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$2,599,000
21 Days On Site

41 Pleasant Street
Woodstock, VT 05091

For Sale|Single Family Residence|Active
9
Beds
11
Total Baths
11
Full Baths
5,993
SqFt
$434
/SqFt
1899
Built
County:
VT-Windsor
Listing courtesy of Jennifer Falvey of KW Vermont Woodstock Cell: 802-332-3334

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(802) 353-1604
41 Pleasant Street41 Pleasant Street41 Pleasant Street41 Pleasant Street
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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!

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Listing Snapshot
Price 
$2,599,000
Days On Site 
21 Days
Bedrooms 
9
Inside Area (SqFt) 
5,993 sqft
Total Baths 
11
Full Baths 
11
Partial Baths 
N/A
Lot Size 
0.46 Acres
Year Built 
1899
MLS® Number 
5062350
Status 
Active
Property Tax 
$33,925.46
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 weeks agoListing updated with changes from the MLS®
3 weeks agoListing first seen on site
General Features
Acres 
0.46
Number Of Stories 
2
Parking 
PavedOn Site
Property Sub Type 
Single Family Residence
Security 
Security SystemSmoke Detector(s)
Sewer 
Public Sewer
SqFt Above 
5993
SqFt Total 
8541
Style 
Victorian
Utilities 
Cable Available
Water Source 
Public
Zoning 
Non-residential
Interior Features
Appliances 
DishwasherDryerRefrigeratorGas CooktopMicrowaveWasher
Basement 
Unfinished
Cooling 
Ceiling Fan(s)Wall Unit(s)
Electric 
200+ Amp Service
Fireplace 
Yes
Fireplace Features 
Gas
Fireplaces 
1
Flooring 
CarpetTile
Interior 
BarNatural WoodworkWet BarWalk-In Closet(s)High Speed Internet
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Exterior Features
Exterior 
Balcony
Lot Features 
Level
Patio And Porch 
Patio
Roof 
Metal
Community Features
School District 
Woodstock UHSD 4
Schools
School District
Woodstock UHSD 4
Elementary School
Woodstock Elementary School
Middle School
Woodstock Union Middle Sch
High School
Woodstock Senior UHSD #4
Listing courtesy of Jennifer Falvey of KW Vermont Woodstock Cell: 802-332-3334



Copyright 2025, 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, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Last checked: 2025-10-13 05:55 PM UTC
Neighborhood & Commute
Source: Walkscore
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