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39 S Main Street
Chester, VT 05143
Commercial Sale · Active Under Contract · MLS #5100522
Listing Courtesy of William Raveis Real Estate Vermont Properties | Joseph Karl
The home
About this home
Do you hear the calling... This prime commercial building, located just south of Chester's famous town green, sits on a quarter acre. It also sits at the intersection of Route 11 and Route 35 and has incredible traffic exposure. Plenty of parking with easy pull-in and pull-out accessibility will be key to your future business success. The building is practically square with an open concept allowing you complete creativity to manipulate a variety of floorplan options. Currently, there is a bank of walk-in refrigerators and a back office space or galley kitchen area. There is one half bath currently in place. Time to follow your dream and open a variety of businesses... Ice Cream?, Burgers? Build it, and they will come!!!! Visit the Okemo real estate community today. Taxes are based on the town assessment. *** A SMAC letter (Sites Management Activities Completed) is the official "clean bill of health" issued by environmental regulators, which has been received and is available upon request. Interior main room is 37'x35'
Property information
Details at a glance
Building1 property facts
- Style
- Other
Land & utilities4 property facts
- Lot size
- 0.25 acres
- Water
- Public
- Sewer
- Public Sewer
- Zoning
- Village
Financial2 property facts
- Annual taxes
- $3,649
- Assessment year
- 2026
Plan your purchase
Estimated monthly cost
Explore costs at the $285,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$1,745 / monthAdjust
- Principal & interest
- $1,441
- Property tax
- $304
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $3,649. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.
Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
Listing history
Price and status timeline
No additional listing history is available for public display.
Compare with confidence
Price & market context
See how this home compares with active listings in Chester.
| Metric | This home | Local listings |
|---|---|---|
| List price | $285,000 | $340,00016% below local |
| Price / sq ft | — | — |
| Days on market | 51 | 18773% below local |
Active city listing statistics from PrimeMLS as of September 12, 2026. Asking prices are not completed-sale values.
Keep exploring
Similar homes nearby
Same city and within 25% of the asking price, matched by property type and bedroom count when available and ranked by size and price.
Need help making sense of this home?
Common questions
About 39 S Main Street
Can I request a private showing?
Request a tour of 39 S Main Street and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
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