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Derrike Schmitt
REALTOR®
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1302 Popple Dungeon Road, Chester, VT 05143

$1,490,000
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Active
BEDS5 BATHS5 full SQUARE FEET5,400 MLS#5087874
STATUSActive PROPERTY TYPEResidential - Single Family

Listing Courtesy of: Four Seasons Sothebys Intl Realty
Agency Contact: gary.coger@fourseasonssir.com
Associate Name: Gary Coger
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Property Description

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.

1302 Popple Dungeon Road | MLS# 5087874

This single family home located at 1302 Popple Dungeon Road, Chester, VT 05143 is currently listed for sale with an asking price of $1,490,000. This property was built in 1989 and has 5 bedrooms and 5 full baths with 5400 sq. ft. Search Chester real estate on derrikeschmitt.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Bulkhead, Concrete, Concrete Floor, Full, Unfinished, Interior Access, Basement Stairs
Basement: Yes
Cooling: None
Heating: Oil, Baseboard, Multi Zone, Wood Stove
Home Style: Reproduction, Saltbox
Lot Size: 18.00 Acres
Roof Type: Corrugated, Metal
Stories: 2.0
Taxes: $20,070
Year Built: 1989

Amenities

Central 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 Treatment
Wood Stove Hook-up
Walkup Attic
Barn
Building
Garden Space
Guest House
Outbuilding
Patio
Shed
Storage
Window Screens

Feature Descriptions

Appliances: Dishwasher, Dryer, Range Hood, Freezer, Microwave, Gas Range, Refrigerator, Washer, Oil Water Heater, Owned Water Heater, Exhaust Fan
Baths 3/4: 4
Baths Full: 1
Construction: Wood Frame, Wood Siding
Construction Status: Existing
Days on Site: 26
Driveway: Gravel
Electric: 200+ Amp Service, Generator
Exterior: Wood Frame, Wood Siding
Flood Zone: No
Flooring: Brick, Ceramic Tile, Hardwood, Wood
Foundation: Concrete, Poured Concrete
Lot: Country Setting, Landscaped, Level, Secluded, Slight, Wooded, Mountain
Number of Rooms: 14
Road Frontage: 540
Roads: Paved, Public Maintained Road
Sewer: 1000 Gallon, Leach Field
Sq. Ft. Above Grade Finished: 5400
Sq. Ft. Total Finished: 5400
Total Stories: 2
Water: Drilled Well
Zoning: res

Room Sizes

Kitchen: 10X18 Level - 1
Breakfast Nook: 10X13 Level - 1
Family Room: 16X25 Level - 1
Den: 18X25 Level - 1
Dining Room: 15X15 Level - 1
Living Room: 15X15 Level - 1
Mudroom: 25X12 Level - 1
Laundry Room: 5X8 Level - 1
Bedroom with Bath: 13X10 Level - 1
Bedroom with Bath: 13X22 Level - 2
Bedroom: 12X12 Level - 2
Bedroom: 15X12 Level - 2
Primary BR Suite: 22X25 Level - 2
Bathroom Three Quarter: 8X6 Level - 2
Office/Study: 15X22 Level - 2
Finished Attic: 15X37 Level - 3

Listed By / Shown By

Listed By

Agency Name: Four Seasons Sothebys Intl Realty
Agency Contact: gary.coger@fourseasonssir.com
Agent Name: Gary Coger

Shown By

Agent Name: Derrike Schmitt
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 5,423.18 per month $3,316.09 Principal & Interest $1,672.50 Property Tax $434.58 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 06/04/2026. The listing information on this page last changed on 06/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 06/04/2026 12:25:11 AM EST) or MLSPIN MLS (last updated Wed 06/03/2026 11:38:42 PM EST) or Prime MLS (last updated Wed 06/03/2026 11:33:45 PM EST) or MREIS (last updated Thu 06/04/2026 12:15:17 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) 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 2026-06-03 23:33:45

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