Woodstock, VT | 41 Pleasant Street

Christie's International Real Estate
$2,599,000
MLS#: 5062350
5,993
Sq Ft
0.46
Acres
11
Baths
9
Bedrooms
General Property Information
Property Status
Active
Price
$2, 599, 000
Property Type
Single Family
County
VT-Windsor
Agency / Brokerage
Jennifer Falvey
KW Vermont
List Date
9/20/2025 8:00 PM
Acres
0.46
Year Built
1899
Bedrooms
9
Total Baths
11
Sq. Ft. (Total)
5,993
Tax Year
2025
Taxes
$33,925

Description

This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont’s most beloved communities. Woodstock is often hailed as “the prettiest small town in America, ” and for good reason. The village is a vibrant resort town with maple-lined streets, stately homes, artisanal boutiques, and a warm and welcoming spirit. The town and assorted local organizations offer cultural and family fun activities offered throughout the year. Currently being used as a 7-room Inn boasting an additional 2-bedroom owner’s quarters, this property could be returned to operating as a private residential property with zoning permit. Please contact for more information on making this beautiful place your dream home!

Map

Interior Features
# Of Stories
2.5
Sq. Ft. (Total)
5,993
Sq. Ft. (Above Ground)
5,993
Sq. Ft. (Below Ground)
0
Sq. Ft. Unfinished
2,548
Rooms
16
Bedrooms
9
Baths
11
Interior Desc
Bar, Ceiling Fan, Dining Area, Gas Fireplace, 1 Fireplace, In-Law/ADU, Primary BR w/ BA, Natural Woodwork, Security, Walk-in Closet, Wet Bar, Whirlpool Tub, 1st Floor Laundry
Appliances Included
Dishwasher, Dryer, Range Hood, Microwave, Electric Range, Gas Range, Refrigerator, Washer, Gas Stove, Water Heater
Flooring
Carpet, Manufactured, Tile, Wood
Heating
Propane, Oil
Basement Desc
Storage Space, Unfinished

Town Market Snapshot

Source: Data provided by PrimeMLS, graph generated by Pall Spera Company

Exterior Features
Style of Residence
Victorian
House Color
Pink
Time Share
No
Exterior Details
Balcony, Garden Space, Natural Shade, Patio, Covered Porch
Land Desc.
Landscaped, Level, Sidewalks, In Town, Near Paths, Near Shopping, Neighborhood, Near Public Transport
Roof Desc.
Metal, Standing Seam
Driveway Desc.
Paved
Foundation Desc.
Brick, Concrete
Sewer Desc.
Public
Garage / Parking
No
Garage Spaces
0
Road Frontage
114
Zoning
Non-residential
Elementary School
Woodstock Elementary School
Middle School
Woodstock Union Middle Sch
High School
Woodstock Senior UHSD #4

Affordability Estimate

Quick payment estimate for this listing. Not a loan offer — rates and terms vary.

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Estimate excludes taxes, insurance, HOA, and PMI. Consult a lender for accurate figures.

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