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5237  Kaskaskia Road

5237 Kaskaskia Road

Waterloo, IL 62298

For Sale MLS# 26025534 22 days on market

$370,000

📞 Call George to schedule a showing — 618-531-4000

0.351

Acres

About This Home

ALL ABOARD THE CRAZY TRAIN! This is your rare opportunity to own a well-established and much-loved local watering hole just a short, well-traveled drive outside of thriving Waterloo. The Crazy Train Saloon and Grill is a turn-key bar and restaurant that has earned its place as a local favorite for decades. With its laid-back vibe, welcoming atmosphere, and reputation for great food and cold drinks, this isn’t just a business—it’s a destination where memories are made and regulars feel like family. Patrons come from miles around for the area’s favorite fried chicken—made fresh using a signature recipe that will transfer with the sale, along with all other beloved house recipes. The sale also includes all digital assets (website, social media, branding), fixtures, furnishings, and equipment, allowing a seamless transition into ownership and continued operation without missing a beat. The property boasts numerous updates, including major kitchen upgrades and enhanced systems throughout. While gambling machines are currently on-site, they are not included in the sale but may be transferrable pending appropriate licensing and regulatory approvals. This is a rare chance to take the wheel of a fully operational, community-supported business with loyal clientele and proven success. Financials will be made available to qualified buyers with a Letter of Intent or written offer accompanied by proof of financing. Don’t miss your chance to keep the Crazy Train rolling!

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Property Details

MLS#26025534
StatusFor Sale
Property TypeCommercial Sale
Property Sub-TypeBusiness
Year Built1939
Lot Size Acres0.351
SubdivisionOld Town
HeatingOther, Propane
CoolingWall/Window Unit(s)
WaterPublic
Annual Taxes$1, 414 (2023)

Listing History

Listed: April 27, 2026 (22 days on market)

Viewed 69 times on this site.

Brokered by Century 21 Advantage Broker Reciprocity MARIS