Once known as the Dulin Home, this iconic property now shines as Madison on Main. With 11 bedrooms, 8.5 bathrooms, and 3 expansive levels of living space, this historic gem offers room to dream big. Original leaded glass windows, rich woodwork, and soaring ceilings speak to the home's timeless character. Charming built-ins blend beautifully with modern comforts, creating a space that's as functional as it is full of personality. A highlight of the home is it's music room featuring a cove ceiling, designed for optimal acoustics. Situated on a prime downtown lot, you'll love the large front porch and hard-to-find additional parking. Currently operating as a successful Airbnb, the home features seven uniquely themed Kentucky suites, and was recently the set for a movie filmed in town. Sold fully furnished and ready for its next chapter, this property is ideal as a turn-key rental, boutique inn, or stunning private residence. Endless potential, unmatched location—call Sara Spencer today!
For sale
$625,000
231 S Main St, Madisonville, KY 42431
11beds
4,534sqft
Single Family Residence
Built in 1909
0.72 Acres Lot
$570,000 Zestimate®
$138/sqft
$-- HOA
What's special
Charming built-insHard-to-find additional parkingPrime downtown lotLarge front porchSoaring ceilingsOriginal leaded glass windowsRich woodwork
- 61 days
- 249
- 10
Zillow last checked:
Listing updated:
Listed by:
Sara Spencer 270-836-2771,
Haven Realty, LLC
Source: MHCBOR,MLS#: 122087
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 11
- Bathrooms: 9
- Full bathrooms: 8
- 1/2 bathrooms: 1
- Main level bathrooms: 3
- Main level bedrooms: 3
Rooms
- Room types: None
Bedroom
- Level: Main,Upper
Bathroom
- Level: Main,Upper
Family room
- Level: Upper
Kitchen
- Level: Main
Living room
- Level: Main
Heating
- Forced Air, Heat Pump, Natural Gas
Cooling
- Central Electric
Appliances
- Included: Tankless Water Heater, Dishwasher, Dryer, Disposal, Microwave, Electric Range, Refrigerator, Trash Compactor, Washer
- Laundry: Main Level, Upper Level
Features
- Ceiling Fan(s), Crown Molding, Kitchen Island, Pantry, Walk-In Closet(s)
- Flooring: Hardwood, Tile
- Windows: Double Pane Windows, Storm Window(s), Curtains
- Basement: Unfinished,Walk-Out Access,Sump Pump
- Number of fireplaces: 2
- Fireplace features: 2, Decorative
Interior area
- Total structure area: 4,534
- Total interior livable area: 4,534 sqft
- Finished area below ground: 0
Property
Parking
- Parking features: Attached, Carport, Blacktop
- Has attached garage: Yes
- Has carport: Yes
- Has uncovered spaces: Yes
Features
- Levels: Two
- Patio & porch: Porch-Covered
Lot
- Size: 0.72 Acres
- Dimensions: 0.72
- Features: Landscaped
Details
- Additional structures: Outbuilding
- Parcel number: M3333
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Block
- Roof: Composition
Condition
- Year built: 1909
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: City Sewer
- Water: City
Community & HOA
Community
- Security: Security System, Smoke Detector(s)
Location
- Region: Madisonville
Financial & listing details
- Price per square foot: $138/sqft
- Tax assessed value: $380,000
- Annual tax amount: $3,773
- Date on market: 7/27/2026
- Road surface type: Paved
Estimated market value
$570,000
$542,000 - $599,000
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 7/27/2026 | Listed for sale | $625,000-3.8%$138/sqft |
Source: MHCBOR #122087 Report a problem | ||
| 2/10/2026 | Listing removed | $650,000$143/sqft |
Source: MHCBOR #117190 Report a problem | ||
| 1/14/2026 | Price change | $650,000-3.7%$143/sqft |
Source: MHCBOR #117190 Report a problem | ||
| 8/9/2025 | Listed for sale | $675,000-15.5%$149/sqft |
Source: MHCBOR #117190 Report a problem | ||
| 9/30/2022 | Listing removed | -- |
Source: MHCBOR Report a problem | ||
| 8/25/2022 | Listed for sale | $799,000+150.5%$176/sqft |
Source: MHCBOR #113541 Report a problem | ||
| 5/17/2021 | Sold | $319,000-0.3%$70/sqft |
Source: MHCBOR #111244 Report a problem | ||
| 3/3/2021 | Listed for sale | $319,900+9.2%$71/sqft |
Source: HERITAGE HOMES REAL ESTATE #111244 Report a problem | ||
| 1/1/2017 | Listing removed | $292,900$65/sqft |
Source: HERITAGE HOMES REAL ESTATE #107645 Report a problem | ||
| 9/30/2016 | Listed for sale | $292,900+1852.7%$65/sqft |
Source: HERITAGE HOMES REAL ESTATE #107645 Report a problem | ||
| 3/16/2010 | Sold | $15,000$3/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,773 -0.1% | $380,000 |
| 2024 | $3,777 +17.6% | $380,000 +19.1% |
| 2023 | $3,212 0% | $319,000 |
| 2022 | $3,213 +22.1% | $319,000 +6.1% |
| 2021 | $2,631 +138.2% | $300,700 +102.9% |
| 2020 | $1,104 +0.2% | $148,200 |
| 2019 | $1,103 | $148,200 +1.8% |
| 2018 | $1,103 +0.6% | $145,600 |
| 2017 | $1,096 -20.3% | $145,600 |
| 2016 | $1,376 | $145,600 |
| 2015 | $1,376 | $145,600 |
| 2011 | -- | $145,600 +6.8% |
| 2010 | $1,228 | $136,300 |
Find assessor info on the county website
Monthly payment
Est. payment
