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Listing provided by Daire Gibney, Barrett and Valley Associates Inc.
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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.
| DAYS ON MARKET | 3 | LAST UPDATED | 5/13/2026 |
|---|---|---|---|
| YEAR BUILT | 1945 | GARAGE SPACES | 2.0 |
| COUNTY | VT-Windsor | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| School District | Two Rivers Supervisory Union |
|---|---|
| Elementary School | Chester-Andover Elementary |
| Jr. High School | Green Mountain UHSD #35 |
| High School | Green Mountain UHSD #35 |
| ADDITIONAL DETAILS | |
| AIR | None |
|---|---|
| BASEMENT | Concrete, Yes |
| CONSTRUCTION | Vinyl Siding |
| GARAGE | Yes |
| HEAT | Forced Air, Oil |
| INTERIOR | High Speed Internet |
| LOT | 0.25 acre(s) |
| LOT DESCRIPTION | Level |
| PARKING | Paved |
| SEWER | Public Sewer |
| STORIES | 1 |
| STYLE | Cape Cod |
| TAXES | 4012 |
| UTILITIES | Water Available, Cable Available |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Data last updated 5/16/26 2:32 AM PDT

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