage Condos Way Unit 33D, Woodstock, VT 05091

    • 1 Bed
    • 1 Bath
    • 856 Sq Ft
    • Built 1984

    Last Sold Summary

    • 2% Below List Price
    • $239/SF
    • 10 Days On Market

    Last Listing Agent Jennifer Falvey KW Vermont Woodstock

    33 Heritage Condos Way Unit 33D, Woodstock, VT 05091
    • /40

      Not Listed For Sale

      5798 South Rd, Woodstock, VT 05071

      • 5 Beds
      • 6 Baths
      • 3,910 Sq Ft
      • Built 1850
      5798 South Rd, Woodstock, VT 05071

      Last Sold Summary

      • $512/SF
      • 193 Days On Market
      • Last Sold Price $2,000,000
      • Apr 17, 2024

      Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

  • /42

    $1,499,000 Pending

    • Land
    • 4.57 Acres
    • $328,009 per Acre

    458 Woodstock Rd, Wood Stock, VT 05091

    It has been said that the highest and best use of this landmark Woodstock property would be a combination of constructing multiple residential units, in the private rear acreage, and commercial development, of the highly visible Route 4 road frontage. There is no question of the unlimited potential! Highly visible! Well located, on the East End entrance route to Woodstock Village! This property

    John Wetmore Wetmore Real Estate

    458 Woodstock Rd, Wood Stock, VT 05091
  • /55

    $1,145,000 Sold Aug 15, 2025

    2 Maple St, Woodstock, VT 05091

    • 4 Beds
    • 3.5 Baths
    • 2,710 Sq Ft
    • Built 2020

    Last Sold Summary

    • 5% Above List Price
    • $423/SF
    • 5 Days On Market

    Current Estimated Value $1,142,119

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    2 Maple St, Woodstock, VT 05091
    • /40

      Est $1,422,705 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

      • 5% Below List Price
      • $644/SF
      • 92 Days On Market
      • Last Sold Price $1,500,000
      • Oct 02, 2023

      Last Listing Agent Laird Bradley Williamson Group Sothebys Intl. Realty

  • /48

    $6,750,000 New Construction

    • 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
  • /40

    $660,000 Sold Apr 30, 2026

    3914 South Rd, Woodstock, VT 05091

    • 4 Beds
    • 3 Baths
    • 3,584 Sq Ft
    • Built 1984

    Last Sold Summary

    • 9% Below List Price
    • $184/SF
    • 142 Days On Market

    Current Estimated Value $702,983

    Last Listing Agent Laird Bradley Williamson Group Sothebys Intl. Realty

    3914 South Rd, Woodstock, VT 05091
    • /10

      Est $216,812 Not Listed For Sale

      1514 Stone Chimney Rd, Reading, VT 05062

      • 2 Beds
      • 1 Bath
      • 832 Sq Ft
      • Built 1978
      1514 Stone Chimney Rd, Reading, VT 05062

      Last Sold Summary

      • 32% Above List Price
      • $197/SF
      • 3 Days On Market
      • Last Sold Price $164,000
      • Aug 31, 2023

      Last Listing Agent Kevin Barnes William Raveis Real Estate Vermont Properties

  • /37

    $985,000

    • 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
  • /52

    $1,320,000 Sold Jul 25, 2025

    11 College Hill Rd, Woodstock, VT 05091

    • 5 Beds
    • 3.5 Baths
    • 3,953 Sq Ft
    • Built 1919

    Last Sold Summary

    • 5% Below List Price
    • $334/SF
    • 85 Days On Market

    Current Estimated Value $1,248,105

    Last Listing Agent Zoe Hathorn Washburn Snyder Donegan Real Estate Group

    11 College Hill Rd, Woodstock, VT 05091
    • /33

      Est $445,333 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

      • 16% Below List Price
      • $500/SF
      • 8 Days On Market
      • Last Sold Price $530,000
      • Jun 11, 2024

      Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  • /47

    $395,000

    • 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
  • /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
    • /30

      Not Listed For Sale

      157 Brownsville Rd, Windsor, VT 05089

      • 3 Beds
      • 2 Baths
      • 1,640 Sq Ft
      • Built 2001
      157 Brownsville Rd, Windsor, VT 05089

      Last Sold Summary

      • $194/SF
      • 57 Days On Market
      • Last Sold Price $318,000
      • Jan 29, 2024

      Last Listing Agent John Chapin Williamson Group Sothebys Intl. Realty

Showing Results 81 - 120, Page 3 of 18

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