81 Main Street, Chester, VT 05143
Local realty services provided by:CENTURY 21 Highview Realty
Listed by: betsy adamovich, dana haley
Office: real broker llc.802-613-0729
MLS#:5095551
Source:PrimeMLS
Price summary
- Price:$445,000
- Price per sq. ft.:$104.34
About this home
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....
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Home facts
- Year built:1880
- Listing ID #:5095551
- Added:132 day(s) ago
- Updated:October 29, 2026 at 10:48 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:2
- Rooms Total:15
- Flooring:Carpet, Laminate, Tile, Wood
- Kitchen Description:Dishwasher, Mini Fridge, Refrigerator
- Basement Description:Interior, Unfinished
- Living area:3,865 sq. ft.
Heating and cooling
- Cooling:Wall AC
- Heating:Forced Air, Oil
Structure and exterior
- Roof:Shingle, Slate
- Year built:1880
- Building area:3,865 sq. ft.
- Lot area:0.44 Acres
- Levels:2.5 Story
Schools
- High school:Green Mountain UHSD #35
- Middle school:Green Mountain UHSD #35
- Elementary school:Chester-Andover Elementary
Utilities
- Sewer:Public Available, Public Sewer On-Site
Finances and disclosures
- Price:$445,000
- Price per sq. ft.:$104.34
- Tax amount:$8,894 (2025)
Features and amenities
- Appliances:Refrigerator, Washer
- Laundry features:Dryer, Washer
- Amenities:Circuit Breaker(s)
Parking
- Parking description:Paved Driveway
- Garage spaces:1
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