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  • Listed by: 

    Daire Gibney,

    Barrett and Valley Associates Inc. 802-875-2323

    Price cut: $50K (1/30)
    $399,000

    1397 Popple Dungeon Road, Chester, VT 05143

    3beds
    1,788sqft
    : 
    Single Family Residence
    Built in 1900
    3.3 Acres Lot
    $381,000 Zestimate®
    $223/sqft
    $-- HOA

    What's special

    Set on 3.30 acres in the hills of Chester, Vermont, this 1900-built home delivers the kind of setting people move here for—flowing water, open land, quiet roads, and easy access to the mountains. The property overlooks a gently moving brook and includes ownership on both sides of the water, giving you your own private stretch of stream and a natural buffer of woods and open space. A quiet paved road leads you home, winding past back woods and pastoral farmland before arriving at the property. The elevated deck becomes your front-row seat to the landscape below—perfect for morning coffee, summer dinners, or simply listening to the brook roll past. Inside, the home feels warm, functional, and comfortable. A large living room is anchored by a substantial woodstove that brings real Vermont heat and atmosphere through the colder months. The sunroom is a standout space, wrapped in windows and overlooking the brook, creating a peaceful place to read, work, or relax. From here, step directly onto the deck and into the outdoors. The layout offers three bedrooms and two bathrooms, including a ground-floor bedroom for easy everyday living. Storage is abundant throughout, making room for outdoor gear, tools, and seasonal equipment. The land itself adds real value. With acreage on both sides of the brook, there’s room to garden, explore, build trails, or simply enjoy your own stretch of water and woods. The surrounding countryside delivers classic Vermont scenery—rolling fields, forested hills, and quiet country roads. Located just minutes from the village of Chester and close to Okemo, Stratton, and Magic Mountain, this is a true four-season basecamp for skiing, hiking, biking, fishing, and exploring Vermont’s natural beauty. A property that offers privacy, water frontage, land, and mountain access—without giving up convenience.
    25 days
    |
    4,476
    |
    186
    |

    Zillow last checked: 8 hours ago

    Listing updated: January 30, 2026 at 06:08am

    Listed by:

    Daire Gibney,

    Barrett and Valley Associates Inc. 802-875-2323

    Source: PrimeMLS,MLS#: 5073930MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 1
    • 3/4 bathrooms: 1
    Heating
    • Oil
    Cooling
    • None
    Features
    • Basement: Concrete,Concrete Floor,Unfinished,Interior Access,Interior Entry
    Interior area
    • Total structure area: 2,240
    • Total interior livable area: 1,788 sqft
    • Finished area above ground: 1,788
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 1
    • Parking features: Paved
    • Garage spaces: 1
    Features
    • Levels: Two
    • Stories: 2
    • Waterfront features: River Front
    • Frontage length: Road frontage: 800
    Lot
    • Size: 3.3 Acres
    • Features: Country Setting
    Details
    • Parcel number: 14404511573
    • Zoning description: Resiential

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape
    • Property subtype: Single Family Residence
    Materials
    • Wood Frame
    • Foundation: Concrete
    • Roof: Asphalt Shingle
    Condition
    • New construction: No
    • Year built: 1900

    Utilities & green energy

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

    Community & HOA

    Location
    • Region: Chester

    Financial & listing details

    • Price per square foot: $223/sqft
    • Tax assessed value: $232,900
    • Annual tax amount: $6,786
    • Date on market: 1/14/2026
    • Road surface type: Paved
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    Estimated market value

    $381,000

    $362,000 - $400,000

    $3,082/mo

    Price history

    Price history
    DateEventPrice
    1/30/2026Price change$399,000-11.1%$223/sqft
    Source: PrimeMLS #5073930 Report a problem
    1/14/2026Listed for sale$449,000+277.3%$251/sqft
    Source: PrimeMLS #5073930 Report a problem
    8/24/2001Sold$119,000$67/sqft
    Source: Public Record Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024-- $232,900
    2023-- $232,900
    2022-- $232,900

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $2,345/mo
    Principal & interest
    $1547
    Property taxes
    $658
    Home insurance
    $140

      Climate risks

      Neighborhood: 05143

      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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