
Land with Home for Sale in Woodstock, Vermont
66 Hollow Farm Rd, Woodstock, VT 05071
CURTIS HOLLOW FARM- Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features 5 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows overlooking the landscaped grounds, a recently updated chef's kitchen with a stunning Mercury/Aga range, and generous dining space nearby. On the east side of this level, the original historic homestead-with its native timbers and stone fireplace-creates a warm and intimate dining experience. A wraparound deck provides additional space for outdoor dining and entertaining, while bedroom with its own bath completes this floor. Upstairs are 4 additional bedrooms, several featuring charming portal windows with views over the surrounding fields & hills. The primary suite is spacious and inviting, highlighted by exposed historic timbers, a sitting area, direct access to an upper deck, and a spa-inspired bath. On the uppermost level, the cupola offers the perfect yoga studio or quiet reading nook, complete with its own private deck. The grounds are truly magical, with an extensive trail network throughout the property and direct access to a magnificent waterfall and swimming hole just beyond the lot line within the State Forest. Large level lawns, mature landscaping, and a brook flowing along the southern side of the property add to its private tranquility. Nestled beside the brook is the guest house, known as the Brook House-a well-maintained 3-bedroom, 2-bath home privately sited away from the main residence, with its own lawn and deck overlooking the water below. With a convenient location offering easy access to Woodstock and Bridgewater Villages and a short drive to Killington Mountain Resort, this stunning estate is the consummate blend of privacy, charm, and modern convenience.
Location
- Street address
- 66 Hollow Farm Rd
- County
- Windsor County
- Zip code
- 05071
- School district
- Windsor Central
- Elevation
- 1,101 feet
Directions
From Woodstock Village take Route 4 West. Enter Bridgewater village and take a left onto Blanchard Road/ Woolen Mill Lane, then go over the bridge. Take a left onto Curtis Hollow Road. Stay on Curtis Hollow for approximately 1.5 miles. Look for "Curtis Hollow Farm" sign, property on left.
Property details
- Acreage
- 105.1 acres
- Zoning
- Residential
- MLS #
- NNEREN 5091062
- Posted
Property taxes
- 2026
- $32,646
Details and features
Listing
- Type
- Residential
- Franchise
- Independent
Lot
- Features
- Adjoins ST/Nat'l Forest, Country Setting, Field/Pasture, Horse/Animal Farm, Landscaped, Level, Near Country Club, Near Golf Course, Near Paths, Near School(s), Near Shopping, Near Skiing, Near Snowmobile Trails, Private, Recreational, Sloping, Stream, Trail/Near Trail, View, Walking Trails, Water View, Wetlands, Wooded
Exterior
- Parking
- Driveway, Garage
- Pool
- Deck
- Structures
- Guest House, Outbuilding, Storage
- Features
- Garden Space, Natural Shade, Shed
Structure
- Stories
- 4
- Water
- Well
- Heating
- Baseboard, Oil
- Materials
- Clapboard Exterior, Post and Beam, Wood Frame
- Roof
- Metal
Interior
- Room Count
- 15
- Rooms
- Basement, Bathroom x 6, Bedroom x 5, Dining Room, Family Room, Laundry Room
- Flooring
- Tile, Wood
- Appliances
- Dishwasher, Dryer, Electric Range, Range Hood, Refrigerator, Washer, Wine Cooler
- Features
- 1st Floor Laundry, Dining Area, In-Law Suite, In-Law/ADU, Indoor Storage, Kitchen Island, Kitchen/Family, Kitchen/Living, Living/Dining, Natural Light, Primary BRW/BA, Skylight, Vaulted Ceiling
Nearby schools
| Name | Type | District |
|---|---|---|
| Woodstock Elementary School | Elementary | Windsor Central |
| Woodstock Union Middle SCH | Middle | Windsor Central |
| Woodstock Senior UHSD #4 | High | Windsor Central |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| June 5, 2026 | New listing | $3,100,000 | — | NNEREN |

























































