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1302 Popple Dungeon Road, Chester, VT, 05143

5beds
5baths
5,400sqft
$1,490,000
$276price/sqft
$10,904/moest. monthly cost
$436,160/yrincome needed

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.

Getting Around

0
WalkingCar-Dependent
0
TransitVery Limited Transit
0
BikeNot Bike Friendly

Schools

5/10
Chester-Andover Usd #29Grades PK-62.2 mi
7/10
Green Mountain Uhsd #35Grades 7-122.5 mi

Construction

Condition

  • Year built: 1989

Materials

  • Foundation: Concrete,Poured Concrete
  • Roof: Corrugated,Metal
  • Construction materials: Wood Frame,Wood Siding

Type & Style

  • Home type: SingleFamily
  • Architectural style: Reproduction,Saltbox
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Dishwasher,Dryer,Range Hood,Freezer,Microwave,Gas Range,Refrigerator,Washer,Oil Water Heater,Owned Water Heater,Exhaust Fan

Basement

  • Has basement: Yes
  • Basement: Bulkhead,Concrete,Concrete Floor,Full,Unfinished,Interior Access,Basement Stairs,Interior Entry

Bedrooms & Bathrooms

  • Bedrooms: 5
  • Bathrooms: 5
  • Full bathrooms: 1
  • 3/4 bathrooms: 4

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
  • Window features: Drapes,Window Treatments,Screens
  • Flooring: Brick,Ceramic Tile,Hardwood,Wood
  • Fireplace features: Fireplace Screens/Equip,Wood Burning,3+ Fireplaces,Wood Stove Hook-up
  • Fireplace: Yes
  • Attic: Walk-up
  • Finished area below ground: 0
  • Finished area above ground: 5,400

Heating & Cooling

  • Heating features: Oil,Baseboard,Zoned,Wood Stove
  • Cooling features: None

Interior Area

  • Total structure area: 6,720
  • Total interior livable area: 5,400 sqft

Property

Details

  • Parcel number: 14404510464
  • Zoning description: res

Features

  • Levels: Two
  • Stories: 2
  • Patio & porch: Patio
  • Exterior features: Building,Garden,Shed,Storage
  • Frontage length: Road frontage: 540

Lot

  • Lot size: 18 Acres
  • Features: Country Setting,Landscaped,Level,Secluded,Slight,Wooded,Mountain

Parking

  • Parking features: Gravel

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Inland Flooding
    Inland FloodingRelatively High
  • Winter Weather
    Winter WeatherRelatively High
  • Cold Wave
    Cold WaveModerate
  • Heat Wave
    Heat WaveModerate
  • Ice Storm
    Ice StormModerate
  • Lightning
    LightningModerate
  • Strong Wind
    Strong WindModerate

How This Home’s Risks Compare

Inland Flooding
Winter Weather
Cold Wave
Heat Wave
Ice Storm
Lightning
Strong Wind

FEMA Declared Disasters Across Vermont Counties

Flood
Severe Storm
Tropical Depression
Tropical Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $7,534$90,408
Home Insurance $648$7,776
Property Taxes $2,036$24,432
Electricity $686$8,243
Total$10,904$130,848

Income You'd Need if You Spent...

35% on housing$373,851/yr
40% on housing$327,120/yr
45% on housing$290,773/yr

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 4.4%
4.4%
0%30.0%
Electricity Growth Rate10-year average: 7.6%
7.6%
0%15.0%
Property Taxes Growth Rate2-year average: 0.2%
0.2%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$276This listing

vs Other Active Listings

Avg $/sqft

ZIP 05143$174
Windsor County$291

vs Homes Sold Last Month

Median $/sqft

ZIP 05143$233
Windsor County$247

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-05-08Listed for sale$1,690,000

For Sale by Agent

AgentGary Coger
BrokerageFour Seasons Sotheby's Int'l Realty

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