1397 Popple Dungeon Road
Chester, VT, 05143 $ 399,000
Bedrooms3 Baths2.0 Sq 1,788 Monthly Estimate*
$ 2,457
Listed by Daire Gibney, Barrett and Valley Associates Inc., 802-380-5464, dgibney.bva@gmail.com
for $399,000 with 3 bedrooms and 2 full baths. This 1,788 square foot home was built in 1900 on a lot size of 3.3.
Set on 3.30 acres in the hills of Chester, Vermont, this 1900-built home delivers the kind of setting people move here forâflowing 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 belowâperfect 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, thereâs room to garden, explore, build trails, or simply enjoy your own stretch of water and woods. The surrounding countryside delivers classic Vermont sceneryârolling 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 Vermontâs natural beauty. A property that offers privacy, water frontage, land, and mountain accessâwithout giving up convenience.
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FeaturesInteriorBasement Description Concrete Concrete Floor Unfinished Interior Access
Basement Yes
Beds 3
Total Rooms 7
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GeneralRoad Frontage Yes
Sewer Private Available
Heating Oil
Cooling None
Utilities Telephone Available
Roof Asphalt Shingle
Garage Yes
current use No
Flood Zone Unknown
Zoning Resiential
3/4 Baths 1
Full Baths 1
Half Baths 0
Bathrooms 2
Year Built 1900
Electric Circuit Breaker(s)
Style Cape
Stories Count 2
Construction Status Existing
Type Single Family
Auction No
Tax Year 2025
Status Detail 0
Covenants Unknown
Construction Materials Wood Frame
High School Green Mountain UHSD #35
City Chester
School District Two Rivers Supervisory Union
Seasonal No
Elementary School Chester-Andover Elementary
Middle School Green Mountain UHSD #35
DOM 17
Price Per Sq Ft Total AG 223.15
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ExteriorLot Features Country Setting River Frontage
Driveway Paved
Lot Size Area 3.3
Water Source Drilled Well
Garage Capacity 1
Foundation Concrete
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* Excluded FeaturesList ByDaire GibneyListing Agent
Barrett And Valley Associates Inc.Broker
dgibney.bva@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $2,457
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Chester, VT
Average List Price $451,067
Percent of Sale Price 13%
About Chester, VT 3,243 Population
7% Since 2002
$ 47,944 Median Income
49.29 Median Age
23% Households with Children
Trends Information provided by ATTOM Data Solutions.
1784476 Elementary School
1009082 Middle School
Green Mountain UHSD #35 High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 1/30/2026 | $399,000 | -11.14% | Price Down |
| 1/14/2026 | $449,000 | | Listed Price |