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Courtesy of Jennifer Falvey of KW Vermont Woodstock: Cell: 203-912-8173.

41 Pleasant Street

Woodstock, VT 05091
  • $2,599,000
  • STATUS: Active
  • ON SITE: 214 Days
  • MLS #: 5056243
UPDATED: 69 min ago
$2,599,000
  • 0
    BEDS
  • 0.46
    ACRES
  • 0
    BATHS
  • 0
    1/2 BATHS
Neighborhood:
Type:
Commercial
Built:
1899
County:
Area:

School Ratings & Info

Description

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.

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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 2026-03-16T07:05:33.35.
www.livingvermont.com/homes/166852776
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41 Pleasant Street Woodstock, VT 05091

  • Price: $2,599,000
  • Status: Active
  • On Site: 214 Days
  • Updated: 69 min ago
  • MLS #: 5056243
0
Beds
0
Baths
0
½ Baths
0.46
Acres
1899
Built
Neighborhood:
Woodstock
County:
Windsor
Area:
Woodstock
Property Description
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.
Exterior Features

Construction Materials Post and BeamWood Frame Lot Features In TownNear Country ClubNear Golf CourseNear PathsNear ShoppingNear SkiingLandscapedLevelPondRental ComplexSidewalksStreet LightsNear Hospital Parking DrivewayParking Spaces 1 - 10 Railroad Available No Road Frontage Yes Road Frontage Length 114 Roof MetalStanding Seam Transport Access City StreetMajor Road AccessState HighwayPaved

Interior Features

Basement Yes Basement Access Type Interior Basement Description Interior Access Heating Multi ZonePropaneMulti FuelOilMini Split Sq Ft Total Building 5993

Property Features

Accessibility Features Access to Common AreasAccess to ParkingAccess to Restroom(s) Building Number 41 Business Type BusinessHospitalityMulti-FamilyOpportunity Cable Company Comcast Commercial Features Fire SystemLiving Space AvailableSecurity SystemSmoke/Heat Detectors Electric 200+ Amp Service Electric Company GMP Flood Zone No Foreclosed / Bank Owned / REO No Fuel Company Irving Phone Company Consolidated Pre Construction No Project Building Name The Village Inn of Woodstock Sale Includes Land/Building/Business Seasonal No Sewer Public Span Number 786-250-10177 Sub Property Type Use Bed/BreakfastFood ServiceFree Standing BuildingHistoric BuildingLodgingOffice BuildingOffice Condo Tax Gross Amount 33925.46 Tax Year 2025 Taxes Tbd No Utilities PropaneTelephone Available Vacant Land No Village District Locale Woodstock Water Source Public Zoning Non-Residential

Courtesy of Jennifer Falvey of KW Vermont Woodstock: Cell: 203-912-8173.


© 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 2026-03-16T07:05:33.35.
 
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