$400,000 $302 per sq.ft. Woodstock VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1324  |  Acres: 0.51
Friday Jul 10, 2026
Description: Once an old school house, this home features stone walls, beautiful gardens, and a nice level yard with a stone patio. The year-round brook cascades over rocks and winds along the back side of the property. A covered porch leads inside, where the main floor offers an eat-in kitchen, a large living room and a dining area with French doors to the outside. There are also two bedrooms, an office with stairs to the basement, a full bath with laundry, and a mudroom. The 2nd floor attic, with a large dormer, offers many possibilities for additional space but requires installing stairs and building out the open area. The basement houses utilities and allows for significant storage. The house needs a few updates but has lots of potential and is a wonderful investment opportunity or a great way to get into a starter home in the Woodstock area. It is conveniently located just minutes from Woodstock Village and only a few miles from the Kedron Valley Inn, the South Woodstock Store, and the Green Mountain Horse Association. See MLS Property & Listing Details & 32 images.

$465,000 $205 per sq.ft. Woodstock VT Home »

2 Beds | 3 Baths |   Total Sq. Ft. 2268  |  Acres:
Sunday Jun 21, 2026
Description: Spacious, immaculate, and beautifully maintained Federal-style brick townhouse located in the prestigious village of Woodstock, often recognized as one of America's most beautiful small towns. Three finished levels, the larger size residence of 24 homes. Surrounded by mature woods, perennial gardens, & maple trees. A peaceful setting just minutes from Woodstock Village. The Woodstock Farmers' Market is located at the end of the street. Outdoor enthusiasts will appreciate being less than one mile from trailheads leading into Marsh-Billings-Rockefeller National Historical Park, as well as nearby aqueduct and cycling trails. Killington Resort is approximately 20 minutes away. Gorgeous hardwood floors. The first level features a flexible room with pocket doors that can be used as guest bedroom, home office, studio, den, providing exceptional versatility for today's lifestyle. The spacious floor plan lives more like a single-family home, with generous room sizes, abundant natural light, and a deluxe wood-burning fireplace. Additional features include: Full bathroom on each level Oversized private deck Covered bridge in town Brand new dryer Updated electrical and plumbing 2019 furnace This Property is conveyed subject to the Woodstock Community Trust Local Deeds covenant, a copy of which is attached to this listing. See MLS Property & Listing Details & 31 images.

$845,000 $1,408 per sq.ft. Woodstock VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 600  |  Acres: 6.07
Monday Jun 6, 2022
Description: 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 office, hay and dairy barns, multiple storage and ancillary structures. Whether looking to engage in the localvore food movement or looking to build a residential home on arguably the most desirable land parcel a stones throw from Woodstock Village, this property has location, setting and features that would be hard to replicate. The upper pasture with easy access has great views, privacy and a commanding location. See MLS Property & Listing Details & 14 images.

$1,895,000 $644 per sq.ft. Woodstock VT Home »

1000 Ft. of Waterfront on River Ottauquechee River
2 Beds | 3 Baths |   Total Sq. Ft. 2944  |  Acres: 14.9
Tuesday Apr 21, 2026
Description: 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 comprised of a large, open-format living space with gourmet kitchen, dining and living spaces, plus a first level bedroom with modern ensuite bath. Upstairs is another large open floor plan living space with a half-bath, and a full bedroom with ensuite bath. Each side of the upstairs living space has loft sleeping bunk-areas for kids (of all ages!). SEE DEDICATED PROPERTY WEBSITE FOR VIDEOS, VIRTUAL WALKTHROUGH, FLOORPLANS AND MORE. See MLS Property & Listing Details & 33 images. Includes a Virtual Tour