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$460,000 | $119 per sq.ft. | 3865 sq.ft.
5 Bedroom | 4 Bathroom | 2.5 Story Single Family Home , 81 Main Street Chester VT MLS# 5095551
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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.
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 | |
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FEATURES AND DETAILS
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CONSTRUCTION: Wood Frame | Price Per SQ.FT. 119.02 | Year Built: 1880
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LAND DESCRIPTION:
LOT DESCRIPTION: Level | Major Road Frontage | Sidewalks | Street Lights | In Town | Near Shopping | Near Skiing | Near Snowmobile Trails | Near Public Transport | Near School(s)
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Livable Space: 3865
Above Grade Sq.Ft.: 3865
Below Grade Sq.Ft.: 0
Heating: Propane | Oil | Forced Air
Cooling: Wall AC Units
Electric: Circuit Breaker(s)
Style: Historic Vintage | Other | Victorian
Roof: Shingle | Slate
Water: Public | Public Water On-Site
Sewer: Public | Public Sewer On-Site
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Lot size: 0.44 acres
Zoned: Village Center
Surveyed: Unk
Flood Zone: No
Seasonal: No
Driveway: Paved
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ADDITIONAL INFORMATION
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Taxes $8,894 | Assesed Value $0 in |
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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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15 Buck Rd. Hanover, NH 03755 603-643-3942
Big Green Real Estate is not affiliated with nor officially sanctioned by Dartmouth College
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Copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed.
The data relating to real estate displayed on this display 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.
Data last updated July 15th, 2026
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VT: VERMONT REAL ESTATE COMMISSION MANDATORY CONSUMER DISCLOSURE FORM
https://www.sec.state.vt.us/media/711742/Mandatory-Consumer-Disclosure-for-a-Non-Designated-Agency-Brokerage-Firm-9-24-2015.pd
NH: NEW HAMPSHIRE REAL ESTATE COMMISSION BROKERAGE RELATIONSHIP DISCLOSURE FORM
http://www.nh.gov/nhrec/Brokerage%20Relationship%20Disclosure%20Form%207-19-11.pdf
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