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Courtesy of Daire Gibney of Barrett and Valley Associates Inc.: .

1397 Popple Dungeon Road

Chester, VT 05143
  • $349,000
  • STATUS: Active
  • ON SITE: 142 Days
  • MLS #: 5073930
UPDATED: 181 min ago
$349,000
  • 3
    BEDS
  • 3.3
    ACRES
  • 2
    BATHS
  • 0
    1/2 BATHS
  • 1,788
    SQFT
  • $195
    $/SQFT
Type:
Single-Family Home
Built:
1900
County:
Area:

School Information

Elementary School:
Middle School:
School District:

Description

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.

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© Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2026-06-06T00:05:41.
www.livingvermont.com/homes/172107719
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1397 Popple Dungeon Road Chester, VT 05143

  • Price: $349,000
  • Status: Active
  • On Site: 142 Days
  • Updated: 181 min ago
  • MLS #: 5073930
3
Beds
2
Baths
0
½ Baths
3.3
Acres
1,788
SQFT
$195
$/SQFT
1900
Built
County:
Windsor
Area:
Chester
Elementary School:
Chester-Andover Elementary
Middle School:
Green Mountain Uhsd #35
High School:
Green Mountain Uhsd #35
School District:
Two Rivers Supervisory Union
Property Description
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.
Exterior Features

Architectural Style Cape Color red Construction Materials Wood Frame Driveway Paved Has Garage Yes Lot Features Country SettingRiver Frontage Road Frontage Yes Road Frontage Length 800 Roof Asphalt Shingle

Interior Features

Basement Access Type Interior Basement Description ConcreteConcrete FloorUnfinishedInterior Access Cooling None Foundation Concrete Has Basement Yes Heating Oil Quarter Baths 0 Rooms Total 7 Sq Ft Approx Fin Above Grade 1788 Sq Ft Approx Fin Below Grade 0

Property Features

Auction No Construction Status Existing Covenants Unknown Electric Circuit Breaker(s) Flood Zone Unknown Foreclosed / Bank Owned / REO No Pre Construction No Property Type Single Family Resort No Road Frontage Type PavedPublic Maintained Road Seasonal No Sewer Private Available Span Number 144-045-11573 Surveyed No Tax Gross Amount 6786 Tax Year 2025 Taxes Tbd No Timeshare Fractional Own No Utilities Telephone Available Water Source Drilled Well Zoning Resiential

Courtesy of Daire Gibney of Barrett and Valley Associates Inc.: .


© Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2026-06-06T00:05:41.
 
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553 Roosevelt highway suite 200
Colchester VT, 05446