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  • Listed by: Williamson Group Sothebys Intl. Realty • Keri Cole
    $1,395,000

    2033 South Road, Woodstock, VT 05091

    4beds
    3,306sqft
    : 
    $11,031/mo
    Get pre-qualified
    Single Family Residence
    Built in 1850
    3.34 Acres Lot
    $679,400 Zestimate®
    $422/sqft
    $-- HOA

    What's special

    Historic character, beautifully reimagined for modern Vermont living. Minutes from Woodstock Village, this extensively renovated four-bedroom home pairs the warmth and authenticity of its 150-year-old wide-pine floors and exposed beams with a remarkable collection of recent improvements. At the heart of the home is a brand-new, high-end kitchen with Bosch appliances and newly installed natural bluestone radiant heat flooring, complemented by thoughtfully updated baths, including one with a beautifully executed marble walk-in shower. A dramatic new three-story addition, wrapped in oversized casement windows, introduces abundant natural light and generous new living space while creating a compelling architectural counterpoint to the original home. Nearly every major element has been addressed: new ultra-durable Everlast Advanced Composite siding, interior paint, new roof, all new windows, heat and AC pumps throughout, and a whole-house generator provide the comfort, efficiency, and peace of mind of a thoroughly updated property. Outside, the setting is quintessential Vermont. A new natural bluestone patio and walkway open to an expansive, level lawn bordered by the Kedron Valley Brook, where natural swimming holes invite summer afternoons by the water. Established landscaping, a pond, firepit, and the sound of the brook create an unexpectedly private retreat remarkably close to town. The property also features a historic 2,100-square-foot classic red barn with approved septic plans, offering incredible potential for unique expansion. Just minutes from Woodstock Village, with excellent proximity to the Mt. Peg trail system, Woodstock Inn & Resort amenities, and GMHA, this is a rare opportunity to enjoy the soul and craftsmanship of an historic Vermont home with the ease, light, and livability of a comprehensive modern renovation. Old Vermont soul. Entirely new chapter. Showings begin Saturday, 9/19/2026, with an open house from 1-3:30.
    1 day
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    Zillow last checked:

    Listing updated:

    Listed by:

    Keri Cole,

    Williamson Group Sothebys Intl. Realty Cell:410-200-3536

    Source: PrimeMLS,MLS#: 5110412MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 1
      • 3/4 bathrooms: 2
      Heating
      • Baseboard, Electric, Heat Pump, Hot Water, Boiler
      Cooling
      • Mini Split, Zoned
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Range, Refrigerator, Washer
      Features
      • Ceiling Fan(s), Kitchen Island, Primary BR w/ BA, Natural Light
      • Flooring: Slate/Stone, Wood
      • Basement: Climate Controlled,Daylight,Finished,Interior Access,Interior Stairs,Walkout,Walk-Out Access
      • Number of fireplaces: 2
      • Fireplace features: 2 Fireplaces
      Interior area
      • Total structure area: 3,426
      • Total interior livable area: 3,306 sqft
      • Finished area above ground: 2,295
      • Finished area below ground: 1,011
      Video & virtual tour

      Property

      Parking
      • Parking features: Gravel
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Patio
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Body of water: Kedron Brook
      • Frontage length: Road frontage: 150
      Lot
      • Size: 3.34 Acres
      • Features: Level, Open Lot, Trail/Near Trail, Near Shopping, Near Skiing, Near School(s)
      Details
      • Parcel number: 78625010396
      • Zoning description: R1
      • Special conditions: Standard
      • Other equipment: Standby Generator

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, Composition Exterior
      • Foundation: Concrete
      • Roof: Standing Seam
      Condition
      • Updated/Remodeled
      • New construction: No
      • Year built: 1850

      Utilities & green energy

      • Electric: 200+ Amp Service
      • Sewer: Private Sewer, Septic Tank
      • Utilities for property: Cable Available, Phone Available

      Community & HOA

      Location
      • Region: Woodstock

      Financial & listing details

      • Price per square foot: $422/sqft
      • Tax assessed value: $298,500
      • Annual tax amount: $12,514
      • Date on market: 9/17/2026
      • Road surface type: Paved

        Estimated market value

        $679,400

        $605,000 - $761,000

        $4,596/mo

        Price history

        DateEventPrice
        9/19/2026Listed for sale$1,395,000+257.7%$422/sqft
        Source: PrimeMLS #5110412 Report a problem
        7/30/2025Listing removed$7,500$2/sqft
        Source: Zillow Rentals Report a problem
        6/24/2025Listed for rent$7,500$2/sqft
        Source: Zillow Rentals Report a problem
        4/6/2018Sold$390,000+32%$118/sqft
        Source: PrimeMLS #4619630 Report a problem
        7/30/2015Sold$295,500+23.1%$89/sqft
        Source: Public Record Report a problem
        11/19/2002Sold$240,000$73/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,031 $298,500
        2024-- $298,500
        2023-- $298,500
        2022-- $298,500
        2021-- $298,500
        2020-- $298,500
        2019-- $298,500
        2018-- $298,500
        2017-- $298,500
        2016-- $298,500 +8794.5%
        2015-- $3,356
        2014-- $3,356
        2013-- $3,356
        2012-- $3,356
        2011-- $3,356
        2010-- $3,356
        2009-- $3,356
        2008-- $3,356
        2007-- $3,356
        2006-- $3,356 +75.6%
        2003$3,593 $1,911
        Find assessor info on the county website

        Monthly payment

        Est. payment

        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.
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        Climate risks

        Neighborhood: 05091

        Getting around

        6 / 100
        Car-Dependent
        1 / 100
        Somewhat Bikeable

        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: Mountain Views Supervisory Union

        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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