400 W Main St, Fairfield, KY 40020 | MLS# 1711513

$ 534,000
400 W Main St, Fairfield, KY 40020,
Active Under Contract

Overview

  • Updated On:
  • April 24, 2026
  • 5 Bedrooms
  • 3 Bathrooms
  • 3,545 ft2

Description

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!

Address: 400 W Main St, Fairfield, KY 40020
City:
State/County:
Zip: 40020
Country: United States
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Property Id : 4682334
Price: $ 534,000
Property Size: 3,545 ft2
Property Lot Size: 5 ft2
Rooms: 15
Bedrooms: 5
Bathrooms: 3
BathroomsFull: 3
InternetConsumerCommentYN: 1
TaxLot: 0
AboveGradeFinishedArea: 3545
BuildingAreaSource: Appraiser
InternetAutomatedValuationDisplayYN: 1
FoundationDetails: Crawl Space, Slab
ListAgentKey: 20240306142022849487000000
BelowGradeFinishedArea: 0
Fencing: Full, Wood, Chain Link
StreetNumberNumeric: 400
Roof: Rubber, Shingle
ConstructionMaterials: Vinyl Siding
ListAgentFullName: MaryGen Boley
InternetAddressDisplayYN: 1
ListAgentMobilePhone: 502-810-4378
OnMarketDate: 2026-03-20
BathroomsHalf: 0
InternetEntireListingDisplayYN: 1
ListOfficeKey: 20200109192008506304000000
ListAgentLastName: Boley
Cooling: Central Air
FireplacesTotal: 6
StatusChangeTimestamp: March 20, 2026 at 06:11pm
ListAgentFirstName: MaryGen
PriceChangeTimestamp: April 10, 2026 at 07:58pm
MajorChangeType: Price Reduced
LotSizeUnits: Acres
DocumentsCount: 4
PatioAndPorchFeatures: Patio, Porch
LotSizeSquareFeet: 198634
ListingId: 1711513
YearBuilt: 1869
SourceSystemName: APEX MLS (Greater Louisville Association of REALTORS®)
SourceSystemKey: 20260315182733726292000000
ArchitecturalStyle: Farmhouse
Basement: None
StateOrProvince: KY
ListOfficeName: Knob & Key Realty, LLC
LotFeatures: Sidewalk, Cleared, Level
OriginatingSystemKey: 20260315182733726292000000
VideosCount: 0
PhotosCount: 104
PhotosChangeTimestamp: April 10, 2026 at 08:06pm
BuildingAreaTotal: 3545
Stories: 2
OriginatingSystemName: APEX MLS (Greater Louisville Association of REALTORS®)
Utilities: Electricity Connected, Propane
OriginalListPrice: 549000
Sewer: Septic Tank
ListingContractDate: 2026-03-15
StreetSuffix: St
OriginatingSystemID: M00000290
StreetNumber: 400
StreetName: Main
ListAgentEmail: marygenboley@gmail.com
ModificationTimestamp: April 24, 2026 at 02:42pm
ListOfficeMlsId: 23345
MlsStatus: Active Under Contract
TaxBlock: 0
LotSizeArea: 4.56
SourceSystemID: M00000290
ParcelNumber: 59SE0-01-009
ListAgentMlsId: 30061
ParkingFeatures: Driveway, None
AssociationFee: 0
DocumentsChangeTimestamp: 2026-04-10T20:09:16Z
Heating: Forced Air, Propane, Heat Pump
StreetDirPrefix: W
MajorChangeTimestamp: April 10, 2026 at 07:58pm
Directions: South Bardstown Rd to left on Old Louisville Rd. Approx 3 miles to left on Highgrove Rd/Hwy 48. Approx 6.8 miles to home on left.
MLSAreaMajor: 10-Nelson County
LivingAreaSource: Appraiser
MLSAreaMinor: 10-Nelson County
WaterSource: Public
FloorPlansChangeTimestamp: 2026-03-20T15:40:38Z
Other Features
Has Cooling System
Has Fireplace
Has Heating System
$ 2,737.92
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
$ 2,070.42
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