41 Pleasant Street, Woodstock, VT 05091
VT-Windsor County
Key Facts
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 Information
Property Type
Residential
Sub-Type
Single Family Residence
Style
Victorian
Year Built
1899
Stories
2
Living Area
8,541 sq ft
Lot Size
0.46 acres
Zoning
Non-residential
Days on Market
99
MLS® Listing#
5062350
Property Features
Interior
Exterior
Appliances
Cooling
Heating
Flooring
Fireplace
Basement
Parking
Patio
Lot Features
Construction
Foundation
Roof
Security
Community
Utilities
Sewer
Water Source
Schools
- Elementary:
- Woodstock Elementary School
- Middle:
- Woodstock Union Middle Sch
- High:
- Woodstock Senior UHSD #4
- District:
- Woodstock UHSD 4
Financial Details
Annual Taxes
$33,925
Tax year 2025
Directions
Head West on Route 4. 41 Pleasant St is .2 miles past Maplefields on the left.
Affordability Calculator
$519,800
Estimated monthly payment
$13,833/mo
Principal $2,079,200 · Est. interest $2,900,669 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Woodstock, VT
- $970,000
- Median Listing Price
- 145
- Median Days on Market
- 2,638
- Median Sq Ft
- $410
- Median Price / Sq Ft
- 59
- Active Listings
- This home’s price is 168% above the area median.
- Its price per sq ft is 26% below the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Woodstock, VT.
Location
Points of Interest in Woodstock, VT
Showing the Woodstock area map.
Nearby Schools
Woodstock Elementary School
Elementary · 0.5 mi away
Woodstock Nursery School
Elementary · 0.7 mi away
Woodstock Union High School
Secondary · 2.0 mi away
Pomfret School
Secondary · 2.1 mi away
Woodstock Union Middle
School · 2.1 mi away
Mid Vermont Christian School
School · 4.3 mi away
Upper Valley Waldorf School
Secondary · 4.8 mi away
Ottauquechee School
Elementary · 5.0 mi away
World of Discovery
School · 8.1 mi away
Hartland Elementary School
Elementary · 8.5 mi away
Potter's House School and Child Care Center
School · 8.8 mi away
Green Mountain Children's Center
School · 9.0 mi away
Hartford Memorial Middle School
Secondary · 9.8 mi away
Vermont Adult Learning
School · 9.8 mi away
Hartford Town School District
Secondary · 9.8 mi away
White River School
Elementary · 9.8 mi away
Hartford High School
Secondary · 9.9 mi away
Estabrook Christian School
School · 9.9 mi away
Sau 88
School · 10.2 mi away
Dothan Brook School
Elementary · 10.4 mi away
Commute Calculator
Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 5798 South Road, Woodstock, VT | $2,950,000 | 8 | 8 | 6,200 |
