1397 Popple Dungeon RoadChester, VT 05143MLS Number 5073930

  • Price: $399,000
  • Est. Mortgage of $/month
  • 36 Days on Market
$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 12, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • 3Bedrooms
  • 3.3Acreage
  • 2Bathrooms
  • 1900Year Built

Driving Directions

Listed by Daire Gibney of Barrett and Valley Associates Inc.
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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More Info

Tax Information

  • Tax Year2025

Location

  • Building Number1397
  • StreetPopple Dungeon Road
  • TownChester
  • StateVT
  • Zip05143
  • CountyWindsor
  • DistrictTwo Rivers Supervisory Union
  • Elementary SchoolChester-Andover Elementary
  • Junior HighGreen Mountain UHSD #35
  • High SchoolGreen Mountain UHSD #35
  • Flood Zone Y/NUnknown
  • Address1397 Popple Dungeon Road

Interior

  • Stories2

Utilities

  • Heat SystemOil
  • WaterDrilled Well
  • SewerPrivate Available
  • ElectricCircuit Breaker(s)
  • UtilitiesTelephone Available

Parking

  • Parking Spaces1
  • GarageYes

Building

  • Year Built1900
  • Building ConstructionWood Frame
  • ConstructionExisting
  • Property StyleCape
  • Bedrooms3
  • Bathroom2
  • Total Baths2
  • 3/4 Baths1
  • Total Rooms7
  • Square Feet1,788
  • APX Unfin Below Grade452
  • BasementConcrete, Concrete Floor, Unfinished, Interior Access
  • FoundationConcrete

Exterior

  • Exterior Colorred
  • RoofAsphalt Shingle

Rooms

  • Full Bath1

Basic Information

  • MLS Number5073930
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$399,000
  • Listing Agent NameDaire Gibney
  • Broker NameBarrett and Valley Associates Inc.

Property

  • Acreage3.3
  • Lot DescriptionCountry Setting, River Frontage
  • AreaVT-Windsor
  • DrivewayPaved
  • RoadsPaved, Public Maintained Road
  • Road Frontage800

Amenities

  • PricePerSqFt223.15

Other

  • SeasonalNo
  • Page294
  • Date Listed01/14/2026
  • View Count2
Mary Mitchell Miller Real Estate
Mary Mitchell Miller Real Estate
Office: 802-824-3176
620 Main Street
PO Box 8
Weston, VT 05161
Broker Reciprocity 

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 February 18, 2026 6:23 PM EST

 

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