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

41 Pleasant Street

Woodstock, VT, 05091
$ 2,599,000
Bedrooms9 Baths11.0 Sq 5,993

Monthly Estimate*

$ 16,214

Listed by Jennifer Falvey, KW Vermont Woodstock, 203-912-8173, j.falvey@kw.com
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Single Family Home for sale in Woodstock, VT

for $2,599,000 with 9 bedrooms and 11 full baths. This 5,993 square foot home was built in 1899 on a lot size of 0.46.

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!

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Single Family Active

Price

$ 2,599,000

Bedrooms

9

Full Bath

11

Property Type

Single Family

Taxes

$ 0

Style

Victorian

Lot Size

0.46

Year Built

1899

Town/City

Woodstock

County/Region

Windsor

MLS | Web ID

5062350
Features
Interior
Basement Description Storage Space Unfinished
Interior Amenities Bar Ceiling Fan Dining Area Gas Fireplace 1 Fireplace In-Law/Accessory Dwelling Primary BR w/ BA Natural Woodwork Security Walk-in Closet Wet Bar Whirlpool Tub 1st Floor Laundry
Basement Yes
Flooring Carpet Manufactured Tile Wood
Beds 9
Total Rooms 16
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General
Road Frontage Yes
Sewer Public
Heating Propane Oil
Cooling Wall AC Units
Utilities Cable Available Telephone Available
Roof Metal Standing Seam
Appliances Dishwasher Dryer Range Hood Microwave Electric Range Gas Range Refrigerator Washer Gas Stove Water Heater
Garage No
Flood Zone No
Zoning Non-residential
3/4 Baths 0
Full Baths 11
Half Baths 0
Bathrooms 11
Year Built 1899
Electric 200+ Amp Service
Style Victorian
Stories Count 2.5
Construction Status Existing
Type Single Family
Auction No
Tax Year 2025
Status Detail 0
Covenants Unknown
Construction Materials Post and Beam Wood Frame
Directions Head West on Route 4. 41 Pleasant St is .2 miles past Maplefields on the left.
High School Woodstock Senior UHSD #4
City Woodstock
Other Equipment CO Detector Security System Smoke Detector Sprinkler System Gas Stove
School District Woodstock UHSD 4
Seasonal No
Elementary School Woodstock Elementary School
Middle School Woodstock Union Middle Sch
DOM 42
Price Per Sq Ft Total AG 433.67
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Exterior
Lot Features Landscaped Level Sidewalks In Town Near Paths Near Shopping Neighborhood Near Public Transportatn
Exterior Amenities Balcony Garden Space Natural Shade Patio Covered Porch
Driveway Paved
Lot Size Area 0.46
Water Source Public
Parking Features On-Site Parking Spaces 1 - 10
Foundation Brick Concrete
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* 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.
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Nearby
4917695 Elementary School
4917696 Middle School
Woodstock Senior UHSD #4 High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
9/21/2025$2,599,000 Listed Price

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41 Pleasant Street, Woodstock, VT, 05091 is a Single Family Home for sale at $2,599,000 with 5,993 sqft and a lot size of 0.46. 41 Pleasant Street has 9 bedrooms, 11.0 baths, and was built in 1899. The property's zip code is 05091 which is in Woodstock, VT

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