3,359

Homes in ZIP Code 05091

Section Image
  • 6077 Vt Route 12, Barnard, VT 05031
    6077 Vt Route 12, Barnard, VT 05031
    6077 Vt Route 12, Barnard, VT 05031
    /38

    $795,000

    • 4 Beds
    • 3 Baths
    • 2,099 Sq Ft

    6077 Vt Route 12, Barnard, VT 05031

    BARNARD VILLAGE CAPE- This elegant Cape sits in an ideal location in the idyllic village of Barnard, just a short walk to the Barnard General Store and Silver Lake. The perfect blend of original charm, sophistication, and modern amenities, the house is bright and welcoming with lovely natural woodwork and plenty of space for social gatherings or quiet privacy. A large central living room features

    David Donegan Snyder Donegan Real Estate Group

    6077 Vt Route 12, Barnard, VT 05031
  • 36 Happy Valley Rd, Woodstock, VT 05091
    36 Happy Valley Rd, Woodstock, VT 05091
    36 Happy Valley Rd, Woodstock, VT 05091
    /18

    $1,675 per month

    • 1 Bed
    • 2 Baths
    • 9,400 Sq Ft
    • Apartment for Rent

    36 Happy Valley Rd, Woodstock, VT 05091

    Top floor of a beautiful house located in a Historic Hamlet. One very spacious bedroom, kitchen, eating area, living area, walk in closet. Includes Electric, wifi, trash, off street parking. Charming space. Owner/Broker

    Gail Childs Covered Bridge RE

    36 Happy Valley Rd, Woodstock, VT 05091
  • 40 Pomfret Rd, Woodstock, VT 05091
    40 Pomfret Rd, Woodstock, VT 05091
    40 Pomfret Rd, Woodstock, VT 05091
    /24

    $629,500 Sold Sep 12, 2025

    • 1,650 Sq Ft
    • $382/SF
    • 17 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1885

    40 Pomfret Rd, Woodstock, VT 05091

    Welcome to Kingsley Cottage – A delightful and charming property situated in the pastoral landscape of the Prosper Valley in Woodstock. Meticulous energy efficiency upgrades of the property have been combined with an aesthetically sensitive preservation of the vintage charm. A spacious covered porch details the exterior envelope of the home – the perfect spot to enjoy outdoor dining,

    Mary Mayhew Snyder Donegan Real Estate Group

    40 Pomfret Rd, Woodstock, VT 05091
    • 433 Cowdrey Path, Woodstock, VT 05091
      433 Cowdrey Path, Woodstock, VT 05091
      433 Cowdrey Path, Woodstock, VT 05091
      /39

      Est $1,041,468 Not Listed For Sale

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

      433 Cowdrey Path, Woodstock, VT 05091

      433 Cowdrey Path, Woodstock, VT 05091
  • 1522 Barnard Rd, Woodstock, VT 05091
    1522 Barnard Rd, Woodstock, VT 05091
    1522 Barnard Rd, Woodstock, VT 05091
    /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
  • 2 Townhouse Way, Woodstock, VT 05091
    2 Townhouse Way, Woodstock, VT 05091
    2 Townhouse Way, Woodstock, VT 05091
    /15

    $2,595 per month

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Townhouse for Rent

    2 Townhouse Way, Woodstock, VT 05091

    Available November 1 2025 through April 30th 2026Fully Furnished. All utilities plus internet included - you write one check each month.Hello Lovers of Vermont Fall and Winter! Here is your chance to escape the hustle and bustle of your busy life in Vermont's premier village of Woodstock! This Townhouse is peaceful and private, with all the amenities to keep you in comfort AND quick

    Matt DePrizio Covered Bridge RE

    2 Townhouse Way, 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

    • 816 Sq Ft
    • $293/SF
    • 15 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1987

    42 Heritage Condo Way Unit 16, Woodstock, VT 05091

    OPEN HOUSE SAT AUG 2 FROM 10 - 12 Located less than 2 miles from the Woodstock Village Green, this immaculately maintained and move-in-ready condo offers comfort and convenience in a peaceful setting. Just eight steps down from the front foyer, the unit opens into a thoughtfully designed space ideal for single-level living.Inside, you’ll find laminate flooring throughout and a cozy

    Franchesca Collins Hall Collins Real Estate Group

    42 Heritage Condo Way Unit 16, Woodstock, VT 05091
    • 7429 Us Route 4, Bridgewater, VT 05034
      7429 Us Route 4, Bridgewater, VT 05034
      7429 Us Route 4, Bridgewater, VT 05034
      /34

