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  • Listed by: Barrett and Valley Associates Inc. • Daire Gibney
    Price cut: $60K (7/24)
    $789,000

    223 Coach Road, Chester, VT 05143

    5beds
    4,388sqft
    : 
    $6,223/mo
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    Single Family Residence
    Built in 1987
    11.24 Acres Lot
    $755,300 Zestimate®
    $180/sqft
    $-- HOA

    What's special

    Peaceful surroundingsCovered porchIntegrated whole-home audioFive bedroomsThree bathsSpecimen treesMature gardens
    Exceptional design, enduring craftsmanship, and an unrivaled Vermont setting define this remarkable custom residence on 11± beautifully landscaped acres just a short stroll from the village of Chester. Offering more than 3,600 square feet of thoughtfully designed living space, the home was built to an exacting standard where quality materials, timeless architecture, and exceptional attention to detail create a residence as enduring as it is beautiful. A flexible floor plan offers five bedrooms and three baths, including an elegant first-floor primary suite with ensuite bath, complemented by additional main-level bedroom options ideal for guests, multi-generational living, or a dedicated home office. Upstairs, two spacious bedrooms each feature adjoining bonus rooms perfectly suited as executive offices, dressing rooms, studios, or generous walk-in closets, while additional unfinished space presents exciting opportunities for future expansion. Designed for effortless entertaining and comfortable everyday living, the heart of the home is an open-concept kitchen, dining, and living area filled with natural light. A handsome library offers a quiet retreat, while integrated whole-home audio enhances the experience throughout. An oversized laundry and mudroom connects seamlessly to the attached two-car garage, delivering exceptional convenience without compromising design. Outside, mature gardens, specimen trees, and thoughtfully curated outdoor living spaces create a setting of remarkable beauty and privacy. Relax beneath the covered porch, entertain with family and friends, or simply enjoy the peaceful surroundings. Ideally located just minutes from Okemo, Stratton, Magic, and endless four-season recreation, yet within walking distance of Chester's vibrant village, this exceptional property offers a rare combination of privacy, convenience, and refined Vermont living. A home of lasting quality, exceptional versatility, and unmistakable character!
    26 days
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    916
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    79
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    Zillow last checked:

    Listing updated:

    Listed by:

    Daire Gibney,

    Barrett and Valley Associates Inc. 802-875-2323

    Source: PrimeMLS,MLS#: 5097600MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Oil
      Cooling
      • None
      Features
      • Basement: Concrete Floor,Partially Finished,Interior Entry
      Interior area
      • Total structure area: 5,908
      • Total interior livable area: 4,388 sqft
      • Finished area above ground: 3,668
      • Finished area below ground: 720

      Property

      Parking
      • Total spaces: 2
      • Parking features: Brick/Pavers, Paved
      • Garage spaces: 2
      Features
      • Levels: One and One Half
      • Stories: 1.5
      • Frontage length: Road frontage: 210
      Lot
      • Size: 11.24 Acres
      • Features: Rolling Slope
      Details
      • Parcel number: 14404510375
      • Zoning description: res

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame
      • Foundation: Concrete
      • Roof: Architectural Shingle
      Condition
      • New construction: No
      • Year built: 1987

      Utilities & green energy

      • Electric: 100 Amp Service
      • Utilities for property: Cable Available, Sewer Connected, Fiber Optic Internt Avail

      Community & HOA

      Location
      • Region: Chester

      Financial & listing details

      • Price per square foot: $180/sqft
      • Tax assessed value: $488,400
      • Annual tax amount: $14,209
      • Date on market: 7/1/2026
      • Road surface type: Dirt

        Estimated market value

        $755,300

        $718,000 - $793,000

        $3,944/mo

        Price history

        DateEventPrice
        7/24/2026Price change$789,000-7.1%$180/sqft
        Source: PrimeMLS #5097600 Report a problem
        7/1/2026Listed for sale$849,000+87%$193/sqft
        Source: PrimeMLS #5097600 Report a problem
        8/2/2001Sold$454,000$103/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $488,400
        2023-- $488,400
        2022-- $488,400
        2021-- $488,400
        2020-- $488,400 -8.4%
        2019-- $533,000
        2018-- $533,000
        2017-- $533,000
        2016-- $533,000 +9900%
        2015-- $5,330
        2014-- $5,330
        2013-- $5,330
        2012-- $5,330
        2011-- $5,330
        2010-- $5,330 +3.2%
        2009-- $5,165
        2008-- $5,165 +85.1%
        2007-- $2,790
        2006-- $2,790
        2003$7,115 $2,790
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Chester-Chester Depot

        Getting around

        17 / 100
        Car-Dependent
        10 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Chester-Andover Elementary
        • Middle: Green Mountain UHSD #35
        • High: Green Mountain UHSD #35
        • District: Two Rivers 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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