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 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.
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Zillow last checked:
Listing updated:
Listed by:
Trish Segrest,
Segrest Flaherty Realtors LLC,
Casey Flaherty502-554-8725
Source: Metro Search Inc. LLC DBA Apex MLS,MLS#: 1723903
Facts & features
Interior
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 2
Full bathrooms: 2
Primary bedroom
Level: Second
Bedroom
Level: Second
Bedroom
Level: Second
Bedroom
Level: Second
Full bathroom
Description: Heated Floors
Level: First
Full bathroom
Level: Second
Den
Level: First
Dining room
Description: Beautiful Built-ins that make it also office space
Level: First
Kitchen
Level: First
Living room
Level: First
Mud room
Description: / Laundry Room
Level: First
Other
Level: Second
Heating
Electric, Propane, Heat Pump
Cooling
Central Air
Features
Basement: Unfinished,Exterior Entry
Number of fireplaces: 2
Interior area
Total structure area: 2,625
Total interior livable area: 2,625 sqft
Finished area above ground: 2,625
Finished area below ground: 0
Property
Parking
Total spaces: 2
Parking features: Detached
Garage spaces: 2
Features
Stories: 2
Patio & porch: Screened Porch, Deck, Porch
Fencing: Wood,Farm
Lot
Size: 5.14 Acres
Features: Pond on Lot
Details
Additional structures: Barn(s), Garage(s), Guest House
Parcel number: 01600061
Construction
Type & style
Home type: SingleFamily
Architectural style: Farmhouse
Property subtype: Single Family Residence
Materials
Vinyl Siding, Stucco
Foundation: Concrete Perimeter
Roof: Shingle
Condition
Year built: 1938
Utilities & green energy
Sewer: Septic Tank
Water: Public
Utilities for property: Electricity Connected, Propane
Community & HOA
Community
Subdivision: None
HOA
Has HOA: No
Location
Region: Simpsonville
Financial & listing details
Price per square foot: $381/sqft
Tax assessed value: $15,000
Annual tax amount: $172
Date on market: 7/21/2026
Electric utility on property: Yes
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
Not available
Price history
Date
Event
Price
7/21/2026
Listed for sale
$999,950-24.5%$381/sqft
Source: Metro Search Inc. LLC DBA Apex MLS #1723903Report a problem
6/19/2026
Listing removed
$1,325,000$505/sqft
Source: Metro Search Inc. LLC DBA Apex MLS #1712166Report a problem
5/22/2026
Price change
$1,325,000-5.3%$505/sqft
Source: Metro Search Inc. LLC DBA Apex MLS #1712166Report a problem
3/22/2026
Listed for sale
$1,399,000-12.3%$533/sqft
Source: Metro Search Inc. LLC DBA Apex MLS #1712166Report a problem
7/26/2025
Listing removed
$1,595,000$608/sqft
Source: Metro Search Inc. LLC DBA Apex MLS #1684140Report a problem
4/11/2025
Listed for sale
$1,595,000$608/sqft
Source: Metro Search Inc. LLC DBA Apex MLS #1684140Report a problem
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Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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