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft

      7429 Us Route 4, Bridgewater, VT 05034

      7429 Us Route 4, Bridgewater, VT 05034
  • 39 Elm St Unit B, Woodstock, VT 05091
    39 Elm St Unit B, Woodstock, VT 05091
    39 Elm St Unit B, Woodstock, VT 05091
    /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
  • 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

    • 3,227 Sq Ft
    • $589/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2021

    51 Watkins Way Unit 2, Woodstock, VT 05091

    51 Watkins Way, Unit 2 – Woodstock Village, VermontExperience modern comfort and timeless Vermont vernacular style in this 2021 constructed 2,280 sq. ft. Elevator Barn Home duplex. Designed with Efficiency Vermont guidance, the home achieves exceptional energy performance with an estimated STR rating of 55–56, a true luxury level.Situated on a quiet private road, the property offers

    John King Real Broker LLC

    51 Watkins Way Unit 2, Woodstock, VT 05091
    • 7 Golf Ave, Woodstock, VT 05091
      7 Golf Ave, Woodstock, VT 05091
      7 Golf Ave, Woodstock, VT 05091
      /27

      Est $826,531 Not Listed For Sale

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

      7 Golf Ave, Woodstock, VT 05091

      7 Golf Ave, Woodstock, VT 05091
  • 5518 Vt Route 12, Barnard, VT 05031
    5518 Vt Route 12, Barnard, VT 05031
    5518 Vt Route 12, Barnard, VT 05031
    /40

    $2,299,000

    • 6 Beds
    • 6 Baths
    • 7,619 Sq Ft

    5518 Vt Route 12, Barnard, VT 05031

    An historic brick residence prominently located in an affluent and growing community! Conveniently situated within walking distance to the Elementary School, to year round recreation on beloved Silver Lake and to the classic Barnard General Store. All the amenities of Woodstock Village are just minutes away! World class medical care at Dartmouth Hitchcock Hospital and year round cultural events

    John Wetmore Wetmore Real Estate

    5518 Vt Route 12, Barnard, VT 05031
  • 3 Hathorn Hill St Unit 3, Woodstock, VT 05091
    3 Hathorn Hill St Unit 3, Woodstock, VT 05091
    3 Hathorn Hill St Unit 3, Woodstock, VT 05091
    /33

    $776,000 Sold Aug 25, 2025

    • 2,552 Sq Ft
    • $304/SF
    • 6 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1984

    3 Hathorn Hill St Unit 3, Woodstock, VT 05091

    Rare opportunity to own in Hathorn Hill Condos. Private, quiet with lovely fern grove and stonewalls with views to the East. This unit has an de-attached 2 bay garage with easy access to extra parking. Upper level consist of an open floor plan, abundance of natural light with slider doors across the front for nice views off balcony. Living room anchored by a handsome wood burning fireplace

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    3 Hathorn Hill St Unit 3, Woodstock, VT 05091
    • 12 High St, Woodstock, VT 05091
      12 High St, Woodstock, VT 05091
      12 High St, Woodstock, VT 05091
      /30

      Est $967,965 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,423 Sq Ft

      12 High St, Woodstock, VT 05091

      12 High St, Woodstock, VT 05091
  • 411 Bennett Rd, Barnard, VT 05031
    411 Bennett Rd, Barnard, VT 05031
    411 Bennett Rd, Barnard, VT 05031
    /57

    $1,450,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,018 Sq Ft

    411 Bennett Rd, Barnard, VT 05031

    411 BENNETT ROAD- Perched on beautifully landscaped grounds with views of the neighboring hills and Sonnenberg ski area, this stylish and impeccably updated property is peaceful and private yet still just minutes from Silver Lake and the Barnard General Store. The interiors are bright and spacious with a well-appointed central kitchen/dining area overlooking the lovely grounds and views. The

    David Donegan Snyder Donegan Real Estate Group

    411 Bennett Rd, Barnard, VT 05031
  • 339 Gully Rd, Woodstock, VT 05091
    339 Gully Rd, Woodstock, VT 05091
    339 Gully Rd, Woodstock, VT 05091
    /40

    $740,000 Sold Aug 18, 2025

    • 2,688 Sq Ft
    • $275/SF
    • 67 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1975

    339 Gully Rd, Woodstock, VT 05091

    Peaceful Gully Road Retreat. Just minutes from Woodstock Village.Set on 5.1 private acres along quiet and desirable Gully Road, this beautifully updated four-bedroom, two and one-half bath home offers the perfect blend of peaceful country living and convenient proximity to Woodstock shops, restaurants, and schools.The main level features a light-filled, open-concept layout with a dramatic

