25 + 27 Railroad Street | North Canaan N/A

$870,000 | 10,383 Sq. Ft.

A landmark cultural anchor for over a century, The Colonial Theatre has stood proud in the heart of downtown North Canaan since 1923. Commissioned by a prominent local hotelier as a grand gesture for his wife, who had grown weary of quiet country living, this majestic three-level entertainment center was built to bring world-class vibrant energy to the Litchfield Hills. While its specific uses have evolved over the decades, its core purpose as a celebratory gathering place for the community remains beautifully unchanged. What truly sets this landmark commercial property apart is its remarkable versatility. In addition to housing approximately 400 guests across its two primary floors, the building features completely separate, high-visibility commercial retail units along the street-front facade, offering immediate income potential. Standing outside, you are immediately struck by the iconic, retro marquee; its brilliant neon lights perfectly set the stage for the magic that lies within. Meticulously maintained, the building underwent a comprehensive $1M+ restoration in the early 2000s that faithfully revived its original Art Deco details. Upon entering, a striking custom mural greets you, leading seamlessly to the vintage ticket booth and concession stand. Pass through the double doors into the massive main theatre, where you are met with soaring ceilings, flat tiered flooring, and structural seating for approximately 120 guests (with ample room to add seating). SmartMLS 24183458

Directions to property: From Route 44, Railroad St, to #25. Park in gravel lot labeled "private"

MLS Listing ID: 
SmartMLS 24183458
Building Details
Details about the building on a property.
Year Built: 
1923
Living Area: 
10,383
Interior: 
Fire Suppression System, Window Display
Construction
Roof: 
Metal
Room Details
Details about the rooms in the building.
Total Bedrooms: 
0
Total Bathrooms: 
0
Total Full-Bathrooms: 
0
Total Half-Bathrooms: 
0
Utilities
Information about utilities available on the property.
Heating System: 
Hot Air
Heating System Fuel: 
Electric, Oil
Cooling System: 
Central Air, Split System
Water Source: 
Public Water Connected, Public Water In Street
Sewer: 
Public Sewer Connected, Public Sewer In Street
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
0.42
Waterfront: 
0
Public Record
Parcel Number: 
2408980
Annual Tax: 
$8,673.00
Property Zoning: 
3
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
6/22/2026
Contract Details
Details about the listing contract.
Possession: 
At Closing
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Lenore Mallett
Listing Co-Agent Name: 
Elvia Gignoux
Listing Office Name: 
William Pitt Sotheby's Int'l
Listing Co-Office Name: 
William Pitt Sotheby's Int'l