Woodstock, VT Homes

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  /24

  $239,000 Pending

  • 1 Bed
  • 1 Bath
  • 816 Sq Ft

  42 Heritage Condo Way Unit 22, Woodstock, VT 05091

  Bright and efficient 1-bedroom ground-level condo in the sought-after Heritage Way association, just one mile from Woodstock Village. This move-in-ready coveted end unit offers comfort, privacy, and numerous recent updates. Features include a new Rinnai furnace (2023), new Anderson sliding glass door and bedroom windows (2024), drop ceiling with added sound insulation, and full-size washer and

  

  Kasia Butterfield

  Coldwell Banker LIFESTYLES - Quechee

  (802) 520-0625

  42 Heritage Condo Way Unit 22, Woodstock, VT 05091
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  /20

  $2,800 per month

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Apartment for Rent

  21 Central St Unit 3rd floor, Woodstock, VT 05091

  Just now offered for lease is a luxury apartment in the very heart of Woodstock Village! The elevated location, above the hub of central village shopping, presents captivating views of village activity, as well as distant hills. The owners started with a blank slate, in a previously vacant space and have provided all of the benefits of wall to wall new construction. State of the art mechanical

  John Wetmore Wetmore Real Estate

  21 Central St Unit 3rd floor, Woodstock, VT 05091
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  /53

  $798,000 Sold Oct 31, 2025

  392 Gully Rd, Woodstock, VT 05091

  • 2 Beds
  • 2 Baths
  • 1,308 Sq Ft
  • Built 2019

  Last Sold Summary

  • $610/SF
  • 28 Days On Market

  Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

  392 Gully Rd, Woodstock, VT 05091
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  /48

  Est $1,070,555 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,058 Sq Ft

  5274 W Woodstock Rd, Woodstock, VT 05091

  5274 W Woodstock Rd, Woodstock, VT 05091
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  /31

  $995,000

  • 3 Beds
  • 3.5 Baths
  • 2,584 Sq Ft

  26 Mount Peg Rd Unit B, Woodstock, VT 05091

  Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

  Mary Mayhew Snyder Donegan Real Estate Group

  26 Mount Peg Rd Unit B, Woodstock, VT 05091
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  /36

  $655,000 Sold Nov 24, 2025

  4 Stanton St, Woodstock, VT 05091

  • 4 Beds
  • 2.5 Baths
  • 2,124 Sq Ft
  • Built 1901

  Last Sold Summary

  • 18% Above List Price
  • $308/SF
  • 7 Days On Market

  Last Listing Agent Nan Carroll Coldwell Banker LIFESTYLES - Hanover

  4 Stanton St, Woodstock, VT 05091
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  /39

  Est $845,604 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,507 Sq Ft

  433 Cowdrey Path, Woodstock, VT 05091

  433 Cowdrey Path, Woodstock, VT 05091
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  /28

  $995,000

  • 3 Beds
  • 3.5 Baths
  • 2,584 Sq Ft

  26 Mount Peg Rd Unit C, Woodstock, VT 05091

  Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

  Mary Mayhew Snyder Donegan Real Estate Group

  26 Mount Peg Rd Unit C, Woodstock, VT 05091
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  /59

  $1,625,000 Sold Oct 24, 2025

  7 North St, Woodstock, VT 05091

  • 2 Beds
  • 3 Baths
  • 2,106 Sq Ft
  • Built 1880

  Last Sold Summary

  • 12% Below List Price
  • $772/SF
  • 111 Days On Market

  Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

  7 North St, Woodstock, VT 05091
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  /35

  Est $582,198 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,146 Sq Ft

  93 Blackbriar Rd, Woodstock, VT 05091

  93 Blackbriar Rd, Woodstock, VT 05091
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  /49

  $1,595,000

  • 5 Beds
  • 3.5 Baths
  • 3,648 Sq Ft

  1522 Barnard Rd, Woodstock, VT 05091

  Just 2 miles from Woodstock Village, this gracious brick cape on 6 open acres offers space, comfort, and classic Vermont charm. The expanded chef’s kitchen opens to a gracious gathering room ideal for entertaining, while 3 fireplaces—wood-burning, brick, and gas-ready—provide cozy warmth throughout. Upstairs, find 3–4 bedrooms including one with its own fireplace, plus a private guest room or

  Keri Cole Williamson Group Sothebys Intl. Realty

  1522 Barnard Rd, Woodstock, VT 05091
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  /40

  $1,625,000 Sold Sep 29, 2025

  441 Spruce Way, Woodstock, VT 05091

  • 4 Beds
  • 3 Baths
  • 2,619 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $620/SF
  • 6 Days On Market

