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.
Active
Listed by: Four Seasons Sotheby's Int'l Realty
$1,690,000
1302 Popple Dungeon Road, Chester, VT 05143
5beds
5,400sqft
Est.:
Single Family Residence
Built in 1989
18 Acres Lot
$1,682,200 Zestimate®
$313/sqft
$-- HOA
What's special
Timeless finishesReclaimed beamsStone wallsEstablished gardensThoughtfully crafted custom woodworkBlueberry patchWilliamsburg-style reproduction saltbox
- 8 days |
- 754 |
- 69 |
Zillow last checked:
Listing updated:
Listed by:
Gary Coger,
Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com
Source: PrimeMLS,MLS#: 5087874
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 1
- 3/4 bathrooms: 4
Heating
- Oil, Baseboard, Zoned, Wood Stove
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Range Hood, Freezer, Microwave, Gas Range, Refrigerator, Washer, Oil Water Heater, Owned Water Heater, Exhaust Fan
Features
- Central Vacuum, Bar, Dining Area, Hearth, Kitchen/Dining, Kitchen/Family, Kitchen/Living, Living/Dining, Primary BR w/ BA, Natural Woodwork, Walk-In Closet(s), Walk-in Pantry, Wet Bar
- Flooring: Brick, Ceramic Tile, Hardwood, Wood
- Windows: Drapes, Window Treatments, Screens
- Basement: Bulkhead,Concrete,Concrete Floor,Full,Unfinished,Interior Access,Basement Stairs,Interior Entry
- Attic: Walk-up
- Has fireplace: Yes
- Fireplace features: Fireplace Screens/Equip, Wood Burning, 3+ Fireplaces, Wood Stove Hook-up
- Furnished: Yes
Interior area
- Total structure area: 6,720
- Total interior livable area: 5,400 sqft
- Finished area above ground: 5,400
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Parking features: Gravel
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio
- Exterior features: Building, Garden, Shed, Storage
- Frontage length: Road frontage: 540
Lot
- Size: 18 Acres
- Features: Country Setting, Landscaped, Level, Secluded, Slight, Wooded, Mountain
Details
- Additional structures: Barn(s), Guest House, Outbuilding
- Parcel number: 14404510464
- Zoning description: res
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Reproduction,Saltbox
- Property subtype: Single Family Residence
Materials
- Wood Frame, Wood Siding
- Foundation: Concrete, Poured Concrete
- Roof: Corrugated,Metal
Condition
- New construction: No
- Year built: 1989
Utilities & green energy
- Electric: 200+ Amp Service, Generator
- Sewer: 1000 Gallon, Leach Field
- Utilities for property: Cable Available, Telephone at Site
Community & HOA
Location
- Region: Chester
Financial & listing details
- Price per square foot: $313/sqft
- Tax assessed value: $688,800
- Annual tax amount: $20,070
- Date on market: 5/8/2026
- Road surface type: Paved
Estimated market value
$1,682,200
$1.60M - $1.77M
$2,092/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/8/2026 | Listed for sale | $1,690,000$313/sqft |
Source:  PrimeMLS #5087874 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $688,800 |
| 2023 | -- | $688,800 |
| 2022 | -- | $688,800 |
| 2021 | -- | $688,800 |
| 2020 | -- | $688,800 -6.4% |
| 2019 | -- | $735,800 |
| 2018 | -- | $735,800 |
| 2017 | -- | $735,800 |
| 2016 | -- | $735,800 +9900% |
| 2015 | -- | $7,358 |
| 2014 | -- | $7,358 |
| 2013 | -- | $7,358 |
| 2012 | -- | $7,358 |
| 2011 | -- | $7,358 |
| 2010 | -- | $7,358 |
| 2009 | -- | $7,358 |
| 2008 | -- | $7,358 +102.6% |
| 2007 | -- | $3,631 |
| 2006 | -- | $3,631 +0.4% |
| 2003 | $9,226 | $3,618 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 05143
Getting around
0 / 100
Car-DependentNearby schools
GreatSchools rating
- 5/10Chester-Andover Usd #29Grades: PK-6Distance: 2.2 mi
- 7/10Green Mountain Uhsd #35Grades: 7-12Distance: 2.5 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Vermont
- Windsor County
- Chester
- 05143
- 1302 Popple Dungeon Road
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