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Land with Home for Sale in Fairfield, Kentucky

400 W Main St, Fairfield, KY 40020

$549,000
4.56 acres
Active sale
ago
Est $2,964/mo

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!

3,545
Sq feet
5
Beds
3
Full baths
1869
Built

Location

Street address
400 W Main St
School district
Nelson
Elevation
723 feet
Coordinates
37.9345, -85.3869

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.

Property details

Acreage
4.56 acres
MLS #
GLAR 1711513
Posted

Parcels

  • 59SE0-01-009

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Lot

Features
Cleared, Level

Exterior

Parking
Driveway
Fencing
Chain Link
Pool
Patio, Porch
Structures
Guest House

Structure

Stories
2
Water
Public
Sewer
Septic Tank
Heating
Forced Air, Heat Pump, Propane
Cooling
Central Air
Materials
Vinyl Siding
Roof
Rubber, Shingle

Interior

Room Count
15
Rooms
Bathroom x 3, Bedroom x 5, Dining Room, Family Room, Laundry Room x 2
Fireplaces
Yes

Property utilities

CategoryTypeStatus
GasPropaneConnected

Listing history

DateEventPriceChangeSource
Mar 20, 2026New listing$549,000GLAR
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This 4.56-acre property is located at 400 W Main St in Fairfield, KY 40020. The property is available for sale for $549,000. It has a 3,545 sq ft 5 bedroom, 3 bath house built in 1869.

Checked 1 hour ago — Updated

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