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  • Listed by: Snyder Donegan Real Estate Group
    $3,100,000

    66 Hollow Farm Road, Woodstock, VT 05091

    5beds
    4,843sqft
    : Get pre-qualified
    Single Family Residence
    Built in 1988
    105.1 Acres Lot
    $1,812,300 Zestimate®
    $640/sqft
    $-- HOA

    What's special

    Generous dining space nearbyUpdated main houseOpen-concept main levelMature landscapingLarge level lawnsAbundant natural light
    CURTIS HOLLOW FARM- Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features 5 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows overlooking the landscaped grounds, a recently updated chef’s kitchen with a stunning Mercury/Aga range, and generous dining space nearby. On the east side of this level, the original historic homestead—with its native timbers and stone fireplace—creates a warm and intimate dining experience. A wraparound deck provides additional space for outdoor dining and entertaining, while bedroom with its own bath completes this floor. Upstairs are 4 additional bedrooms, several featuring charming portal windows with views over the surrounding fields & hills. The primary suite is spacious and inviting, highlighted by exposed historic timbers, a sitting area, direct access to an upper deck, and a spa-inspired bath. On the uppermost level, the cupola offers the perfect yoga studio or quiet reading nook, complete with its own private deck. The grounds are truly magical, with an extensive trail network throughout the property and direct access to a magnificent waterfall and swimming hole just beyond the lot line within the State Forest. Large level lawns, mature landscaping, and a brook flowing along the southern side of the property add to its private tranquility. Nestled beside the brook is the guest house, known as the Brook House—a well-maintained 3-bedroom, 2-bath home privately sited away from the main residence, with its own lawn and deck overlooking the water below. With a convenient location offering easy access to Woodstock and Bridgewater Villages and a short drive to Killington Mountain Resort, this stunning estate is the consummate blend of privacy, charm, and modern convenience.
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    Zillow last checked:

    Listing updated:

    Listed by:

    David Donegan,

    Snyder Donegan Real Estate Group Cell:603-443-0044

    Source: PrimeMLS,MLS#: 5091062MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 2
      • 3/4 bathrooms: 2
      • 1/2 bathrooms: 2
      Heating
      • Oil, Baseboard
      Cooling
      • None
      Appliances
      • Included: Dishwasher, Dryer, Range Hood, Electric Range, Refrigerator, Washer, Wine Cooler
      • Laundry: 1st Floor Laundry
      Features
      • Dining Area, In-Law Suite, Kitchen Island, Kitchen/Family, Kitchen/Living, Living/Dining, Primary BR w/ BA, Natural Light, Indoor Storage, Vaulted Ceiling(s)
      • Flooring: Tile, Wood
      • Windows: Skylight(s)
      • Basement: Concrete Floor,Storage Space,Interior Entry
      Interior area
      • Total structure area: 5,299
      • Total interior livable area: 4,843 sqft
      • Finished area above ground: 4,843
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 1
      • Parking features: Gravel, Driveway, Garage
      • Garage spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Levels: 3.5
      • Stories: 3.5
      • Exterior features: Deck, Garden, Natural Shade, Shed
      • Has view: Yes
      • View description: Water
      • Water view: Water
      • Waterfront features: Stream, Wetlands
      • Frontage length: Road frontage: 1499
      Lot
      • Size: 105.1 Acres
      • Features: Country Setting, Horse/Animal Farm, Field/Pasture, Landscaped, Level, Recreational, Sloped, Trail/Near Trail, Views, Walking Trails, Wooded, Adjoins St/Nat'l Forest, Near Country Club, Near Golf Course, Near Paths, Near Shopping, Near Skiing, Near Snowmobile Trails, Near School(s)
      Details
      • Additional structures: Guest House, Outbuilding
      • Parcel number: 78625011592
      • Zoning description: Residential

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: New Englander
      • Property subtype: Single Family Residence
      Materials
      • Post and Beam, Wood Frame, Clapboard Exterior
      • Foundation: Concrete
      • Roof: Metal,Standing Seam
      Condition
      • New construction: No
      • Year built: 1988

      Utilities & green energy

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

      Community & HOA

      Location
      • Region: Woodstock

      Financial & listing details

      • Price per square foot: $640/sqft
      • Tax assessed value: $1,217,200
      • Annual tax amount: $32,646
      • Date on market: 5/27/2026
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        Estimated market value

        $1,812,300

        $1.29M - $2.41M

        $6,689/mo

        Price history

        DateEventPrice
        5/27/2026Listed for sale$3,100,000+23.6%$640/sqft
        Source: PrimeMLS #5091062 Report a problem
        4/29/2022Sold$2,508,000-12%$518/sqft
        Source: PrimeMLS #4885504 Report a problem
        12/13/2021Price change$2,850,000-10.9%$588/sqft
        Source: PrimeMLS #4885504 Report a problem
        10/4/2021Listed for sale$3,200,000$661/sqft
        Source: PrimeMLS #4885504 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $1,217,200
        2023-- $1,217,200
        2022-- $1,217,200
        2021-- $1,217,200
        2020-- $1,217,200
        2019-- $1,217,200
        2018-- $1,217,200
        2017-- $1,217,200
        2016-- $1,217,200 +13248%
        2015-- $9,119 +0.1%
        2014-- $9,111 +0%
        2013-- $9,109 0%
        2012-- $9,112 +0%
        2011-- $9,110 +0%
        2010-- $9,108 0%
        2009-- $9,109 -0.1%
        2008-- $9,120 -0.1%
        2007-- $9,129 +0.1%
        2006-- $9,118 +25.5%
        2003$13,654 $7,263

        Find assessor info on the county website

        Monthly payment

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          Payment breakdown

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          All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
          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: 05091

          Getting around

          0 / 100
          Car-Dependent

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Woodstock Elementary School
          • Middle: Woodstock Union Middle Sch
          • High: Woodstock Senior UHSD #4
          • District: Windsor Central

          Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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