70

Recently Sold Woodstock, VT Homes

Section Image
  • 105 Happy Valley Rd, Woodstock, VT 05091
    105 Happy Valley Rd, Woodstock, VT 05091
    105 Happy Valley Rd, Woodstock, 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 $577,248

    Last Listing Agent John Bassette Bassette Real Estate Group

    105 Happy Valley Rd, Woodstock, VT 05091
  • 51 Terrace St, Woodstock, VT 05091
    51 Terrace St, Woodstock, VT 05091
    51 Terrace St, 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
  • 4 River St, Woodstock, VT 05091
    4 River St, Woodstock, VT 05091
    4 River St, 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 $891,946

    Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group

    4 River St, Woodstock, VT 05091
  • 42 Heritage Condo Way Unit 16, Woodstock, VT 05091
    42 Heritage Condo Way Unit 16, Woodstock, VT 05091
    42 Heritage Condo Way Unit 16, 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
  • 6 Highland Ave, Woodstock, VT 05091
    6 Highland Ave, Woodstock, VT 05091
    6 Highland Ave, Woodstock, VT 05091
    /39

    $410,000 Sold Apr 01, 2025

    6 Highland Ave, Woodstock, VT 05091

    • 1 Bed
    • 1 Bath
    • 1,052 Sq Ft
    • Built 1930

    Last Sold Summary

    • 9% Below List Price
    • $390/SF
    • 97 Days On Market

    Current Estimated Value $717,512

    Last Listing Agent John Wetmore Wetmore Real Estate

    6 Highland Ave, Woodstock, VT 05091
  • 35 Mountain Ave, Woodstock, VT 05091
    35 Mountain Ave, Woodstock, VT 05091
    35 Mountain Ave, 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

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    35 Mountain Ave, Woodstock, VT 05091
  • 51 Watkins Way Unit 2, Woodstock, VT 05091
    51 Watkins Way Unit 2, Woodstock, VT 05091
    51 Watkins Way Unit 2, 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 $1,860,826

    Last Listing Agent John King

    51 Watkins Way Unit 2, Woodstock, VT 05091
  • 739 Westerdale Rd, Woodstock, VT 05091
    739 Westerdale Rd, Woodstock, VT 05091
    739 Westerdale Rd, 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 $2,373,159

    Last Listing Agent John Snyder Snyder Donegan Real Estate Group

    739 Westerdale Rd, Woodstock, VT 05091
  • 13 Slayton Terrace, Woodstock, VT 05091
    13 Slayton Terrace, Woodstock, VT 05091
    13 Slayton Terrace, Woodstock, VT 05091
    /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 $685,571

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    13 Slayton Terrace, Woodstock, VT 05091
  • 85 Townhouse Way Unit 18, Woodstock, VT 05091
    85 Townhouse Way Unit 18, Woodstock, VT 05091
    85 Townhouse Way Unit 18, Woodstock, VT 05091
    /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
  • 56 Heritage Condo Way Unit 9, Woodstock, VT 05091
    56 Heritage Condo Way Unit 9, Woodstock, VT 05091
    56 Heritage Condo Way Unit 9, Woodstock, VT 05091
    /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
  • 10 College Hill Rd, Woodstock, VT 05091
    10 College Hill Rd, Woodstock, VT 05091
    10 College Hill Rd, Woodstock, VT 05091
    /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

    Last Listing Agent John Snyder Snyder Donegan Real Estate Group

    10 College Hill Rd, Woodstock, VT 05091
  • 24 High St, Woodstock, VT 05091
    24 High St, Woodstock, VT 05091
    24 High St, Woodstock, VT 05091
    /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 $479,799

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    24 High St, Woodstock, VT 05091
  • 2 High St, Woodstock, VT 05091
    2 High St, Woodstock, VT 05091
    /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 $412,506

    Last Listing Agent John Bassette Bassette Real Estate Group

    2 High St, Woodstock, VT 05091
  • 37 Maxham Rd, Woodstock, VT 05091
    37 Maxham Rd, Woodstock, VT 05091
    37 Maxham Rd, Woodstock, VT 05091
    /43

