231 S Main St, Madisonville, KY, 42431
About This Home
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!
Getting Around
Somewhat Walkable
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1909
Materials
- Foundation: Block
- Roof: Composition
- Construction materials: Brick
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Tankless Water Heater,Dishwasher,Dryer,Disposal,Microwave,Electric Range,Refrigerator,Trash Compactor,Washer
- Laundry features: Main Level,Upper Level
Basement
- Has basement: Yes
- Basement: Unfinished,Walk-Out Access,Sump Pump
Bathroom
- Level: Main,Upper
Bedroom
- Level: Main,Upper
Bedrooms & Bathrooms
- Bedrooms: 11
- Bathrooms: 9
- Full bathrooms: 8
- 1/2 bathrooms: 1
- Main level bathrooms: 3
- Main level bedrooms: 3
Family Room
- Level: Upper
Features
- Ceiling Fan(s),Crown Molding,Kitchen Island,Pantry,Walk-In Closet(s)
- Window features: Double Pane Windows,Storm Window(s),Curtains
- Flooring: Hardwood,Tile
- Number of fireplaces: 2
- Fireplace features: 2,Decorative
- Fireplace: Yes
- Finished area below ground: 0
Heating & Cooling
- Heating features: Forced Air,Heat Pump,Natural Gas
- Cooling features: Central Electric
Interior Area
- Total structure area: 4,534
- Total interior livable area: 4,534 sqft
Kitchen
- Level: Main
Living Room
- Level: Main
Property
Details
- Parcel number: M3333
Features
- Levels: Two
- Patio & porch: Porch-Covered
Lot
- Lot size: 0.72 Acres
- Features: Landscaped
- Lot size dimensions: 0.72
Parking
- Parking features: Attached,Carport,Blacktop
- Has garage: Yes
- Has uncovered spaces: Yes
- Carport: Yes
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Ice Storm
- Earthquake
- Lightning
- Strong Wind
- Tornado
- Winter Weather
- Hail
- Heat Wave
How This Home’s Risks Compare
FEMA Declared Disasters Across Kentucky Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $3,160 | $37,920 |
| Home Insurance * | $694 | $8,328 |
| Property Taxes | $525 | $6,300 |
| Electricity | $358 | $4,296 |
| Total | $4,737 | $56,844 |
Income You'd Need if You Spent...
Kentucky FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-07-27 | Listed for sale | $625,000 |
| 2026-02-10 | Listing removed | $650,000 |
| 2026-01-14 | Price change | $650,000 |
| 2025-08-09 | Listed for sale | $675,000 |
| 2022-09-30 | Listing removed | -- |
| 2022-08-25 | Listed for sale | $799,000 |
| 2021-05-17 | Sold | $319,000 |
| 2021-03-03 | Listed for sale | $319,900 |
| 2017-01-01 | Listing removed | $292,900 |
| 2016-09-30 | Listed for sale | $292,900 |
| 2010-03-16 | Sold | $15,000 |
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