2 PLEASANT STREET- This stately brick Federal is a historic landmark property in the heart of Woodstock Village, home to many storied families in the town and state’s history, notably Julius Converse, Governor of Vermont in 1872, and Laurance Rockefeller. Though it has been well-renovated and maintained over the years, it retains many of its historic features to beautifully blend modern convenience with original charm. The first floor features oversized, recently updated windows and several spacious high ceiling gathering rooms including a formal living room, dining room, library, and central family room. A cozy eat-in kitchen with fireplace on the north side of the house opens to a lovely landscaped yard shaded by mature maple trees. The second floor, also punctuated by high ceilings and windows to give it a bright and spacious feel, features a primary bedroom on the front side of the house with an adjoining dressing area, walk in closets, and full bath. Adjacent the primary is another sizable bedroom with its own bath, while two additional bedrooms with shared bath round out the level. The detached barn garage has space for one car and plenty of additional storage. Idyllically sited and within walking distance of local shopping, dining, schools, hiking trails, and Marsh-Billings-Rockefeller National Historic Park, this iconic Woodstock home is a rare gem.
Active
Listed by:
David Donegan,
Snyder Donegan Real Estate Group Cell:603-443-0044
$2,600,000
2 Pleasant Street, Woodstock, VT 05091
4beds
3,998sqft
Est.:
Single Family Residence
Built in 1821
0.37 Acres Lot
$2,459,800 Zestimate®
$650/sqft
$-- HOA
What's special
Dining roomDressing areaPrimary bedroomHigh ceiling gathering roomsOversized recently updated windowsLovely landscaped yardMature maple trees
- 4 days
- on Zillow |
- 948 |
- 59 |
Zillow last checked: 7 hours ago
Listing updated: 16 hours ago
Listed by:
David Donegan,
Snyder Donegan Real Estate Group Cell:603-443-0044
Source: PrimeMLS,MLS#: 5057220

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Propane, Baseboard
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Microwave, Electric Range, Washer
- Laundry: 1st Floor Laundry
Features
- Bar, Dining Area, Kitchen/Family, Natural Light, Natural Woodwork, Walk-In Closet(s)
- Flooring: Brick, Hardwood, Slate/Stone, Softwood
- Windows: Screens
- Basement: Concrete Floor,Unfinished,Interior Entry
- Attic: Attic with Hatch/Skuttle
- Has fireplace: Yes
- Fireplace features: Wood Burning, 3+ Fireplaces, Wood Stove Hook-up
Interior area
- Total structure area: 5,310
- Total interior livable area: 3,998 sqft
- Finished area above ground: 3,998
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Paved, Driveway, Garage
- Garage spaces: 1
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: 1st Floor 1/2 Bathroom, 1st Floor Hrd Surfce Flr, 1st Floor Laundry
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered Porch
- Exterior features: Garden, Natural Shade, Storage
- Fencing: Partial
- Frontage length: Road frontage: 600
Lot
- Size: 0.37 Acres
- Features: Corner Lot, Landscaped, Level, Sidewalks, Trail/Near Trail, Near Country Club, Near Golf Course, Near Shopping, Near Skiing, Neighborhood, Near School(s)
Details
- Parcel number: 78625010406
- Zoning description: Res
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Federal
- Property subtype: Single Family Residence
Materials
- Brick Exterior
- Foundation: Stone
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1821
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Utilities for property: Cable
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Smoke Detector(s)
Location
- Region: Woodstock
Financial & listing details
- Price per square foot: $650/sqft
- Tax assessed value: $1,064,300
- Annual tax amount: $32,346
- Date on market: 8/19/2025
- Road surface type: Paved
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