585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031

$1,549,000
  • 585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 Main Photo

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Active Price Reduced by $50,000 on November 3rd, 2026
BEDS6 BATHS3 full SQUARE FEET7,142 MLS#26013758
STATUS PROPERTY TYPEResidential - Single Family SUBDIVISIONRural SCHOOLBourbon County - 6

Property Description

48.5 PRISTINE ACRES ??¢ WORKING FARM ??¢ PRODUCTIVE CROPLAND ??¢ 7,000+ SQ. FT. ESTATE ??¢ KENTUCKY LEGACY Some properties begin with the house. This one begins with the land. Welcome to -The Bourbon-Harrison Estate- where 48.5 acres of beautiful Kentucky countryside stretch across the Harrison-Bourbon County line, offering a rare combination of -productive farmland, privacy, history and extraordinary country living. Currently planted in soybeans and managed through an established -corn and soybean crop rotation- this working farm offers productive acreage with the versatility to continue its agricultural use or explore a new vision for the land. Partially Fenced acreage, an established orchard, open countryside and sweeping 360-degree rural views- create a setting equally compelling for farming, equestrian pursuits, a private retreat or long-term land investment. Here, the land isn't simply the backdrop- it is part of the lifestyle. Imagine mornings overlooking your own acreage, horses grazing across the countryside, continuing the farm's agricultural tradition, expanding the orchard, or simply preserving nearly 50 acres of Kentucky land for generations to come. At the heart of the farm stands an impressive -custom-built 6-bedroom, 3-Full bath estate offering more than 7,000 sq. ft. of living space. The dramatic two-story great room captures the surrounding landscape through expansive glass doors and windows and features soaring ceilings, architectural beams, an overlook balcony and floor-to-ceiling fireplace. Four glass doors open directly to the -wraparound porch- creating a natural connection between the home and its countryside setting. The chef-inspired kitchen features-granite countertops, an expansive center island, generous cabinetry and butler's pantry, while the first-floor primary suite provides a private retreat with a clawfoot soaking tub, walk-in shower, private water closet with bidet and oversized walk-in closet. A dedicated music room with exceptional acoustics and whole-home sound system provides another distinctive space for entertaining. The walk-out lower level with a second kitchen-offers tremendous flexibility for guests, extended family, multi-generational living or private in-law accommodations. Outside, the farm becomes your private Kentucky retreat. A saltwater pool and hot tub, complement the expansive wraparound porch and outdoor living area - all surrounded by acreage, open skies and panoramic countryside views. The property's roots run even deeper than its fields. Its history traces to a land grant associated with service during the French and Indian War, decades before Kentucky achieved statehood. Pieces of that heritage remain incorporated into the residence, including a mantle crafted from the property's original log cabin and a historic grinding stone preserved within the hearth. Land. Agriculture. History. Privacy. Possibility. Whether your vision includes an active working farm, equestrian lifestyle, private country estate, multi-generational retreat or a Kentucky legacy property to hold for generations, 48.5 acres gives you room to imagine what comes next. The Bourbon-Harrison Estate, because sometimes the greatest luxury isn't what surrounds the home. It's owning the land that surrounds you. Private property, appointments required. NO DRIVE-BYS OR DRIVING ON THE PROPERTY WITHOUT AN APPOINTMENT.** Please do not enter or walk the acreage without authorization.

585 Ruddles Mill Cynthiana Road | MLS# 26013758

This single family home located at 585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 is currently listed for sale with an asking price of $1,549,000. This property was built in 2002 and has 6 bedrooms and 3 full baths with 7142 sq. ft. Ruddles Mill Cynthiana Road is located in the Rural subdivision within the Bourbon County - 6 school district. Search Rural real estate on jsmart.salliedavidson.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Cooling: Ceiling Fan(s), Electric, Geothermal
Fireplaces: 2
Fuel Type: Propane
Garage: 3
Heating: Geothermal, Heat Pump, Propane Tank Leased
Home Style: Cape Cod
Lot Size: 48.50 Acres
Roof Type: Dimensional Style, Shingle
Stories: 3.0
Year Built: 2002

Amenities

Breakfast Bar
Entrance Foyer
Eat-in Kitchen
In-Law Floorplan
Primary First Floor
Walk-In Closet(s)
Ceiling Fan(s)
Soaking Tub
Fire Pit
Garden

Feature Descriptions

Appliance Features: Dryer, Dishwasher, Microwave, Refrigerator, Washer, Oven, Range, Self Cleaning Oven
Attic: Finished, Floored, Storage Only, Access Only
Basement Features: Concrete, Exterior Entry, Finished, Full, Interior Entry, Sump Pump, Walk-Out Access, Walk-Up Access
Days on Site: 131
Exterior: Vinyl Siding
Fireplace Features: Family Room, Gas Log, Great Room, Propane
Flooring: Concrete, Hardwood, Tile, Vinyl
Laundry: Electric Dryer Hookup, Main Level, Washer Hookup, Lower Level
Laundry Features: Electric Dryer Hookup, Main Level, Washer Hookup, Lower Level
Lot Dimensions: 48.500 acre(s)
Lot Features: Landscaped, Secluded, Few Trees
Parcel #: 131-0000-006-01-000
Parking Notes: Attached Garage, Driveway, Garage Door Opener, Garage Faces Side
Pool Features: Above Ground
Rooms Total: 22
Structure Type: House
Swimming Pool: Yes
Utilities: Cable Available, Electricity Connected, Phone Available, Sewer Connected, Water Connected, Propane
Window Features: Insulated Windows, Screens

Local Schools

High School: Harrison Co
Middle School: Harrison Co
Elementary School: Harrison Co
School District: Bourbon County - 6

Listed By / Shown By

Listed By

Agency Name: RE/MAX Elite Lexington

Shown By

Agent Name: Joann Barton
Agent Phone: (606) 521-6223
Agency Title: SALLIE DAVIDSON, REALTORS

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Estimated Payment

$ 6,016.35 per month $5,564.56 Principal & Interest $0.00 Property Tax (data not provided by mls) $451.79 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 11/05/2026. The listing information on this page last changed on 11/05/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 11/05/2026 12:01:03 AM EST) or Imagine MLS (last updated Wed 11/04/2026 11:15:29 PM EST). Real estate listings held by brokerage firms other than SALLIE DAVIDSON, REALTORS may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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