    Derek Cosentino Four Seasons Sotheby's Int'l Realty

    339 Gully Rd, Woodstock, VT 05091
    • 39 South St, Woodstock, VT 05091
      39 South St, Woodstock, VT 05091
      39 South St, Woodstock, VT 05091
      /38

      Est $530,900 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
  • 6196 Stage Rd, Woodstock, VT 05091
    6196 Stage Rd, Woodstock, VT 05091
    6196 Stage Rd, Woodstock, VT 05091
    /60

    $1,495,000 Under Contract

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

    6196 Stage Rd, Woodstock, VT 05091

    Perched on the shores of Silver Lake, this exceptional lakefront retreat blends timeless Vermont charm with modern craftsmanship. Custom-built in 2015 by Ambrose Custom Builders, the primary residence is designed to maximize lake views and natural light. Expansive windows frame the water, while thoughtful finishes, vaulted ceilings, wood detailing, and custom millwork create a warm yet refined

    Eric Johnston Four Seasons Sotheby's Int'l Realty

    6196 Stage Rd, 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

    • 5,017 Sq Ft
    • $483/SF
    • 0 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2003

    739 Westerdale Rd, Woodstock, VT 05091

    Absolutely stunning, newly renovated residence, privately situated towards the end of a quiet town road in Woodstock, in an area of other substantial homes. Lovely mountain views and 10+ acres of privacy. The present owners have completed over $1 million in documented renovations in the past three years, including a fabulous new gourmet kitchen, powder bath, new bamboo flooring throughout the

    John Snyder Snyder Donegan Real Estate Group

    739 Westerdale Rd, Woodstock, VT 05091
    • 10 Linden Hill, Woodstock, VT 05091
      10 Linden Hill, Woodstock, VT 05091
      10 Linden Hill, Woodstock, VT 05091
      /31

      Est $1,011,186 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
  • 2 Pleasant St, Woodstock, VT 05091
    2 Pleasant St, Woodstock, VT 05091
    2 Pleasant St, Woodstock, VT 05091
    /43

    $2,600,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,998 Sq Ft

    2 Pleasant St, Woodstock, VT 05091

    2 PLEASANT STREET- This stately brick Federal is a historic landmark property in the heart of Woodstock Village, home to many storied families in the town and state’s history, notably Julius Converse, Governor of Vermont in 1872, and Laurance Rockefeller. Though it has been well-renovated and maintained over the years, it retains many of its historic features to beautifully blend modern

    David Donegan Snyder Donegan Real Estate Group

    2 Pleasant St, Woodstock, VT 05091
  • 2 Maple St, Woodstock, VT 05091
    2 Maple St, Woodstock, VT 05091
    2 Maple St, Woodstock, VT 05091
    /55

    $1,145,000 Sold Aug 15, 2025

    • 2,710 Sq Ft
    • $423/SF
    • 5 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2020

    2 Maple St, Woodstock, VT 05091

    Located in the Heart of Woodstock Village- fantastic location at the foot of the Mtn Peg trail system with easy access to Vail field and all of towns amenities. This beautifully renovated home is completely new. Handsome farmhouse vernacular style home with traditional slate floors, sliding barn doors and wood floors throughout first floor with an open concept for entertaining and all new

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    2 Maple St, Woodstock, VT 05091
    • 28 The Green Unit 30, Woodstock, VT 05091
      28 The Green Unit 30, Woodstock, VT 05091
      28 The Green Unit 30, Woodstock, VT 05091
      /40

      Est $1,641,034 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
  • 187 Dana Rd, Woodstock, VT 05091
    187 Dana Rd, Woodstock, VT 05091
    187 Dana Rd, Woodstock, VT 05091
    /22

    $645,000 Under Contract

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

    187 Dana Rd, Woodstock, VT 05091

    This delightful gambrel cape offers a wonderful combination of thoughtful and charming updates, energy efficient upgrades, and a coveted and convenient location! An intelligent interior design offers an all-season functional flow for everyday living as well as entertaining. Step inside by way of a spacious entryway/mudroom that also has direct entry from the attached garage. One will find the

    Mary Mayhew Snyder Donegan Real Estate Group

    187 Dana Rd, 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

    • 930 Sq Ft
    • $516/SF
    • 98 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1860

    11A Prospect St, Woodstock, VT 05091

    Walk to everything Woodstock village has to offer from this sunny condo! Within an easy stroll of the Woodstock Inn, downtown restaurants, farmer's markets, and the Marsh Billings Rockefeller National Park, 11A Prospect is ideal for enjoying the charms of village living. Elevated above the Route 4 on a bucolic neighborhood side street, this well-kept home offers historic details with modern

