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 residents, customers, and tenants alike. Whether you're looking to expand your portfolio, establish a business presence, orcapitalize on future development potential, this well-located property offers the ideal blend of cash flow, visibility, and long-term opportunity. 3D Virtual Tour availableupon request.
Active
Listed by: Nancy Jenkins Real Estate • The Nancy Jenkins Team
$340,000
145 South Main Street, Chester, VT 05143
3beds
2baths
3,608sqft
Multi Family
Built in 1880
-- sqft lot
$-- Zestimate®
$94/sqft
$-- HOA
What's special
Large barnAmple parkingTwo residential apartments
- 10 days
- 492
- 16
Zillow last checked:
Listing updated:
Listed by:
The Nancy Jenkins Team,
Nancy Jenkins Real Estate 802-846-4888
Source: PrimeMLS,MLS#: 5107814
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
Heating
- Propane, Oil, Baseboard, Hot Air
Cooling
- None
Features
- Basement: Unfinished,Interior Entry
Interior area
- Total structure area: 4,704
- Total interior livable area: 3,608 sqft
- Finished area above ground: 3,608
- Finished area below ground: 0
Property
Parking
- Parking features: Paved
Features
- Levels: 2.5
Lot
- Size: 0.8 Acres
- Features: In Town
Details
- Zoning description: Residential/Commercial
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Wood Frame
- Foundation: Other
- Roof: Shingle
Condition
- New construction: No
- Year built: 1880
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Community & HOA
Location
- Region: Chester
Financial & listing details
- Price per square foot: $94/sqft
- Annual tax amount: $7,811
- Date on market: 9/2/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/2/2026 | Listed for sale | $340,000$94/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment







