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41 Pleasant Street, 
Woodstock, VT 05091

$2,599,000


9

Beds


11

Baths


5,993

Sq Ft


Single Family

Active

Listed by

Jennifer Falvey, Cell: 203-912-8173

Steven Foster

Kw Vermont Woodstock

5711

802-654-8500

Last updated:

January 22, 2026, 11:38 AM

MLS#

5062350

Source:

PrimeMLS

About This Home

41 Pleasant Street

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!

Home Facts

Single Family

11 Baths

9 Bedrooms

Built in 1899

Price Summary

2,599,000

$433 per Sq. Ft.

MLS #:

5062350

Last Updated:

January 22, 2026, 11:38 AM

Added:

4 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

9

Bathrooms

Total Bathrooms:

11

Full Bathrooms:

11

Interior

Living Area:

5,993 Sq. Ft.


Structure

Structure

Building Area:

8,541 Sq. Ft.

Year Built:

1899


Lot

Lot Size (Sq. Ft):

20,038


Finances & Disclosures

Finances

Price:

$2,599,000

Price per Sq. Ft:

$433 per Sq. Ft.

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Copyright 2026 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated January 25, 2026

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.