    Keri Cole Williamson Group Sothebys Intl. Realty

    11A Prospect St, Woodstock, VT 05091
    • 2 Border Ln, Woodstock, VT 05091
      2 Border Ln, Woodstock, VT 05091
      2 Border Ln, Woodstock, VT 05091
      /40

      Est $1,941,117 Not Listed For Sale

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

      2 Border Ln, Woodstock, VT 05091

      2 Border Ln, Woodstock, VT 05091
  • 2394 Fletcher Hill Rd, Woodstock, VT 05091
    2394 Fletcher Hill Rd, Woodstock, VT 05091
    2394 Fletcher Hill Rd, Woodstock, VT 05091
    /33

    $1,900,000

    • 2 Beds
    • 2.5 Baths
    • 2,944 Sq Ft

    2394 Fletcher Hill Rd, Woodstock, VT 05091

    Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, gourmet kitchen, oversized french doors and windows throughout, radiant-heated concrete floors, first rate finishes, appliances and mechanicals located just 6 minutes to the Woodstock village green and 17 minutes to the Killington Skyeship base lodge. The first level is

    John Snyder Snyder Donegan Real Estate Group

    2394 Fletcher Hill Rd, Woodstock, VT 05091
  • 2090 Randall Rd, Woodstock, VT 05091
    2090 Randall Rd, Woodstock, VT 05091
    2090 Randall Rd, Woodstock, VT 05091
    /44

    $1,700,000 Sold Aug 15, 2025

    • 2,423 Sq Ft
    • $702/SF
    • 177 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2007

    2090 Randall Rd, Woodstock, VT 05091

    Constructed in 2007 with a nod to the Gothic Style Vermont Farmhouse vernacular, this beautifully composed country home creatively integrates curated period detail with modern conveniences and systems. Conveniently located at the end of a picturesque tree lined dirt road just minutes from the Villages of both Woodstock and South Woodstock offering privacy and tranquility. The interior spaces of

    Danny Kogut Williamson Group Sothebys Intl. Realty

    2090 Randall Rd, Woodstock, VT 05091
    • 1 Border Ln, Woodstock, VT 05091
      1 Border Ln, Woodstock, VT 05091
      1 Border Ln, Woodstock, VT 05091
      /40

      Est $580,640 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,368 Sq Ft

      1 Border Ln, Woodstock, VT 05091

      1 Border Ln, Woodstock, VT 05091
  • 16 Church St, Woodstock, VT 05091
    16 Church St, Woodstock, VT 05091
    16 Church St, Woodstock, VT 05091
    /40

    $1,295,000

    • 4 Beds
    • 3 Baths
    • 3,089 Sq Ft

    16 Church St, Woodstock, VT 05091

    16 Church has the most stunning view of the river from any house in the village that we have seen, perched up above a series of river rapids so the sounds of the river during the day or in the evening are incredibly peaceful and relaxing. Plus, 16 Church is privately nestled in, like a secret hideaway, yet steps to the village green (and a level walk to/from). And more unusual for the village,

    John Snyder Snyder Donegan Real Estate Group

    16 Church St, 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

    • 2,240 Sq Ft
    • $243/SF
    • 53 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1944

    1613 W Woodstock Rd, Woodstock, VT 05091

    OPEN HOUSE SUNDAY JUNE 15 FROM 12-3! Welcome to this turn-key, thoughtfully renovated home featuring a fully updated kitchen with granite countertops, stainless steel appliances, a gas stove, and a sliding glass door that opens to a covered porch—perfect for overlooking the spacious backyard. The main level offers a comfortable bedroom and a nearby full bath, while upstairs you'll find two

    Holly Hall Hall Collins Real Estate Group

    1613 W Woodstock Rd, Woodstock, VT 05091
    • 11 College Hill Rd, Woodstock, VT 05091
      11 College Hill Rd, Woodstock, VT 05091
      11 College Hill Rd, Woodstock, VT 05091
      /40

      Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,733 Sq Ft

      11 College Hill Rd, Woodstock, VT 05091

      11 College Hill Rd, Woodstock, VT 05091
  • 5518 Vt Route 12, Barnard, VT 05031
    5518 Vt Route 12, Barnard, VT 05031
    5518 Vt Route 12, Barnard, VT 05031
    /38

