145 South Main Street Chester, VT $ 340,000
145 South Main Street
$ 340,000
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145 South Main Street

Chester, VT, 05143
$ 340,000
Bedrooms3 Baths2.0 Sq 3,608

Monthly Estimate*

$ 2,147

Listed by The Nancy Jenkins Team, Nancy Jenkins Real Estate, kelsey@nancyjenkins.com
145 South Main Street, Chester, VT 05143 - Image 1
145 South Main Street, Chester, VT 05143 - Image 2
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145 South Main Street, Chester, VT 05143 - Image 9
145 South Main Street, Chester, VT 05143 - Image 10

Multi-Family Home for sale in Chester, VT

for $340,000 with 3 bedrooms and 2 full baths. This 3,608 square foot home was built in 1880 on a lot size of 0.8.

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.

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Multi-Family Active

Price

$ 340,000

Bedrooms

3

Full Bath

2

Property Type

Multi-Family

Taxes

$ 0

Style

Farmhouse,Multi-Family

Lot Size

0.8

Year Built

1880

Town/City

Chester

County/Region

Windsor

MLS | Web ID

5107814

Features
Interior
Basement Description Unfinished
Basement Yes
Total Number of Units 5
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General
Road Frontage TBD
Sewer Public
Heating Propane Oil Baseboard Hot Air
Cooling None
Utilities Cable Available
Roof Shingle
Garage No
Flood Zone No
Zoning Residential/Commercial
Year Built 1880
Electric Circuit Breaker(s)
Style Farmhouse Multi-Family
Stories Count 2.5
Net Income 30730
Property Condition Existing
Tax Year 2025
Gross Income 54540
Status Detail 0
Covenants No
Construction Materials Wood Frame
City Chester
Seasonal No
DOM 1
Price Per Sq Ft Total AG 94.24
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Exterior
Lot Features In Town
Driveway Paved
Lot Size Area 0.8
Water Source Public
Foundation Other
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* Excluded Features
List By
The Nancy Jenkins Team

Listing Agent

Nancy Jenkins Real Estate

Broker

kelsey@nancyjenkins.com

Email

Affordability Calculator

$2,147
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Monthly Principal & Interest
$2,147
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
451920 Elementary School
452237 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
9/2/2026$340,000 Listed Price

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145 South Main Street, Chester, VT, 05143 is a Multi-Family Home for sale at $340,000 with 3,608 sqft and a lot size of 0.8. 145 South Main Street has 3 bedrooms, 2.0 baths, and was built in 1880. The property's zip code is 05143 which is in Chester, VT