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Set on 18 private acres, Popple Dungeon is a distinctive Vermont property offering the feel of a true country retreat. Owned by one family and designed and built by its owner, the Williamsburg-style reproduction Saltbox reflects a deep appreciation for traditional craftsmanship and enduring design. Inside, the home is defined by warm, handcrafted details-wide-plank wood floors, paneled walls, layered moldings, and reclaimed beams create a sense of comfort and authenticity throughout. The scale and layout offer a balance of inviting gathering spaces and quieter rooms, well-suited for both everyday living and hosting. Originally operated as a bed-and-breakfast, the home was thoughtfully designed to welcome guests while maintaining a natural flow and sense of privacy. The surrounding land provides a peaceful and private setting, with stone walls, established gardens, wildflowers, fruit trees, and a blueberry patch woven into the natural landscape. Open areas and wooded sections create a property that feels both curated and comfortably natural, offering space to explore, relax, and enjoy Vermont's changing seasons. A guest house and dedicated woodworking barn add to the property's appeal, offering flexibility for hosting, hobbies, or creative pursuits. Ideally located near the charming village of Chester, the property offers convenient access to year-round outdoor recreation, including skiing, hiking, biking, fishing, and scenic trails. Throughout the home, the builder's attention to detail is unmistakable, with thoughtfully crafted custom woodwork and timeless finishes that reflect a genuine commitment to quality and design. Quiet, private, and rooted in tradition, this is a property well suited for those seeking a classic Vermont retreat and lifestyle.

More Info

Tax Information

  • Tax Year2025

Location

  • Building Number1302
  • StreetPopple Dungeon Road
  • TownChester
  • StateVT
  • Zip05143
  • CountyWindsor
  • Flood Zone Y/NNo
  • Address1302 Popple Dungeon Road

Property

  • Acreage18
  • Lot DescriptionCountry Setting, Landscaped, Level, Secluded, Slight, Wooded, Mountain
  • AreaVT-Windsor
  • DrivewayGravel
  • RoadsPaved, Public Maintained Road
  • Road Frontage540

Exterior

  • Exterior FeaturesBarn, Building, Garden Space, Guest House, Outbuilding, Patio, Shed, Storage, Window Screens
  • RoofCorrugated, Metal

Amenities

  • PricePerSqFt312.96

Parking

  • Parking Spaces
  • GarageNo

Building

  • Year Built1989
  • Building ConstructionWood Frame, Wood Siding
  • ConstructionExisting
  • Property StyleReproduction, Saltbox
  • Bedrooms5
  • Bathroom5
  • Total Baths5
  • 3/4 Baths4
  • Total Rooms14
  • Square Feet5,400
  • APX Unfin Below Grade1320
  • BasementBulkhead, Concrete, Concrete Floor, Full, Unfinished, Interior Access, Basement Stairs
  • FoundationConcrete, Poured Concrete

Utilities

  • Heat SystemOil, Baseboard, Multi Zone, Wood Stove
  • WaterDrilled Well
  • Sewer1000 Gallon, Leach Field
  • Electric200+ Amp Service, Generator
  • UtilitiesCable Available, Telephone at Site

Other

  • SeasonalNo
  • Page328-329
  • Date Listed05/08/2026
  • View Count4

Rooms

  • Full Bath1

Basic Information

  • MLS Number5087874
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$1,690,000
  • Listing Agent NameGary Coger
  • Broker NameFour Seasons Sotheby's Int'l Realty

Interior

  • Interior FeaturesCentral Vacuum, Bar, Dining Area, Draperies, Fireplace Screens/Equip, Wood Fireplace,3+ Fireplaces, Furnished, Hearth, Kitchen/Dining, Kitchen/Family, Kitchen/Living, Living/Dining, Primary BR w/ BA, Natural Woodwork, Walk-in Closet, Walk-in Pantry, Wet Bar, Window Treatm
  • Room 1 TypeKitchen
  • Room 1 Level1
  • Room 1 Dimensions10X18
  • FloorsBrick, Ceramic Tile, Hardwood, Wood
  • Room 2 TypeBreakfast Nook
  • Room 2 Level1
  • Room 2 Dimensions10X13
  • Room 3 TypeFamily Room
  • Room 3 Level1
  • Room 3 Dimensions16X25
  • Room 4 TypeDen
  • Room 4 Level1
  • Room 4 Dimensions18X25
  • Room 5 TypeDining Room
  • Room 5 Level1
  • Room 5 Dimensions15X15
  • Stories2
  • Room 6 TypeLiving Room
  • Room 6 Level1
  • Room 6 Dimensions15X15
  • Room 7 TypeMudroom
  • Room 7 Level1
  • Room 7 Dimensions25X12
  • Room 8 TypeLaundry Room
  • Room 8 Level1
  • Room 8 Dimensions5X8
  • Room 9 TypeBedroom with Bath
  • Room 9 Level1
  • Room 9 Dimensions13X10
  • Room 10 TypeBedroom with Bath
  • Room 10 Level2
  • Room 10 Dimensions13X22
  • Room 11 TypeBedroom
  • Room 11 Level2
  • Room 11 Dimensions12X12
  • Room 12 TypeBedroom
  • Room 12 Level2
  • Room 12 Dimensions15X12
  • Room 13 TypePrimary BR Suite
  • Room 13 Level2
  • Room 13 Dimensions22X25
  • Room 14 TypeBathroom Three Quarter
  • Room 14 Level2
  • Room 14 Dimensions8X6
  • Room 15 TypeOffice/Study
  • Room 15 Level2
  • Room 15 Dimensions15X22
  • Room 16 TypeFinished Attic
  • Room 16 Level3
  • Room 16 Dimensions15X37

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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 May 15, 2026 12:24 PM EDT

 

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