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Courtesy of Joseph Karl of William Raveis Real Estate Vermont Properties: Off: 802-228-8877.

1470 Popple Dungeon Road

Chester, VT 05143
  • $879,900
  • STATUS: Active Under Contract
  • ON SITE: 93 Days
  • MLS #: 5099745
Under Contract
UPDATED: 17 min ago
$879,900
  • 5
    BEDS
  • 14.1
    ACRES
  • 2
    BATHS
  • 1
    1/2 BATHS
  • 2,800
    SQFT
  • $314
    $/SQFT
Type:
Single-Family Home
Built:
1860
County:
Area:

School Information

Elementary School:
Middle School:
High School:
School District:

Description

Escape to the charm of Vermont in this spacious 5-bedroom, 3-bath country home, perfectly set amidst open meadows with a picturesque swim pond and peaceful surroundings. Designed for both everyday living and entertaining, this inviting property offers the perfect balance of rustic character and modern comfort. Step inside through the practical mudroom, where you'll be welcomed by a dramatic family room featuring soaring vaulted ceilings, a cozy wood-burning stove, and a loft overlooking the space. The heart of the original 1860's home is the open-concept living area, complete with a well-appointed kitchen, dining area, and a warm, inviting living room centered around a classic wood-burning fireplace. The main level also features a convenient half bath and a private primary suite with a ¾ bath. From the primary bath, step directly onto the back deck and unwind in the sunken hot tub while taking in the tranquil country setting. Second level, you'll find four additional bedrooms, a full bath, and a comfortable den/loft overlooking the family room, offering flexible space for guests, a home office, or recreation. Outside, enjoy Vermont's beauty from the private covered porch, gather around the expansive yard, or relax by the stone firepit or scenic pond surrounded by open meadows. An attached garage provides ample storage, while the finished game room above creates the perfect space for entertaining, hobbies, or additional guest accommodations. The flat meadows were the perfect setting for the family's recent wedding... What event will you host in this incredible backyard? Ideally located just minutes from the charming village of Chester and within easy reach of Okemo Mountain Resort, this exceptional property offers year-round enjoyment, whether you're seeking a full-time residence, a vacation getaway, or an investment opportunity. Visit the Okemo real estate community today. Taxes are based on town assessment.

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© Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 2026-10-16T16:06:25.803.
www.livingvermont.com/homes/178810266
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1470 Popple Dungeon Road Chester, VT 05143

  • Price: $879,900
  • Status: Active Under Contract
  • On Site: 93 Days
  • Updated: 17 min ago
  • MLS #: 5099745
5
Beds
2
Baths
1
½ Baths
14.1
Acres
2,800
SQFT
$314
$/SQFT
1860
Built
County:
Windsor
Area:
Chester
Elementary School:
Chester-Andover Elementary
Middle School:
Choice
High School:
Choice
School District:
Two Rivers Supervisory Union
Property Description
Escape to the charm of Vermont in this spacious 5-bedroom, 3-bath country home, perfectly set amidst open meadows with a picturesque swim pond and peaceful surroundings. Designed for both everyday living and entertaining, this inviting property offers the perfect balance of rustic character and modern comfort. Step inside through the practical mudroom, where you'll be welcomed by a dramatic family room featuring soaring vaulted ceilings, a cozy wood-burning stove, and a loft overlooking the space. The heart of the original 1860's home is the open-concept living area, complete with a well-appointed kitchen, dining area, and a warm, inviting living room centered around a classic wood-burning fireplace. The main level also features a convenient half bath and a private primary suite with a ¾ bath. From the primary bath, step directly onto the back deck and unwind in the sunken hot tub while taking in the tranquil country setting. Second level, you'll find four additional bedrooms, a full bath, and a comfortable den/loft overlooking the family room, offering flexible space for guests, a home office, or recreation. Outside, enjoy Vermont's beauty from the private covered porch, gather around the expansive yard, or relax by the stone firepit or scenic pond surrounded by open meadows. An attached garage provides ample storage, while the finished game room above creates the perfect space for entertaining, hobbies, or additional guest accommodations. The flat meadows were the perfect setting for the family's recent wedding... What event will you host in this incredible backyard? Ideally located just minutes from the charming village of Chester and within easy reach of Okemo Mountain Resort, this exceptional property offers year-round enjoyment, whether you're seeking a full-time residence, a vacation getaway, or an investment opportunity. Visit the Okemo real estate community today. Taxes are based on town assessment.
Exterior Features

Architectural Style ContemporaryMulti-Level Construction Materials Wood FrameWood Siding Driveway Paved Exterior Features DeckGarden SpaceHot TubNatural ShadeCovered Porch Has Garage Yes Lot Features Country SettingLandscapedLevelOpenPond SiteSki AreaNear ShoppingNear SkiingNear Snowmobile TrailsNear School(s) Parking DrivewayGarageOff StreetOn-SitePavedAttached Road Frontage Yes Road Frontage Length 1000 Roof Shingle

Interior Features

Appliances DishwasherDryerGas RangeRefrigeratorWasherExhaust Fan Basement Access Type Interior Basement Description Interior StairsUnfinishedInterior AccessBasement Stairs Cooling None Flooring TileWood Foundation Stone Has Basement Yes Heating Hot Air Interior Features BlindsCeiling FanDining AreaDraperiesWood Fireplace1 FireplaceFurnishedKitchen/DiningLiving/DiningPrimary BR w/ BANatural LightVaulted Ceiling Quarter Baths 0 Rooms Level1 Level 1: 1/2 BathroomLevel 1: 3/4 BathroomLevel 1: Dining RoomLevel 1: Family RoomLevel 1: FoyerLevel 1: KitchenLevel 1: Living RoomLevel 1: Primary BedroomLevel 1: Mudroom Rooms Level2 Level 2: BedroomLevel 2: LoftLevel 2: Rec Room Rooms Total 15 Sq Ft Approx Fin Above Grade 2800 Sq Ft Approx Fin Below Grade 0

Property Features

Construction Status Existing Covenants No Documents Available Deed Electric Circuit Breaker(s) Electric Company GMP Flood Zone No Fuel Company Irving Phone Company VTel Possession At Closing Pre Construction No Property Type Single Family Resort No Road Frontage Type PavedPublicPublic Maintained Road Seasonal No Sewer On-Site Septic Exists Span Number 144-045-11734 Special Listing Conditions None Surveyed Unknown Tax Gross Amount 10929.42 Tax Year 2026 Taxes Tbd No Timeshare Fractional Own No Utilities Cable Water Source Drilled Well Zoning Residential

Courtesy of Joseph Karl of William Raveis Real Estate Vermont Properties: Off: 802-228-8877.


© Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 2026-10-16T16:06:25.803.
 
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553 Roosevelt highway suite 200
Colchester VT, 05446