34 School Street Chester, VT $ 465,000
34 School Street
$ 465,000
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34 School Street

Chester, VT, 05143
$ 465,000
Bedrooms-- Baths-- Sq 3,940

Monthly Estimate*

$ 2,936

Listed by The Nancy Jenkins Team, Nancy Jenkins Real Estate, kelsey@nancyjenkins.com
34 School Street, Chester, VT 05143 - Image 1
34 School Street, Chester, VT 05143 - Image 2
34 School Street, Chester, VT 05143 - Image 3
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34 School Street, Chester, VT 05143 - Image 5
34 School Street, Chester, VT 05143 - Image 6
34 School Street, Chester, VT 05143 - Image 7

Commercial Property for sale in Chester, VT

for $465,000. This 3,940 square foot building was built on a lot size of 0.07.

Prime mixed-use investment opportunity on the iconic Chester Green, offering strong visibility, multiple income streams, and timeless village charm. Listed at an attractive 8% cap rate, this unique property features two 1-bedroom, 1-bath residential apartments along with three commercial spaces boasting excellent storefront frontage and a prominent presence in the heart of downtown Chester. Surrounded by historic architecture, vibrant shops, restaurants, and year-round community events, the property enjoys one of the most desirable locations in Southern Vermont. The combination of residential and commercial tenants provides diversification and stability, while the highly walkable setting enhances appeal for both businesses and residents. Whether expanding an investment portfolio or seeking a distinctive asset in a thriving village center, this rare Chester Green offering combines character, visibility, and exceptional income potential. 3D Virtual Tours available upon request.

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Commercial Active

Price

$ 465,000

Property Type

Commercial

Taxes

$ 0

Style

Business,Multi-Family,Office,Retail

Lot Size

0.07

Town/City

Chester

County/Region

Windsor

MLS | Web ID

5097413

Features
Interior
Basement Description Unfinished
Basement Yes
Total Number of Units 5
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General
Road Frontage TBD
Sewer Public
Heating Baseboard Propane
Cooling None
Utilities Cable Available
Roof Slate
Flood Zone No
Zoning Commercial
Year Built 18800
Electric Circuit Breaker(s)
Business Type Business Multi-Family Office Retail
Net Income 37428
Tax Year 2025
Gross Income 57060
Status Detail 0
Covenants Unknown
Construction Materials Wood Frame
City Chester
Seasonal No
DOM 0
Price Per Sq Ft Total AG 118.02
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Exterior
Lot Size Area 0.07
Water Source Public
Parking Features Off Street
Foundation Stone
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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

$2,936
Per Month
100%
0%
0%
Monthly Principal & Interest
$2,936
Monthly Property Taxes
--
Monthly Home Insurance
--
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
6/30/2026$465,000 Listed Price

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34 School Street, Chester, VT, 05143 is a Commercial Property for sale at $465,000 with 3,940 sqft and a lot size of 0.07. The property's zip code is 05143 which is in Chester, VT