Woodstock Town, VT Homes

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  /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
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  /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
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  /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 $666,671

  Last Listing Agent John Wetmore Wetmore Real Estate

  4165 Hartland Hill Rd, Woodstock, VT 05091
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  /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
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  /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
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  /35

  $475,000 Sold Mar 27, 2025

  378 Fletcher Hill Rd, South Woodstock, VT 05071

  • 4 Beds
  • 1 Bath
  • 1,424 Sq Ft
  • Built 1971

  Last Sold Summary

  • 10% Below List Price
  • $334/SF
  • 144 Days On Market

  Last Listing Agent John Wetmore Wetmore Real Estate

  378 Fletcher Hill Rd, South Woodstock, VT 05071
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  /43

  Est $747,266 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

  • 7% Above List Price
  • $268/SF
  • 15 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty
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  /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 65 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
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  /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 $226,583

  Last Listing Agent John Bassette Bassette Real Estate Group

  42 Heritage Condo Way Unit 14D, Woodstock, VT 05091
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  /28

  Est $1,211,470 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

  • 35% Below List Price
  • $652/SF
  • 21 Days On Market

  Last Sold Price $1,850,000

  Last Listing Agent Dia Jenks LandVest, Inc/Woodstock
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  /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
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  /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
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  /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
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  $395,000

  • 4 Beds
  • 2 Baths
  • 1,617 Sq Ft

  5798 W Woodstock Rd, Woodstock, VT 05091

  Charming 4 bedroom farmhouse with attached barn/garage with lots of overhead storage is located across the road from the scenic Ottauquechee River. Minutes from Woodstock Village Green with all of its amenities and a short distance from Killington with its world renown Ski Resort. Year round activities abound ! The house has a sunny eat in kitchen, spacious dining room and a living room complete

  Carol Wood Williamson Group Sothebys Intl. Realty

  5798 W Woodstock Rd, Woodstock, VT 05091
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  /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

  Current Estimated Value $492,896

  Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  85 Townhouse Way Unit 13, Woodstock, VT 05091
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  /60

  Est $1,511,956 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

  • 1% Above List Price
  • $500/SF
  • 181 Days On Market

  Last Sold Price $1,499,000

  Last Listing Agent Tambrey Vutech KW Vermont Woodstock
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  /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
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  /51

  $977,500 Sold Feb 17, 2026

  958 E Woodstock Rd, Woodstock, VT 05091

  • 4 Beds
  • 2.5 Baths
  • 2,231 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Below List Price
  • $438/SF
  • 4 Days On Market

  Current Estimated Value $1,116,423

  Last Listing Agent Carter Auch BHHS Verani Upper Valley

  958 E Woodstock Rd, Woodstock, VT 05091
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  /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
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  /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
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  /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

  Current Estimated Value $826,300

  Last Listing Agent Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

  256 Barnard Rd, Woodstock, VT 05091
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  Not Listed For Sale

  21 Townhouse Way, Woodstock, VT 05091

  • 2 Beds
  • 2.5 Baths
  • 1,152 Sq Ft
  • Built 1982

  21 Townhouse Way, Woodstock, VT 05091

  Last Sold Summary

  • $311/SF
  • 54 Days On Market

  Last Sold Price $358,000

  Last Listing Agent Carol Wood Williamson Group Sothebys Intl. Realty
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  /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
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  /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 $580,583

  Last Listing Agent Holly Hall Hall Collins Real Estate Group

  1613 W Woodstock Rd, Woodstock, VT 05091
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  /17

  Est $1,166,198 Not Listed For Sale

  4651 Cloudland Rd, Woodstock, VT 05091

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft
  • Built 1992

  4651 Cloudland Rd, Woodstock, VT 05091

  Last Sold Summary

  • 9% Below List Price
  • $710/SF
  • 49 Days On Market

  Last Sold Price $1,276,000

  Last Listing Agent Wade Treadway Wade I Treadway Real Estate
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  /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
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  /32

  Est $827,488 Not Listed For Sale

  1207 Church Hill Rd, Woodstock, VT 05091

  • 3 Beds
  • 4 Baths
  • 2,527 Sq Ft
  • Built 1890

  1207 Church Hill Rd, Woodstock, VT 05091

  Last Sold Summary

  • 20% Above List Price
  • $274/SF
  • 195 Days On Market

  Last Sold Price $692,000

  Last Listing Agent John Snyder Snyder Donegan Real Estate Group
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  /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

  Current Estimated Value $2,253,594

  Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

  1059 Carlton Hill Rd, Woodstock, VT 05091
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  Not Listed For Sale

  257 Riverbend Way, Woodstock, VT 05091

  • 2 Beds
  • 2 Baths
  • 1,124 Sq Ft
  • Built 1977

  257 Riverbend Way, Woodstock, VT 05091

  Last Sold Summary

  • $62/SF
  • 141 Days On Market

  Last Sold Price $70,000

  Last Listing Agent Heather Ashline BHHS Verani Upper Valley
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  /28

