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41 Pleasant StreetWoodstock, VT 05091Price: $2,599,000

  • Price: $2,599,000
  • 159 Days on Market
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Federal 30-year interest rate: 6.06% last updated on Jan 15, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $2,599,000List Price
  • 0.46Acreage
  • 5,993Square Feet
Listed by Jennifer Falvey of KW Vermont Woodstock (Cell: 203-912-8173)
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41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091

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This exquisite 8-room Inn which boasts an additional 1-bedroom owner's quarters, invites you to embrace the quintessential New England bed and breakfast owner's dream. The Village Inn of 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 throughout the year. Guests from all over the world return to the Village Inn year after year to enjoy its charming rooms, cozy tavern and amazing restaurant. This Inn is a well-oiled machine with very impressive revenue growth. Call for more information and a chance to tour this property.

Property Details of 41 Pleasant Street

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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 January 19, 2026 1:08 AM EST

 

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