This listing courtesy of Daire Gibney , Barrett and Valley Associates Inc.
$399,000

1397 Popple Dungeon Road, Chester, VT 05143

  • 3 beds |
  • 2 baths
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1900
  • Property Lot Size Icon3.3acre lot
  • Property Parking Icon 1 car garage
  • Property Price Per Square Feet Icon $——/sqft
  • Property List Date Icon Listed 2 months ago

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.

Listing Status:
Active
Date Added:
January 14, 2026
Data Last Updated:
March 16, 2026 at 11:59PM
Listing Office:
Barrett and Valley Associates Inc. : 802-875-2323
Listing Agent:
Daire Gibney : 802-380-5464
MLS ID:
5073930
  • Basement: ConcreteConcrete FloorInterior AccessUnfinished
  • A/C: None
  • Heating: Oil
  • Style: Cape
  • Roofing: Asphalt Shingle
  • General: Wood FrameConcrete
  • Road/Access: PavedPublic Maintained Road
  • School District: Two Rivers Supervisory Union
  • County: Windsor
  • Driveway: Paved
  • Zoning: Resiential
  • Current Use: None
  • Utilities: Telephone Available
  • Water: Drilled Well
  • Sewer: Private Available

This listing courtesy of Daire Gibney , Barrett and Valley Associates Inc.

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

C

Chester Andover Elementary School

72 Main St, Chester, VT, 05143

Grades PK-6

2.27 miles away

G

Green Mountain Union High School

716 VT Route 103 S, Chester, VT, 05143

Grades 7-12

2.58 miles away

G

Green Mountain Union High School

716 VT Route 103 S, Chester, VT, 05143

Grades 7-12

2.58 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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