For Sale
Multi family home for sale at 145 S Main St, Chester, VT 05143 | MLS# 5107814 | Listing updated on 2026-09-02
Photo 1 of Multi family home for sale at 145 S Main St, Chester, VT 05143 | MLS# 5107814 | Listing updated on 2026-09-02
Photo 2 of Multi family home for sale at 145 S Main St, Chester, VT 05143 | MLS# 5107814 | Listing updated on 2026-09-02
Photo 3 of Multi family home for sale at 145 S Main St, Chester, VT 05143 | MLS# 5107814 | Listing updated on 2026-09-02
Photo 4 of Multi family home for sale at 145 S Main St, Chester, VT 05143 | MLS# 5107814 | Listing updated on 2026-09-02
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Listed by: The Nancy Jenkins Team | Nancy Jenkins Real Estate (802) 846-4888

$340,000

Monthly Est:$1,692

  • Beds Icon-- Bed
  • Beds Icon
    -- Bath
  • Beds Icon3,608sqft

145 S Main St, Chester, VT 05143

$1,692/moEst:

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  • Multi Family

  • Built in 1880

  • $-- HOA

  • 34,848 sqft lot

  • $94/sq.ft

Description

Exceptional mixed-use opportunity with strong visibility on South Main Street in downtown Chester. This versatile property features two residentialapartments—a 2-bedroom, 1-bath unit and a 1-bedroom, 1-bath unit—alongside two commercial spaces, creating a diverse and stable income stream. A large barn addstremendous upside with the potential for additional units or expanded uses, subject to local approvals. Positioned in the heart of one of Southern Vermont’s mostcharming villages, the property benefits from excellent exposure and convenient access to Chester’s vibrant downtown, local shops, restaurants, and year-round events.Ample parking provides added convenience for r...

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  • Houzeo last checked: 10 minutes ago
  • Listing updated: September 2, 2026 at 2:21 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5107814 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Multi Family

  • No. of Stories

    -

  • County

    Vt Windsor County

  • City

    Chester

  • Neighborhood

    --

  • Year Built

    1880

  • HOA Fees

    -

  • Finished Area

    3,608 sqft

  • Lot Size

    34,848 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5107814

  • MLS Status

    (10) Active - Active

  • Days on Market

    16

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Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedroom: --

    Bathroom: --

Interior

  • Sewer

    Public

  • Cooling

    None

  • Heating

    Propane, Oil, Baseboard, Hot Air

Construction

  • Year Built

    Year Built: 1880

  • Home type

    Multi Family

  • Architectural Style

    Farmhouse, Multi Family

  • Property Condition

    Existing

  • Foundation Details

    Other

  • Construction Materials

    Wood Frame

  • Roof

    Shingle

Utilities & Energy

  • Water Source

    Public

  • Basement

    Unfinished

  • Electric

    Circuit Breakers

  • Utilities

    Cable Available

Other Features

  • Lot Features

    In Town

Price History

DateEventPrice

08/24/2026

Source: mls_logoNEREN/Prime MLS-NH #5097411

Listed for Sale

$340,000 +37677.78%

$94/sqft

10/28/2019

Source: mls_logoNEREN/Prime MLS-NH #4781358

Leased

$900

$0/sqft

Based on information from PrimeMLS Inc. through Sep 19, 2026, 06:30AM. 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, 06:30AM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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