Single Family Residence at 1397 Popple Dungeon Road, Chester
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$299,000

Under contract
1397 Popple Dungeon Road
Chester, VT 05143
Listed by Daire Gibney · Barrett and Valley Associates Inc.
Bedrooms
3
Bathrooms
1
Living area
N/A
Year built
1900

About this home

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.

Property details

MLS
Prime MLS
MLS #
5073930
Property type
Single Family Residence
Subdivision
N/A
Status
Under contract
Days on market
195
On market date
N/A
Stories
N/A
Total bathrooms
1
Garage spaces
1
Parking spaces
N/A
Lot size
3.3 acres
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Market position

How this listing compares to current activity in Chester, from live MLS data.

On the market 195 days -- 66 more days than Chester's current average of 129 days.
For reference, the median list price across 45 active listings in Chester right now is $270,000.

Mortgage calculator

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Est. monthly payment
$1,951/mo
$59,800 down
$239,200 loan
Principal & interest$1,551
Property tax (est.)$249
Home insurance (est.)$150

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