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3.5 Story Single Family Home $3,100,000 | $640 per sq.ft.
4843 sq.ft. |5 Bedroom | 6 Bathroom
66 Hollow Farm Road Woodstock VT
MLS# 5091062 -
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Listed by David Donegan Snyder Donegan Real Estate Group Cell: 603-443-0044 on May 27th 2026
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DESCRIPTION
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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.
Flooring: Tile | Wood
Appliances : Dishwasher | Dryer | Range Hood | Electric Range | Refrigerator | Washer | Wine Cooler
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ROOM INFORMATION
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ROOM SIZE FLOOR Total Rooms: 15 Total Baths: 6 Full Baths: 2 1/2 Baths: 2 3/4 Baths: 2 0 Total Bedrooms: 5 -
CONSTRUCTION
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Post and Beam | Wood Frame | Clapboard Exterior
Exterior Color White
Price Per SQ.FT. 640.10
Year Built: 1988
Style: New Englander
Livable Space: 4843
Above Grade Sq.Ft.: 4843
Below Grade Sq.Ft.: 0
Basement Access:
Basement: Concrete Floor | Storage Space
Roof: Metal | Standing Seam -
LAND INFORMATION
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Country Setting | Horse/Animal Farm | Field/Pasture | Landscaped | Level | Recreational | Sloping | Stream | Trail/Near Trail | View | Walking Trails | Water View | Wetlands | Wooded | Adjoins St/Nat'l Forest | Near Country Club | Near Golf Course | Near Paths | Near Shopping | Near Skiing | Near Snowmobile Trails | Near School(s) | Private
Lot size: 105.1 acres
Zoned: Residential
Surveyed: Yes
SurveyedBy: Brad Ruderman
Flood Zone: Unknown
Seasonal: No
Garage And Parking:
Road Frontage: 1499
Driveway: Gravel
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UTILITIES
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Heating: Oil | Baseboard
Cooling: None
Electric: Circuit Breaker(s) -
SERVICES
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Utilities: Other
Water: Drilled Well
Sewer: Private | Septic
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ADDITIONAL INFORMATION
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Docs Available : Deed | Survey | Tax Map
Taxes $32,646 | Assesed Value $0 in -
SCHOOLS
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School District: Windsor Central
Elementary School: Woodstock Elementary School
Middle School: Woodstock Union Middle Sch
High School: Woodstock Senior UHSD #4 -
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Data last updated June 26th, 2026
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