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Listed by: Betsy Adamovich | Real Broker LLC (802) 613-0729
$445,000
Monthly Est:$2,215
5 Beds
- 4 Baths
2 full baths
3,865sqft
81 Main St, Chester, VT 05143
$445,000
$2,215/moEst:
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Single Family Residence
Built in 1880
$-- HOA
19,166 sqft lot
$115/sq.ft
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.
- Houzeo last checked: 12 hours ago
- Listing updated: September 23, 2026 at 9:30 pm
- Source: NEREN/Prime MLS-NH | MLS#: 5095551

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1880
HOA Fees
-
Finished Area
3,865 sqft
Lot Size
19,166 sqft lot
Basement Area
- sqft
MLS Name
NEREN/Prime MLS
MLS Number
5095551
MLS Status
(10) Active - Active
Days on Market
137

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 4
Interior
Flooring
Carpet, Laminate, Tile, Wood
Sewer
Public, Public Sewer On Site
Heating
Propane, Oil, Forced Air
Exterior Features
Building, Garden, Natural Shade, Outbuilding, Porch, Covered Porch
Interior Features
Bar, Cathedral Ceiling(s), Ceiling Fan(s), Dining Area, Fireplace Screens/equip, Wood Fireplace, 1 Fireplace, Primary Br W/ Ba, Soaking Tub, Wet Bar, 1st Floor Laundry, Walkup Attic
Appliances
Dishwasher, Dryer, Mini Fridge, Refrigerator, Washer, Electric Stove
Cooling
Wall Unit(s)
Construction
Year Built
Year Built: 1880
Home type
Single Family Residence
Foundation Details
Concrete, Stone
Architectural Style
Historic Vintage, Other, Victorian
Property Condition
Existing
Roof
Shingle, Slate
Construction Materials
Wood Frame
Utilities & Energy
Water Source
Public, Public Water On Site
Utilities
Propane
Basement
Unfinished
Parking Features
Off Street, Paved
Electric
Circuit Breakers
Other Features
Lot Features
Level, Major Road Frontage, Sidewalks, Street Lights, In Town, Near Shopping, Near Skiing, Near Snowmobile Trails, Near Public Transit, Near School(s)
Price History
| Date | Event | Price |
|---|---|---|
08/22/2026 Source: | Price Decreased | $445,000 -1.11% $115/sqft |
07/19/2026 Source: | Price Decreased | $450,000 -2.17% $116/sqft |
07/13/2026 Source: | Listed for Sale | $460,000 $119/sqft |
09/09/2023 Source: | Sold | $460,000 $119/sqft |
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Based on information from PrimeMLS Inc. through Nov 02, 2026, 02:16PM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. 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 Nov 02, 2026, 02:16PM. © 2026 PrimeMLS, Inc. All Rights Reserved.
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