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For sale
  • $625,000

    231 S Main St, Madisonville, KY 42431

    11beds
    4,534sqft
    : 
    $4,401/mo
    Get pre-qualified
    Single Family Residence
    Built in 1909
    0.72 Acres Lot
    $-- Zestimate®
    $138/sqft
    $-- HOA

    What's special

    Charming built-insHard-to-find additional parkingPrime downtown lotLarge front porchSoaring ceilingsOriginal leaded glass windowsRich woodwork
    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!
    62 days
    256
    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

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/27/2026Listed for sale$625,000-3.8%$138/sqft
        Source: MHCBOR #122087 Report a problem
        2/10/2026Listing removed$650,000$143/sqft
        Source: MHCBOR #117190 Report a problem
        1/14/2026Price change$650,000-3.7%$143/sqft
        Source: MHCBOR #117190 Report a problem
        8/9/2025Listed for sale$675,000-15.5%$149/sqft
        Source: MHCBOR #117190 Report a problem
        9/30/2022Listing removed--
        Source: MHCBOR Report a problem
        8/25/2022Listed for sale$799,000+150.5%$176/sqft
        Source: MHCBOR #113541 Report a problem
        5/17/2021Sold$319,000-0.3%$70/sqft
        Source: MHCBOR #111244 Report a problem
        3/3/2021Listed for sale$319,900+9.2%$71/sqft
        Source: HERITAGE HOMES REAL ESTATE #111244 Report a problem
        1/1/2017Listing removed$292,900$65/sqft
        Source: HERITAGE HOMES REAL ESTATE #107645 Report a problem
        9/30/2016Listed for sale$292,900+1852.7%$65/sqft
        Source: HERITAGE HOMES REAL ESTATE #107645 Report a problem
        3/16/2010Sold$15,000$3/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax 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

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        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 42431

        Getting around

        64 / 100
        Somewhat Walkable
        40 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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