3,108

Woodstock, VT Homes

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  • /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
    • /6

      Not Listed For Sale

      7 Hathorn Hill Unit 7, Woodstock, VT 05091

      • 3 Beds
      • 3 Baths
      • 1,310 Sq Ft
      • Built 1984
      7 Hathorn Hill Unit 7, Woodstock, VT 05091

      Last Sold Summary

      • $476/SF
      • 0 Days On Market

      Last Sold Price $623,000

      Last Listing Agent Gretchjen Smith 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
  • /40

    $575,000 Sold May 09, 2025

    105 Happy Valley Rd, Woodstock, VT 05091

    • 3 Beds
    • 1 Bath
    • 1,700 Sq Ft
    • Built 1848

    Last Sold Summary

    • 17% Below List Price
    • $338/SF
    • 274 Days On Market

    Current Estimated Value $593,583

    Last Listing Agent John Bassette Bassette Real Estate Group

    105 Happy Valley Rd, Woodstock, VT 05091
    • /40

      Est $688,213 Not Listed For Sale

      3256 South Rd, Woodstock, VT 05091

      • 3 Beds
      • 2 Baths
      • 1,888 Sq Ft
      • Built 1884
      3256 South Rd, Woodstock, VT 05091

      Last Sold Summary

      • 10% Above List Price
      • $332/SF
      • 4 Days On Market

      Last Sold Price $626,000

      Last Listing Agent Keri Cole 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
  • /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

      Est $667,022 Not Listed For Sale

      64 Fowler Rd Unit Q104, Ludlow, VT 05149

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1989
      64 Fowler Rd Unit Q104, Ludlow, VT 05149

      Last Sold Summary

      • 8% Below List Price
      • $559/SF
      • 101 Days On Market

      Last Sold Price $725,000

      Last Listing Agent Joseph Karl 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
  • /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
    • /29

      Est $608,925 Not Listed For Sale

      64 Fowler Rd Unit Q103, Ludlow, VT 05149

      • 3 Beds
      • 2 Baths
      • 1,350 Sq Ft
      • Built 1989
      64 Fowler Rd Unit Q103, Ludlow, VT 05149

      Last Sold Summary

      • 9% Above List Price
      • $415/SF
      • 355 Days On Market

      Last Sold Price $560,000

      Last Listing Agent Sarah Sheehan William Raveis Real Estate Vermont Properties

  • /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
  • /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
    • /40

      Est $782,110 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

      • 58% Above List Price
      • $170/SF
      • 92 Days On Market

      Last Sold Price $495,000

      Last Listing Agent John Wetmore Wetmore Real Estate

  • /26

    $495,000

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

    85 Townhouse Way Unit 14, Woodstock, VT 05091

    Fully furnished condo nestled in a small quiet community just 5 minutes from "Historic Woodstock". Super location! This unit is in very good condition- first floor comprised of a den//bedroom with pocket doors for added privacy and an adjacent 3/4 bath. Spacious living room anchored by a newer propane fireplace to curl up with a book on a cold winter day. A couple of steps down takes you into a

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    85 Townhouse Way Unit 14, 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
    • /24

      Est $499,919 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

      • 1% Below List Price
      • $488/SF
      • 38 Days On Market

      Last Sold Price $505,000

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

  • /27

    $485,000

    • 4 Beds
    • 4 Baths
    • 2,977 Sq Ft

    7471 US Route 4, Bridgewater, VT 05034

    This property is conveniently located in Bridgewater Village, situated midway between Woodstock and the Killington Ski Area. While currently configured as three income-producing units, it offers an outstanding opportunity for a creative conversion back into a single-family residence, with the detached rear unit available to supplement the cost of ownership. Recent updates include a new roof,

    Bonnie Bergeron Snyder Donegan Real Estate Group

    7471 US Route 4, Bridgewater, VT 05034
  • /44

    $1,900,000 Sold Sep 05, 2025

    51 Watkins Way Unit 2, Woodstock, VT 05091

    • 3 Beds
    • 2.5 Baths
    • 3,227 Sq Ft
    • Built 2021

    Last Sold Summary

    • $589/SF
    • 0 Days On Market

    Current Estimated Value $1,916,414

    Last Listing Agent John King

    51 Watkins Way Unit 2, Woodstock, VT 05091
    • /40

      Est $1,371,841 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

      • 2% Below List Price
      • $460/SF
      • 23 Days On Market

      Last Sold Price $1,400,000

      Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

  • /60

    $775,000 Pending

    • 7 Beds
    • 7 Baths
    • 4,581 Sq Ft

    7137 US Route 4, Bridgewater, VT 05034

    Welcome to the historic Bridgewater Inn — a rare, turn-key Vermont property perfectly positioned between Woodstock Village, Killington Resort, and Okemo Mountain. This unique offering features a spacious 3-bedroom, 3-bath main home along with four fully equipped guest suites, creating exceptional flexibility for full-time living, multi-generational use, or continued short-term rental success. The

    Benjamin Cote EXP Realty

    7137 US Route 4, Bridgewater, VT 05034
  • /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
    • /14

      Est $755,142 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

      • 11% Above List Price
      • $409/SF
      • 0 Days On Market

      Last Sold Price $678,000

      Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group

  • /45

    $895,000 Under Contract

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

    72 Oakridge Way, Woodstock, VT 05091

    PRIME LOCATION! Tucked away at the end of a peaceful dead-end road in the Westerdale neighborhood is this Vermont Cape Cod home offers the perfect blend of privacy and convenience on just over 6 acres. Surrounded by mature trees and set on a wooded lot overlooking a tranquil pond, you’ll enjoy the calm of nature right outside your doorstep. The freshly installed deck provides a serene spot.

