81 Main Street Chester VT 05143 2.5 Story Single Family Home Price Change!reduced by $15,000 now $460,000

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 | 2.5 Story Single Family Home , in Chester VTMLS# 5095551

Listed by Betsy Adamovich Real Broker LLC on June 18th 2026

81 Main Street Chester VT 05143

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.

Internet service : High Speed Intrnt Avail
Flooring: Carpet | Laminate | Tile | Wood
Appliances : Dishwasher | Dryer | Mini Fridge | Refrigerator | Washer | Electric Stove

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ROOM INFORMATION

ROOM	SIZE	FLOOR
Total Rooms:	15
Total Baths:	4
Full Baths:	2
3/4 Baths:	2	0
Total Bedrooms:	5

ROOM

SIZE

FLOOR

FEATURES AND DETAILS

CONSTRUCTION:
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
Apx Below Grade Unfinished Sq.Ft.: 400
Basement Access:
Basement: Unfinished
Roof: Shingle | Slate

Lot size: 0.44 acres
Zoned: Village Center
Surveyed: Unk
Flood Zone: No
Seasonal: No
Garage And Parking:

Driveway: Paved

UTILITIES

SERVICES

Heating: Propane | Oil | Forced Air
Cooling: Wall AC Units
Electric: Circuit Breaker(s)

Utilities: Propane
Water: Public | Public Water On-Site
Sewer: Public | Public Sewer On-Site
Fuel Company: James Plum

AREA INFORMATION

Taxes $8,894 | Assesed Value $0 in

SCHOOLS

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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