Sold
Last Sold Price
4 beds4,077 sqft
3703 Popple Dungeon Rd, Chester, VT 05143
Single FamilyProperty Type
289.3 acresLot Size
1980Year Built
$210/sq ftPrice per sq ft
3 carsParking Spaces

Description

Tucked away custom built 4077 sq ft post and beam home designed for permanent or seasonal use sited on 289+ acres. A remodeled custom kitchen with granite counter-tops and cherry cabinetry overlook the large living and dining area with wood burning fireplace. Spacious open floor plan opens to a large deck overlooking the pond and a view of the mountains. Wide plank cherry hardwood floors. The main level offers a guest suite and ski room. The lower level is complete with family room, 2 large bedrooms...Tucked away custom built 4077 sq ft post and beam home designed for permanent or seasonal use sited on 289+ acres. A remodeled custom kitchen with granite counter-tops and cherry cabinetry overlook the large living and dining area with wood burning fireplace. Spacious open floor plan opens to a large deck overlooking the pond and a view of the mountains. Wide plank cherry hardwood floors. The main level offers a guest suite and ski room. The lower level is complete with family room, 2 large bedrooms a full bath and a walk in pantry. The stone patio is accessed from the family room or front bedroom. Upstairs is a private master en suite and loft sitting room. A large bunk room with full bath completes the 3rd level. Outside there is a shower with hot and cold water, a swimming pond, a 200 sq ft cabin, streams, waterfalls, hiking trails and excellent vast access. The detached 1300 sq ft barn and 3 car attached garage offers storage for your toys and cars. Your private retreat with close access to area amenities: skiing, golf, restaurants, Weston and Dorset Playhouses and Manchester outlets. Property is in Current Use and a must see!

    Sold By Four Seasons Sotheby's Int'l Realty

    • Listed by: Debra Staniscia • Four Seasons Sotheby's Int'l Realty
    Listing closed: 04/30/2019 12:00 AM • Source: New England Real Estate Network, MLS#: 4704182

    See It First on Compass

    Find homes before they're listed on other real estate sites.

    Start your search

    Recent comparable sales

    Median sold price

    $850,000

    Avg days on market

    50

    Sale-to-list ratio

    95.0%

    Chester, VT

    9 comparable properties found

    $910,000 | 1502 Popple Dungeon Road, Chester, VT 05143
    1/59
    1

    $910,000

    Sold 08/28/25

    3
    Bedrooms
    3,739
    Square Feet
    26.4
    Acres
    $820,000 | 95 Odyssey Drive, Chester, NY 10918
    2

    $820,000

    Sold 12/04/24

    4
    Bedrooms
    4,400
    Square Feet
    5.1
    Acres
    a front view of a house with a yard
    3

    $799,900

    Sold 12/12/24

    4
    Bedrooms
    4,658
    Square Feet
    1.1
    Acres
    a front view of house with yard and green space
    4

    $845,000

    Sold 12/18/25

    4
    Bedrooms
    3,489
    Square Feet
    2.3
    Acres
    $898,000 | 255 Sailcloth Way, Chester, MD 21619
    1/57
    5

    $898,000

    Sold 10/01/25

    4
    Bedrooms
    3,450
    Square Feet
    0.17
    Acres
    a front view of a house with garden
    1/74
    6

    $800,000

    Sold 05/21/26

    4
    Bedrooms
    4,254
    Square Feet
    5.04
    Acres
    7

    $925,000

    Sold 08/01/25

    4
    Bedrooms
    4,131
    Square Feet
    3.11
    Acres
    $875,000 | 157 Creamery Pond Road, Chester, NY 10918
    8

    $875,000

    Sold 06/13/25

    4
    Bedrooms
    4,021
    Square Feet
    1.7
    Acres
    $850,000 | 74 Deerwood Hollow, Chester, NH 03036
    1/2
    9

