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Listed by David Donegan with Snyder Donegan Real Estate Group Cell: 603-443-0044
5 Beds
4 Baths
4,843 sqft

$2,650,000

66 Hollow Farm Road, Woodstock VT, 05091

Price per sqft$547.18
Built in1988
Property size4,843 sqft
Property typeResidential

Overview

Under contract

Listed May 27, 2026

Updated Sep 17

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.

$17,631/mo

Est. mortgage payment based on a $2,650,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
5091062

Interior Features

Bedrooms
5
Bathrooms
4
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
105.1 Acres

Other Property Details

Taxes
$32,646
Tax Frequency
Annually
Garage
Yes
View
Yes
MLS provider logo

Listed by David Donegan with Snyder Donegan Real Estate Group Cell: 603-443-0044

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