18 Pleasant Street Woodstock, VT $ 1,750,000
18 Pleasant Street
$ 1,750,000
Recently Listed
Open House 10/17 10am - 12pm
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18 Pleasant Street

Woodstock, VT, 05091
$ 1,750,000
Bedrooms5 Baths2.1 Sq 3,294

Monthly Estimate*

$ 12,087

Listed by David Donegan, Snyder Donegan Real Estate Group, 603-443-0044, david.donegan@snyderdonegan.com
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Single Family Home for sale in Woodstock, VT

for $1,750,000 with 5 bedrooms and 2 full baths, 1 half bath. This 3,294 square foot home was built in 1856 on a lot size of 0.55.

EATON HOUSE- Steeped in history and ideally situated in Woodstock’s Historic District, the Eaton House is a handsome Greek Revival-inspired residence built in 1856. Set on a beautifully landscaped .55-acre lot bordering the lovely Kedron Brook, the property offers a rare combination of historic character, modern comfort, and effortless Village living. The interiors are bright and charming, seamlessly blending architectural details with thoughtful updates. The main level is designed for both everyday living and entertaining, with a well-appointed kitchen and dining area complemented by a gracious formal dining room featuring built-in china cabinets and French doors. Adjacent the dining room at the front of the house is a formal sitting room, while across the foyer, a spacious living room with built-in bookshelves centers around a cozy fireplace. Upstairs, five bedrooms and two baths provide generous accommodations for family and friends. Outside, a private deck off the kitchen offers a peaceful setting for outdoor dining and hosting social gatherings. An attached two-car garage and upgraded mechanical systems, including mini-splits for heating and cooling, add modern convenience. Just a short stroll from Woodstock Village’s acclaimed shops, restaurants, galleries, cultural, and recreational offerings, this exceptional property captures the timeless appeal of Village living while offering the comfort and functionality of today. Enjoy the annual Wassail Parade from your own front porch, and view of the Mount Tom Star from the ell of the house. Note: some photos virtually adjusted.

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Open House

10/17/2026 10:00 AM - 12:00 PM
18 Pleasant Street Woodstock, VT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,750,000

Bedrooms

5

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Greek Revival

Lot Size

0.55

Year Built

1856

Town/City

Woodstock

County/Region

Windsor

MLS | Web ID

5113873

Features
Interior
Basement Description Bulkhead Partially Finished Exterior Stairs Interior Stairs
Interior Amenities Ceiling Fan Gas Fireplace 1 Fireplace Kitchen Island Natural Light Skylight
Basement Yes
Flooring Carpet Tile Wood
Beds 5
Total Rooms 10
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General
Road Frontage Yes
Sewer Public
Heating Oil Baseboard Electric Heat Pump Hot Water
Cooling Multi Zone Mini Split
Utilities Cable at Site Telephone at Site
Roof Metal Shingle Standing Seam
Appliances Dishwasher Disposal Dryer Microwave Gas Range Refrigerator Washer Gas Stove Electric Water Heater Owned Water Heater
Garage Yes
Flood Zone No
Zoning Residential
Exclusions Chandelier in Dining Room will be taken but replace with another before closing
3/4 Baths 1
Full Baths 1
Half Baths 1
Bathrooms 3
Year Built 1856
Electric Circuit Breaker(s)
Style Greek Revival
Stories Count 2
Type Single Family
Block 81
Property Condition Existing
Tax Year 2027
Status Detail 1
Covenants Unknown
Construction Materials Wood Frame Clapboard Exterior Wood Siding
Directions From the Woodstock Village Green turn left onto Elm Street and then the next right onto Pleasant Street. Destination is on the left.
High School Woodstock Senior UHSD #4
City Woodstock
Other Equipment CO Detector Smoke Detector Standby Generator
School District Woodstock UHSD 4
Seasonal No
Elementary School Woodstock Elementary School
Middle School Woodstock Union Middle Sch
Tax Annual Amount 23259.84
DOM 0
Price Per Sq Ft Total AG 531.27
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Exterior
Lot Features Landscaped Level
Exterior Amenities Deck Garden Space Gazebo Natural Shade Covered Porch
Driveway Gravel
Lot Size Area 0.55
Water Source Public
Parking Features Driveway Garage
Garage Capacity 2
Foundation Stone
Lot 28
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* Excluded Features
List By
David Donegan

Listing Agent

Snyder Donegan Real Estate Group

Broker

(603) 443-0044

Phone

david.donegan@snyderdonegan.com

Email

Affordability Calculator

$12,087
Per Month
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Monthly Principal & Interest
$12,087
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Default based on a 30-year fixed rate of 7.375% 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
Pricing History
DatePricePrice ChangeDescription
10/11/2026$1,750,000 Listed Price

Map


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18 Pleasant Street, Woodstock, VT, 05091 is a Single Family Home for sale at $1,750,000 with 3,294 sqft and a lot size of 0.55. 18 Pleasant Street has 5 bedrooms, 2.1 baths, and was built in 1856. The property's zip code is 05091 which is in Woodstock, VT