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Briana Burke
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1397 Popple Dungeon Road, Chester, VT 05143

$399,000
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BEDS3 BATHS2 full SQUARE FEET1,788 MLS#5073930
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLTwo Rivers Supervisory Union

Listing Courtesy of: Barrett and Valley Associates Inc.
Agency Phone: 802-875-2323
Associate Name: Daire Gibney
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Property Description

Set on 3.30 acres in the hills of Chester, Vermont, this 1900-built home delivers the kind of setting people move here for?flowing water, open land, quiet roads, and easy access to the mountains. The property overlooks a gently moving brook and includes ownership on both sides of the water, giving you your own private stretch of stream and a natural buffer of woods and open space. A quiet paved road leads you home, winding past back woods and pastoral farmland before arriving at the property. The elevated deck becomes your front-row seat to the landscape below?perfect for morning coffee, summer dinners, or simply listening to the brook roll past. Inside, the home feels warm, functional, and comfortable. A large living room is anchored by a substantial woodstove that brings real Vermont heat and atmosphere through the colder months. The sunroom is a standout space, wrapped in windows and overlooking the brook, creating a peaceful place to read, work, or relax. From here, step directly onto the deck and into the outdoors. The layout offers three bedrooms and two bathrooms, including a ground-floor bedroom for easy everyday living. Storage is abundant throughout, making room for outdoor gear, tools, and seasonal equipment. The land itself adds real value. With acreage on both sides of the brook, there's room to garden, explore, build trails, or simply enjoy your own stretch of water and woods. The surrounding countryside delivers classic Vermont scenery?rolling fields, forested hills, and quiet country roads. Located just minutes from the village of Chester and close to Okemo, Stratton, and Magic Mountain, this is a true four-season basecamp for skiing, hiking, biking, fishing, and exploring Vermont's natural beauty. A property that offers privacy, water frontage, land, and mountain access?without giving up convenience.

1397 Popple Dungeon Road | MLS# 5073930

This single family home located at 1397 Popple Dungeon Road, Chester, VT 05143 is currently listed for sale with an asking price of $399,000. This property was built in 1900 and has 3 bedrooms and 2 full baths with 1788 sq. ft. Popple Dungeon Road is located within the Two Rivers Supervisory Union school district. Search Chester real estate on brianaburke.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Concrete, Concrete Floor, Unfinished, Interior Access
Basement: Yes
Cooling: None
Garage: 1
Heating: Oil
Home Style: Cape
Lot Size: 3.30 Acres
Roof Type: Asphalt Shingle
Stories: 2.0
Taxes: $6,786
Year Built: 1900

Feature Descriptions

Baths 3/4: 1
Baths Full: 1
Color: red
Construction: Wood Frame
Construction Status: Existing
Days on Site: 61
Driveway: Paved
Electric: Circuit Breaker(s)
Exterior: Wood Frame
Flood Zone: Unknown
Foundation: Concrete
Lot: Country Setting, River Frontage
Number of Rooms: 7
Road Frontage: 800
Roads: Paved, Public Maintained Road
Sewer: Private Available
Sq. Ft. Above Grade Finished: 1788
Sq. Ft. Total Finished: 1788
Total Stories: 2
Water: Drilled Well
Zoning: Resiential

Local Schools

High School: Green Mountain UHSD #35
Middle School: Green Mountain UHSD #35
Elementary School: Chester-Andover Elementary
School District: Two Rivers Supervisory Union

Listed By / Shown By

Listed By

Agency Name: Barrett and Valley Associates Inc.
Agency Phone: 802-875-2323
Agent Name: Daire Gibney

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Shown By

Agent Name: Briana Burke
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 1,569.88 per month $888.00 Principal & Interest $565.50 Property Tax $116.38 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 03/17/2026. The listing information on this page last changed on 03/17/2026. 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 Tue 03/17/2026 12:00:06 AM EST) or MLSPIN MLS (last updated Mon 03/16/2026 11:38:19 PM EST) or Prime MLS (last updated Mon 03/16/2026 11:33:23 PM EST) or MREIS (last updated Mon 03/16/2026 11:55:19 PM 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 2026-03-16 23:33:23

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