# 39 S Main Street, Chester, VT 05143 > **TL;DR:** commercial, $285,000. Est. $1,524/mo. Listed 109 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $285,000 | | Lot Size | 10,890 sqft (0.25 acres) | | Property Type | Commercial (Other) | | Status | Active Under Contract | | Days on Market | 109 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,441 | | Estimated Insurance | $83 | | **Total** | **$1,524** | ## Property Highlights - 0.25 acre lot ## Description ### Agent Description 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' ## Location - **Address:** 39 S Main Street, Chester, VT 05143 - **County:** VT-Windsor - **Coordinates:** 43.262879, -72.59413672 - **Google Maps:** https://www.google.com/maps?q=43.262879,-72.59413672 ## Listing Agent - **Name:** Joseph Karl - **Brokerage:** Vermont Properties and Development, INC. - **Broker Phone:** 802.228.8877 ## Photos ![39 S Main Street - Photo 1](http://lh.rdcpix.com/7fcbc0cd13cafd416697d1bdda60896al-f682654548r.jpg) ![39 S Main Street - Photo 2](http://lh.rdcpix.com/7fcbc0cd13cafd416697d1bdda60896al-f293668630r.jpg) ![39 S Main Street - Photo 3](http://lh.rdcpix.com/7fcbc0cd13cafd416697d1bdda60896al-f397408735r.jpg) ![39 S Main Street - Photo 4](http://lh.rdcpix.com/7fcbc0cd13cafd416697d1bdda60896al-f3676022493r.jpg) ![39 S Main Street - Photo 5](http://lh.rdcpix.com/7fcbc0cd13cafd416697d1bdda60896al-f2685641626r.jpg) ![39 S Main Street - Photo 6](http://lh.rdcpix.com/7fcbc0cd13cafd416697d1bdda60896al-f1534322582r.jpg) ![39 S Main Street - Photo 7](http://lh.rdcpix.com/7fcbc0cd13cafd416697d1bdda60896al-f4289397265r.jpg) ![39 S Main Street - Photo 8](http://lh.rdcpix.com/7fcbc0cd13cafd416697d1bdda60896al-f872131925r.jpg) ![39 S Main Street - Photo 9](http://lh.rdcpix.com/7fcbc0cd13cafd416697d1bdda60896al-f1071932982r.jpg) --- **MLS#:** 5100522 | **Updated:** 2026-10-20 **Source:** listhub *Copyright © 2026 PrimeMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/39-s-main-street-chester-vt-05143-feb2ca63e58647d3b182d1b2a64a4dd5) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/39-s-main-street-chester-vt-05143-feb2ca63e58647d3b182d1b2a64a4dd5#listing", "url": "https://www.propertysimple.ai/listing/39-s-main-street-chester-vt-05143-feb2ca63e58647d3b182d1b2a64a4dd5", "name": "39 S Main Street, Chester, VT 05143", "description": "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. 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