# 231 S Main Street, Madisonville, KY 42431

> **TL;DR:** commercial, $625,000 ($138/sqft), built 1909, 4,534 sqft. Est. $3,342/mo. Listed 98 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $625,000 |
| Price/sqft | $138 |
| Square Feet | 4,534 |
| Year Built | 1909 |
| Lot Size | 31,363 sqft (0.72 acres) |
| Property Type | Commercial (Other) |
| Status | Active |
| Days on Market | 98 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $3,160 |
| Estimated Insurance | $182 |
| **Total** | **$3,342** |

## Property Highlights

- Built in 1909
- 0.72 acre lot

## Description

### Agent Description
Madison on Main is a rare opportunity to acquire a fully operational, highly rated short-term rental and event venue in the heart of downtown Madisonville. Built in 1909, this historic property operates as a sought-after Airbnb with a 4.95-star rating and a loyal repeat-guest base. The home offers 11 bedrooms, each with a private bath, plus microwaves and mini-refrigerators, making it ideal for weddings, reunions, retreats, and corporate gatherings. Guests enjoy a fully equipped kitchen, shared gathering areas, music room, and laundry facilities, while a complete third-floor apartment serves as an ideal owner or manager's residence. The property is being sold fully furnished, including locally sourced antique furniture, linens, and kitchenware. Recent upgrades include new roof, updated HVAC systems, new plumbing & electrical, and ADA accessibility improvements. With proven cash flow, strong occupancy, and diverse revenue potential, this turnkey investment is ready for you.

## Location

- **Address:** 231 S Main Street, Madisonville, KY 42431
- **County:** Hopkins

## Virtual Tour & Media

- **Video Tour:** tour.usamls.net/231-S-Main-Street-Madisonville-KY-42431--122088/unbranded

## Listing Agent

- **Name:** Sara Spencer
- **Brokerage:** Haven Realty, LLC
- **Broker Phone:** 2708711514
- **Listing URL:** [View original listing](http://www.usamls.net/madisonville/default.asp?content=expanded&mls_number=122088)

## Photos

![231 S Main Street - Photo 1](http://lh.rdcpix.com/bedf76e2d0219c5a465427ead67e733cl-f3670250085r.jpg)

![231 S Main Street - Photo 2](http://lh.rdcpix.com/bedf76e2d0219c5a465427ead67e733cl-f4246830136r.jpg)

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![231 S Main Street - Photo 39](http://lh.rdcpix.com/bedf76e2d0219c5a465427ead67e733cl-f2656987273r.jpg)

![231 S Main Street - Photo 40](http://lh.rdcpix.com/bedf76e2d0219c5a465427ead67e733cl-f3223620024r.jpg)

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![231 S Main Street - Photo 69](http://lh.rdcpix.com/bedf76e2d0219c5a465427ead67e733cl-f3836254165r.jpg)

---

**MLS#:** 122088 | **Updated:** 2026-10-22
**Source:** listhub

*Copyright © 2026 Madisonville-Hopkins County Board of Realtors. 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://staging.propertysimple.ai/listing/231-s-main-street-madisonville-ky-42431-8d84eecbeb30478b9086d167ff1864a3)

---

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