Woodstock Town, VT Homes

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  /34

  $679,000 Sold Aug 04, 2025

  294 Barberry Hill Rd, Woodstock, VT 05091

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft
  • Built 1968

  Last Sold Summary

  • $319/SF
  • 49 Days On Market

  Current Estimated Value $757,184

  Last Listing Agent Bonnie Bergeron Snyder Donegan Real Estate Group

  294 Barberry Hill Rd, Woodstock, VT 05091
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  /26

  Est $1,272,587 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

  • 8% 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
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  /41

  $845,000

  • 2 Beds
  • 1.5 Baths
  • 1,714 Sq Ft

  403 Horse Shoe Way, Woodstock, VT 05071

  Totally secluded on a rolling hillside, just 10 minutes from the Woodstock Village Green, this storybook Post and Beam cottage awaits your vision. From the reclaimed centuries old barn frame to the massive fieldstone fireplace, every detail is well thought, and impeccably executed honoring the Vermont tradition of reclaiming and utilizing locally sourced materials.The home was carefully, and

  Danny Kogut Williamson Group Sothebys Intl. Realty

  403 Horse Shoe Way, Woodstock, VT 05071
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  /36

  $1,800,000 Sold May 23, 2025

  484 Carlton Hill Rd, Woodstock, VT 05091

  • 4 Beds
  • 5 Baths
  • 4,100 Sq Ft
  • Built 2008

  Last Sold Summary

  • $439/SF
  • 61 Days On Market

  Current Estimated Value $1,869,556

  Last Listing Agent Jennifer Kirkman KW Vermont Woodstock

  484 Carlton Hill Rd, Woodstock, VT 05091
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  /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
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  /60

  $825,000

  • 5 Beds
  • 5 Baths
  • 3,886 Sq Ft

  3961 Hartland Hill Rd, Woodstock, VT 05091

  NEW PRICE! This lovely,expanded Cape sits just a half mile from Woodstock Village's East End.Surrounded by rolling green fields and wooded hillsides-this home offers a beautiful country setting less than a mile to village shopping, schools, dining and recreation. Updated with modern finishes to enhance accessibility and one level living-while maintaining the warm, country charm. First floor

  Tambrey Vutech KW Vermont Woodstock

  3961 Hartland Hill Rd, Woodstock, VT 05091
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  /20

  $2,900,000 Sold May 05, 2025

  3086 South Rd, Woodstock, VT 05091

  • 4 Beds
  • 4.5 Baths
  • 3,550 Sq Ft
  • Built 1986

  Last Sold Summary

  • 12% Above List Price
  • $817/SF
  • 0 Days On Market

  Current Estimated Value $3,044,104

  Last Listing Agent John Snyder Snyder Donegan Real Estate Group

  3086 South Rd, Woodstock, VT 05091
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  /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
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  /35

  $495,000

  • 4 Beds
  • 3 Baths
  • 2,470 Sq Ft

  3364 W Woodstock Rd, Woodstock, VT 05091

  Welcome to this lovingly updated antique Cape, set on two open, level acres across from the sparkling Ottauquechee River. Just five minutes from Woodstock Village and perfectly positioned on the west side for quick trips to Killington and Pico, this home makes the ideal Vermont getaway. Inside, you’ll find four comfortable bedrooms and a warm, inviting layout designed for making memories. Gather

  Keri Cole Williamson Group Sothebys Intl. Realty

  3364 W Woodstock Rd, Woodstock, VT 05091
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  /31

  $920,000 Sold Nov 17, 2025

  348 Laughlin Rd, Woodstock, VT 05091

  • 4 Beds
  • 3 Baths
  • 2,882 Sq Ft
  • Built 1972

  Last Sold Summary

  • 1% Below List Price
  • $319/SF
  • 7 Days On Market

  Current Estimated Value $891,287

  Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group

  348 Laughlin Rd, Woodstock, VT 05091
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  /40

  Est $873,434 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

  • $475/SF
  • 8 Days On Market

  Last Sold Price $875,000

  Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty
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  /24

  $646,500

  • Land
  • 37.85 Acres
  • $17,081 per Acre

  0 South Rd, Woodstock, VT 05071

  Country land at the south end of Woodstock reaching from RT 106 to the top of the ridge. Potential for views with clearing at several levels. Trails through the property with access to the GMHA network. Stonewalls and a stream.About two miles to GMHA and South Woodstock village, one mile to VAST trail.40 minutes to skiing at Killington, less to Okemos. Seven miles into Woodstock Village.

