# 41 Pleasant Street, Woodstock, VT 05091

> **TL;DR:** single family, $2,599,000, built 1899. Est. $11,262/mo. Listed 316 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $2,599,000 |
| Year Built | 1899 |
| Lot Size | 20,038 sqft (0.46 acres) |
| Property Type | Single Family (Other) |
| Status | For Sale |
| Days on Market | 316 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $11,262 |
| **Total** | **$11,262** |

## Property Highlights

- Built in 1899
- 0.46 acre lot

## Description

### Agent Description
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.

## Location

- **Address:** 41 Pleasant Street, Woodstock, VT 05091
- **County:** VT-Windsor
- **Neighborhood:** The Village Inn of Woodstock
- **Coordinates:** 43.626532, -72.511161
- **Google Maps:** https://www.google.com/maps?q=43.626532,-72.511161

## Virtual Tour & Media

- **Video Tour:** https://youtu.be/0HfPWYMOt7U

## Listing Agent

- **Name:** Jennifer Falvey
- **Brokerage:** KW Vermont Woodstock
- **Phone:** (802) 654-8500
- **Email:** klrw860@kw.com

## Primary Photo

![41 Pleasant Street - Primary Photo](http://lh.rdcpix.com/8fc27ad34e04ea86b6d71376a3f02f51l-f3882180260r.jpg)

*55 total photos available on [listing page](https://www.propertysimple.com/listing/41-pleasant-street-woodstock-vt-05091-5056243)*

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**MLS#:** 5056243 | **Updated:** 2026-06-25
**Source:** listhub

*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.*

[View on PropertySimple](https://www.propertysimple.com/listing/41-pleasant-street-woodstock-vt-05091-5056243)

---

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