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41 Pleasant Street, Woodstock, VT 05091 (MLS # 5062350)

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Listing provided by Jennifer Falvey, KW Vermont Woodstock, Cell: 203-912-8173

PRICE $2,599,000 dsIDX morgage calculator
BEDS 9
BATHS 11
HOME SIZE 5,993 sqft
LOT SIZE 20,038 sqft
Request More Info Schedule a Showing

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!

DAYS ON MARKET 271 LAST UPDATED 11/26/2025
YEAR BUILT 1899 COUNTY VT-Windsor
STATUS Active PROPERTY TYPE(S) Single Family

SCHOOLS
School District Woodstock UHSD 4
Elementary School Woodstock Elementary School
Jr. High School Woodstock Union Middle Sch
High School Woodstock Senior UHSD #4


ADDITIONAL DETAILS
AIR Ceiling Fan(s), Wall Unit(s)
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Dryer, Electric Range, Gas Cooktop, Gas Range, Microwave, Range Hood, Refrigerator, Washer, Water Heater
BASEMENT Storage Space, Unfinished, Yes
CONSTRUCTION Frame
EXTERIOR Balcony, Garden
FIREPLACE Yes
HEAT Oil, Propane
INTERIOR Bar, High Speed Internet, Natural Woodwork, Walk-In Closet(s), Wet Bar
LOT 0.46 acre(s)
LOT DESCRIPTION Landscaped, Level
PARKING Paved, On Site
SEWER Public Sewer
STORIES 2
STYLE Victorian
TAXES 33925.46
UTILITIES Cable Available, Phone Available
WATER Public
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

0
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*Estimate only

SATELLITE VIEW



 
CONTACT US ABOUT 41 PLEASANT STREET
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Copyright 2026 PrimeMLS. All rights reserved.

This information is deemed reliable, but not guaranteed

The data relating to real estate displayed on this web site 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 6/19/26 3:56 AM PDT


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This IDX solution is (c) Diverse Solutions 2026.

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