    $850,000

    Sold 06/27/25

    4
    Bedrooms
    3,677
    Square Feet
    3.06
    Acres

    Location

    Add your commute

    Payment Calculator

    $5,495 per month

    30 year fixed, 6.71% Interest

    Principal and Interest

    $4,418

    Property Taxes

    $1,077

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

    Know your buying power with a preapproval and custom rate in minutes

    Rocket Mortgage1

    Property Information for 3703 Popple Dungeon Road

    Property Details
    • Taxes: $12,926 / year
    • MLS Type: Residential / Single Family
    • Parking: Garage, Parking Spaces 6+
    • Zoning: residential
    Building Information
    • Stories: 2
    • Year Built: 1980
    • Lot Size: 289.30 AC / 12,601,908 SF
    Summary
    Location and General Information
    • City: Chester
    • County: VT-Windsor
    • Directions: From Chester follow Grafton Rd (Rte 35) towards Grafton. Turn right on Popple Dungeon for approx 3.5 miles> Driveway will be on your left (no sign and no drive by please). If you pass Nudist Camp Rd you have gone too far.
    • Latitude: 43.231434176880548
    • Longitude: -72.662256796295253
    • Road Frontage: TBD
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip: 05143
    Taxes and HOA Information
    • SPAN Number: 144-045-11057
    • Tax - Gross Amount: $12,926.00
    • Tax Year: 2017
    • Taxes TBD: No
    School Information
    • School - High: Green Mountain UHSD #35
    • School - District: Chester School District
    • School - Elementary: Chester-Andover Elementary
    • School - Middle/Jr: Green Mountain UHSD #35
    Parking
    • Garage: Yes
    • Garage Capacity: 3.00
    • Driveway: Crushed Stone
    Property
    Lot Information
    • Lot - Sqft: 1.2601908E7
    • Lot Size Acres: 289.3
    • Square Feet Apx Finished Above Grade: 4077.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Total: 4077.0
    • Square Feet Apx Total Finished: 4077.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished Below Grade: 0.0
    Property and Assessments
    • Current Use: Yes
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Concrete
    • PreConstruction: No
    • Resort: No
    • Surveyed: Yes
    • Year Built: 1980
    Utilities
    • Electric Company: GMP
    • Cable Company: Fiber Optics
    • Electric: 200 Amp, Circuit Breaker(s), Generator
    • Sewer: 1000 Gallon, Concrete, Septic
    • Utilities: Cable, DSL, Fiber Optic Internt Avail, Gas - LP/Bottle, Internet - Cable, Multi Phone Lines, Underground Utilities
    Interior and Exterior Features
    Exterior Features
    • Color: brown
    • Features - Accessibility: 1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Low-Pile Carpet, Access Common Use Areas, Access Parking, Bathroom w/5 Ft. Diameter, Bathroom w/Step-in Shower, Bathroom w/Tub
    • Features - Exterior: Barn, Deck, Natural Shade, Outbuilding, Patio, Shed, Window Screens, Windows - Double Pane
    • Roads: Gravel, Paved, Public
    • Roof: Standing Seam
    Interior Features
    • Appliances: Cooktop - Down-Draft, Cooktop - Gas, Dishwasher, Disposal, Dryer, Oven - Double, Refrigerator, Washer
    • Basement: Yes
    • Basement Access Type: Walkout
    • Basement Description: Finished, Full, Stairs - Interior, Walkout
    • Baths - Total: 4
    • Baths - Full: 4
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 10
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Family Room, Level 1: Utility Room
    • Rooms: Level 2: Level 2: Bedroom, Level 2: Kitchen, Level 2: Living/Dining, Level 2: Other
    • Rooms: Level 3: Level 3: Bonus Room, Level 3: Loft, Level 3: Master Bdm Suite
    • Bedrooms - Total: 4
    • Equipment: Air Conditioner, Dehumidifier, Satellite Dish, Security System, Smoke Detectr-HrdWrdw/Bat
    • Features - Interior: Blinds, Cathedral Ceiling, Ceiling Fan, Draperies, Fireplace - Gas, Fireplace - Wood, Fireplaces - 2, Hearth, Kitchen Island, Living/Dining, Master BR w/ BA, Natural Woodwork, Security, Skylight, Soaking Tub, Walk-in Closet, Walk-in Pantry
    • Flooring: Carpet, Ceramic Tile, Hardwood
    • Heat Fuel: Gas - LP/Bottle, Oil
    • Heating: Baseboard, Multi Zone, Other
    • Cooling: Multi Zone, Other
    • Total Stories: 2.5
    Room Information
    Room 1
    • Room Dimensions: 18 x 19.9
    • Room Level: 2
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 21.3 x 19
    • Room Level: 1
    • Room Type: Family Room
    Room 3
    • Room Dimensions: 15.6 x 19.4
    • Room Level: 3
    • Room Type: MBR Suite
    Room 4
    • Room Dimensions: 13 x 15
    • Room Level: 2
    • Room Type: Bedroom
    Room 5
    • Room Dimensions: 12.7 x 19.5
    • Room Level: 1
    • Room Type: Bedroom
    Room 6
    • Room Dimensions: 12.7 x 17
    • Room Level: 1
    • Room Type: Bedroom
    Room 7
    • Room Dimensions: 21 x 33.7
    • Room Level: 2
    • Room Type: Living/Dining
    Room 8
    • Room Dimensions: 20.6 x23.10
    • Room Level: 3
    • Room Type: Bonus Room
    Room 9
    • Room Dimensions: 11 x 12
    • Room Level: 2
    • Room Type: Other
    Room 10
    • Room Dimensions: 6 x 10
    • Room Level: 1
    • Room Type: Utility Room
    Room 11
    • Room Dimensions: 13.9 x 13.3
    • Room Level: 3
    • Room Type: Loft

