Ross Doody
Century 21 Highview Realty
(802) 810-8077
207 Total Sales
2 in Chester
$65K - $315K Price Range
There’s something quietly reassuring about a home that’s stood the test of time—and this classic dormered Cape in Chester delivers just that, with a clean, updated feel that suits today’s lifestyle. Built circa 1945, the home offers three comfortable bedrooms—including a convenient ground-floor bedroom—and 1.5 baths, giving you flexibility for guests or single-level living. The layout is practical and easy to live in, and the enclosed rear entry porch adds everyday function—perfect for muddy boots, groceries, or easing into the house after a long Vermont day. Out back, the porch doubles as a relaxed hangout space, or step out onto the sun-filled deck for a bit more light and fresh air. It’s an easy, inviting setup for morning coffee or winding down at the end of the day. Downstairs, a full basement provides solid storage or workspace potential, while the detached two-car garage—with workshop space and automatic openers—offers flexibility for projects, hobbies, or extra gear. The paved driveway, standing seam metal roof, and straightforward systems like the oil-fired hot water setup all point toward low-maintenance ownership—something buyers appreciate more and more. The home is being offered with key appliances already in place, including an electric range, refrigerator, microwave, washer, dryer, and dehumidifier, making for an easy transition whether you’re just starting out or simplifying your next chapter. Set in one of Southern Vermont’s most loved villages, this is the kind of property that works just as well as a first home as it does for downsizing. Simple, solid, and well-located—if Chester’s been on your radar, this one’s worth a closer look before it slips by.
Last Agent to Sell the Property
Barrett and Valley Associates Inc. Listed on: 05/13/2026
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Ross Doody
Century 21 Highview Realty
(802) 810-8077
207 Total Sales
2 in Chester
$65K - $315K Price Range
Christopher Cummings
Cummings & Co
(413) 225-4215
40 Total Sales
3 in Chester
$65K - $129K Price Range
Vin Morris
BHHS Verani Upper Valley
(877) 865-3144
34 Total Sales
2 in Chester
$262K - $312K Price Range
Gail Beardmore
Engel & Völkers Okemo
(802) 797-7068
78 Total Sales
1 in Chester
$239,000 Price
Lawrence Zupan
EXP Realty
(802) 856-8301
41 Total Sales
1 in Chester
$605,000 Price
Margretta Fischer
Wohler Realty Group
(802) 944-4455
239 Total Sales
2 in Chester
$280K - $389K Price Range
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $95,000 | -- |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/30/2026 06/30/26 | Sold | $250,000 | 0.0% | $219 / Sq Ft | |
| 05/13/2026 05/13/26 | For Sale | $250,000 | +163.2% | $219 / Sq Ft | |
| 03/18/2016 03/18/16 | Sold | $95,000 | -13.6% | $86 / Sq Ft | View Prior Sale |
| 01/19/2016 01/19/16 | Pending | -- | -- | -- | |
| 09/29/2015 09/29/15 | For Sale | $109,900 | -- | $99 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $2,570 | $137,700 | $27,500 | $110,200 |
| 2024 | $3,820 | $137,700 | $27,500 | $110,200 |
| 2023 | $2,186 | $137,700 | $27,500 | $110,200 |
| 2022 | $3,283 | $137,700 | $27,500 | $110,200 |
| 2021 | $3,249 | $137,700 | $27,500 | $110,200 |
| 2020 | $3,072 | $137,700 | $27,500 | $110,200 |
| 2019 | $3,147 | $157,400 | $30,000 | $127,400 |
| 2018 | $3,239 | $157,400 | $30,000 | $127,400 |
| 2017 | $0 | $157,400 | $30,000 | $127,400 |
| 2016 | $3,132 | $155,200 | $30,000 | $125,200 |
| 2015 | -- | $1,552 | $0 | $0 |
| 2014 | -- | $1,552 | $0 | $0 |
| 2013 | -- | $1,552 | $0 | $0 |
Seller's Agent in 2026
Daire Gibney
Barrett and Valley Associates Inc.
(802) 380-5464
174 Total Sales
B
Buyer's Agent in 2026
Brooks Reavill
(802) 613-0729
43 Total Sales
P
Seller's Agent in 2016
Philip Atwood
Barrett and Valley Associates Inc.
R
Buyer's Agent in 2016
Rebecca Sanford
Walnut Hill Realty
Source: PrimeMLS
MLS Number: 5088678
APN: 144-045-10409
Ask me questions while you tour the home.