Save
Ask
Tour
Hide
Share
$1,200,000
10 Days On Site

21 Main Street
Chester, CT 06412

For Sale|Business|Active
0
Beds
0
Total Baths
3,000
SqFt
$400
/SqFt
1830
Built
County:
Middlesex
Listing courtesy of Maureen Evans of William Raveis Real Estate Office Phone: (860) 388-3936 Broker Contact: (860) 391-3747

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

Call Now: 1-860-573-4349
Is this the listing for you? We can help make it yours.
1-860-573-4349
21 Main Street21 Main Street21 Main Street21 Main Street
Save
Ask
Tour
Hide
Share

Opportunities like this rarely come along. Perfectly positioned in the very heart of downtown Chester, this 1830 mixed-use building offers unmatched visibility, foot traffic, and charm. For the past 17 years, the street-level space has operated as a successful and beloved art gallery, benefiting from its prominent Main Street presence and steady stream of visitors drawn to Chester's vibrant shops, dining, and cultural events. The upper level features a bright and inviting short-term rental, fully furnished, beautiful outdoor seating area above the Pattaconk brook-ideal for continued income generation or personal use. Additional storage space in the attic & alley way. With flexible mixed-use zoning, the building supports a wide range of possibilities; retail, gallery, studio, office, or live-work combinations. Blending historic character with modern opportunity, this is a rare chance to own a cornerstone property in one of Connecticut's most desirable village centers. Location, history, and versatility right where everyone wants to be.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$1,200,000
Days On Site 
10 Days
Bedrooms 
N/A
Inside Area (SqFt) 
3,000 sqft
Total Baths 
N/A
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
1830
MLS® Number 
24144188
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
6 days agoListing updated with changes from the MLS®
a week agoStatus changed to Active
a week agoListing first seen on site
General Features
Number Of Stories 
3
Parking 
None
Property Sub Type 
Business
Security 
Security System
Sewer 
Public Sewer
SqFt Total 
3000
Water Source 
Public
Interior Features
Cooling 
Wall Unit(s)
Flooring 
Wood
Heating 
PropaneForced Air
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
Frame
Listing courtesy of Maureen Evans of William Raveis Real Estate Office Phone: (860) 388-3936 Broker Contact: (860) 391-3747



The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Last checked: 2026-01-11 06:33 AM UTC.

Neighborhood & Commute
Source: Walkscore
Save
Ask
Tour
Hide
Share