Description
Step into a piece of Chester's history with this sprawling Folk Victorian offering over 3,800 square feet of living space, five bedrooms, and four bathrooms. Rich in character and architectural detail, this home offers the space and flexibility to accommodate a variety of lifestyles. Inside, you'll find generously sized rooms throughout, including a spacious living room anchored by a wood-burning fireplace and a large entertainment room complete with a wet bar, creating an ideal setting for gatherings, celebrations, or relaxing at home. The thoughtfully designed primary suite features a beautiful en-suite bathroom, while first-floor laundry adds everyday convenience. The flexible floor plan provides abundant space for family, guests, remote work, hobbies, or multi-generational living. Outside, a paved driveway leads to a detached one-car garage, and the level backyard offers plenty of room for recreation, gardening, pets, or outdoor entertaining. Mature trees and established landscaping create a natural buffer from the road, providing a sense of privacy while remaining just moments from Chester's village amenities, shops, restaurants, and community events. Combining historic character, generous living space, and a highly desirable location, this is a rare opportunity to own one of Chester's classic homes. Conveniently located just minutes from I-91 and within easy reach of Okemo Mountain Resort, Magic Mountain, Bromley Mountain, Stratton Mountain, and other Southern Vermont outdoor destinations, this property offers year-round access to skiing, hiking, recreation, and travel throughout the region.
Details
| MLS # | 5095551 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | (10) Active - Active |
| Year | 1880 |
| Days On Site | 110 |
| Listing Provided By | Real Broker LLC | Betsy Adamovich |
Features
| Bed(s) | 5 |
|---|---|
| Bath(s) | 4 Total |
| Garage | 1 |
| Basement | Y |
| Story(s) | 2 |
| Zoning | Village Center |
| Acreage | 0.44 |
Interior
| Rooms Total | 15 |
|---|---|
| Cooling | Wall Unit(s) |
| Heating | Propane, Oil, Forced Air |
| Interior Features | Bar, Cathedral Ceiling(s), Ceiling Fan(s), Dining Area, Fireplace Screens/Equip, Wood Fireplace, 1 Fireplace, Primary BR w/ BA, Soaking Tub, Wet Bar, 1st Floor Laundry, Walkup Attic |
| Appliances | Dishwasher, Dryer, Mini Fridge, Refrigerator, Washer, Electric Stove |
Exterior
| Exterior Features | Building, Garden, Natural Shade, Outbuilding, Porch, Covered Porch |
|---|---|
| Roof | Shingle, Slate |
| Construction Materials | Wood Frame |
| Foundation Details | Concrete, Stone |
| Lot Features | Level, Major Road Frontage, Sidewalks, Street Lights, In Town, Near Shopping, Near Skiing, Near Snowmobile Trails, Near Public Transit, Near School(s) |
Parking
| Garage Yes / No | Yes |
|---|---|
| Parking Features | Off Street, Paved |
Utilities
| Utilities | Propane |
|---|---|
| Electric | Circuit Breakers |
| Sewer | Public, Public Sewer On-Site |
Taxes
| Tax Annual Amount | 8894.04 |
|---|---|
| Tax Year | 2025 |
Area Information
| State | VT |
|---|---|
| County | Windsor |
| City | Chester |
| Zip Code | 05143 |
| Area | VT Windsor |
| School District | Two Rivers Supervisory Union |
| Elementary School | Chester-Andover Elementary |
| High School | GreenMount |
| Listing VS Median (in 05143) | |
Price: $445,000 low | high Med: $0 On site: 110 low | high Med: | |
Market Activity 05143
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Copyright 2026 PrimeMLS. 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.
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Learn More About This Property
| State | VT |
|---|---|
| County | Windsor |
| City | Chester |
| Zip Code | 05143 |
| Area | VT Windsor |
| School District | Two Rivers Supervisory Union |
| Elementary School | Chester-Andover Elementary |
| High School | GreenMount |
| Listing VS Median (in 05143) | |
Price: $445,000 low | high Med: $0 On site: 110 low | high Med: | |
 | $469,00064 Maple StreetChester, VT 05143 |
Copyright 2026 PrimeMLS. 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.
