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Single family home for sale at 81 Main St, Chester, VT 05143 | MLS# 5095551 | Listing updated on 2026-08-24
Photo 1 of Single family home for sale at 81 Main St, Chester, VT 05143 | MLS# 5095551 | Listing updated on 2026-08-24
Photo 2 of Single family home for sale at 81 Main St, Chester, VT 05143 | MLS# 5095551 | Listing updated on 2026-08-24
Photo 3 of Single family home for sale at 81 Main St, Chester, VT 05143 | MLS# 5095551 | Listing updated on 2026-08-24
Photo 4 of Single family home for sale at 81 Main St, Chester, VT 05143 | MLS# 5095551 | Listing updated on 2026-08-24
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Listed by: Betsy Adamovich | Real Broker LLC (802) 613-0729

$445,000

Monthly Est:$2,215

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,865sqft

81 Main St, Chester, VT 05143

$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 ...

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  • Houzeo last checked: 13 minutes ago
  • Listing updated: August 24, 2026 at 1:43 am
  • Source: NEREN/Prime MLS-NH | MLS#: 5095551 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Windsor County

  • City

    Chester

  • 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

    92

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Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

Interior

  • Cooling

    Wall Unit(s)

  • Sewer

    Public Sewer, Public Sewer On Site

  • 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

  • Heating

    Propane, Oil, Forced Air

  • Appliances

    Dishwasher, Dryer, Mini Fridge, Refrigerator, Washer, Electric Stove

  • Flooring

    Carpet, Laminate, Tile, Wood

Construction

  • Year Built

    Year Built: 1880

  • Home type

    Single Family Residence

  • Foundation Details

    Concrete, Stone

  • Construction Materials

    Wood Frame

  • Architectural Style

    Historic Vintage, Other, Victorian

  • Property Condition

    Existing

  • Roof

    Shingle, Slate

Utilities & Energy

  • Basement

    Unfinished

  • Parking Features

    Off Street, Paved

  • Utilities

    Propane

  • Water Source

    Public, Public Water On Site

  • 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

DateEventPrice

08/22/2026

Source: mls_logoNEREN/Prime MLS-NH #5095551

Price Decreased

$445,000 -1.11%

$115/sqft

07/19/2026

Source: mls_logoNEREN/Prime MLS-NH #5095551

Price Decreased

$450,000 -2.17%

$116/sqft

07/13/2026

Source: mls_logoNEREN/Prime MLS-NH #5095551

Listed for Sale

$460,000

$119/sqft

09/09/2023

Source: mls_logoNEREN/Prime MLS-NH #4929143

Sold

$460,000

$119/sqft

Based on information from PrimeMLS Inc. through Sep 19, 2026, 05:30AM. 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 Sep 19, 2026, 05:30AM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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