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    • Listed by: 

    Betty McEnaney,

    Diamond Realty 802-228-1234

    Bought with: Barrett and Valley Associates Inc.
    $425,000

    423 Main Street, Chester, VT 05142

    6beds
    3,217sqft
    Multi Family
    Built in 1850
    -- sqft lot
    $430,500 Zestimate®
    $132/sqft
    $-- Estimated rent

    Home value

    $430,500

    $409,000 - $452,000

    Not available

    Zestimate® history
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    What's special

    Absolutely stunning architecture located just steps from the village green and across the road from the historic Congregational Church. This property has five apartments. The kitchen appliances are included in each and there is a shared washer and dryer available for tenant use. Each of the five units has its own 100-amp electric panel box. The heat is a central, oil fired boiler providing baseboard heat with separate thermostats in each unit. Hot water is a central water heater. The building is handsome with its wrap around porch and columns. There once was a commercial unit in the bottom right side of the house and the individual door and unique windows are still in place. Many historic features are still intact such as hand split lathe, woodwork, flooring, cupboards, hardware and more, but there are some new windows and other updates. There is a very large barn that perhaps has the potential for four additional apartments or storage. Large yard for play or gardens. Ample parking. Easy walk to school, shops, restaurants, and the town recreation area. Bring your ideas....investment rentals, create condos, develop the barn, or what? Easy to show. 24-hour notice needed for one apartment; the others are ready to show.

    Zillow last checked: 7 hours ago

    Listing updated: December 18, 2025 at 01:42pm

    Listed by:

    Betty McEnaney,

    Diamond Realty 802-228-1234

    Bought with:

    Daire Gibney

    Barrett and Valley Associates Inc.

    Source: PrimeMLS,MLS#: 5034061MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 5
    • Full bathrooms: 5
    Heating
    • Oil, Baseboard, Zoned
    Cooling
    • None
    Appliances
    • Included: Electric Water Heater, Owned Water Heater
    Features
    • Flooring: Carpet, Combination, Hardwood, Laminate, Softwood, Vinyl, Vinyl Plank
    • Basement: Dirt Floor,Full,Exterior Stairs,Interior Stairs,Unfinished,Interior Access,Exterior Entry,Interior Entry
    Interior area
    • Total structure area: 5,077
    • Total interior livable area: 3,217 sqft
    • Finished area above ground: 3,217
    • Finished area below ground: 0

    Property

    Parking
    • Parking features: Gravel
    Features
    • Levels: 2.5
    • Patio & porch: Covered Porch
    • Exterior features: Storage
    • Frontage length: Road frontage: 70
    Lot
    • Size: 0.57 Acres
    • Features: Landscaped, Level, Open Lot, Sidewalks, Walking Trails, In Town, Near Paths, Near Shopping, Near Public Transit, Near School(s)
    Details
    • Additional structures: Barn(s)
    • Zoning description: Village Center

    Construction

    Type & style
    • Home type: MultiFamily
    • Architectural style: Federal,Greek Revival
    • Property subtype: Multi Family
    Materials
    • Post and Beam, Clapboard Exterior, Wood Siding
    • Foundation: Stone
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 1850

    Utilities & green energy

    • Electric: 100 Amp Service, Circuit Breakers
    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Cable Available, Phone Available, Phone, Underground Oil Tank

    Community & neighborhood

    Location
    • Region: Chester

    Other

    Other facts
    • Road surface type: Paved

    Price history

    DateEventPrice
    12/18/2025Sold$425,000-14.1%$132/sqft
    Source: PrimeMLS #5034061 Report a problem
    9/18/2025Price change$495,000-13.9%$154/sqft
    Source: PrimeMLS #5034061 Report a problem
    5/29/2025Price change$575,000-5%$179/sqft
    Source: PrimeMLS #5034061 Report a problem
    3/31/2025Listed for sale$605,000$188/sqft
    Source: PrimeMLS #5034061 Report a problem

    Public tax history

    Tax history is unavailable.

    Neighborhood: Chester-Chester Depot

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    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Chester-Andover Elementary
    • Middle: Green Mountain UHSD #35
    • High: Green Mountain UHSD #35
    • District: Two Rivers Supervisory Union

    Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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