1302 Popple Dungeon Road Chester, VT $ 1,690,000
1302 Popple Dungeon Road
$ 1,690,000
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1302 Popple Dungeon Road

Chester, VT, 05143
$ 1,690,000
Bedrooms5 Baths5.0 Sq 5,400

Monthly Estimate*

$ 10,406

Listed by Gary Coger, Four Seasons Sotheby's Int'l Realty, 802-824-3113, gary.coger@fourseasonssir.com
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Single Family Home for sale in Chester, VT

for $1,690,000 with 5 bedrooms and 5 full baths. This 5,400 square foot home was built in 1989 on a lot size of 18.

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.

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Single Family Active

Price

$ 1,690,000

Bedrooms

5

Full Bath

5

Property Type

Single Family

Taxes

$ 0

Style

Reproduction,Saltbox

Lot Size

18

Year Built

1989

Town/City

Chester

County/Region

Windsor

MLS | Web ID

5087874

Features
Interior
Basement Description Bulkhead Concrete Concrete Floor Full Unfinished Interior Access Basement Stairs
Interior 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 Wood
Basement Yes
Flooring Brick Ceramic Tile Hardwood Wood
Beds 5
Total Rooms 14
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General
Road Frontage Yes
Sewer 1000 Gallon Leach Field
Heating Oil Baseboard Multi Zone Wood Stove
Cooling None
Utilities Cable Available Telephone at Site
Roof Corrugated Metal
Appliances Dishwasher Dryer Range Hood Freezer Microwave Gas Range Refrigerator Washer Oil Water Heater Owned Water Heater Exhaust Fan
Garage No
current use No
Flood Zone No
Zoning res
3/4 Baths 4
Full Baths 1
Half Baths 0
Bathrooms 5
Year Built 1989
Electric 200+ Amp Service Generator
Style Reproduction Saltbox
Stories Count 2
Construction Status Existing
Type Single Family
Auction No
Tax Year 2025
Status Detail 0
Covenants No
Construction Materials Wood Frame Wood Siding
Directions From Grafton Rd (RT 35) heading toward Grafton take a right on Popple Dungeon. Property is on right approx. 1 mile
City Chester
Seasonal No
DOM 6
Price Per Sq Ft Total AG 312.96
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Exterior
Lot Features Country Setting Landscaped Level Secluded Slight Wooded Mountain
Exterior Amenities Barn Building Garden Space Guest House Outbuilding Patio Shed Storage Window Screens
Driveway Gravel
Lot Size Area 18
Water Source Drilled Well
Foundation Concrete Poured Concrete
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* Excluded Features
List By
Gary Coger

Listing Agent

Four Seasons Sotheby's Int'l Realty

Broker

(802) 824-3113

Phone

gary.coger@fourseasonssir.com

Email

Affordability Calculator

$10,406
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Monthly Principal & Interest
$10,406
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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
451920 Elementary School
452237 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/8/2026$1,690,000 Listed Price

Map


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1302 Popple Dungeon Road, Chester, VT, 05143 is a Single Family Home for sale at $1,690,000 with 5,400 sqft and a lot size of 18. 1302 Popple Dungeon Road has 5 bedrooms, 5.0 baths, and was built in 1989. The property's zip code is 05143 which is in Chester, VT