$2,600,000
UNDER CONTRACT

2 Pleasant St Woodstock, VT 05091

Estimated payment $16,535/month

Total Views 6,435
4 Beds
3.5 Baths
3,998 Sq Ft
$650 Price per Sq Ft

Highlights

  • Federal Architecture
  • Corner Lot
  • Family Room Off Kitchen
  • Softwood Flooring
  • Den
  • 3-minute walk to Marsh - Billings - Rockefeller National Historic Park

About This Home

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.

Listing Agent

David Donegan

Snyder Donegan Real Estate Group Brokerage Phone: 603-443-0044 License #068745 Listed on: 08/19/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $32,346

Year Built

  • Built in 1821

Lot Details

  • 0.37 Acre Lot
  • Corner Lot
  • Level Lot
  • Garden

Parking

  • 1 Car Garage
  • Driveway

Home Design

  • Federal Architecture
  • Stone Foundation

Interior Spaces

  • Property has 2 Levels
  • Bar
  • Woodwork
  • Fireplace
  • Natural Light
  • Window Screens
  • Family Room Off Kitchen
  • Living Room
  • Dining Room
  • Den
  • Basement
  • Interior Basement Entry

Kitchen

  • Microwave
  • Dishwasher

Flooring

  • Softwood
  • Brick
  • Slate Flooring

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Walk-In Closet

Laundry

  • Laundry on main level
  • Dryer
  • Washer

Home Security

  • Carbon Monoxide Detectors
  • Fire and Smoke Detector

Schools

  • Woodstock Elementary School
  • Woodstock Union Middle Sch
  • Woodstock Senior Uhsd #4 High School

Utilities

  • Baseboard Heating
  • Cable TV Available

Additional Features

  • Hard or Low Nap Flooring
  • Outdoor Storage

Community Details

  • Trails

Home Details

Home Type

Single Family

Est. Annual Taxes

$32,346

Year Built

Built in 1821

Lot Details

0

Parking

1

Listing Details

  • Directions: On the corner of Pleasant Street & Elm Street in Woodstock Village. Driveway entry is on the Elm Street side.
  • Seasonal: No
  • Property Type: Residential
  • Year Built: 1821
  • Display On Internet: Cable Internet
  • Architectural Style: Federal, w/Addition
  • ResoLotFeatures: Corner Lot, Landscaped, Level, Sidewalks, Trail/Near Trail, Near Country Club, Near Golf Course, Near Shopping, Near Skiing, Neighborhood, Near School(s)
  • Road Frontage Type: Paved, Public
  • PropertySubType: Single Family Residence
  • Attribution Contact: Cell: 603-443-0044
  • MLS Status: (31) Under Contract - Active Under Contract
  • Above Grade Finished Sq Ft: 3998.0
  • Reso Accessibility Features: 1st Floor 1/2 Bathroom, 1st Floor Hrd Surfce Flr, 1st Floor Laundry
  • Reso Interior Features: Attic with Hatch/Skuttle, Bar, Dining Area, Wood Fireplace, 3+ Fireplaces, Kitchen/Family, Natural Light, Natural Woodwork, Walk-In Closet(s), Wood Stove Hook-up, 1st Floor Laundry
  • Unit Levels: Two
  • ResoPropertyCondition: Existing
  • Flood_Zone: Unknown
  • Foreclosed_Or_Bank_Owned_Or_REO: No
  • Mobile_Home: No
  • Pre_Construction: No
  • Room_1_Type: Family Room
  • Room_10_Type: Bedroom
  • Room_11_Type: Bedroom
  • Room_2_Type: Living Room
  • Room_4_Type: Dining Room
  • Room_5_Type: Kitchen
  • Room_6_Type: Eat-in Kitchen
  • Room_7_Type: Primary Bedroom
  • Room_8_Type: Office/Study
  • Room_9_Type: Bedroom
  • Basement_Access_Type: Interior
  • Special Features: 4224
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dishwasher, Dryer, Microwave, Electric Range, Washer
  • Total Bedrooms: 4
  • Flooring: Brick, Hardwood, Slate/Stone, Softwood
  • Basement: Concrete Floor, Unfinished
  • Other Equipment: CO Detector, Smoke Detector
  • Basement YN: Yes
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Exterior Features

  • Driveway: Paved
  • Exterior Features: Partial Fence, Garden, Natural Shade, Covered Porch, Storage, Window Screens
  • Roof: Asphalt Shingle
  • Easements: Yes
  • Construction Type: Brick
  • Foundation Details: Stone

Garage/Parking

  • Garage Spaces: 1.0
  • Attached Garage: Yes
  • Parking Features: Driveway, Garage

Utilities

  • Electric: Circuit Breakers
  • Sewer: Public Sewer
  • Heating: Propane, Baseboard
  • Cooling: None
  • Utilities: Cable
  • Water Source: Public

Schools

  • Elementary School: Woodstock Elementary School
  • High School: Woodstock Senior UHSD #4
  • Middle Or Junior School: Woodstock Union Middle Sch

Lot Info

  • Surveyed: Yes
  • Zoning: Res
  • Lot Size Acres: 0.37
  • Lot Size Sq Ft: 16117.0

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 32346.0

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $19,643 $1,064,300 $300,000 $764,300
2023 $19,643 $1,064,300 $300,000 $764,300
2022 $26,100 $1,064,300 $300,000 $764,300
2021 $24,999 $1,064,300 $300,000 $764,300
2020 $21,723 $947,300 $300,000 $647,300
2019 $19,877 $947,300 $300,000 $647,300
2018 $20,210 $947,300 $300,000 $647,300
2016 $19,305 $947,300 $300,000 $647,300
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
08/19/2025 08/19/25 For Sale $2,600,000 +108.0% $650 / Sq Ft
02/24/2021 02/24/21 Sold $1,250,000 -7.4% $313 / Sq Ft View Prior Sale
02/24/2021 02/24/21 Pending -- -- --
02/24/2021 02/24/21 For Sale $1,350,000 +28.6% $338 / Sq Ft
04/03/2020 04/03/20 Sold $1,050,000 -4.5% $263 / Sq Ft View Prior Sale
04/03/2020 04/03/20 Pending -- -- --
04/03/2020 04/03/20 For Sale $1,100,000 -- $275 / Sq Ft
Source: PrimeMLS

Source: PrimeMLS

MLS Number: 5057220

PrimeMLS

APN: 786-250-10406