    $1,999,000

    • 6 Beds
    • 6 Baths
    • 7,619 Sq Ft

    5518 Vt Route 12, Barnard, VT 05031

    An historic brick residence prominently located in an affluent and growing community! Conveniently situated within walking distance to the Elementary School, to year round recreation on beloved Silver Lake and to the classic Barnard General Store. All of the well known amenities of Woodstock Village are just minutes away! World class medical care at Dartmouth Hitchcock Hospital and year round

    John Wetmore Wetmore Real Estate

    5518 Vt Route 12, Barnard, VT 05031
  • 294 Barberry Hill Rd, Woodstock, VT 05091
    294 Barberry Hill Rd, Woodstock, VT 05091
    294 Barberry Hill Rd, Woodstock, VT 05091
    /34

    $679,000 Sold Aug 04, 2025

    • 2,128 Sq Ft
    • $319/SF
    • 49 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1968

    294 Barberry Hill Rd, Woodstock, VT 05091

    Discover this delightful 3-bedroom, 2.5-bath home nestled on 1.8 acres at the end of a peaceful dead-end road. Conveniently located near Woodstock Middle/High School, the Thompson Senior Center, and the popular Woodstock Farmers’ Market.This home offers a spacious and functional layout, the welcoming mudroom features generous storage space and a laundry area cleverly tucked behind sliding

    Bonnie Bergeron Snyder Donegan Real Estate Group

    294 Barberry Hill Rd, Woodstock, VT 05091
    • 3 Church St, Woodstock, VT 05091
      3 Church St, Woodstock, VT 05091
      3 Church St, Woodstock, VT 05091
      /39

      Est $3,547,068 Not Listed For Sale

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

      3 Church St, Woodstock, VT 05091

      3 Church St, Woodstock, VT 05091
  • 1782 Randall Rd, Woodstock, VT 05091
    1782 Randall Rd, Woodstock, VT 05091
    1782 Randall Rd, Woodstock, VT 05091
    /37

    $1,185,000

    • 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
  • 258 Densmore Hill Rd, Hartland, VT 05048
    258 Densmore Hill Rd, Hartland, VT 05048
    258 Densmore Hill Rd, Hartland, VT 05048
    /37

    $685,000 Sold Aug 04, 2025

    • 2,239 Sq Ft
    • $306/SF
    • 60 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    258 Densmore Hill Rd, Hartland, VT 05048

    Centrally located just 10 min from both Woodstock Village and Hartland Four Corners, this lovely, secluded contemporary home features bright, tidy sun- filled rooms with open concept kitchen/dining, pine plank flooring, comfortable living room with wood stove. Two step-out decks overlooking beautiful woodland plantings. Partially finished walk out lower level with ensuite bedroom. Easy access to

    Danny Kogut Williamson Group Sothebys Intl. Realty

    258 Densmore Hill Rd, Hartland, VT 05048
    • 26 River St, Woodstock, VT 05091
      26 River St, Woodstock, VT 05091
      26 River St, Woodstock, VT 05091
      /40

      Est $1,406,164 Not Listed For Sale

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

      26 River St, Woodstock, VT 05091

      26 River St, Woodstock, VT 05091
  • 7 Slayton Terrace, Woodstock, VT 05091
    7 Slayton Terrace, Woodstock, VT 05091
    7 Slayton Terrace, Woodstock, VT 05091
    /41

    $1,495,000

    • 4 Beds
    • 2.5 Baths
    • 2,532 Sq Ft

    7 Slayton Terrace, Woodstock, VT 05091

    A rare in-village offering, 7 Slayton Terrace combines walkability, views, and beautifully renovated interiors—just steps from the heart of Woodstock. Sited on an oversized .79-acre lot overlooking Billings Farm, this 4-bedroom home offers the space and flexibility rarely found so close to the village center. The main house features a stunning new kitchen with high-end finishes and beautifully

    Keri Cole Williamson Group Sothebys Intl. Realty

    7 Slayton Terrace, 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

    • 2,176 Sq Ft
    • $425/SF
    • 68 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1847

    4 River St, Woodstock, VT 05091

    This impeccably restored 1847 Woodstock village cape set upon a captivating river front landscape is truly magical! The complete and meticulous efficiency upgrades and renovations combined with the perfect village location offers an incomparable opportunity for those buyers coveting a village location. All new windows and red birch floors set the stage for the interior design. The sun-filled

    Mary Mayhew Snyder Donegan Real Estate Group

    4 River St, Woodstock, VT 05091

Showing Results 1 - 40, Page 1 of 18

Vermont Windsor County Woodstock 05091

Real Estate & Homes

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

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

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 2025 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 © 2025 CoStar Group