    Nancy Greenwood Watson Realty & Associates

    72 Oakridge Way, Woodstock, VT 05091
  • /40

    $2,425,000 Sold Aug 15, 2025

    739 Westerdale Rd, Woodstock, VT 05091

    • 4 Beds
    • 4.5 Baths
    • 5,017 Sq Ft
    • Built 2003

    Last Sold Summary

    • $483/SF
    • 0 Days On Market

    Current Estimated Value $2,489,620

    Last Listing Agent John Snyder Snyder Donegan Real Estate Group

    739 Westerdale Rd, 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

      • $140/SF
      • 5 Days On Market

      Last Sold Price $131,000

      Last Listing Agent Deb Roberts RE/MAX

  • /31

    $684,000 Sold Oct 10, 2025

    13 Slayton Terrace, Woodstock, VT 05091

    • 3 Beds
    • 3 Baths
    • 1,550 Sq Ft
    • Built 1920

    Last Sold Summary

    • 13% Below List Price
    • $441/SF
    • 162 Days On Market

    Current Estimated Value $668,783

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    13 Slayton Terrace, 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

      • $129/SF
      • 194 Days On Market

      Last Sold Price $131,000

      Last Listing Agent Jenna Luce RE/MAX

  • /31

    $475,000 Sold Jun 16, 2025

    85 Townhouse Way Unit 18, Woodstock, VT 05091

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

    Last Sold Summary

    • 2% Below List Price
    • $227/SF
    • 29 Days On Market

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    85 Townhouse Way Unit 18, Woodstock, VT 05091
    • /28

      Not Listed For Sale

      823 Goldcoast Rd, Bridgewtr Cor, VT 05035

      • 3 Beds
      • 2 Baths
      • 1,328 Sq Ft
      • Built 1998
      823 Goldcoast Rd, Bridgewtr Cor, VT 05035

      Last Sold Summary

      • $203/SF
      • 72 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Marni Rieger KW Vermont-Killington

  • /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
    • /43

      Est $815,588 Not Listed For Sale

      944 College Hill Rd, Woodstock, VT 05091

      • 4 Beds
      • 2.5 Baths
      • 2,616 Sq Ft
      • Built 1988
      944 College Hill Rd, Woodstock, VT 05091

      Last Sold Summary

      • 17% Above List Price
      • $268/SF
      • 15 Days On Market

      Last Sold Price $700,000

      Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  • /35

    $1,650,000 Sold Nov 24, 2025

    10 College Hill Rd, Woodstock, VT 05091

    • 5 Beds
    • 4.5 Baths
    • 4,214 Sq Ft
    • Built 1916

    Last Sold Summary

    • 17% Below List Price
    • $392/SF
    • 79 Days On Market

    Current Estimated Value $1,553,234

    Last Listing Agent John Snyder Snyder Donegan Real Estate Group

    10 College Hill Rd, Woodstock, VT 05091
    • /28

      Est $1,379,281 Not Listed For Sale

      4411 Church Hill Rd, Woodstock, VT 05091

      • 3 Beds
      • 3 Baths
      • 2,836 Sq Ft
      • Built 1900
      4411 Church Hill Rd, Woodstock, VT 05091

      Last Sold Summary

      • 25% Below List Price
      • $652/SF
      • 21 Days On Market

      Last Sold Price $1,850,000

      Last Listing Agent Dia Jenks LandVest, Inc/Woodstock

  • /36

    $460,000 Sold Apr 18, 2025

    24 High St, Woodstock, VT 05091

    • 5 Beds
    • 2 Baths
    • 2,996 Sq Ft
    • Built 1840

    Last Sold Summary

    • 29% Below List Price
    • $154/SF
    • 325 Days On Market

    Current Estimated Value $492,597

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    24 High St, Woodstock, VT 05091
    • /40

      Not Listed For Sale

      1106 Church Hill Rd, Woodstock, VT 05091

      • 3 Beds
      • 2 Baths
      • 2,411 Sq Ft
      • Built 2009
      1106 Church Hill Rd, Woodstock, VT 05091

      Last Sold Summary

      • $830/SF
      • 35 Days On Market

      Last Sold Price $2,000,000

      Last Listing Agent Laird Bradley Williamson Group Sothebys Intl. Realty

  • /2

    $400,000 Sold Sep 30, 2025

    2 High St, Woodstock, VT 05091

    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft
    • Built 1890

    Last Sold Summary

    • 14% Below List Price
    • $250/SF
    • 89 Days On Market

    Current Estimated Value $414,471

    Last Listing Agent John Bassette Bassette Real Estate Group

    2 High St, Woodstock, VT 05091
    • /60

      Est $1,560,922 Not Listed For Sale

      1133 Atwood Ln, Woodstock, VT 05091

      • 3 Beds
      • 3 Baths
      • 3,001 Sq Ft
      • Built 1985
      1133 Atwood Ln, Woodstock, VT 05091

      Last Sold Summary

      • 4% Above List Price
      • $500/SF
      • 181 Days On Market

      Last Sold Price $1,499,000

      Last Listing Agent Tambrey Vutech KW Vermont Woodstock

  • /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 $628,891

    Last Listing Agent John Wetmore Wetmore Real Estate

    4165 Hartland Hill Rd, Woodstock, VT 05091
    • /40

      Not Listed For Sale

      148 E Hill Rd Unit A, South Woodstock, VT 05071

      • 3 Beds
      • 2 Baths
      • 2,030 Sq Ft
      • Built 1965
      148 E Hill Rd Unit A, South Woodstock, VT 05071

      Last Sold Summary

      • $202/SF
      • 94 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

Showing Results 121 - 160, Page 4 of 18

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