    $5,750,000 Sold Jan 30, 2026

    37 Maxham Rd, Woodstock, VT 05091

    • 6 Beds
    • 6 Baths
    • 8,264 Sq Ft
    • Built 1790

    Last Sold Summary

    • 6% Below List Price
    • $696/SF
    • 39 Days On Market

    Last Listing Agent Story Jenks LandVest, Inc/Woodstock

    37 Maxham Rd, Woodstock, VT 05091
  • 4165 Hartland Hill Rd, Woodstock, VT 05091
    4165 Hartland Hill Rd, Woodstock, VT 05091
    4165 Hartland Hill Rd, Woodstock, VT 05091
    /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 $602,055

    Last Listing Agent John Wetmore Wetmore Real Estate

    4165 Hartland Hill Rd, Woodstock, VT 05091
  • 19 Church St Unit EX, Woodstock, VT 05091
    19 Church St Unit EX, Woodstock, VT 05091
    19 Church St Unit EX, Woodstock, VT 05091
    /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 $892,690

    Last Listing Agent John Snyder Snyder Donegan Real Estate Group

    19 Church St Unit EX, Woodstock, VT 05091
  • 4945 South Rd, Woodstock, VT 05071
    4945 South Rd, Woodstock, VT 05071
    4945 South Rd, Woodstock, VT 05071
    /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 $1,849,093

    Last Listing Agent Story Jenks LandVest, Inc/Woodstock

    4945 South Rd, Woodstock, VT 05071
  • 75 Pleasant St, Woodstock, VT 05091
    75 Pleasant St, Woodstock, VT 05091
    75 Pleasant St, Woodstock, VT 05091
    /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

    Last Listing Agent Zoe Hathorn Washburn Snyder Donegan Real Estate Group

    75 Pleasant St, Woodstock, VT 05091
  • 85 Townhouse Way Unit 13, Woodstock, VT 05091
    85 Townhouse Way Unit 13, Woodstock, VT 05091
    85 Townhouse Way Unit 13, Woodstock, VT 05091
    /35

    $499,000 Sold Dec 01, 2025

    85 Townhouse Way Unit 13, Woodstock, VT 05091

    • 2 Beds
    • 3 Baths
    • 2,209 Sq Ft
    • Built 1978

    Last Sold Summary

    • $226/SF
    • 6 Days On Market

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    85 Townhouse Way Unit 13, Woodstock, VT 05091
  • 256 Barnard Rd, Woodstock, VT 05091
    256 Barnard Rd, Woodstock, VT 05091
    256 Barnard Rd, Woodstock, VT 05091
    /58

    $800,000 Sold Jan 07, 2026

    256 Barnard Rd, Woodstock, VT 05091

    • 4 Beds
    • 4 Baths
    • 3,184 Sq Ft
    • Built 1870

    Last Sold Summary

    • 3% Below List Price
    • $251/SF
    • 8 Days On Market

    Last Listing Agent Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

    256 Barnard Rd, Woodstock, VT 05091
  • 1613 W Woodstock Rd, Woodstock, VT 05091
    1613 W Woodstock Rd, Woodstock, VT 05091
    1613 W Woodstock Rd, Woodstock, VT 05091
    /52

    $545,000 Sold Aug 06, 2025

    1613 W Woodstock Rd, Woodstock, VT 05091

    • 3 Beds
    • 1.5 Baths
    • 2,240 Sq Ft
    • Built 1944

    Last Sold Summary

    • 1% Below List Price
    • $243/SF
    • 53 Days On Market

    Current Estimated Value $526,702

    Last Listing Agent Holly Hall Hall Collins Real Estate Group

    1613 W Woodstock Rd, Woodstock, VT 05091
  • 93 Blake Hill Rd Unit B, Woodstock, VT 05091
    93 Blake Hill Rd Unit B, Woodstock, VT 05091
    93 Blake Hill Rd Unit B, Woodstock, VT 05091
    /42

    $587,715 Sold Dec 19, 2025

    93 Blake Hill Rd Unit B, Woodstock, VT 05091

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $280/SF
    • 18 Days On Market

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    93 Blake Hill Rd Unit B, Woodstock, VT 05091
  • 944 College Hill Rd, Woodstock, VT 05091
    944 College Hill Rd, Woodstock, VT 05091
    944 College Hill Rd, Woodstock, VT 05091
    /43

