2 High Street Woodstock, Vermont - For Sale

2 High Street Woodstock, Vermont 05091 MLS# 5094456

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For Sale Status

$1,199,000 List Price

House Type

3 Beds

3 Baths

1,950 Sqft

Listed By John Bassette of Bassette Real Estate Group
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Beautifully Restored all the way down to the studs, c. 1890 Village Home in the Heart of downtown Woodstock! Extensively renovated while preserving its historic charm, this 3-bedroom, 3-bathroom residence offers the perfect blend of character and modern convenience right in the center of EVERYTHING. Major renovations and improvements include updated spray foam insulation, walls, windows, wiring, flooring, appliances, even structural supports, and dual new heating systems with Central AC. Abundant natural light highlight the home’s timeless appeal and the new deck over the garage insures you won't miss any of the action in town. The main level features a sun-filled living room with fireplace, private study with adjoining 3/4 bath, and an open-concept kitchen and dining area with quartz countertops, stainless appliances, and direct access to a welcoming covered porch overlooking the quaint New England charm of downtown Woodstock. Upstairs are three bedrooms, including a spacious primary suite with private bath and double closets. A second full bath features a tiled shower, soaking tub, and new Washer & Dryer. The finished third floor provides an exceptional bonus space ideal for a family room, office, studio, playroom, or guest accommodations, along with a separate storage room. Additional amenities include a paved driveway, lower-level garage/storage area, town water and sewer, dual Bosch propane boilers, propane 75G hot water, central air conditioning, and low-maintenance village living. Enjoy being just steps from Woodstock’s renowned restaurants, shops, galleries, recreation, and community events. A rare opportunity to own a move-in-ready historic home in one of Vermont’s most desirable village locations.

Property Location

2 High Street Woodstock

Property Details

List Price  $1,199,000 Total Rooms  7 List Date  Jun 12th, 2026
Cooperation Fee  Unknown Lot Size  0.07 Acres Taxes $9,907
MLS#  5094456 Days on Market  7 Days Tax Year 2025
Type  House Stories  2 1/2 Road Frontage  60
Bedrooms  3 Style  Colonial, Farmhouse Water Frontage  
Full Bathrooms  1 Finished  1,950 Sqft Construction  No, Existing
3/4 Bathrooms  2 Above Grade  1,950 Sqft Seasonal  No
Half Bathrooms  0 Below Grade  0 Sqft Year Built  1890
1/4 Bathrooms  0 Garage Size  1 Car County  Windsor
Interior Features
Equipment & AppliancesDishwasher, Dryer, Washer, Refrigerator, Microwave, Refrigerator, Washer, Propane Water Heater, Owned Water Heater, Wine Cooler
Living Room 12'2" x 14'4", 1st Floor Dining Room 14'2" x 13'5", 1st Floor Kitchen 14 x 10, 1st Floor
Office/Study 8'7 x 8'6, 1st Floor Bathroom Three Quarter  1st Floor Bedroom 10'1" x 10, 2nd Floor
Primary BR Suite 12'5" x 12'2", 2nd Floor Bedroom 10'2 x 10, 2nd Floor Bathroom Three Quarter  2nd Floor
Bathroom Full 8'4" x 11'6", 2nd Floor Family Room 11'6" x 28', 3rd Floor
ConstructionWood Frame, Clapboard Exterior, Vinyl Siding, Wood Exterior
BasementInsulated, Interior Stairs, Storage Space, Unfinished, Interior Access
Exterior Features
Disability Features
Foundation   House Color  White
Floors  Carpet,Tile,Wood Building Certifications  
Roof  Slate HERS Index  
DirectionsFrom Route 4 headed west into Woodstock, make left onto High Street. House is second house on the left.
Lot DescriptionCity Lot, Hilly, Mountain View, In Town, Near Country Club, Near Golf Course, Near Paths, Near Shopping, Neighborhood, Near School(s)
Garage & Parking  
Road Frontage Type  Paved,Public Water Access  
Suitable Use Water Type  
Driveway  Paved Water Body  
Flood Zone  No Zoning  Residential High Density
School District  Windsor Central Middle  Woodstock Union Middle Sch
Elementary  Woodstock Elementary School High  Woodstock Senior UHSD #4
Heating  Propane, Forced Air, In Ceiling, In Floor, Multi Zone Items Excluded  
Cooling  Central AC Negotiable  
Sewer  Public Parcel Access ROW  
Water  Public ROW for Other Parcel  
Water Heater   Financing  
Cable Co   Documents  
Electric  200+ Amp Service, Circuit Breaker(s) Tax ID  786-250-10831
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† The remarks published on this webpage originate from Listed By John Bassette of Bassette Real Estate Group via the PrimeMLS IDX Program and do not represent the views and opinions of Coldwell Banker Hickok & Boardman. Coldwell Banker Hickok & Boardman cannot be held responsible for possible violations of copyright resulting from the posting of any data from the PrimeMLS IDX Program.