8-Room Bed & Breakfast
For Sale
$2,599,000
41 Pleasant Street, Wood Stock, VT 05091
Commercial Sale, Woodstock, VT
Property SizeContact for details
Lot Size0.46 Acres
Days on Market374
Property Features for 41 Pleasant Street
General Information
Property type
Commercial Sale
Property subtype
Other
Zoning
Non-Residential
Rooms
Basement
Parking features
Driveway
Subdivision
The Village Inn of Woodstock
Lot features
In Town, Near Country Club, Near Golf Course, Near Paths, Near Shopping, Near Skiing, Landscaped, Level, Rental Complex, Sidewalks, Street Lights, Near Hospital
Directions
Head West on Route 4. 41 Pleasant St is .2 miles past Maplefields on the left.
Standard status
Active
Lot size
0.46 Acres
Taxes and HOA fees
Tax Year
2025
Tax Annual Amount
33925
Utilities
Utilities
Propane
Heating system
Oil, Propane (Heating), Ductless (Heating)
Water source
Public
Amenities
cozy tavern
amazing restaurant
Building Details
Year built
1899
Building materials
Post and Beam, Wood Frame
Roof type
Metal
Listing Agency:
KW Vermont Woodstock · Keller Williams Realty
(802) 654-8500
Listed By:
Jennifer Falvey
(802) 654-8500
Added: Aug 12, 2025
Changed: Aug 20
Last Checked: Aug 20 at 5:06PM
MLS# 5056243
Copyright © 2026 PrimeMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Investment Insights
Based on property information with market context.
Built in 1899, this bed and breakfast property includes an eight-room guest inn along with a separate one-bedroom owner’s quarters. The building features post-and-beam and wood-frame construction, a metal roof, basement space, and a heating system supported by oil, propane, and ductless components.
Set on 0.46 acres at 41 Pleasant Street in Woodstock, Vermont, the property is located within the 05091 postal area of Windsor County. Non-residential zoning, public water, propane utility service, and driveway parking support its established hospitality configuration. Woodstock provides a village setting with maple-lined streets, stately homes, boutiques, cultural programming, and seasonal activities.
Set on 0.46 acres at 41 Pleasant Street in Woodstock, Vermont, the property is located within the 05091 postal area of Windsor County. Non-residential zoning, public water, propane utility service, and driveway parking support its established hospitality configuration. Woodstock provides a village setting with maple-lined streets, stately homes, boutiques, cultural programming, and seasonal activities.
Key Highlights
- Eight‑room inn with an additional one‑bedroom owner’s quarters
- Built in 1899 on 0.46 acres
- Post‑and‑beam and wood‑frame construction
Property Analytics
Property Profile
Current Use
Lease Details
Turnkey business
Opportunity
Location Intelligence
Trade Area within ½ mile
472
Businesses Nearby
31k
Monthly Visits Nearby
Well-served
Demand for This Use
Explore this area
Business Placement
Foot Traffic Nearby
Shops & Services 82%
Home Improvements & Furnishings 15%
Dining 4%
Mobil
Shops & Services
12,544 visits/mo
0.2 miles
Cumberland Farms
Shops & Services
11,805 visits/mo
0.2 miles
Woodstock Ace Home & Hardware
Home Improvements & Furnishings
4,592 visits/mo
0.4 miles
People's United Bank
Shops & Services
1,299 visits/mo
0.4 miles
Pizza Chef
Dining
1,173 visits/mo
0.5 miles
Demographics for 05091, VT
3,320
Population
2,205
Households
1.5
Avg Household Size
54
Median Age
56%
College-Educated
99%
High-School Grad
67.5 sq mi
ZIP Area
49
Density / Sq Mi
$115,875
Median Household Income
$52,665
Median Earnings
$1,267
Median Rent
$516,300
Median Home Value
Market
Vacancy Rate% for Retail in Northeast region
Questions? Ask Rey
Realmo’s AI knows this listing — price, zoning, demand, history. Ask anything.
Similar Off Market Nearby
- Stay At Jimmy's — 45 Pleasant St, Woodstock, VT 05091
- The Vesper Woodstock — 21 Pleasant St, Woodstock, VT 05091
- Woodstock House — RR 106, Woodstock, VT 05091
Frequently Asked Questions
What type of property is this?
Bed & breakfast - Historic hospitality property with owner’s quarters, driveway parking, and a New England village setting.
Where is this bed & breakfast located?
The property is located at 41 Pleasant Street Wood Stock, VT.
What is the asking price?
The asking price for this property is $2,599,000.
What are key features of this property?
This property features: Eight‑room inn with an additional one‑bedroom owner’s quarters; Built in 1899 on 0.46 acres; Post‑and‑beam and wood‑frame construction
