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Listing provided by Betsy Adamovich, Real Broker LLC
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Fully renovated from top to bottom, this Chester property offers the kind of peace of mind that's hard to find in an older Vermont home. Major systems including electrical, plumbing, heating, insulation, drywall, and windows, have all been updated, allowing the next owner to step in without a long to-do list. Inside, the home strikes a thoughtful balance between character and clean updates. Refinished wide plank floors bring warmth throughout, while the kitchen features granite countertops and a farmhouse sink. Upstairs, a vintage Martini pedestal sink adds a distinctive, curated touch to the bathroom. Outside, the level lawn provides usable space for everything from gardening to entertaining, and the substantial post-and-beam barn opens the door to a wide range of future uses, storage, workshop space, or potential expansion. Located just minutes from Chester's Stone Village, the Grist Mill, and Smitty's Market, and within easy reach of Okemo, Bromley, Killington, Stratton, and Mount Snow, this is a strong option for both full-time living and recreational use. Currently used as a long-term rental and previously operated as a successful Airbnb and personal vacation home, the property offers flexibility for a variety of ownership goals.
| DAYS ON MARKET | 18 | LAST UPDATED | 4/30/2026 |
|---|---|---|---|
| YEAR BUILT | 1890 | GARAGE SPACES | 1.0 |
| 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 | Ceiling Fan(s), None |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Electric Cooktop, Exhaust Fan, Microwave, Range Hood, Refrigerator, Water Heater |
| BARN/EQUESTRIAN | Yes |
| BASEMENT | Concrete, Daylight, Exterior Entry, Full, Interior Entry, Storage Space, Walk-Out Access, Yes |
| CONSTRUCTION | Clapboard, Frame |
| EXTERIOR | Other |
| GARAGE | Yes |
| HEAT | Baseboard |
| INTERIOR | High Speed Internet, Smart Thermostat |
| LOT | 1 acre(s) |
| LOT DESCRIPTION | Level |
| PARKING | Paved, Driveway |
| SEWER | Public Sewer |
| STORIES | 3 |
| STYLE | Other, Victorian |
| TAXES | 2682 |
| UTILITIES | Cable Available, Propane, Phone Available |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Data last updated 5/18/26 5:48 AM PDT
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