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Offered at $1,490,000Active Under Contract
beds
5
baths
5
sq ft
5,400
Built
1989

1302 Popple Dungeon Road

Chester, VT 05143

Residential · Active Under Contract · MLS #5087874
Listing Courtesy of Four Seasons Sotheby's Int'l Realty | Gary Coger

The home

About this home

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.

Property information

Details at a glance

Interior4 property facts
Rooms
14
Heating
Baseboard, Wood, Oil, Wood Stove
Cooling
None
Flooring
Brick, Ceramic Tile, Hardwood, Wood
Building3 property facts
Style
Single Family Residence
Year built
1989
Roof
Metal
Land & utilities3 property facts
Lot size
18 acres
Water
Well
Zoning
res
Financial2 property facts
Annual taxes
$20,070
Assessment year
2025

Plan your purchase

Estimated monthly cost

Explore costs at the $1,490,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$9,207 / monthAdjust
Principal & interest
$7,534
Property tax
$1,673
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $20,070. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Listing history

Price and status timeline

No additional listing history is available for public display.

Compare with confidence

Price & market context

See how this home compares with active listings in Chester.

This home compared with active listings in Chester
MetricThis homeLocal listings
List price$1,490,000$419,900255% above local
Price / sq ft$276$2625% above local
Days on market1156092% above local

Active city listing statistics from PrimeMLS as of September 11, 2026. Asking prices are not completed-sale values.

Keep exploring

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No close matches are available right now. Browse all homes in Chester.

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About 1302 Popple Dungeon Road

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Request a tour of 1302 Popple Dungeon Road and a Bean Group agent will help coordinate an available time with the listing side.

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