66 Hollow Farm Road, Woodstock, VT 05091
Local realty services provided by:ERA Key Realty Services
66 Hollow Farm Road,Woodstock, VT 05091
$2,900,000
- 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:$2,900,000
- Price per sq. ft.:$547.27
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:68 day(s) ago
- Updated:August 03, 2026 at 10:51 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:$2,900,000
- Price per sq. ft.:$547.27
- 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
$1,695,000Coming Soon4 beds 3 baths353 Cabot Road, Woodstock, VT 05091
MLS# 5102668Listed by: SNYDER DONEGAN REAL ESTATE GROUP
$244,000Active1 beds 1 baths856 sq. ft.42-18 Heritage Condo Way #Unit 18D, Woodstock, VT 05091
MLS# 5101220Listed by: WILLIAMSON GROUP SOTHEBYS INTL. REALTY
$1,375,000Active4 beds 3 baths3,979 sq. ft.16 Church Street, Woodstock, VT 05091
MLS# 5100512Listed by: WILLIAMSON GROUP SOTHEBYS INTL. REALTY
$400,000Active2 beds 1 baths1,324 sq. ft.2556 Church Hill Road, Woodstock, VT 05091
MLS# 5099229Listed by: SNYDER DONEGAN REAL ESTATE GROUP
$449,000Active3 beds 3 baths2,268 sq. ft.121 Townhouse Way #20, Woodstock, VT 05091
MLS# 5095918Listed by: HIGH END REALTY
$799,999Active3 beds 3 baths2,600 sq. ft.3036 West Woodstock Road, Woodstock, VT 05091
MLS# 5098474Listed by: KW VERMONT WOODSTOCK
$2,300,000Active5 beds 6 baths3,489 sq. ft.915 Peterkin Hill Road, Woodstock, VT 05091
MLS# 5098424Listed by: WILLIAMSON GROUP SOTHEBYS INTL. REALTY
$497,500Active3 beds 3 baths2,268 sq. ft.121 Townhouse Way #24, Woodstock, VT 05091
MLS# 5098210Listed by: WILLIAMSON GROUP SOTHEBYS INTL. REALTY
$799,000Active3 beds 3 baths2,004 sq. ft.1326 Curtis Hollow Road, Woodstock, VT 05091
MLS# 5097258Listed by: REAL BROKER LLC
$1,695,000Active4 beds 4 baths4,800 sq. ft.2706 East Woodstock Road, Woodstock, VT 05091
MLS# 5096963Listed by: BASSETTE REAL ESTATE GROUP