1059 Carlton Hill Road, Woodstock, VT 05091

Listing by: Keri Cole, Williamson Group Sothebys Intl. Realty, Cell: 410-200-3536

5 Beds

5 Baths

4,832SqFt

Closed

Set on over two picturesque acres along one of the most beautiful country roads in the area, this spacious and impeccably renovated contemporary farmhouse offers the perfect balance of charm and modern comfort. Just minutes from Woodstock and South Woodstock, the property enjoys both convenience and a peaceful setting. The home features generous living and entertaining spaces (remodeled in 2016 by Sargent Design Company), multiple porches, and seamless indoor-outdoor flow. The main residence offers 5 bedrooms, including a large primary suite, while the converted barn includes a private guest apartment, ideal for hosting company. Highlights include a hot tub, indoor and outdoor fireplaces, and thoughtful updates throughout that make the home as efficient and easy to maintain as it is elegant. With open spaces designed for gatherings and cozy corners for retreat, this home is equally suited for year-round living or a Vermont getaway. Outdoor enthusiasts will appreciate the home’s proximity to skiing at Killington and Saskadena Six, as well as easy access to hiking, biking, and countless four-season activities. A truly exceptional property blending timeless farmhouse character with today’s modern luxuries.

Property Details
Price $2,400,000
Close Price $2,400,000
Bedrooms 5
Full Baths 1
Half Baths 1
Total Baths 5
Property Style Farmhouse
Lot Size Area 114998
Acres 2.64
Property Type Residential
Sub type SingleFamilyResidence
MLS® Sub type Single Family
Stories 2
Features Dining Area,Elevator,Wood Fireplace,1 Fireplace,Hot Tub,In-Law/Accessory Dwelling,Kitchen Island,Primary BR w/ BA,Natural Light,Vaulted Ceiling,Walk-in Closet,2nd Floor Laundry
Exterior Features Barn,Guest House,Porch
Year Built 2005
Roof Shingle
Heating Baseboard,Radiant Floor
Foundation Concrete
Lot Description Landscaped,Open,Sloping
Parking Spaces 5
Garage spaces 5
Additional Rooms 10
Geographic Data
County VT-Windsor
Latitude 43.601094017725
Longitude -72.541489966934
Market Area VT-Windsor
Address Information
Address 1059 Carlton Hill Road, Woodstock, VT 05091
Postal Code 05091
City Woodstock
State VT
Country United States
Listing Information
Listing Office Williamson Group Sothebys Intl. Realty
Listing Office Phone 802-457-2000
Listing Office Email office@williamson-group.com
Listing Agent Keri Cole
Listing Agent Phone 802-457-2000
Attribution Contact Cell: 410-200-3536
Compensation Disclaimer The offer of compensation is made only to participants of the MLS where the listing is filed.
Virtual Tour URL https://ucfaadd44926b24c0ef96c4ccc32.dl.dropboxusercontent.com/cd/0/inline/CwtsdnrFW_2nfgFc_AQVG3NhFbip0y5h_plnOfWv2gw7trWpjn1cI8txZWmnFaD8XjD5AzbaOOHDxgiJLwEBPNGfW0gDq92Qi1pg3dPSOs5cdw5QckyPsq9epI71Serk1wh8MyItYJ8DHmMDQXGHUAeb/file#
School Information
District Mountain Views Supervisory Union
Elementary School Woodstock Elementary School
Middle School Woodstock Union Middle Sch
High School Woodstock Senior UHSD #4
MLS® Information
Days on market 39
MLS® Status Closed
Listing Date Sep 4, 2025
Listing Last Modified Nov 24, 2025
Tax Year 2025
Tax Annual Amount 30118
MLS® Area VT-Windsor
MLS® # 5059827

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This information is believed to be accurate, but without any warranty.