41 Pleasant StreetWoodstock, VT 05091MLS Number 5062350

Price: $2,599,000
Est. Mortgage of $/month
168 Days on Market

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!

More Info

Tax Information

Tax Year2025

Location

Building Number41
StreetPleasant Street
TownWoodstock
StateVT
Zip05091
CountyWindsor
DistrictWoodstock UHSD 4
Elementary SchoolWoodstock Elementary School
Junior HighWoodstock Union Middle Sch
High SchoolWoodstock Senior UHSD #4
Flood Zone Y/NNo
Address41 Pleasant Street

Interior

Interior FeaturesBar, Ceiling Fan, Dining Area, Gas Fireplace,1 Fireplace, In-Law/Accessory Dwelling, Primary BR w/ BA, Natural Woodwork, Security, Walk-in Closet, Wet Bar, Whirlpool Tub,1st Floor Laundry
FloorsCarpet, Manufactured, Tile, Wood
Stories2.5

Amenities

AmenitiesCO Detector, Security System, Smoke Detector, Sprinkler System, Gas Stove
PricePerSqFt433.67

Other

SeasonalNo
Page1-3
Date Listed09/21/2025
View Count8

Parking

Parking Spaces
GarageNo
Parking DescriptionOn-Site, Parking Spaces 1 - 10

Building

Year Built1899
Building ConstructionPost and Beam, Wood Frame
ConstructionExisting
Property StyleVictorian
Bedrooms9
Bathroom11
Total Baths11
Total Rooms16
Square Feet5,993
APX Unfin Below Grade2548
BasementStorage Space, Unfinished
FoundationBrick, Concrete

Exterior

Exterior FeaturesBalcony, Garden Space, Natural Shade, Patio, Covered Porch
Exterior ColorPink
RoofMetal, Standing Seam

Legal

Taxes$33,925.46
Tax ReductionNo
ZoningNon-residential
Surveyed Y/NUnknown

Rooms

Full Bath11

Basic Information

MLS Number5062350
MLS StatusActive
Virtual TourView Tour
StatusACT
Property TypeSingle Family
List Price$2,599,000
Listing Agent NameJennifer Falvey
Broker NameKW Vermont Woodstock

Property

Acreage0.46
Lot DescriptionLandscaped, Level, Sidewalks, In Town, Near Paths, Near Shopping, Neighborhood, Near Public Transportatn
AreaVT-Windsor
DrivewayPaved
RoadsPaved, Public
Road Frontage114

Utilities

Heat SystemPropane, Oil
WaterPublic
SewerPublic
Electric200+ Amp Service
UtilitiesCable Available, Telephone Available

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated March 7, 2026 6:52 PM EST

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41 Pleasant StreetWoodstock, VT 05091MLS Number 5062350

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