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2.5 Story Single Family Home
Price Change! reduced by $15,000
down 3% on July 14th 2026
$460,000 | $119 per sq.ft.
3865 sq.ft. |5 Bedroom | 4 Bathroom
81 Main Street Chester VT
MLS# 5095551 -
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Listed by Betsy Adamovich Real Broker LLC on June 18th 2026
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DESCRIPTION
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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.
Flooring: Carpet | Laminate | Tile | Wood
Appliances : Dishwasher | Dryer | Mini Fridge | Refrigerator | Washer | Electric Stove
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ROOM INFORMATION
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ROOM SIZE FLOOR Total Rooms: 15 Total Baths: 4 Full Baths: 2 3/4 Baths: 2 0 Total Bedrooms: 5 -
CONSTRUCTION
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Wood Frame
Price Per SQ.FT. 119.02
Year Built: 1880
Style: Historic Vintage | Other | Victorian
Livable Space: 3865
Above Grade Sq.Ft.: 3865
Below Grade Sq.Ft.: 0
Basement Access:
Basement: Unfinished
Roof: Shingle | Slate -
LAND INFORMATION
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Level | Major Road Frontage | Sidewalks | Street Lights | In Town | Near Shopping | Near Skiing | Near Snowmobile Trails | Near Public Transport | Near School(s)
Lot size: 0.44 acres
Zoned: Village Center
Surveyed: Unk
Flood Zone: No
Seasonal: No
Garage And Parking:
Driveway: Paved
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UTILITIES
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Heating: Propane | Oil | Forced Air
Cooling: Wall AC Units
Electric: Circuit Breaker(s) -
SERVICES
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Utilities: Propane
Water: Public | Public Water On-Site
Sewer: Public | Public Sewer On-Site
Fuel Company: James Plum
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ADDITIONAL INFORMATION
- Taxes $8,894 | Assesed Value $0 in
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SCHOOLS
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School District: Two Rivers Supervisory Union
Elementary School: Chester-Andover Elementary
Middle School: Green Mountain UHSD #35
High School: Green Mountain UHSD #35 -
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Data last updated July 19th, 2026
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