Commercial for Sale: 5237 Kaskaskia Road, Waterloo, IL 62298

$400,000
$400,000
5237 Kaskaskia Road, Waterloo, IL 62298
$400,000
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Price:
$400,000
$49,000 - 11/19/2025

Type Commercial
Lot Size 0.35 acres
Year Built 1939
Taxes Paid $1,414

City Waterloo
County Monroe
Subdivision Old Town

MLS 25050557
Status Active
DOM 199 days
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!

Virtual Tours for 5237 Kaskaskia Road Waterloo, IL

Lot & Building Features

Construction Frame, Brick
Cooling Wall/Window Unit(s)
Heating Other, Propane
Tax Year 2023
Taxes Paid $1,414
Water Public

Price History of 5237 Kaskaskia Road, Waterloo, IL

Date Name Price Difference
11/19/2025 Price Adjustment $400,000 10.91%
07/23/2025 Listing Price $449,000 N/A
*Information provided by REWS for your reference only. The accuracy of this information cannot be verified and is not guaranteed.

Map of 5237 Kaskaskia Road, Waterloo, IL

Location Map Street View
Photo of Kate Hangge
Kate Hangge
REALTOR
Direct: 314-640-1344
Office
111 Cliff Cave Rd Ste 200
Saint Louis, MO 63129
314-408-7070
Listed by Century 21 Advantage, Linda Frierdich & Lindsey Egner
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0.3535%
6.75%
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5237 Kaskaskia Road (MLS #25050557) is a commercial listing located in Waterloo, IL. This is a commercial listing with a lot of 15,329 sqft (or 0.35 acres). This property was listed on 07/23/2025 and has been priced for sale at $400,000.

Nearby zip codes are 62244, 62256 and 62278. This property neighbors other cities such as Fults, Maeystown and Red Bud.

Maris

Listing Last updated . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. Walk Score map and data provided by Walk Score. Google map provided by Google. Bing map provided by Microsoft Corporation.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Listing information courtesy of: Century 21 Advantage

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