# 5237 Kaskaskia Road, Waterloo, IL 62298

> **TL;DR:** commercial, $370,000, built 1939. Est. $1,603/mo.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $370,000 |
| Year Built | 1939 |
| Lot Size | 15,329 sqft (0.35 acres) |
| Property Type | Commercial (Business) |
| Status | For Sale |
| Days on Market | 0 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $1,603 |
| **Total** | **$1,603** |

## Property Highlights

- Built in 1939
- 0.35 acre lot

## Description

### Agent Description
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!

## Location

- **Address:** 5237 Kaskaskia Road, Waterloo, IL 62298
- **County:** Monroe
- **Neighborhood:** Old Town
- **Coordinates:** 38.268747, -90.153466
- **Google Maps:** https://www.google.com/maps?q=38.268747,-90.153466

## Listing Agent

- **Name:** Linda Frierdich
- **Brokerage:** Century 21 Advantage
- **Phone:** 6182817621
- **Email:** lincen21@gmail.com

## Primary Photo

![5237 Kaskaskia Road - Primary Photo](http://lh.rdcpix.com/d5c30569c0ef57f600601cc3b487074dl-f3496155435r.jpg)

*36 total photos available on [listing page](https://www.propertysimple.com/listing/5237-kaskaskia-road-waterloo-il-62298-26025534)*

---

**MLS#:** 26025534 | **Updated:** 2026-06-17
**Source:** listhub

*Copyright © 2026 Mid America Regional Information Systems, Inc. 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.com/listing/5237-kaskaskia-road-waterloo-il-62298-26025534)

---

## Structured Data

```json
{
  "@context": "https://schema.org",
  "@type": "RealEstateListing",
  "name": "5237 Kaskaskia Road, Waterloo, IL 62298",
  "description": "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 famil",
  "url": "https://www.propertysimple.com/listing/5237-kaskaskia-road-waterloo-il-62298-26025534",
  "image": "http://lh.rdcpix.com/d5c30569c0ef57f600601cc3b487074dl-f3496155435r.jpg",
  "datePosted": "2026-06-17",
  "price": 370000,
  "priceCurrency": "USD",
  "address": {
    "@type": "PostalAddress",
    "streetAddress": "5237 Kaskaskia Road",
    "addressLocality": "Waterloo",
    "addressRegion": "IL",
    "postalCode": "62298",
    "addressCountry": "US"
  },
  "geo": {
    "@type": "GeoCoordinates",
    "latitude": 38.268747,
    "longitude": -90.153466
  },
  "yearBuilt": 1939
}
```