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Single Family Residence at 41 Pleasant Street, Woodstock
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$2,599,000

41 Pleasant Street
Woodstock, VT 05091
Listed by Jennifer Falvey · KW Vermont Woodstock
Bedrooms
9
Bathrooms
11
Living area
N/A
Year built
1899

About this home

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!

Property details

MLS #
5062350
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
285
On market date
N/A
Stories
N/A
Total bathrooms
11
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.46 acres

Location

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Est. monthly payment
$15,801/mo
$519,800 down
$2,079,200 loan
Principal & interest$13,486
Property tax (est.)$2,166
Home insurance (est.)$150

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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 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 02/07/26.