2,959

South Woodstock, VT Homes

Section Image
  • /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
    • /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

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

  • /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
  • /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
    • /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

      Last Listing Agent John Bassette Bassette Real Estate Group

  • /57

    $565,000

    • 4 Beds
    • 2 Baths
    • 2,212 Sq Ft

    298 Jenneville Rd, Windsor, VT 05089

    PRICE REDUCED! Welcome to "Valley Brook Farm", an historic cape in the middle of horse country on 12.92 acres with barns, rolling & level pasture, a swimming pond, and brook. Located in the heart of the nationally renowned Green Mountain Horse Association trail network. Nestled on scenic & bucolic Jenneville Road, this c. 1820 cape offers the warmth of wide pine floors, post-and-beam character,

    John Bassette Bassette Real Estate Group

    298 Jenneville Rd, Windsor, VT 05089
  • /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
    • /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

      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
  • /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

      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

      Last Listing Agent Dan Noble Snyder Donegan Real Estate Group

  • /7

    $54,900

    • Land
    • 29 Acres
    • $1,893 per Acre

    0 Rt 7 (Db 94 Dp 399), Royalton, KY 41464

    These 29 acres, per PVA map, are located in southern Magoffin County in Royalton, Kentucky, with the acreage running along both sides of RT 7. The property is located in the Salt Lick area outside Royalton and includes property on both sides of Salt Lick Road as well. The property is undeveloped but electric and public water are available. For those with visions of homesteading, the Licking River

    Doug Wireman First Choice Realty & Assoc.

    0 Rt 7 (Db 94 Dp 399), Royalton, KY 41464
  • /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
    • /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

      Last Listing Agent Dan Noble Snyder Donegan Real Estate Group

  • /32

    $239,000

    • 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
  • /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
    • /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

      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
  • /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

      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

      Last Listing Agent John Wetmore Wetmore Real Estate

  • /28

    $3,300,000

    • 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
  • /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

      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

      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
  • /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
    • /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

      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
  • /24

    $482,500 Sold Dec 11, 2025

    51 Terrace St, Woodstock, VT 05091

    • 2 Beds
    • 2 Baths
    • 1,237 Sq Ft
    • Built 1870

    Last Sold Summary

    • 4% Below List Price
    • $390/SF
    • 3 Days On Market

    Last Listing Agent Dan Noble Snyder Donegan Real Estate Group

    51 Terrace St, 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

      Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

  • /42

    $1,499,000 Under Contract

    • 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
  • /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
    • /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

      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
  • /37

    $925,000 Sold Jul 31, 2025

    4 River St, Woodstock, VT 05091

    • 2 Beds
    • 2.5 Baths
    • 2,176 Sq Ft
    • Built 1847

    Last Sold Summary

    • 7% Below List Price
    • $425/SF
    • 68 Days On Market

    Current Estimated Value $936,971

    Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group

    4 River St, 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

      Last Listing Agent Kevin Barnes William Raveis Real Estate Vermont Properties

  • /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
  • /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
    • /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

      Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  • /8

    $275,000

    • Land
    • 1.95 Acres
    • $141,026 per Acre

    3186 South Rd, Woodstock, VT 05091

    1.95 Acre lot minutes from Woodstock Village, South Woodstock, and Green Mountain Horse Association. Kidder Brook runs along the North property boundary, and a sunny lawn area has multiple small gardens. There is a large clearing, and a well-cared for 1973 mobile home on a concrete slab on the property. This lot has tremendous potential in a fantastic location. House is being sold As-is.

    Andrew Hubbell Vermont Real Estate Company

    3186 South Rd, Woodstock, VT 05091
  • /33

    $565,000 Sold Dec 30, 2025

    35 Mountain Ave, Woodstock, VT 05091

    • 3 Beds
    • 2.5 Baths
    • 1,555 Sq Ft
    • Built 1856

    Last Sold Summary

    • 16% Below List Price
    • $363/SF
    • 69 Days On Market

    Current Estimated Value $575,031

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    35 Mountain Ave, Woodstock, VT 05091

Showing Results 81 - 120, Page 3 of 18

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