2 Pleasant StreetWoodstock, VT 05091MLS Number 5057220

  • Price: $2,600,000
  • Est. Mortgage of $/month
  • 84 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.22% last updated on Nov 6, 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.
Active with Contract
2 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 050912 Pleasant Street Woodstock VT 05091
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  • 4Bedrooms
  • 0.37Acreage
  • 4Bathrooms
  • 1821Year Built

Driving Directions

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.
Listed by David Donegan of Snyder Donegan Real Estate Group (Cell: 603-443-0044)

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More Info

Tax Information

  • Tax Year2025

Location

  • Building Number2
  • StreetPleasant Street
  • VillageWoodstock
  • TownWoodstock
  • StateVT
  • Zip05091
  • CountyWindsor
  • DistrictWoodstock UHSD 4
  • Elementary SchoolWoodstock Elementary School
  • Junior HighWoodstock Union Middle Sch
  • High SchoolWoodstock Senior UHSD #4
  • Flood Zone Y/NUnknown
  • Address2 Pleasant Street

Interior

  • Interior FeaturesAttic with Hatch/Skuttle, Bar, Dining Area, Wood Fireplace,3+ Fireplaces, Kitchen/Family, Natural Light, Natural Woodwork, Walk-in Closet, Wood Stove Hook-up,1st Floor Laundry
  • Room 1 TypeFamily Room
  • Room 1 Level1
  • Room 1 Dimensions15x13
  • FloorsBrick, Hardwood, Slate/Stone, Softwood
  • Room 2 TypeLiving Room
  • Room 2 Level1
  • Room 2 Dimensions15x16
  • Room 3 TypeLibrary
  • Room 3 Level1
  • Room 3 Dimensions14x13
  • Room 4 TypeDining Room
  • Room 4 Level1
  • Room 4 Dimensions16x13
  • Room 5 TypeKitchen
  • Room 5 Level1
  • Room 5 Dimensions10x8
  • Stories2
  • Room 6 TypeEat-in Kitchen
  • Room 6 Level1
  • Room 6 Dimensions13x11
  • Room 7 TypePrimary Bedroom
  • Room 7 Level2
  • Room 7 Dimensions17x15
  • Room 8 TypeOffice/Study
  • Room 8 Level2
  • Room 8 Dimensions15x12
  • Room 9 TypeBedroom
  • Room 9 Level2
  • Room 9 Dimensions15x13
  • Room 10 TypeBedroom
  • Room 10 Level2
  • Room 10 Dimensions15x12
  • Room 11 TypeBedroom
  • Room 11 Level2
  • Room 11 Dimensions19x11

Parking

  • Parking Spaces1
  • GarageYes
  • Parking DescriptionDriveway, Garage

Building

  • Year Built1821
  • Building ConstructionBrick Exterior
  • ConstructionExisting
  • Property StyleFederal, w/Addition
  • Bedrooms4
  • Bathroom4
  • Total Baths4
  • Half Bath1
  • Total Rooms10
  • Square Feet3,998
  • APX Unfin Below Grade1312
  • BasementConcrete Floor, Unfinished
  • FoundationStone

Exterior

  • Exterior FeaturesPartial Fence, Garden Space, Natural Shade, Covered Porch, Storage, Window Screens
  • Exterior ColorBrick
  • RoofAsphalt Shingle

Amenities

  • Accessibility Amenities1st Floor 1/2 Bathroom,1st Floor Hrd Surfce Flr,1st Floor Laundry
  • AmenitiesCO Detector, Smoke Detector
  • PricePerSqFt650.33

Other

  • Delayed ShowingsNo
  • SeasonalNo
  • Page409
  • Date Listed08/19/2025
  • View Count6

Rooms

  • Full Bath3

Basic Information

  • MLS Number5057220
  • MLS StatusActive Under Contract
  • Virtual TourView Tour
  • StatusActive With Contract
  • Property TypeSingle Family
  • List Price$2,600,000
  • Listing Agent NameDavid Donegan
  • Broker NameSnyder Donegan Real Estate Group

Property

  • Acreage0.37
  • Lot DescriptionCorner, Landscaped, Level, Sidewalks, Trail/Near Trail, Near Country Club, Near Golf Course, Near Shopping, Near Skiing, Neighborhood, Near School(s)
  • AreaVT-Windsor
  • DrivewayPaved
  • RoadsPaved, Public
  • Road Frontage600
  • Suitable Use Land Type FarmsResidential

Utilities

  • Heat SystemPropane, Baseboard
  • WaterPublic
  • SewerPublic
  • ElectricCircuit Breaker(s)
  • UtilitiesCable
Bellville Realty
Bellville Realty
Office: 802-257-7979
16 Harmony Place
Brattleboro, VT 05301
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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 November 11, 2025 8:38 AM EST

 

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