For Sale
Single family home for sale at 41 Pleasant St, Woodstock, VT 05091 | MLS# 5062350 | Listing updated on 2026-09-17
Photo 1 of Single family home for sale at 41 Pleasant St, Woodstock, VT 05091 | MLS# 5062350 | Listing updated on 2026-09-17
Photo 2 of Single family home for sale at 41 Pleasant St, Woodstock, VT 05091 | MLS# 5062350 | Listing updated on 2026-09-17
Photo 3 of Single family home for sale at 41 Pleasant St, Woodstock, VT 05091 | MLS# 5062350 | Listing updated on 2026-09-17
Photo 4 of Single family home for sale at 41 Pleasant St, Woodstock, VT 05091 | MLS# 5062350 | Listing updated on 2026-09-17
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Listed by: Jennifer Falvey | KW Vermont Woodstock (802) 654-8500

$2,599,000

Monthly Est:$12,936

  • Beds Icon9 Beds
  • Beds Icon
    11 Baths
  • Beds Icon5,993sqft

41 Pleasant St, Woodstock, VT 05091

$12,936/moEst:

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  • Single Family Residence

  • Built in 1899

  • $-- HOA

  • 20,038 sqft lot

  • $434/sq.ft

Description

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!

  • Houzeo last checked: 7 hours ago
  • Listing updated: September 17, 2026 at 8:53 am
  • Source: NEREN/Prime MLS-NH | MLS#: 5062350 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Windsor County

  • City

    Woodstock

  • Neighborhood

    --

  • Year Built

    1899

  • HOA Fees

    -

  • Finished Area

    5,993 sqft

  • Lot Size

    20,038 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5062350

  • MLS Status

    (10) Active - Active

  • Days on Market

    382

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 9

    Bathrooms: 11

Interior

  • Sewer

    Public

  • Interior Features

    Bar, Ceiling Fan(s), Dining Area, Gas Fireplace, 1 Fireplace, In Law/adu, Primary Br W/ Ba, Natural Woodwork, Security, Walk In Closet(s), Wet Bar, Whirlpool Tub, 1st Floor Laundry

  • Appliances

    Dishwasher, Dryer, Range Hood, Microwave, Electric Range, Gas Range, Refrigerator, Washer, Gas Stove, Water Heater

  • Exterior Features

    Balcony, Garden, Natural Shade, Patio, Covered Porch

  • Flooring

    Carpet, Manufactured, Tile, Wood

  • Cooling

    Wall Unit(s)

  • Heating

    Propane, Oil

Construction

  • Year Built

    Year Built: 1899

  • Home type

    Single Family Residence

  • Property Condition

    Existing

  • Foundation Details

    Brick/mortar, Concrete

  • Architectural Style

    Victorian

  • Roof

    Metal, Standing Seam

  • Construction Materials

    Post And Beam, Wood Frame

Utilities & Energy

  • Water Source

    Public

  • Utilities

    Cable Available, Phone Available

  • Basement

    Storage Space, Unfinished

  • Parking Features

    On Site, Parking Spaces 1 10

  • Electric

    200+ Amp Service

Other Features

  • Lot Features

    Landscaped, Level, Sidewalks, In Town, Near Paths, Near Shopping, Neighborhood, Near Public Transit

Price History

DateEventPrice

02/07/2026

Source: mls_logoNEREN/Prime MLS-NH #5056243

Listed for Sale

$2,599,000 +67.68%

$434/sqft

01/28/2021

Source: mls_logoNEREN/Prime MLS-NH #4809479

Price Decreased

$1,550,000 -8.82%

$259/sqft

08/10/2020

Source: mls_logoNEREN/Prime MLS-NH #4809479

Sold

$1,700,000

$284/sqft

Nearby Homes

Based on information from PrimeMLS Inc. through Oct 09, 2026, 02:32PM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. 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 Oct 09, 2026, 02:32PM. © 2026 PrimeMLS, Inc. All Rights Reserved.

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