    $700,000 Sold Feb 14, 2025

    944 College Hill Rd, Woodstock, VT 05091

    • 4 Beds
    • 2.5 Baths
    • 2,616 Sq Ft
    • Built 1988

    Last Sold Summary

    • 4% Below List Price
    • $268/SF
    • 15 Days On Market

    Current Estimated Value $747,266

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    944 College Hill Rd, Woodstock, VT 05091
  • 1059 Carlton Hill Rd, Woodstock, VT 05091
    1059 Carlton Hill Rd, Woodstock, VT 05091
    1059 Carlton Hill Rd, Woodstock, VT 05091
    /50

    $2,220,000 Sold Nov 24, 2025

    1059 Carlton Hill Rd, Woodstock, VT 05091

    • 5 Beds
    • 4.5 Baths
    • 4,832 Sq Ft
    • Built 2005

    Last Sold Summary

    • 8% Below List Price
    • $459/SF
    • 37 Days On Market

    Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

    1059 Carlton Hill Rd, Woodstock, VT 05091
  • 11 1/2 Church St Unit 4, Woodstock, VT 05091
    11 1/2 Church St Unit 4, Woodstock, VT 05091
    11 1/2 Church St Unit 4, Woodstock, VT 05091
    /42

    $627,500 Sold Oct 28, 2025

    11 1/2 Church St Unit 4, Woodstock, VT 05091

    • 2 Beds
    • 2 Baths
    • 1,554 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $404/SF
    • 3 Days On Market

    Last Listing Agent Susan Hickey Snyder Donegan Real Estate Group

    11 1/2 Church St Unit 4, Woodstock, VT 05091
  • 19 Linden Hill St, Woodstock, VT 05091
    19 Linden Hill St, Woodstock, VT 05091
    19 Linden Hill St, Woodstock, VT 05091
    /49

    $875,000 Sold May 16, 2025

    19 Linden Hill St, Woodstock, VT 05091

    • 3 Beds
    • 3.5 Baths
    • 2,034 Sq Ft
    • Built 1992

    Last Sold Summary

    • $430/SF
    • 19 Days On Market

    Last Listing Agent Holly Hall Hall Collins Real Estate Group

    19 Linden Hill St, Woodstock, VT 05091
  • 11A Prospect St, Woodstock, VT 05091
    11A Prospect St, Woodstock, VT 05091
    11A Prospect St, Woodstock, VT 05091
    /26

    $480,000 Sold Aug 15, 2025

    11A Prospect St, Woodstock, VT 05091

    • 2 Beds
    • 1.5 Baths
    • 930 Sq Ft
    • Built 1860

    Last Sold Summary

    • 2% Below List Price
    • $516/SF
    • 98 Days On Market

    Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

    11A Prospect St, Woodstock, VT 05091
  • 1028 Fairbanks Turn, Woodstock, VT 05091
    1028 Fairbanks Turn, Woodstock, VT 05091
    1028 Fairbanks Turn, Woodstock, VT 05091
    /8

    $110,000 Sold Mar 21, 2025

    1028 Fairbanks Turn, Woodstock, VT 05091

    • Land
    • 0.97 Acre
    • $113,402 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 162 Days On Market

    Last Listing Agent Heather Ashline BHHS Verani Upper Valley

    1028 Fairbanks Turn, Woodstock, VT 05091
  • 851 Riverside Park Rd, Woodstock, VT 05091
    851 Riverside Park Rd, Woodstock, VT 05091
    851 Riverside Park Rd, Woodstock, VT 05091
    /60

    $1,800,000 Sold Jan 12, 2026

    851 Riverside Park Rd, Woodstock, VT 05091

    • 4 Beds
    • 3.5 Baths
    • 5,573 Sq Ft
    • Built 1986

    Last Sold Summary

    • 27% Below List Price
    • $323/SF
    • 327 Days On Market

    Last Listing Agent Richard Higgerson Higgerson & Company

    851 Riverside Park Rd, Woodstock, VT 05091

Showing Results 41 - 70, Page 2 of 2

Vermont Windsor County Woodstock

Recently Sold Real Estate & Homes in Woodstock, VT

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group