  Last Listing Agent John Snyder Snyder Donegan Real Estate Group

  441 Spruce Way, Woodstock, VT 05091
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  /34

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,590 Sq Ft

  5 Mountain Ave Unit 4, Woodstock, VT 05091

  5 Mountain Ave Unit 4, Woodstock, VT 05091
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  /31

  $1,195,000

  • 3 Beds
  • 3.5 Baths
  • 2,385 Sq Ft

  26 Mount Peg Rd Unit D, Woodstock, VT 05091

  Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

  Mary Mayhew Snyder Donegan Real Estate Group

  26 Mount Peg Rd Unit D, Woodstock, VT 05091
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  /32

  $700,000 Sold May 30, 2025

  13 Golf Ave, Woodstock, VT 05091

  • 2 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 1880

  Last Sold Summary

  • $461/SF
  • 0 Days On Market

  Current Estimated Value $688,474

  Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  13 Golf Ave, Woodstock, VT 05091
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  /27

  Est $1,069,013 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,579 Sq Ft

  7 Golf Ave, Woodstock, VT 05091

  7 Golf Ave, Woodstock, VT 05091
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  /48

  $1,689,000

  • 3 Beds
  • 3.5 Baths
  • 3,294 Sq Ft

  39 Elm St Unit B, Woodstock, VT 05091

  The Richmond House – Unit B | Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a distinguished brick Federal with a softly weathered, rose-hued patina and elegant architectural details. Set on over an acre behind a classic white picket fence, this historic property—reimagined under the direction of Laurence Rockefeller—comprises three luxurious residences

  Zoe Hathorn Washburn Snyder Donegan Real Estate Group

  39 Elm St Unit B, Woodstock, VT 05091
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  /40

  $4,205,000 Sold Jan 27, 2025

  327 Fletcher Schoolhouse Rd, Woodstock, VT 05071

  • 4 Beds
  • 3.5 Baths
  • 4,638 Sq Ft
  • Built 1797

  Last Sold Summary

  • 2% Below List Price
  • $907/SF
  • 121 Days On Market

  Last Listing Agent Story Jenks LandVest, Inc/Woodstock

  327 Fletcher Schoolhouse Rd, Woodstock, VT 05071
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  /37

  Est $834,715 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  13 High St, Woodstock, VT 05091

  13 High St, Woodstock, VT 05091
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  /32

  $1,195,000

  • 3 Beds
  • 3.5 Baths
  • 2,592 Sq Ft

  26 Mount Peg Rd Unit A, Woodstock, VT 05091

  Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

  Mary Mayhew Snyder Donegan Real Estate Group

  26 Mount Peg Rd Unit A, Woodstock, VT 05091
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  /22

  $618,500 Sold Oct 03, 2025

  187 Dana Rd, Woodstock, VT 05091

  • 3 Beds
  • 1.5 Baths
  • 1,468 Sq Ft
  • Built 1955

  Last Sold Summary

  • 8% Below List Price
  • $421/SF
  • 108 Days On Market

  Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group

  187 Dana Rd, Woodstock, VT 05091
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  /38

  Est $516,518 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,020 Sq Ft

  39 South St, Woodstock, VT 05091

  39 South St, Woodstock, VT 05091
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  /32

  $1,295,000

  • 2 Beds
  • 3.5 Baths
  • 2,280 Sq Ft

  33 Mountain Ave, Woodstock, VT 05091

  Welcome to 33 Mountain Avenue – a mid-century modern gem poised perfectly on the edge of Faulkner Park and at the foot of Mt. Tom and once part of the Marianne Faulkner Estate. The spacious one-level design provides a seamless connection between the indoor and outdoor living space which includes two ensuite bedrooms, living/dining room with fireplace, kitchen, family room, office and attached one

  Mary Mayhew Snyder Donegan Real Estate Group

  33 Mountain Ave, Woodstock, VT 05091
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  /60

  $1,520,000 Sold Sep 30, 2025

  6196 Stage Rd, Woodstock, VT 05091

  • 4 Beds
  • 4 Baths
  • 2,408 Sq Ft
  • Built 2015

  Last Sold Summary

  • 2% Above List Price
  • $631/SF
  • 4 Days On Market

  Last Listing Agent Eric Johnston Four Seasons Sotheby's Int'l Realty

  6196 Stage Rd, Woodstock, VT 05091
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  /31

  Est $1,093,712 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,280 Sq Ft

  10 Linden Hill, Woodstock, VT 05091

  10 Linden Hill, Woodstock, VT 05091
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  /47

  $8,000,000

  • 3 Beds
  • 3.5 Baths
  • 5,384 Sq Ft

  115 Eastman Rd, Woodstock, VT 05091

  Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a

  Keri Cole Williamson Group Sothebys Intl. Realty

  115 Eastman Rd, Woodstock, VT 05091
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  /34

  $2,210,000 Sold Sep 24, 2025

  15 Hathorn Hill Street Extension, Woodstock, VT 05091

  • 4 Beds
  • 3.5 Baths
  • 3,564 Sq Ft
  • Built 2009

  Last Sold Summary

  • 1% Above List Price
  • $620/SF
  • 68 Days On Market

  Last Listing Agent John Snyder Snyder Donegan Real Estate Group

  15 Hathorn Hill Street Extension, Woodstock, VT 05091
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  /40

  Est $1,610,598 Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 3,892 Sq Ft

  28 The Green Unit 30, Woodstock, VT 05091

  28 The Green Unit 30, Woodstock, VT 05091
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  /43

  $1,600,000

  • 4 Beds
  • 3 Baths
  • 6,014 Sq Ft

  15 Central St, Woodstock, VT 05091

  15 Central Street is one of the finest commercial locations in Woodstock with two of the most creative and successful businesses as the anchor tenants. The property has adapted to changes of the course of its long history of uses including residential shop owner, a barber shop, a dance & pool hall, law office, architectural services and a variety of mercantile endeavors. Notably, the building

