BEDS9
BATHS11 full
SQUARE FEET5,993
MLS#5062350
STATUSActive
PROPERTY TYPEResidential - Single Family
SCHOOLWoodstock UHSD 4
Listing Courtesy of:
KW Vermont Woodstock
Agency Contact: Cell: 203-912-8173
Associate Name: Jennifer Falvey
Property Description
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 Features
Property Type: Residential - Single Family
Basement: Storage Space, Unfinished
Basement: Yes
Cooling: Wall AC Units
Heating: Propane, Oil
Home Style: Victorian
Lot Size: 0.46 Acres
Roof Type: Metal, Standing Seam
Stories: 2.5
Taxes: $33,925
Year Built: 1899
Amenities
Bar
Ceiling Fan
Dining Area
Gas Fireplace
1 Fireplace
In-Law/ADU
Primary BR w/ BA
Natural Woodwork
Security
Walk-in Closet
Wet Bar
Whirlpool Tub
1st Floor Laundry
Balcony
Garden Space
Natural Shade
Patio
Covered Porch
Feature Descriptions
Appliances: Dishwasher, Dryer, Range Hood, Microwave, Electric Range, Gas Range, Refrigerator, Washer, Gas Stove, Water Heater
Baths Full: 11
Color: Pink
Construction: Post and Beam, Wood Frame
Construction Status: Existing
Days on Site: 214
Driveway: Paved
Electric: 200+ Amp Service
Equipment: CO Detector, Security System, Smoke Detector, Sprinkler System, Gas Stove
Exterior: Post and Beam, Wood Frame
Flood Zone: No
Flooring: Carpet, Manufactured, Tile, Wood
Foundation: Brick, Concrete
Lot: Landscaped, Level, Sidewalks, In Town, Near Paths, Near Shopping, Neighborhood, Near Public Transportatn
Number of Rooms: 16
Parking: On-Site, Parking Spaces 1 - 10
Road Frontage: 114
Roads: Paved, Public
Sewer: Public
Sq. Ft. Above Grade Finished: 5993
Sq. Ft. Total Finished: 5993
Total Stories: 2.5
Water: Public
Zoning: Non-residential
Local Schools
High School: Woodstock Senior UHSD #4
Middle School: Woodstock Union Middle Sch
Elementary School: Woodstock Elementary School
School District: Woodstock UHSD 4
Listed By / Shown By
Listed By
Agency Name: KW Vermont Woodstock
Agency Contact: Cell: 203-912-8173
Agent Name: Jennifer Falvey
Shown By
Agency Title: Better Homes and Gardens Real Estate The Masiello Group
Agency Phone: 800-741-1540
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Estimate Your Payment
Estimated Payment
$ 9,369.37 per month $5,784.25 Principal & Interest $2,827.08 Property Tax $758.04 Homeowner's Insurance
Listing data compilation and photo(s) 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 2026-04-23 17:08:05 
41 Pleasant Street | MLS# 5062350
This single family home located at 41 Pleasant Street, Woodstock, VT 05091 is currently listed for sale with an asking price of $2,599,000. This property was built in 1899 and has 9 bedrooms and 11 full baths with 5993 sq. ft. Pleasant Street is located within the Woodstock UHSD 4 school district. Search Woodstock real estate on www.masiellogrouprealestate.com today.