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Street View
Listed by: The Nancy Jenkins Team | Nancy Jenkins Real Estate (802) 846-4888
$340,000
Monthly Est:$1,692
-- Bed
- -- Bath
3,608sqft
145 S Main St, Chester, VT 05143
$340,000
$1,692/moEst:
Get Pre-Approved
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...
Continue Reading- Houzeo last checked: 10 minutes ago
- Listing updated: September 2, 2026 at 2:21 pm
- Source: NEREN/Prime MLS-NH | MLS#: 5107814

Property Details
Status
Active
Type
Multi Family
No. of Stories
-
County
City
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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Location
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
| Date | Event | Price |
|---|---|---|
08/24/2026 Source: | Listed for Sale | $340,000 +37677.78% $94/sqft |
10/28/2019 Source: | Leased | $900 $0/sqft |
Find Homes by Property Features in Chester, VT

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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