    Property History for 3703 Popple Dungeon Road

    DateEvent & SourcePriceAppreciation
    Apr 30, 2019

    Sold (Public Record)

    Public Record #643533664

    $855,000

    +2.0% / yr

    Apr 30, 2019

    Sold

    New England Real Estate Network #4704182

    $855,000
    Apr 30, 2019

    Pending

    New England Real Estate Network #4704182

    DateEvent & SourcePrice
    04/30/2019

    Sold (Public Record)

    Public Record #643533664

    $855,000

    +2.0% / yr

    04/30/2019

    Sold

    New England Real Estate Network #4704182

    $855,000
    04/30/2019

    Pending

    New England Real Estate Network #4704182

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

    Public Records for 3703 Popple Dungeon Road

    Taxable ValueLand$123,900Additions$566,800Total$690,700
    Tax Record2025$12,862 ($1,072 / month)
    Home Facts
    Beds4Baths4.5Total Finished SqFt4,410 SqFtAbove Grade Finished SqFt2,867 SqFtFinished Basement SqFt1,543 SqFtUnfinished Basement SqFt176 SqFtLot Size4,434,408 SqFtStyleSingle Family ResidenceYear Built1980Year Renovated1980CountyWINDSORAPN(045) 130122

    Schools near 3703 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.

    Similar Homes

    New listings in 05143

    $650,000 | 3630 Highway 103, Chester, VT 05143
    1/30

    $650,000

    3
    Bedrooms
    4,324
    Square Feet
    2
    Acres
    $169,000 | 3019 Popple Dungeon Road, Chester, VT 05143
    1/20

    $169,000

    1
    Bedrooms
    200
    Square Feet
    1
    Acres
    $399,000 | 40 Fenton Road, Chester, VT 05143
    1/37

    $399,000

    4
    Bedrooms
    2,148
    Square Feet
    1.5
    Acres
    $299,000 | 1397 Popple Dungeon Road, Chester, VT 05143
    1/31
    Active Under Contract

    $299,000

    3
    Bedrooms
    1,788
    Square Feet
    3.3
    Acres
    $879,999 | 201 Spruce Drive, Andover, VT 05143
    1/60

    $879,999

    3
    Bedrooms
    3,310
    Square Feet
    5.5
    Acres
    $419,900 | 176 Meadow Road, Chester, VT 05143
    1/43
    Active Under Contract

    $419,900

    5
    Bedrooms
    1,982
    Square Feet
    0.27
    Acres
    $549,000 | 3341 Trebo Road, Chester, VT 05143
    1/47

    $549,000

    4
    Bedrooms
    2,464
    Square Feet
    2.13
    Acres
    $390,000 | 663 Depot Street, Chester, VT 05143
    1/51
    Active Under Contract

    $390,000

    3
    Bedrooms
    1,304
    Square Feet
    1
    Acres
    $469,000 | 64 Maple Street, Chester, VT 05143
    1/60
    Active Under ContractVirtual Tour

    $469,000

    3
    Bedrooms
    2,676
    Square Feet
    2
    Acres

    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 3703 Popple Dungeon Road, Chester, VT 05143
    $855,000
    4
    4,077
    12,601,908
    $115,900
    3
    1
    840
    43,560
    3
    2
    1,952
    217,800
    1
    320
    226,512
    $110,000
    1
    552
    496,584
    $277,500
    2
    910
    18,295

    No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

    Listing Courtesy of Four Seasons Sotheby's Int'l Realty

    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 09/23/2026 05:47 AM