  Laird Bradley Williamson Group Sothebys Intl. Realty

  15 Central St, Woodstock, VT 05091
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  /60

  $1,650,000 Sold Nov 08, 2025

  2334 South Rd, Woodstock, VT 05091

  • 3 Beds
  • 2.5 Baths
  • 5,422 Sq Ft
  • Built 1972

  Last Sold Summary

  • 25% Below List Price
  • $304/SF
  • 94 Days On Market

  Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

  2334 South Rd, Woodstock, VT 05091
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  /40

  Est $1,905,760 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 3,997 Sq Ft

  2 Border Ln, Woodstock, VT 05091

  2 Border Ln, Woodstock, VT 05091
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  /57

  $817,000

  • 3 Beds
  • 2 Baths
  • 2,760 Sq Ft

  616 Rose Hill Rd, Woodstock, VT 05091

  This is a rare opportunity to own 10.1 acres of land in a coveted area of Woodstock that includes a 1988 Frizzell Builders house and a detached oversized garage with a second floor for storage . The property was part of the King Farm which is now in Vt. Land Trust as conserved land , until it was split off in the late 1980's when the Colby family came into ownership and built the existing house

  Carol Wood Williamson Group Sothebys Intl. Realty

  616 Rose Hill Rd, Woodstock, VT 05091
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  /39

  $613,000 Sold Sep 10, 2025

  5851 South Rd, Woodstock, VT 05071

  • 3 Beds
  • 2.5 Baths
  • 1,958 Sq Ft
  • Built 1920

  Last Sold Summary

  • 19% Below List Price
  • $313/SF
  • 302 Days On Market

  Last Listing Agent Carol Wood Williamson Group Sothebys Intl. Realty

  5851 South Rd, Woodstock, VT 05071
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  /39

  Est $3,565,454 Not Listed For Sale

  • 10 Beds
  • 15 Baths
  • 10,206 Sq Ft

  3 Church St, Woodstock, VT 05091

  3 Church St, Woodstock, VT 05091
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  /30

  $420,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  37 Atwood Ave, Woodstock, VT 05091

  Charming, updated, and perfectly located—this turnkey gem is your ticket to easy living in one of the area’s most adorable neighborhoods! With all the major systems recently upgraded - including a new furnace, hot water heater, Tesla Powerwall, and water purification system - this efficient home is move-in ready. Inside, you’ll love the fresh renovations: a modern kitchen with solid-surface

  Keri Cole Williamson Group Sothebys Intl. Realty

  37 Atwood Ave, Woodstock, VT 05091
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  /48

  $705,000 Sold Nov 26, 2025

  25 Linden Hill St, Woodstock, VT 05091

  • 3 Beds
  • 2 Baths
  • 1,694 Sq Ft
  • Built 1910

  Last Sold Summary

  • 11% Below List Price
  • $416/SF
  • 217 Days On Market

  Last Listing Agent Laird Bradley Williamson Group Sothebys Intl. Realty

  25 Linden Hill St, Woodstock, VT 05091
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  /40

  Est $1,386,151 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 3,719 Sq Ft

  26 River St, Woodstock, VT 05091

  26 River St, Woodstock, VT 05091
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  /11

  $779,000

  • Land
  • 6.46 Acres
  • $120,588 per Acre

  0 Barnard Rd Unit 20.002, Woodstock, VT 05091

  A truly unique 6 acre parcel of land conveniently located in the heart of Woodstock! Tremendous development potential! Zoning allows both COMMERCIAL and RESIDENTIAL use! The 6 acres visually divide into 2 components with 2 diverse personalities. The 1st component is an extraordinary private building lot in the heart of Woodstock! Access to this 4 acre component initially leads through a pleasant

  John Wetmore Wetmore Real Estate

  0 Barnard Rd Unit 20.002, Woodstock, VT 05091
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  /60

  $1,499,000 Sold Jan 06, 2025

  1133 Atwood Ln, Woodstock, VT 05091

  • 3 Beds
  • 3 Baths
  • 3,001 Sq Ft
  • Built 1985

  Last Sold Summary

  • 21% Below List Price
  • $500/SF
  • 181 Days On Market

  Current Estimated Value $1,534,835

  Last Listing Agent Tambrey Vutech KW Vermont Woodstock

  1133 Atwood Ln, Woodstock, VT 05091
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  /29

  Est $698,070 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,280 Sq Ft

  42 River St, Woodstock, VT 05091

  42 River St, Woodstock, VT 05091

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