2,959

South Woodstock, VT Homes

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    • /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

      Last Listing Agent John Chapin Williamson Group Sothebys Intl. Realty

  • /26

    $479,000

    • 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
  • /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
    • /27

      Est $437,216 Not Listed For Sale

      125 Brownsville Rd, Hartland, VT 05048

      • 2 Beds
      • 1.5 Baths
      • 1,100 Sq Ft
      • Built 1972
      125 Brownsville Rd, Hartland, VT 05048

      Last Sold Summary

      • 13% Above List Price
      • $351/SF
      • 8 Days On Market

      Last Sold Price $386,000

      Last Listing Agent Heather Ashline BHHS Verani Upper Valley

  • /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
  • /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
    • /38

      Est $1,199,109 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

      • 24% Below List Price
      • $469/SF
      • 112 Days On Market

      Last Sold Price $1,570,000

      Last Listing Agent Carol Wood Williamson Group Sothebys Intl. Realty

  • /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
    • /40

      Est $529,907 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

      • 51% Above List Price
      • $255/SF
      • 18 Days On Market

      Last Sold Price $349,900

      Last Listing Agent Daniel Pol Killington Pico Realty

  • /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
    • /26

      Est $1,294,410 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

      • 6% Below List Price
      • $565/SF
      • 0 Days On Market

      Last Sold Price $1,380,000

      Last Listing Agent John Snyder Snyder Donegan Real Estate Group

  • /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
    • /37

      Est $500,290 Not Listed For Sale

      3328 Brownsville Hartland Rd, West Windsor, VT 05089

      • 3 Beds
      • 2 Baths
      • 1,919 Sq Ft
      • Built 1830
      3328 Brownsville Hartland Rd, West Windsor, VT 05089

      Last Sold Summary

      • 24% Above List Price
      • $211/SF
      • 94 Days On Market

      Last Sold Price $405,000

      Last Listing Agent David Donegan Snyder Donegan Real Estate Group

  • /48

    $1,200,000 Sold Nov 21, 2025

    853 Silver Hill Rd, West Windsor, VT 05037

    • 4 Beds
    • 3 Baths
    • 2,252 Sq Ft
    • Built 1975

    Last Sold Summary

    • 1% Above List Price
    • $533/SF
    • 0 Days On Market

    Last Listing Agent Dail Frates Snyder Donegan Real Estate Group

    853 Silver Hill Rd, West Windsor, VT 05037
    • /40

      Not Listed For Sale

      418 Fletcher Hill Rd, South Woodstock, VT 05071

      • 3 Beds
      • 2.5 Baths
      • 2,434 Sq Ft
      • Built 2001
      418 Fletcher Hill Rd, South Woodstock, VT 05071

      Last Sold Summary

      • $257/SF
      • 43 Days On Market

      Last Sold Price $625,000

      Last Listing Agent Terry Davis Williamson Group Sothebys Intl. Realty

  • /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
    • /40

      Not Listed For Sale

      486 Benedict Rd, South Woodstock, VT 05071

      • 6 Beds
      • 7 Baths
      • 6,040 Sq Ft
      • Built 1820
      486 Benedict Rd, South Woodstock, VT 05071

      Last Sold Summary

      • $555/SF
      • 210 Days On Market

      Last Sold Price $3,350,000

      Last Listing Agent John Snyder Snyder Donegan Real Estate Group

  • /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
    • /40

      Est $3,910,253 Not Listed For Sale

      322 Weed Rd, Hartland, VT 05048

      • 4 Beds
      • 5.5 Baths
      • 4,286 Sq Ft
      • Built 1784
      322 Weed Rd, Hartland, VT 05048

      Last Sold Summary

      • 6% Above List Price
      • $863/SF
      • 283 Days On Market

      Last Sold Price $3,700,000

      Last Listing Agent Story 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

      Est $819,860 Not Listed For Sale

      917 Carlton Hill Rd, Woodstock, VT 05091

      • 3 Beds
      • 2.5 Baths
      • 1,844 Sq Ft
      • Built 1975
      917 Carlton Hill Rd, Woodstock, VT 05091

      Last Sold Summary

      • 6% Below List Price
      • $475/SF
      • 8 Days On Market

      Last Sold Price $875,000

      Last Listing Agent Keri Cole 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
    • /38

      Est $882,576 Not Listed For Sale

      506 Westerdale Rd, Woodstock, VT 05091

      • 3 Beds
      • 2 Baths
      • 1,492 Sq Ft
      • Built 1987
      506 Westerdale Rd, Woodstock, VT 05091

      Last Sold Summary

      • 5% Above List Price
      • $563/SF
      • 5 Days On Market

      Last Sold Price $840,000

      Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  • /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
    • /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

  • /37

    $685,000 Sold Aug 04, 2025

    258 Densmore Hill Rd, Hartland, VT 05048

    • 3 Beds
    • 2.5 Baths
    • 2,239 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Below List Price
    • $306/SF
    • 60 Days On Market

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    258 Densmore Hill Rd, Hartland, VT 05048
    • /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

  • /52

    $564,000 Sold Jul 28, 2025

    551 Vermont 12, Hartland, VT 05048

    • 3 Beds
    • 3 Baths
    • 3,157 Sq Ft
    • Built 2007

    Last Sold Summary

    • 5% Below List Price
    • $179/SF
    • 93 Days On Market

    Current Estimated Value $546,792

    Last Listing Agent Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    551 Vermont 12, Hartland, VT 05048
    • /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

  • /60

    $220,000 Sold Mar 02, 2026

    42 Heritage Condo Way Unit 14D, Woodstock, VT 05091

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

    Last Sold Summary

    • 4% Below List Price
    • $257/SF
    • 79 Days On Market

    Current Estimated Value $227,220

    Last Listing Agent John Bassette Bassette Real Estate Group

    42 Heritage Condo Way Unit 14D, 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

  • /27

    $900,000 Sold Oct 17, 2025

    19 Church St Unit EX, Woodstock, VT 05091

    • 5 Beds
    • 4.5 Baths
    • 3,486 Sq Ft
    • Built 1940

    Last Sold Summary

    • 25% Below List Price
    • $258/SF
    • 99 Days On Market

    Current Estimated Value $882,201

    Last Listing Agent John Snyder Snyder Donegan Real Estate Group

    19 Church St Unit EX, 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

  • /43

    $1,850,000 Sold Oct 24, 2025

    4945 South Rd, Woodstock, VT 05071

    • 5 Beds
    • 3.5 Baths
    • 3,502 Sq Ft
    • Built 1811

    Last Sold Summary

    • 26% Below List Price
    • $528/SF
    • 228 Days On Market

    Current Estimated Value $1,756,868

    Last Listing Agent Story Jenks LandVest, Inc/Woodstock

    4945 South Rd, Woodstock, VT 05071
    • /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

  • /22

    $165,000 Sold May 28, 2025

    674 Vermont 12, Hartland, VT 05048

    • Land
    • 50 Acres
    • $3,300 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 0 Days On Market

    Last Listing Agent John Bassette Bassette Real Estate Group

    674 Vermont 12, Hartland, VT 05048
    • /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

  • /33

    $525,000 Sold Dec 22, 2025

    75 Pleasant St, Woodstock, VT 05091

    • 3 Beds
    • 1 Bath
    • 1,064 Sq Ft
    • Built 2020

    Last Sold Summary

    • $493/SF
    • 3 Days On Market

    Current Estimated Value $517,879

    Last Listing Agent Zoe Hathorn Washburn Snyder Donegan Real Estate Group

    75 Pleasant St, 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

Showing Results 121 - 160, Page 4 of 18

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