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Courtesy of David Donegan of Snyder Donegan Real Estate Group: Cell: 603-443-0044.

2 Pleasant Street

Woodstock, VT 05091
  • $2,600,000
  • STATUS: Active Under Contract
  • ON SITE: 108 Days
  • MLS #: 5057220
Under Contract
UPDATED: 47 min ago
$2,600,000
  • 4
    BEDS
  • 0.37
    ACRES
  • 3
    BATHS
  • 1
    1/2 BATHS
  • 3,998
    SQFT
  • $650
    $/SQFT
Type:
Single-Family Home
Built:
1821
County:
Area:

School Information

Elementary School:
School District:

Description

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 states 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.

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© Copyright 2025 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 2025-12-06T23:05:24.277.
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2 Pleasant Street Woodstock, VT 05091

  • Price: $2,600,000
  • Status: Active Under Contract
  • On Site: 108 Days
  • Updated: 47 min ago
  • MLS #: 5057220
4
Beds
3
Baths
1
½ Baths
0.37
Acres
3,998
SQFT
$650
$/SQFT
1821
Built
County:
Windsor
Area:
Woodstock
Elementary School:
Woodstock Elementary School
Middle School:
Woodstock Union Middle Sch
High School:
Woodstock Senior Uhsd #4
School District:
Woodstock Uhsd 4
Property Description
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 states 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.
Exterior Features

Architectural Style Federalw/Addition Color Brick Construction Materials Brick Exterior Driveway Paved Exterior Features Partial FenceÂGarden SpaceNatural ShadeCovered PorchStorageWindow Screens Has Garage Yes Lot Features CornerLandscapedLevelSidewalksTrail/Near TrailNear Country ClubNear Golf CourseNear ShoppingNear SkiingNeighborhoodNear School(s) Parking DrivewayGarage Road Frontage Yes Road Frontage Length 600 Roof Asphalt Shingle

Interior Features

Appliances DishwasherDryerMicrowaveElectric RangeWasher Basement Access Type Interior Basement Description Concrete FloorUnfinished Cooling None Flooring BrickHardwoodSlate/StoneSoftwood Foundation Stone Has Basement Yes Heating PropaneBaseboard Interior Features Attic with Hatch/SkuttleBarDining AreaWood Fireplace3+ FireplacesKitchen/FamilyNatural LightNatural WoodworkWalk-in ClosetWood Stove Hook-up1st Floor Laundry Quarter Baths 0 Rooms Level1 Level 1: Dining RoomLevel 1: Family RoomLevel 1: KitchenLevel 1: Eat-in KitchenLevel 1: LibraryLevel 1: Living Room Rooms Level2 Level 2: BedroomLevel 2: Primary BedroomLevel 2: Office/Study Rooms Total 10 Sq Ft Approx Fin Above Grade 3998 Sq Ft Approx Fin Below Grade 0

Property Features

Auction No Construction Status Existing Covenants No Documents Available DeedProperty Disclosure Easements Yes Electric Circuit Breaker(s) Features Accessibility 1st Floor 1/2 Bathroom1st Floor Hrd Surfce Flr1st Floor Laundry Flood Zone Unknown Foreclosed / Bank Owned / REO No Pre Construction No Property Type Single Family Road Frontage Type PavedPublic Seasonal No Sewer Public Span Number 786-250-10406 Suitable Use Residential Surveyed Yes Tax Gross Amount 32346 Tax Year 2025 Taxes Tbd No Timeshare Fractional Own No Utilities Cable Village District Locale Woodstock Water Source Public Zoning Res

Courtesy of David Donegan of Snyder Donegan Real Estate Group: Cell: 603-443-0044.


© Copyright 2025 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 2025-12-06T23:05:24.277.
 
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