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Active under contract
  • Listed by: Killington Pico Realty • Kyle Kershner
    $745,000

    2238 Upper Michigan Road, Pittsfield, VT 05762

    3beds
    2,034sqft
    : 
    $5,334/mo
    Get pre-qualified
    Single Family Residence
    Built in 1825
    54.4 Acres Lot
    $-- Zestimate®
    $366/sqft
    $-- HOA

    What's special

    Fieldstone fireplace hearthRustic knotty pine wallsSpectacular southern viewsExposed hand-hewn beamsVaulted ceilingsBreathtaking long-range mountain viewsCustom built-ins
    Tucked away at the end of Upper Michigan Road on 54.4 private acres bordering the Green Mountain National Forest, this remarkable 1825 Vermont farmhouse offers breathtaking long-range mountain views in an unforgettable setting. Rich in authentic character, the home showcases rustic knotty pine walls, exposed hand-hewn beams, wide plank floors, and a fieldstone fireplace hearth. The home's low ceilings and gently uneven floors are not imperfections — they are reminders of a time when homes were built by hand and meant to last. A thoughtfully designed addition in 1996 blends seamlessly with the original home, providing modern comfort with a spacious primary bedroom featuring 10-foot ceilings and custom built-ins, a guest bedroom, and a beautifully updated full bath. The expansive living area offers inviting spaces to gather around the woodstove, enjoy movie nights, or relax with family and friends. The vintage-inspired kitchen and dining area, with vaulted ceilings, warm pine finishes, and a picnic-style dining table, is ideal for casual entertaining. Upstairs, two additional guest bedrooms and a powder room provide comfortable accommodations. Outside, more than 30 acres of managed woodland extend along both sides of the town road, complemented by open lawns, mature perennial gardens, and endless opportunities to enjoy the spectacular southern views. A detached two-car garage with overhead storage provides ample space for vehicles and outdoor gear. Snowmobiling, ATV riding, hiking, mountain biking, and snowshoeing are all accessible directly from the property. A state wastewater permit for an additional three-bedroom home offers exceptional flexibility for future expansion or a family compound. This is a rare opportunity to own a legacy Vermont property where history, privacy, recreation, and extraordinary natural beauty come together.
    31 days
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    332
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    16
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    Zillow last checked:

    Listing updated:

    Listed by:

    Kyle Kershner,

    Killington Pico Realty 802-422-3600

    Source: PrimeMLS,MLS#: 5097001MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      Heating
      • Baseboard, Hot Water, Wood Stove
      Cooling
      • None
      Appliances
      • Included: Dryer, Electric Range, Refrigerator, Washer
      Features
      • Dining Area, Hearth, Natural Light, Natural Woodwork, Vaulted Ceiling(s)
      • Flooring: Carpet, Combination, Softwood, Vinyl
      • Basement: Crawl Space,Dirt Floor,Interior Entry
      • Number of fireplaces: 1
      • Fireplace features: 1 Fireplace, Wood Stove Insert
      Interior area
      • Total structure area: 2,034
      • Total interior livable area: 2,034 sqft
      • Finished area above ground: 2,034
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Gravel, Driveway, Garage
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: One and One Half
      • Stories: 1.5
      • Exterior features: Natural Shade
      • Has view: Yes
      • Waterfront features: Pond
      • Frontage length: Road frontage: 1410
      Lot
      • Size: 54.4 Acres
      • Features: Landscaped, Views, Wooded, Adjoins St/Nat'l Forest, Near Skiing, Near Snowmobile Trails, Rural, Near ATV Trail
      Details
      • Parcel number: 47715001986
      • Zoning description: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Antique,Cape
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, Clapboard Exterior
      • Foundation: Stone
      • Roof: Architectural Shingle
      Condition
      • New construction: No
      • Year built: 1825

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Private Sewer, Septic Tank
      • Utilities for property: Phone Available

      Community & HOA

      Location
      • Region: Pittsfield

      Financial & listing details

      • Price per square foot: $366/sqft
      • Tax assessed value: $332,900
      • Annual tax amount: $6,310
      • Date on market: 6/26/2026
      • Exclusions: Furnishings not included.
      • Road surface type: Gravel

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/26/2026Listed for sale$745,000+1688%$366/sqft
        Source: PrimeMLS #5097001 Report a problem
        6/25/2015Sold$41,667+4066.7%$20/sqft
        Source: Public Record Report a problem
        10/29/2003Sold$1,000
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $332,900
        2023-- $332,900
        2022-- $332,900 +20.1%
        2021-- $277,100
        2020-- $277,100
        2019-- $277,100 -3.1%
        2018-- $286,100
        2017-- $286,100
        2016-- $286,100 +12498%
        2015-- $2,271 +0.3%
        2014-- $2,264 +0%
        2013-- $2,263 +0%
        2012-- $2,262 +0.1%
        2011-- $2,259 +0.1%
        2010-- $2,257 -0.1%
        2009-- $2,260 +8.2%
        2008-- $2,089 -0.1%
        2007-- $2,092
        Find assessor info on the county website

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        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 05762

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