New

Virtual Tour

$3,100,000

For Sale

3 hours ago

66 Hollow Farm Rd, Woodstock, VT

House

MLS® 5091062

5 Bed

6 Bath

4843 sqft

1 Parking

Key Facts
Description
Rooms
Map

Key Facts

Type Single Family Residence

Levels Residential

Size 4843 sqft

Garage Yes

Taxes

Days Active 0

Lot Size

Approx. Age 1988

Avg. Price Per Sqft $640

MLS® Number 5091062

Property Address: 66 Hollow Farm Rd, Woodstock, VT, 05091-3468

Average square foot calculated using Size range provided by listing agent.

Description

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.

MLS® Number5091062

Laundry Level

Central VacNo

FireplaceNo

Acreage

Exterior

GarageYes

Approx. Age1988

BasementConcrete Floor, Storage Space

DrivewayDriveway, Garage

Garage Spaces

Heat

A/C

Heating Fuel

Extras

Price History

-End Date

Not Sold YetSold Price

For Sale

May 27, 2026List Date

$3,100,000List Price

Commute

Commute

Starting Address

Destination Address

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