400 W Main Street Fairfield KY 40020

400 W Main Street
Fairfield, KY 40020

1 / 99

$534,000

$2,999/mo

5 Bedrooms

3 Full Baths

3,545 SqFt ($151 per sqft)

No Bsmt

Year: 1869

For Sale: 3 hours

HK2601590

4.56 Acres

37 Miles to Fort Knox

Realtor's notes: 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!

Listing History
04/23	$534,000 MLS Entry

School Type:	County
Elementary:	Bloomfield
Middle:	Bloomfield
High:	Nelson County

Square Feet
Total Finished:	3,545
Above Ground:	3,545
Basement Total:	0
Level 1:	2,845
Level 2:	700
Source:	Other

Room	Floor	Room	Floor
Kitchen	Main	Living Rm	Main
Dining Rm	Main	Family	Main
Primary Bd	Main	Primary Ba	Main
Bedroom 2		Other
Bedroom 3		Other
Bedroom 4		Other

Floor	Full Baths	Utility
Main	2	1
Upper	1	0
Lower	0	0
Bsmt	0	0

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.

Auction?	No
REO (foreclosure)	No
Warranty?	No
PVA ID	59SE0-01-009
Deed Book/Page	540/107
Home Style	Farm House
Garage?	No
Garage Info
Basement?	No
Basement Info
Fireplace	Wood-burning
Roof	Rubberized, Shingles
Heat Source	Propane
Heat	Heat Pump
Air	Central Air, Central Electric, Heat Pump
Kitchen	Dishwasher, Double Oven, Eat-In, Microwave, Range/Oven, Range Gas, Refrigerator
Dining	Formal Dining Room
Bath	Tub/Shower Combo, None
Doors/Windows	Wood Frame
Window Treatments	Blinds, Curtains/Drapes
Utility Room	Hallway
Other Room(s)	Den
Appliances, etc.	Smoke Detector(s)
Flooring	Hardwood, Vinyl
Wall Type	Dry Wall, Plaster
Interior	Bookshelves, Ceiling Fan(s), Chandeliers, Vaulted Ceiling(s)
Exterior	Landscaping, Mature Trees, Patio, Porch
Fence	Chain Link
Exterior Type	Vinyl
Foundation	Crawl Space, Slab
Driveway/Road
Water Type
Water Location
Water Features
Location	Level
Water Source	Public
Sewer	Septic
Water Heater	Electric
Utilities
IDX: Courtesy of	Knob & Key Realty, LLC
Accessibility
Fees
Association
Easements
County	Nelson
Listed	4/23/2026 (posted: 9:50 AM)
Hotsheet Date	4/23/2026
Status Date	4/23/2026
Photo Change	4/23/2026 9:50 AM
Doc Timestamp	4/23/2026 9:50 AM
Associated Doc. Count	4
Documents	Lead Based Paint Disc., Seller Disclosure
Possession	Negotiable
Listing Type	Single Family

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