# 1397 Popple Dungeon Road, Chester, VT 05143

> **TL;DR:** 3bd/2ba single family, $349,000 ($195/sqft), built 1900, 1,788 sqft.
> Waterfront. Est. $1,512/mo. Listed 161 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $349,000 |
| Price/sqft | $195 |
| Bedrooms | 3 |
| Bathrooms | 1 full |
| Square Feet | 1,788 |
| Year Built | 1900 |
| Lot Size | 143,748 sqft (3.30 acres) |
| Stories | 2 |
| Property Type | Single Family (Other) |
| Status | For Sale |
| Days on Market | 161 |

## Why This Home Stands Out

- **Waterfront** - Direct water access

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $1,512 |
| **Total** | **$1,512** |

## Nearby Schools

- **Elementary:** Chester-Andover Elementary
- **Middle:** Green Mountain UHSD #35
- **High:** Green Mountain UHSD #35

## Key Amenities

- Waterfront

## Property Highlights

- Built in 1900
- 3.30 acre lot
- 2 stories
- Waterfront

## Description

### Agent 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.

## Location

- **Address:** 1397 Popple Dungeon Road, Chester, VT 05143
- **County:** VT-Windsor
- **Coordinates:** 43.244674, -72.63126499
- **Google Maps:** https://www.google.com/maps?q=43.244674,-72.63126499

## Virtual Tour & Media

- **Video Tour:** https://tour.neren.com/1397-Popple-Dungeon-Road-Chester-VT-05143/unbranded

## Listing Agent

- **Name:** Daire Gibney
- **Brokerage:** Barrett and Valley Associates Inc.
- **Phone:** (802) 275-6029
- **Email:** jlanders.bva@gmail.com

## Primary Photo

![1397 Popple Dungeon Road - Primary Photo](http://lh.rdcpix.com/7ec43d2deea131af96f67b95f10a508bl-f1040347128r.jpg)

*31 total photos available on [listing page](https://www.propertysimple.com/listing/1397-popple-dungeon-road-chester-vt-05143-5073930)*

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**MLS#:** 5073930 | **Updated:** 2026-06-24
**Source:** listhub

*Copyright © 2026 PrimeMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.com/listing/1397-popple-dungeon-road-chester-vt-05143-5073930)

---

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