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Sold for $472,500
  • $472,500

    400 W Main St, Fairfield, KY 40020

    5beds
    3,545sqft
    Single Family Residence
    Built in 1869
    4.56 Acres Lot
    $472,500 Zestimate®
    $133/sqft
    $2,002 Estimated rent

    Home value

    $472,500

    $449,000 - $496,000

    $2,002/mo

    Zestimate® history
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    What's special

    MOTIVATED SELLERS! Step into a piece of Kentucky history with this charming, late-1800s farmhouse, known locally as the McKenna House. Built in 1869 by Irish immigrant and bourbon pioneer, Henry McKenna, this remarkable property offers timeless character, Victorian Folk architecture, and modern comforts. Just up the road, his original distillery remains standing, and his legacy lives through his namesake bourbon, still produced today by Heaven Hill. Set on 4.5+ fully fenced acres, the home features over 3,500 square feet of living space, including 5 bedrooms, 3 full bathrooms, a formal dining room, a fully renovated kitchen, a library, and six fireplaces. Two main-level, spacious primary suites each include their own private parlor, fireplace, a dedicated full bathroom, and a separate interior/exterior entrance - offering both comfort and autonomy. Upstairs, the original winding staircase leads to two additional bedrooms and a third full bath. Updated/replaced plumbing, septic lines, mechanicals, and all new vinyl siding are just a few of many updates to give you peace of mind! And that's just the beginning... In addition to the main residence, the property includes a separate 2,100-square-foot carriage house with 2 bedrooms and 2 full bathrooms—ideal for guests, extended family, or rental opportunities. With its rich history and generous layout, the McKenna House presents endless possibilities: a distinctive primary residence, a multi-generational living opportunity, or a high-performing investment property with proven income & potential for up to four short-term rentals. Ideally located along Kentucky's famed Bourbon Trail, and just minutes from Bardstown, Mount Washington, Bloomfield, and Taylorsville—with Louisville and Lexington under an hour away—this one-of-a-kind property is truly special. Priced well under appraised value & motivated sellers! Schedule your private showing today!

    Zillow last checked:

    Listing updated:

    Listed by:

    MaryGen Boley 502-810-4378,

    Knob & Key Realty, LLC

    Bought with:

    Larry Gatti, 204141

    85W Real Estate

    Source: Metro Search Inc. LLC DBA Apex MLS,MLS#: 1711513MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 3
    • Full bathrooms: 3
    Primary bedroom
    • Description: On the right-side of the home; features a dedicated full bathroom, fireplace, attached office/parlor room and its own exterior entrance/exit.
    • Level: First
    Bedroom
    • Description: Left of the foyer/front door
    • Level: First
    Bedroom
    • Description: On the left-side of the home; features a dedicated full bathroom, fireplace, attached family room with a second fireplace, and its own exterior entrance/exit.
    • Level: First
    Bedroom
    • Description: One of 2 upstairs bedrooms, extra large
    • Level: Second
    Bedroom
    • Description: One of 2 upstairs bedrooms, extra large
    • Level: Second
    Primary bathroom
    • Description: One of 3 full bathrooms, dedicated to the primary bedroom suite
    • Level: First
    Full bathroom
    • Description: One of 3 full bathrooms, dedicated to the guest bedroom suite
    • Level: First
    Full bathroom
    • Description: One of 3 full bathrooms, located upstairs between the two bedrooms
    • Level: Second
    Dining room
    • Description: Off of foyer, connects to kitchen
    • Level: First
    Family room
    • Description: Located off of the dining room and attached to/off of the guest bedroom suite. Hardwood flooring & fireplace, and its own exterior entrance/exit.
    • Level: First
    Foyer
    • Description: LVP flooring, winding staircase, original wood & stained glass front door / windows
    • Level: First
    Kitchen
    • Description: Off of Dining Room, LVP flooring, oak cabinets, granite countertops, porcelain farmhouse sink, gas range, stainless appliances
    • Level: First
    Laundry
    • Description: Main level, rear of home
    • Level: First
    Living room
    • Description: Right of the foyer/front door, features a fireplace and built-in shelving
    • Level: First
    Study
    • Description: Attached to the primary suite
    • Level: First
    Heating
    • Forced Air, Propane, Heat Pump
    Cooling
    • Central Air
    Features
    • Basement: None
    • Number of fireplaces: 6
    Interior area
    • Total structure area: 3,545
    • Total interior livable area: 3,545 sqft
    • Finished area above ground: 3,545
    • Finished area below ground: 0

    Property

    Parking
    • Parking features: Driveway, None
    • Has uncovered spaces: Yes
    Features
    • Stories: 2
    • Patio & porch: Patio, Porch
    • Fencing: Full,Wood,Chain Link
    Lot
    • Size: 4.56 Acres
    • Features: Sidewalk, Cleared, Level
    Details
    • Additional structures: Guest House, Outbuilding
    • Parcel number: 59SE001009

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Farmhouse
    • Property subtype: Single Family Residence
    Materials
    • Vinyl Siding
    • Foundation: Crawl Space, Slab
    • Roof: Rubber,Shingle
    Condition
    • Year built: 1869

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public
    • Utilities for property: Electricity Connected, Propane

    Community & neighborhood

    Location
    • Region: Fairfield
    • Subdivision: None

    HOA & financial

    HOA
    • Has HOA: No

    Price history

    DateEventPrice
    5/28/2026Sold$472,500-11.5%$133/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1711513 Report a problem
    5/8/2026Pending sale$534,000$151/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1711513 Report a problem
    4/24/2026Contingent$534,000$151/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1711513 Report a problem
    4/10/2026Price change$534,000-2.7%$151/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1711513 Report a problem
    3/20/2026Listed for sale$549,000-6.2%$155/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1711513 Report a problem
    8/9/2025Listing removed$585,000$165/sqft
    Source: Imagine MLS #25013394 Report a problem
    6/23/2025Listed for sale$585,000+117.5%$165/sqft
    Source: Imagine MLS #25013394 Report a problem
    10/16/2021Listing removed--
    Source: Weichert Pro Report a problem
    9/30/2021Price change$269,000-3.9%$76/sqft
    Source: Weichert Pro #20115396 Report a problem
    8/24/2021Price change$279,900-6.7%$79/sqft
    Source: Imagine MLS #20115396 Report a problem
    8/3/2021Listed for sale$299,900-10.5%$85/sqft
    Source: Imagine MLS #20115396 Report a problem
    8/3/2021Listing removed--
    Source: Imagine MLS #20112049 Report a problem
    7/2/2021Price change$334,995-4.3%$94/sqft
    Source: Imagine MLS #20112049 Report a problem
    6/23/2021Listed for sale$349,995+112.8%$99/sqft
    Source: Imagine MLS #20112049 Report a problem
    3/24/2021Listing removed--
    Source: Owner Report a problem
    1/30/2020Listing removed$700
    Source: Owner Report a problem
    12/30/2019Listed for rent$700
    Source: Owner Report a problem
    6/26/2018Sold$164,500$46/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1500163 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$1,938 $375,870 +128.5%
    2023$1,938 -1.3%$164,500
    2022$1,963 -1.2%$164,500
    2021$1,986 +0.2%$164,500
    2020$1,983 -2.5%$164,500
    2019$2,033 +24.9%$164,500 -1%
    2018$1,628 +1.8%$166,100 +10.7%
    2017$1,599 $150,000
    2016$1,599 $150,000
    2015$1,599 $150,000
    2012$1,599 $150,000
    2010-- $150,000

    Find assessor info on the county website

    Neighborhood: 40020

    Nearby schools

    GreatSchools rating
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