This home's estimate is 83.8% higher than the average sale price ($684K) of 6 comparable homes.
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816 Popple Dungeon Rd, Chester, VT 05143
About this home
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.
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Market trends in 05143, VT
Last updated July 2026
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Provided by Redfin
Sale history for 816 Popple Dungeon Rd
$308/sq ft
$318/sq ft
$346/sq ft
$366/sq ft
Tax history for 816 Popple Dungeon Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Interior
- Bathroom Information
- # of Baths (full): 3
- # of Baths (3/4): 1
- Basement Information
- Basement: Yes
- Basement Access: Interior
- Concrete Floor, Unfinished
- Other Interior Features
- # of Rooms: 10
- Flooring: Softwood
- Water Heater: Oil
- Fireplaces - 3+
- Equipment & Appliance Information
- Dryer, Range - Electric, Refrigerator, Washer
Exterior
- Building Information
- Construction Status: Existing
- Approximate Sq. Ft. Total Finished: 2676
- Approximate Sq. Ft. Total: 3764
- Color: White
- Barn, Garden Space, Pool - In Ground
- Construction: Wood Frame
- Foundation: Stone
- Roof: Shingle - Asphalt
- Exterior: Clapboard
- Driveway
- Paved
- Lot, Zoning, & Easement Information
- Country Setting, Field/Pasture, Open, Pond, River, River Frontage, Sloping, Stream, Trail/Near Trail, Wooded
- Survey Information
- Surveyed: Unknown
- Other Property & Lot Information
- Year Built: 1840
Financial
- Tax Information
- Tax Year: 2020
- Gross Amount Tax: 13233.55
- SPAN Number: 144-045-11407
- Other Tax Information
- Page Deed: 12
Utilities
- Heating & Cooling Information
- Heat: Hot Air
- Heat Fuel: Oil
- Sewer Information
- Septic
- Electric Information
- Circuit Breaker(s)
- Water Information
- Spring
- Other Utilities Information
- High Speed Intrnt -Avail
Location
- School Information
- School District: Two Rivers Supervisory Union
- Elementary School: Chester-Andover Elementary
- Elementary School: Chester-Andover Elementary
- Middle/Jr School: Green Mountain UHSD #35
- Neighborhood Information
- Mountain, Rural
- Road Information
- Road Frontage: Yes
- Road Frontage Length: 2000
- Paved, Public
- Other Location Information
- Directions: From Chester take route 35 toward Grafton. Turn right onto Popple Dungeon Rd. Propery on right approximately .8 miles.
Public facts
- Beds: 4
- Baths: 4.0
- Sq. Ft.: 2,676
- Stories: —
- Lot Size: 118.63 acres
- Style: Single Family Residential
- Year Built: 1860
- Year Renovated: —
- County: Windsor County
- APN: 14404511407
Around this home
Schools
Public PreK-6 • 2.0mi
Public 7-12 • 2.2mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 90° expected this year, 15 days in 30 years
7% chance of strong winds in next 30 years
0 unhealthy days expected this year, 1 days in 30 years
Sun exposure
In this area, properties receive around 8.6 hours in June and 3.6 hours in December, placing it below the U.S. average for solar exposure.
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Nearby similar homes
New listings for sale in 05143
Home values near 816 Popple Dungeon Rd
| Address | Redfin Estimate |
|---|---|
5 Beds | 1 Baths | 2300 Sq. Ft. | $871,508 |
3 Beds | 4 Baths | 3739 Sq. Ft. | $1,129,953 |
| Address | Redfin Estimate |
|---|---|
2 Beds | 1 Baths | 1656 Sq. Ft. | $328,239 |
3 Beds | 2 Baths | 1788 Sq. Ft. | $281,741 |
| Address | Redfin Estimate |
|---|---|
5 Beds | 2.5 Baths | 2800 Sq. Ft. | — |
2 Beds | 1 Baths | 1512 Sq. Ft. | $338,720 |
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