$2,599,000

41 Pleasant Street, Woodstock, VT 05091

  • 9 beds |
  • 11 baths
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1899
  • Property Lot Size Icon0.46acre lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $——/sqft
  • Property List Date Icon Listed 2 months ago

Property Description

This listing courtesy of Jennifer Falvey, KW Vermont Woodstock

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!

Listing Status:
Active
Date Added:
September 21, 2025 at 05:00AM
Listing Office:
KW Vermont Woodstock : 802-654-8500
Listing Agent:
Jennifer Falvey : 203-912-8173
MLS ID:
5062350
  • General: BarCeiling FanDining AreaGas Fireplace1 FireplaceIn-Law/Accessory DwellingPrimary BR w/ BANatural WoodworkSecurityWalk-in ClosetWet BarWhirlpool Tub1st Floor Laundry
  • Appliances: DishwasherDryerRange HoodMicrowaveElectric RangeGas RangeRefrigeratorWasherGas StoveWater Heater
  • Basement: Storage SpaceUnfinished
  • Flooring: CarpetManufacturedTileWood
  • A/C: Wall AC Units
  • Heating: PropaneOil
  • General: BalconyGarden SpaceNatural ShadePatioCovered Porch
  • Style: Victorian
  • Parking: On-SiteParking Spaces 1 - 10
  • Roofing: MetalStanding Seam
  • General: Post and BeamWood FrameBrickConcrete
  • Road/Access: PavedPublic
  • School District: Woodstock UHSD 4
  • County: Windsor
  • Driveway: Paved
  • Zoning: Non-residential
  • Utilities: Cable AvailableTelephone Available
  • Water: Public
  • Sewer: Public

This listing courtesy of Jennifer Falvey, KW Vermont Woodstock

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

W

Woodstock Elementary School

15 South St, Woodstock, VT, 05091

Grades PK-4

0.53 miles away

W

Woodstock Union Middle / High School

496 Woodstock Rd # 1, Woodstock, VT, 05091

Grades 7-12

1.98 miles away

W

Woodstock Union Middle / High School

496 Woodstock Rd # 1, Woodstock, VT, 05091

Grades 7-12

1.98 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.