41 Pleasant Street Woodstock, VT $ 2,599,000
41 Pleasant Street
$ 2,599,000
Share Save

41 Pleasant Street

Woodstock, VT, 05091
$ 2,599,000
Bedrooms-- Baths-- Sq 5,993

Monthly Estimate*

$ 16,214

Listed by Jennifer Falvey, KW Vermont Woodstock, 203-912-8173, j.falvey@kw.com
41 Pleasant Street, Woodstock, VT 05091 - Image 1
41 Pleasant Street, Woodstock, VT 05091 - Image 2
41 Pleasant Street, Woodstock, VT 05091 - Image 3
41 Pleasant Street, Woodstock, VT 05091 - Image 4
41 Pleasant Street, Woodstock, VT 05091 - Image 5
41 Pleasant Street, Woodstock, VT 05091 - Image 6
41 Pleasant Street, Woodstock, VT 05091 - Image 7
41 Pleasant Street, Woodstock, VT 05091 - Image 8
41 Pleasant Street, Woodstock, VT 05091 - Image 9
41 Pleasant Street, Woodstock, VT 05091 - Image 10
41 Pleasant Street, Woodstock, VT 05091 - Image 11
41 Pleasant Street, Woodstock, VT 05091 - Image 12
41 Pleasant Street, Woodstock, VT 05091 - Image 13
41 Pleasant Street, Woodstock, VT 05091 - Image 14
41 Pleasant Street, Woodstock, VT 05091 - Image 15
41 Pleasant Street, Woodstock, VT 05091 - Image 16
41 Pleasant Street, Woodstock, VT 05091 - Image 17
41 Pleasant Street, Woodstock, VT 05091 - Image 18
41 Pleasant Street, Woodstock, VT 05091 - Image 19
41 Pleasant Street, Woodstock, VT 05091 - Image 20
41 Pleasant Street, Woodstock, VT 05091 - Image 21
41 Pleasant Street, Woodstock, VT 05091 - Image 22
41 Pleasant Street, Woodstock, VT 05091 - Image 23
41 Pleasant Street, Woodstock, VT 05091 - Image 24
41 Pleasant Street, Woodstock, VT 05091 - Image 25
41 Pleasant Street, Woodstock, VT 05091 - Image 26
41 Pleasant Street, Woodstock, VT 05091 - Image 27
41 Pleasant Street, Woodstock, VT 05091 - Image 28
41 Pleasant Street, Woodstock, VT 05091 - Image 29
41 Pleasant Street, Woodstock, VT 05091 - Image 30
41 Pleasant Street, Woodstock, VT 05091 - Image 31
41 Pleasant Street, Woodstock, VT 05091 - Image 32
41 Pleasant Street, Woodstock, VT 05091 - Image 33
41 Pleasant Street, Woodstock, VT 05091 - Image 34
41 Pleasant Street, Woodstock, VT 05091 - Image 35
41 Pleasant Street, Woodstock, VT 05091 - Image 36
41 Pleasant Street, Woodstock, VT 05091 - Image 37
41 Pleasant Street, Woodstock, VT 05091 - Image 38
41 Pleasant Street, Woodstock, VT 05091 - Image 39
41 Pleasant Street, Woodstock, VT 05091 - Image 40
41 Pleasant Street, Woodstock, VT 05091 - Image 41
41 Pleasant Street, Woodstock, VT 05091 - Image 42
41 Pleasant Street, Woodstock, VT 05091 - Image 43
41 Pleasant Street, Woodstock, VT 05091 - Image 44
41 Pleasant Street, Woodstock, VT 05091 - Image 45
41 Pleasant Street, Woodstock, VT 05091 - Image 46
41 Pleasant Street, Woodstock, VT 05091 - Image 47
41 Pleasant Street, Woodstock, VT 05091 - Image 48
41 Pleasant Street, Woodstock, VT 05091 - Image 49
41 Pleasant Street, Woodstock, VT 05091 - Image 50
41 Pleasant Street, Woodstock, VT 05091 - Image 51
41 Pleasant Street, Woodstock, VT 05091 - Image 52
41 Pleasant Street, Woodstock, VT 05091 - Image 53
41 Pleasant Street, Woodstock, VT 05091 - Image 54

Commercial Property for sale in Woodstock, VT

for $2,599,000. This 5,993 square foot building was built in 1899 on a lot size of 0.46.

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.

See more

Commercial Active

Price

$ 2,599,000

Property Type

Commercial

Taxes

$ 0

Style

Business,Hospitality,Multi-Family,Opportunity

Lot Size

0.46

Year Built

1899

Town/City

Woodstock

County/Region

Windsor

MLS | Web ID

5056243

Features
Interior
Basement Description Interior Access
Basement Yes
Total Number of Units 1
See more
General
Road Frontage Yes
Sewer Public
Heating Multi Zone Propane Multi Fuel Oil Mini Split
Utilities Propane Telephone Available
Roof Metal Standing Seam
current use No
Flood Zone No
Zoning Non-Residential
Year Built 1899
Electric 200+ Amp Service
Business Type Business Hospitality Multi-Family Opportunity
Building Number 41
Accessibility Features Access to Common Areas Access to Parking Access to Restroom(s)
Tax Year 2025
Building Name The Village Inn of Woodstock
Status Detail 0
Construction Materials Post and Beam Wood Frame
Directions Head West on Route 4. 41 Pleasant St is .2 miles past Maplefields on the left.
City Woodstock
Other Equipment Security System Smoke Detector Sprinkler System
Seasonal No
DOM 82
Price Per Sq Ft Total AG 433.67
See more
Exterior
Lot Features In Town Near Country Club Near Golf Course Near Paths Near Shopping Near Skiing Landscaped Level Pond Rental Complex Sidewalks Street Lights Near Hospital
Lot Size Area 0.46
Water Source Public
Parking Features Driveway Parking Spaces 1 - 10
See more
* Excluded Features
List By
Jennifer Falvey

Listing Agent

Kw Vermont Woodstock

Broker

(203) 912-8173

Phone

j.falvey@kw.com

Email

Affordability Calculator

$16,214
Per Month
100%
0%
0%
Monthly Principal & Interest
$16,214
Monthly Property Taxes
--
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
451920 Elementary School
452237 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
8/13/2025$2,599,000 Listed Price

Map


See all

41 Pleasant Street, Woodstock, VT, 05091 is a Commercial Property for sale at $2,599,000 with 5,993 sqft and a lot size of 0.46. 41 Pleasant Street was built in 1899. The property's zip code is 05091 which is in Woodstock, VT