  $882,500 Sold Jun 18, 2025

  46 Stewart Ln Unit P-304, Ludlow, VT 05149

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft
  • Built 1989

  Last Sold Summary

  • 7% Below List Price
  • $546/SF
  • 111 Days On Market

  Current Estimated Value $899,729

  Last Listing Agent Katherine Burns William Raveis Real Estate Vermont Properties

  46 Stewart Ln Unit P-304, Ludlow, VT 05149
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  /25

  Not Listed For Sale

  144 Town Farm Rd, Woodstock, VT 05071

  • 8 Beds
  • 5 Baths
  • 2,908 Sq Ft
  • Built 1978

  144 Town Farm Rd, Woodstock, VT 05071

  Last Sold Summary

  • $619/SF
  • 488 Days On Market

  Last Sold Price $1,800,000

  Last Listing Agent Story Jenks LandVest, Inc/Woodstock
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  /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

  Current Estimated Value $2,469,401

  Last Listing Agent Richard Higgerson Higgerson & Company

  851 Riverside Park Rd, Woodstock, VT 05091
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  /10

  Est $330,947 Not Listed For Sale

  139 Doe Hill Way, Woodstock, VT 05091

  • 1 Bed
  • 1 Bath
  • 1,024 Sq Ft
  • Built 1979

  139 Doe Hill Way, Woodstock, VT 05091

  Last Sold Summary

  • 44% Above List Price
  • $225/SF
  • 127 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Susan Bellville Bellville Realty
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  /40

  Est $566,447 Not Listed For Sale

  4662 W Woodstock Rd, Woodstock, VT 05091

  • 5 Beds
  • 2.5 Baths
  • 1,296 Sq Ft
  • Built 1972

  4662 W Woodstock Rd, Woodstock, VT 05091

  Last Sold Summary

  • 22% Above List Price
  • $357/SF
  • 2 Days On Market

  Last Sold Price $462,500

  Last Listing Agent Laird Bradley Williamson Group Sothebys Intl. Realty
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  /26

  Est $633,904 Not Listed For Sale

  2456 Cox District Rd Unit 250.32.02.01, Woodstock, VT 05091

  • 2 Beds
  • 2 Baths
  • 2,032 Sq Ft
  • Built 1972

  2456 Cox District Rd Unit 250.32.02.01, Woodstock, VT 05091

  Last Sold Summary

  • 36% Above List Price
  • $229/SF
  • 12 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Dorothea Mongulla High End Realty
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  /40

  Est $386,136 Not Listed For Sale

  1747 Long Hill Rd, Woodstock, VT 05091

  • 1 Bed
  • 1 Bath
  • 868 Sq Ft
  • Built 1940

  1747 Long Hill Rd, Woodstock, VT 05091

  Last Sold Summary

  • 14% Below List Price
  • $518/SF
  • 65 Days On Market

  Last Sold Price $450,000

  Last Listing Agent John Wetmore Wetmore Real Estate
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  /40

  Est $455,315 Not Listed For Sale

  1176 W Woodstock Rd, Woodstock, VT 05091

  • 3 Beds
  • 2 Baths
  • 1,457 Sq Ft
  • Built 1850

  1176 W Woodstock Rd, Woodstock, VT 05091

  Last Sold Summary

  • 69% Above List Price
  • $185/SF
  • 9 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Karolina Burtt EXP Realty
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  /40

  Est $2,105,791 Not Listed For Sale

  2018 Church Hill Rd, Woodstock, VT 05091

  • 4 Beds
  • 3.5 Baths
  • 3,502 Sq Ft
  • Built 1996

  2018 Church Hill Rd, Woodstock, VT 05091

  Last Sold Summary

  • 16% Above List Price
  • $517/SF
  • 159 Days On Market

  Last Sold Price $1,810,000

  Last Listing Agent Laird Bradley Williamson Group Sothebys Intl. Realty
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  /39

  Est $1,461,669 Not Listed For Sale

  268 Willow Brook Rd, Woodstock, VT 05091

  • 4 Beds
  • 5 Baths
  • 3,962 Sq Ft
  • Built 1987

  268 Willow Brook Rd, Woodstock, VT 05091

  Last Sold Summary

  • 20% Above List Price
  • $307/SF
  • 137 Days On Market

  Last Sold Price $1,215,000

  Last Listing Agent Laird Bradley Williamson Group Sothebys Intl. Realty
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  Est $2,110,420 Not Listed For Sale

  587 College Hill Rd, Woodstock, VT 05091

  • 4 Beds
  • 2.5 Baths
  • 4,163 Sq Ft
  • Built 2006

  587 College Hill Rd, Woodstock, VT 05091

  Last Sold Summary

  • 8% Below List Price
  • $552/SF
  • 3 Days On Market

  Last Sold Price $2,300,000

  Last Listing Agent John Snyder Snyder Donegan Real Estate Group

Showing Results 81 - 120, Page 3 of 18