$985,000

This 4-bedroom, 2-bath historic farmhouse is situated on 5 scenic acres (with an additional adjoining 5-acre tract available for purchase and possible owner financing) in the heart of Simpsonville and offers a rare combination of residential comfort, equestrian functionality, income potential, and Kentucky character. The property includes two barns, seven… Read More fenced paddocks, a pond, a detached garage with a finished apartment, and picturesque views across the surrounding countryside. Built in 1938, the farmhouse blends timeless charm with thoughtful modern updates. Rich hardwood floors, elegant crown molding, two fireplaces, and an abundance of natural light create a warm and inviting atmosphere throughout the home. Large windows capture sweeping views of the pastures, pond, rolling landscape, and memorable Kentucky sunsets. The spacious kitchen offers stainless steel appliances, a beautiful bay window, generous workspace, and an open layout designed for both everyday living and entertaining. A classic front porch provides the perfect place to enjoy peaceful mornings, while the expansive screened-in covered rear deck overlooks the property and creates an ideal setting for relaxing, dining, or hosting guests. Designed with equestrian use in mind, the 13-stall main barn features 12-by-12 stalls, built-in hay racks, wide aisles, a dedicated wash area, and a well-appointed tack room. The farm also includes seven fenced paddocks with run-in sheds and automatic waterers, creating an efficient and functional setup for horses and livestock. Adding to the property's unique equestrian history, the farm was once home to the owner's beloved horse, a granddaughter of the legendary Secretariat. A second historic dairy barn adds even more versatility and future potential. Its size, setting, and distinctive character make it suitable for agricultural use, storage, a creative space, a private gathering venue, or a future event or wedding destination. The detached garage provides additional value with an oversized heated and cooled space below and a finished studio apartment above. The apartment includes a full bath and kitchenette, making it ideal for guests, extended family, farm staff, tenants, a private office, or potential rental income. Located just minutes from Interstate 64 and moments from the Simpsonville outlet mall, the property offers the peace and beauty of rural Kentucky without sacrificing convenience. Its central location between Louisville and Lexington also provides easy access to many of the region's premier equestrian destinations, including Churchill Downs, Keeneland, and the Kentucky Horse Park. The home, barns, pond, and approximately 5 acres are being offered together, with the additional adjoining 5-acre tract available separately. Contact the listing agents for details regarding purchase options and possible owner-financing terms. Opportunities offering this level of historic character, usable acreage, equestrian infrastructure, scenic beauty, income potential, and flexibility are increasingly difficult to find in Simpsonville. Read Less

Courtesy of Trish Segrest, Segrest Flaherty Realtors LLC.

Listing Snapshot

Days Online

Last Updated

Oct 14, 2026

Property Type

Single Family Residence

Beds

Full Baths

Square Ft.

2,625

Lot Size

5.14 Acres

Year Built

1938

MLS Number

1723903

Additional Details

Basement

Unfinished, Outside Entry

Building

Built in 1938, Living area: 2625.0, Construction Materials: Vinyl Siding, Stucco

Cooling

Central Air

Exterior Features

Patio/Porch Features: Screened Porch, Deck, Porch

Fence

Wood, Farm

Fireplaces

2 fireplaces

Foundation

Poured Concrete

Garage

2 spaces

Heating

Electric, Propane, Heat Pump

Home Owner's Association

Association Fee: $0

Lot

5.14 acres, Pond on Lot

Parking

Detached

Property

Other structures: Barn(s), Garage(s), Guest House

Roof

Shingle

Sewer

Septic Tank

Taxes

Parcel Number: 016-00-061, Tax Block: AMD, Lot: 000

Utilities

Electricity Connected, Propane, Water Source: Public

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1219 Taylor Wood Rd

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