List Price: $460,000 | $119 per sq.ft. | 5 Bedroom | 4 Bathroom | 2.5 Story Single Family Home
Price Change! Reduced by $15,000 down 3% on July 14th 2026
Date Listed Thursday Jun 18, 2026 | MLS# 5095551
Price Change! Reduced by $15,000 down 3% on July 14th 2026
Date Listed Thursday Jun 18, 2026 | MLS# 5095551
To see this Listing
Address: 81 Main Street Chester VT
Listed by Betsy Adamovich Real Broker LLC
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.
Listed by Betsy Adamovich Real Broker LLC
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.
Room Information:
Total Rooms: 15
Total Baths: 4
Flooring: Carpet | Laminate | Tile | Wood
Full Baths: 2
3/4 Baths: 2
Bedrooms: 5
Total Baths: 4
Flooring: Carpet | Laminate | Tile | Wood
Full Baths: 2
3/4 Baths: 2
Bedrooms: 5
Basement: Unfinished
Construction Information:
Year Built: 1880
Type: Wood Frame
Type: Wood Frame
Building Info
Finished Sq.Ft.: 4265
Above Grade Sq.Ft.: 3865
Below Grade Sq.Ft.: 0
Apx Below Grade Unfinished Sq.Ft.: 400
Exterior Info
Style: Historic Vintage | Other | Victorian
Roof: Shingle | Slate
Utilities
Electric: Circuit Breaker(s)
Water: Public | Public Water On-Site
Sewer: Public | Public Sewer On-Site
Land Description:
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
Driveway: Paved
Additional Information
Taxes $8,894
Assesed Value Not Reported
Taxes $8,894
Assesed Value Not Reported
Schools
School District: Two Rivers Supervisory Union
Elementary School: Chester-Andover Elementary
Middle School: Green Mountain UHSD #35
High School: Green Mountain UHSD #35
School District: Two Rivers Supervisory Union
Elementary School: Chester-Andover Elementary
Middle School: Green Mountain UHSD #35
High School: Green Mountain UHSD #35
