66 Hollow Farm Road, Woodstock, VT 05091
Local realty services provided by:CENTURY 21 Highview Realty
66 Hollow Farm Road,Woodstock, VT 05091
$2,650,000
- 5 Beds
- 4 Baths
- 4,843 sq. ft.
- Single family
- Active
Listed by: david doneganCell: 603-443-0044
Office: snyder donegan real estate group802-457-2600
MLS#:5091062
Source:PrimeMLS
Price summary
- Price:$2,650,000
- Price per sq. ft.:$500.09
About this home
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....
Contact an agent
Home facts
- Year built:1988
- Listing ID #:5091062
- Added:154 day(s) ago
- Updated:October 28, 2026 at 11:12 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:2
- Rooms Total:15
- Flooring:Tile, Wood
- Kitchen Description:Dishwasher, Refrigerator, Wine Cooler
- Basement Description:Concrete Floor, Interior, Storage Space
- Living area:4,843 sq. ft.
Heating and cooling
- Heating:Baseboard, Oil
Structure and exterior
- Roof:Metal, Standing Seam
- Year built:1988
- Building area:4,843 sq. ft.
- Lot area:105.1 Acres
- Levels:3.5 Story
Schools
- High school:Woodstock Senior UHSD #4
- Middle school:Woodstock Union Middle Sch
- Elementary school:Woodstock Elementary School
Utilities
- Sewer:Private, Septic
Finances and disclosures
- Price:$2,650,000
- Price per sq. ft.:$500.09
- Tax amount:$32,646 (2026)
Features and amenities
- Appliances:Refrigerator, Washer, Wine Cooler
- Laundry features:Dryer, Washer
- Amenities:Circuit Breaker(s)
Parking
- Parking description:Gravel Driveway
- Garage spaces:1
New listings near 66 Hollow Farm Road
- Coming Soon
$1,595,000Coming Soon5 beds 6 baths3,154 sq. ft.45 Pleasant Street, Woodstock, VT 05091
MLS# 5115063Listed by: COVERED BRIDGE RE
$1,750,000Active5 beds 3 baths3,294 sq. ft.18 Pleasant Street, Woodstock, VT 05091
MLS# 5113873Listed by: SNYDER DONEGAN REAL ESTATE GROUP
$495,000Active2 beds 3 baths2,268 sq. ft.121 Townhouse Way #20, Woodstock, VT 05091
MLS# 5113819Listed by: WILLIAMSON GROUP SOTHEBYS INTL. REALTY
$549,000Active3 beds 2 baths1,520 sq. ft.139 Doe Hill Way, Woodstock, VT 05091
MLS# 5113572Listed by: HALL COLLINS REAL ESTATE GROUP
$749,000Active3 beds 3 baths2,562 sq. ft.264 Blake Hill Road #Z, Woodstock, VT 05091
MLS# 5113057Listed by: SNYDER DONEGAN REAL ESTATE GROUP
$549,000Pending3 beds 2 baths1,716 sq. ft.8 Golf Avenue, Woodstock, VT 05091
MLS# 5113119Listed by: WILLIAMSON GROUP SOTHEBYS INTL. REALTY
$2,600,000Active5 beds 5 baths4,328 sq. ft.2687 Garvin Hill Road, Woodstock, VT 05091
MLS# 5112419Listed by: SNYDER DONEGAN REAL ESTATE GROUP
$2,095,000Active4 beds 5 baths3,774 sq. ft.306 Meoki Way, Woodstock, VT 05091
MLS# 5111035Listed by: SNYDER DONEGAN REAL ESTATE GROUP
$449,000Active3 beds 1 baths1,242 sq. ft.23 Biscuit Hollow Road, Woodstock, VT 05091
MLS# 5110580Listed by: KW VERMONT WOODSTOCK
$1,395,000Active4 beds 3 baths3,306 sq. ft.2033 South Road, Woodstock, VT 05091
MLS# 5110412Listed by: WILLIAMSON GROUP SOTHEBYS INTL. REALTY