Ski Home Realty Logo

41 Pleasant StreetWoodstock, VT 05091Price: $2,599,000

  • Price: $2,599,000
  • Est. Mortgage of $/month
  • 78 Days on Market
PrintSave Favorite
$
$
%
$/month over payments
Federal 30-year interest rate: 6.19% last updated on Dec 4, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $2,599,000List Price
  • 9Bedrooms
  • 11Bathrooms
  • 0.46Acreage
  • 5,993Square Feet
Listed by Jennifer Falvey of KW Vermont Woodstock (Cell: 203-912-8173)
Active
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091
41 Pleasant Street Woodstock VT 05091

Listing Tools

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 Details of 41 Pleasant Street

Property Details

Interior Features

Utilities and Appliances

Map Location

Driving Directions

Broker Reciprocity 

Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated December 7, 2025 5:38 PM EST

 

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to receive marketing and customer service calls and text messages from Ski Home Realty. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.