  Matthew Spittle Vermont Horse Country Real Estate

  0 South Rd, Woodstock, VT 05071
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  /40

  $740,000 Sold Aug 18, 2025

  339 Gully Rd, Woodstock, VT 05091

  • 4 Beds
  • 2.5 Baths
  • 2,688 Sq Ft
  • Built 1975

  Last Sold Summary

  • 5% Below List Price
  • $275/SF
  • 67 Days On Market

  Current Estimated Value $790,236

  Last Listing Agent Derek Cosentino Four Seasons Sotheby's Int'l Realty

  339 Gully Rd, Woodstock, VT 05091
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  /40

  Not Listed For Sale

  587 Old River Rd, Woodstock, VT 05091

  • 5 Beds
  • 5.5 Baths
  • 6,799 Sq Ft
  • Built 1850

  587 Old River Rd, Woodstock, VT 05091

  Last Sold Summary

  • $1,144/SF
  • 473 Days On Market

  Last Sold Price $7,775,000

  Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty
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  /45

  $689,000

  • 4 Beds
  • 3 Baths
  • 3,190 Sq Ft

  598 E Woodstock Rd, Woodstock, VT 05091

  Historic Woodstock, Vermont – Spacious Home on Nearly 3 Acres. Welcome to a rare opportunity in the heart of Woodstock, one of Vermont’s most picturesque and sought-after villages. This expansive home offers generous living space with many rooms, providing flexibility for a large household, home offices, guest quarters, or the potential to create multiple apartments (buyer to verify local

  Erika Smith Coldwell Banker LIFESTYLES - Hanover

  598 E Woodstock Rd, Woodstock, VT 05091
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  /17

  $86,500 Sold May 16, 2025

  132 Riverbend Way, Woodstock, VT 05091

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 2011

  Last Sold Summary

  • 13% Below List Price
  • $77/SF
  • 86 Days On Market

  Last Listing Agent Jenna Luce RE/MAX Upper Valley

  132 Riverbend Way, Woodstock, VT 05091
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  /38

  Est $924,000 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

  • 10% Above List Price
  • $563/SF
  • 5 Days On Market

  Last Sold Price $840,000

  Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty
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  /9

  $275,000

  • Land
  • 0.43 Acre
  • $639,535 per Acre

  1054 W Woodstock Rd, Woodstock, VT 05091

  Ideally located parcel across West Woodstock Road from the Woodstock Farmers Market and 500 yards from the entry to Woodstock Union Middle & High School. Public water and sewer available with access off Prosper Road near the junction of US Road Route 4/West Woodstock Road. Building plans available. Multi-unit housing development potential in zero vacancy environment.

  Laird Bradley Williamson Group Sothebys Intl. Realty

  1054 W Woodstock Rd, Woodstock, VT 05091
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  /50

  $875,000 Sold Feb 10, 2026

  100 Pomfret Rd, Woodstock, VT 05091

  • 4 Beds
  • 2.5 Baths
  • 2,044 Sq Ft
  • Built 1930

  Last Sold Summary

  • 7% Below List Price
  • $428/SF
  • 163 Days On Market

  Current Estimated Value $869,451

  Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

  100 Pomfret Rd, Woodstock, VT 05091
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  /40

  Est $623,469 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

  • $332/SF
  • 4 Days On Market

  Last Sold Price $626,000

  Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty
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  /40

