Sold
Last Sold Price
4 beds2,676 sqft$308/sqft
816 Popple Dungeon Rd, Chester, VT 05143
Single FamilyProperty Type
118 acresLot Size
1840Year Built
$308/sq ftPrice per sq ft

Description

Welcome to Deer Valley Farm also known as the Williams Homestead. This is the first time the property has been offered for sale in over 60 years! The home has been lovingly cared for with lots of improvements over the decades of ownership. Outside: The barn has undergone major work which insures its stability for years to come and includes a wine cellar. It measures 45x105 with plenty of room for cars, toys or animals. Other improvements include stonework, tennis court and pool with pool house and...Welcome to Deer Valley Farm also known as the Williams Homestead. This is the first time the property has been offered for sale in over 60 years! The home has been lovingly cared for with lots of improvements over the decades of ownership. Outside: The barn has undergone major work which insures its stability for years to come and includes a wine cellar. It measures 45x105 with plenty of room for cars, toys or animals. Other improvements include stonework, tennis court and pool with pool house and gardens. The walking bridge over the Williams River includes 4 staircases to the river and built in lights. The home is styled with Italian tile throughout and offers cozy antique charm with 3 fireplaces. The home does need updating but will be well worth the effort. The structure itself has been well maintained. The large acreage easily lends itself to a few other incredible homesites. Located just outside the town of Chester less than 4 hours to NYC and 2.5 hours to Boston. Minutes to all of Southern Vermont amenities including Okemo, Stratton, Killington, Vermont Country Store, Weston Playhouse, world-class golf and the shops in Manchester. This property will not disappoint.

    Sold By Barrett & Valley Associates, Inc/Chest

    • Listed by: Lisa Kelley • Cummings & Co
    Listing closed: 03/02/2022 12:00 AM • Source: New England Real Estate Network, MLS#: 4848206

    Location

    Add your commute

    Payment Calculator

    $5,296 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $4,193

    Property Taxes

    $1,103

    HOA Dues

    $0

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    Property Information for 816 Popple Dungeon Road

    Property Details
    • Taxes: $13,234 / year
    • MLS Type: Residential / Single Family
    • Zoning: residential
    Building Information
    • Stories: 1
    • Year Built: 1840
    • Lot Size: 118.00 AC / 5,140,080 SF
    Summary
    Location and General Information
    • Area Description: Mountain, Rural
    • City: Chester
    • County: VT-Windsor
    • Directions: From Chester take route 35 toward Grafton. Turn right onto Popple Dungeon Rd. Propery on right approximately .8 miles.
    • Latitude: 43.242837029651987
    • Longitude: -72.622249644180300
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip: 05143
    Taxes and HOA Information
    • SPAN Number: 144-045-11407
    • Tax - Gross Amount: $13,233.55
    • Tax Year: 2020
    • Taxes TBD: No
    School Information
    • School - High: Green Mountain UHSD #35
    • School - District: Two Rivers Supervisory Union
    • School - Elementary: Chester-Andover Elementary
    • School - Middle/Jr: Green Mountain UHSD #35
    Parking
    • Garage: No
    • Driveway: Paved
    Property
    Lot Information
    • Lot - Sqft: 5140080.0
    • Lot Size Acres: 118.0
    • Road Frontage Length: 2000.0
    • Square Feet Apx Finished Above Grade: 2676.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Total: 3764.0
    • Square Feet Apx Total Finished: 2676.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished Below Grade: 1088.0
    • Square Feet Apx Unfinished BG Source: Public Records
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Stone
    • PreConstruction: No
    • Surveyed: Unknown
    • Year Built: 1840
    Utilities
    • Electric: Circuit Breaker(s)
    • Sewer: Septic
    • Utilities: High Speed Intrnt -Avail
    Interior and Exterior Features
    Exterior Features
    • Color: White
    • Features - Exterior: Barn, Garden Space, Pool - In Ground
    • Roads: Paved, Public
    • Roof: Shingle - Asphalt
    Interior Features
    • Appliances: Dryer, Range - Electric, Refrigerator, Washer
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Concrete Floor, Unfinished
    • Baths - Total: 4
    • Baths - Full: 3
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 1
    • Rooms - Total: 10
    • Bedrooms - Total: 4
    • Features - Interior: Fireplaces - 3+
    • Flooring: Softwood
    • Heat Fuel: Oil
    • Heating: Hot Air
    • Cooling: None
    • Total Stories: 1.5

    Property History for 816 Popple Dungeon Road

    DateEvent & SourcePriceAppreciation
    Mar 2, 2022

    Sold

    New England Real Estate Network #4848206

    $825,000—
    Feb 28, 2022

    Pending

    New England Real Estate Network #4848206

    —
    Feb 20, 2022

    Expired

    New England Real Estate Network #4848206

    —
    DateEvent & SourcePrice
    03/02/2022

    Sold

    New England Real Estate Network #4848206

    $825,000
    02/28/2022

    Pending

    New England Real Estate Network #4848206

    —
    02/20/2022

    Expired

    New England Real Estate Network #4848206

    —

    For completeness, we often displays two records for one sale: the MLS record and the public record.

    Public Records for 816 Popple Dungeon Road

    Taxable ValueLand$230,000Additions$331,100Total$561,100
    Tax Record2025$10,473 ($873 / month)
    Home Facts
    Beds4Baths4Total Finished SqFt2,676 SqFtAbove Grade Finished SqFt2,676 SqFtUnfinished Basement SqFt1,088 SqFtLot Size5,167,523 SqFtStyleSingle Family ResidenceYear Built1860Year Renovated1860CountyWINDSORAPN(045) 422016

    Schools near 816 Popple Dungeon Road

    This home is within Green Mountain Unified School District.
    Rating
    School
    Type
    Grades
    Distance
    Public - PK to 6
    Public - 7 to 12
    Rating
    School
    Distance
    Chester-Andover Usd #29
    PublicPK to 6

    Green Mountain Uhsd #35
    Public7 to 12

    School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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    Listing Courtesy of Cummings & Co

    Copyright 2026 PrimeMLS, Inc. 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 09/02/2026 02:24 AM