  $725,000

  • 4 Beds
  • 3 Baths
  • 3,584 Sq Ft

  3914 South Rd, Woodstock, VT 05091

  This South Woodstock contemporary residence was designed by the original architect-owner to showcase Vermont’s changing seasons and capture views of the Kedron Brook as it wanders through the property past small meadows tucked in along the banks. The home can be accessed privately at grade level through the heated garage and mudroom, while guests enter via a covered entry to the upper level. The

  Laird Bradley Williamson Group Sothebys Intl. Realty

  3914 South Rd, Woodstock, VT 05091
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  /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
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  /40

  Est $681,606 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

  • 6% 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
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  /33

  $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
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  /41

  $1,075,000 Sold Jul 15, 2025

  119 English Mills Way, Woodstock, VT 05091

  • 5 Beds
  • 4.5 Baths
  • 4,698 Sq Ft
  • Built 1985

  Last Sold Summary

  • 26% Below List Price
  • $229/SF
  • 353 Days On Market

  Current Estimated Value $1,148,038

  Last Listing Agent John Wetmore Wetmore Real Estate

  119 English Mills Way, Woodstock, VT 05091
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  /29

  Est $614,188 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

  • 10% 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
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  /11

  $190,000

  • 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
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  /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 $632,226

  Last Listing Agent John Bassette Bassette Real Estate Group

  105 Happy Valley Rd, Woodstock, VT 05091
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  /40

  Est $680,220 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

  • 37% Above List Price
  • $170/SF
  • 92 Days On Market

  Last Sold Price $495,000

  Last Listing Agent John Wetmore Wetmore Real Estate
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  /42

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  1079 Fletcher Hill Rd, Woodstock, VT 05071

  This charming 2-bedroom ranch house offers a nice layout for main floor living. Features include a sunroom entrance, two bedrooms, a full bath, laundry room, and a main living/dining area with a kitchen, all within a rural setting with ample natural light, local views, and a deck. Recent updates include a primary bedroom ensuite featuring a custom walk-in shower and double sinks, new flooring, a

  Terry Davis Williamson Group Sothebys Intl. Realty

  1079 Fletcher Hill Rd, Woodstock, VT 05071
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  /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
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  /24

  Est $518,369 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

  • 3% Above 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
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  /27

  $650,000 Under Contract

  • Land
  • 77.7 Acres
  • $8,366 per Acre

  0 Mecawee Rd, Woodstock, VT 05091

  Spectacular 77+ acre parcel on sought after Mecawee Rd. with a perfect combination of level, sloping and hilly terrain. There are multiple building sites including a large cleared area set back off the road with a driveway in place and utilities (electric & fiber optic) at the street. This past Fall, the Sellers went to great lengths to clear the land all the way down to the road opening up

  Dan Noble Snyder Donegan Real Estate Group

  0 Mecawee Rd, Woodstock, VT 05091
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  /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 $2,517,713

  Last Listing Agent John Snyder Snyder Donegan Real Estate Group

  739 Westerdale Rd, Woodstock, VT 05091
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  /40

  Est $1,570,096 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

  • 12% Above List Price
  • $460/SF
  • 23 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty
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  /19

  $695,000

  • Land
  • 60.57 Acres
  • $11,474 per Acre

  0 Noah Wood Rd, Woodstock, VT 05071

  Incredible location! 60+ acres situated on the corner of South Rd. (106) and Noah Wood Rd. in beautiful South Woodstock. The land rises from the roads to the crest of the hilltop with amazing view potential looking to the Northeast. Multiple building sites can be found throughout the property which offers great recreational opportunities including direct access to the VAST trail on the lower

  Dan Noble Snyder Donegan Real Estate Group

  0 Noah Wood Rd, Woodstock, VT 05071
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  /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
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  /14

  Est $691,267 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

  • 2% Above List Price
  • $409/SF
  • 0 Days On Market

  Last Sold Price $678,000

  Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group
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  /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
• 

  

  /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

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