585 Ruddles Mill Cynthiana Road Cynthiana, KY $ 1,599,000
585 Ruddles Mill Cynthiana Road
$ 1,599,000
Share Save

585 Ruddles Mill Cynthiana Road

Cynthiana, KY, 41031
$ 1,599,000
Bedrooms6 Baths3.0 Sq 7,142

Monthly Estimate*

$ 11,044

585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 1
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 2
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 3
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 4
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 5
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 6
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 7
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 8
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 9
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 10
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 11
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 12
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 13
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 14
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 15
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 16
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 17
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 18
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 19
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 20
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 21
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 22
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 23
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 24
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 25
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 26
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 27
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 28
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 29
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 30
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 31
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 32
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 33
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 34
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 35
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 36
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 37
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 38
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 39
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 40
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 41
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 42
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 43
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 44
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 45
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 46
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 47
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 48
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 49
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 50
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 51
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 52
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 53
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 54
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 55
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 56
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 57
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 58
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 59
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 60
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 61
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 62
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 63
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 64
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 65
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 66
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 67
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 68
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 69
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 70
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 71
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 72
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 73
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 74
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 75
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 76
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 77
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 78
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 79
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 80
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 81
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 82
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 83
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 84
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 85
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 86
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 87
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 88
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 89
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 90
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 91
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 92
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 93
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 94
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 95
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 96
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 97
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 98
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 99
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 100
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 101
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 102
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 103
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 104
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 105
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 106
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 107
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 108
585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 - Image 109
View a Virtual Tour

Single Family Home for sale in Cynthiana, KY

for $1,599,000 with 6 bedrooms and 3 full baths. This 7,142 square foot home was built in 2002 on a lot size of 48.5.

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. Active soybean crop in place.

See more

Single Family Active

Price

$ 1,599,000

Bedrooms

6

Full Bath

3

Property Type

Single Family

Taxes

$ 0

Style

Cape Cod

Lot Size

48.5

Year Built

2002

Town/City

Cynthiana

County/Region

Harrison

MLS | Web ID

26013758

Features
Interior
Interior Amenities Breakfast Bar Ceiling Fan(s) Eat-in Kitchen Entrance Foyer In-Law Floorplan Primary Downstairs Walk-In Closet(s)
Basement Concrete Exterior Entry Finished Full Interior Entry Sump Pump Walk-Out Access Walk-Up Access
Flooring Concrete Hardwood Tile Vinyl
Total Fireplaces 2
Fireplace Features Family Room Gas Log Great Room Propane
Basement (Y/N) Yes
Air Conditioning Y/N true
Heating Y/N true
Window Features Insulated Windows Screens
Fireplace Y/N true
Above Grade Finished Area 5340
Half Baths 0
Laundry Features Electric Dryer Hookup Main Level Washer Hookup
Total Bedrooms 6
Below Grade Finished Area 1802
Total Baths 3
Heating-Heat Pump true
See more
General
Sewer Septic Tank
Heating Geothermal Heat Pump Propane Tank Leased
Cooling Ceiling Fan(s) Electric Geothermal
Utilities Cable Available Electricity Connected Phone Available Propane Connected Sewer Connected Water Connected
Possession Close Of Escrow
Roof Dimensional Style Shingle
Appliances Dishwasher Dryer Microwave Oven Range Refrigerator Self Cleaning Oven Washer
Garage Spaces 3
Patio/Porch Features Deck Patio Porch Other Enclosed Porch Front Porch Rear Porch Side Porch
Architectural Style Cape Cod
Pool Features Above Ground
Construction Materials Vinyl Siding
Year Built 2002
View Farm Trees/Woods
Levels Three Or More
Property Subtype Single Family Residence
Parcel Number 131-0000-006-01-000
Accessibility Accessible Bedroom Accessible Central Living Area Accessible Closets Accessible Common Area Accessible Doors Accessible Full Bath Accessible Hallway(s) Accessible Kitchen
County Harrison
New Construction N
Property Type Residential
HOA false
Attached Garage false
Subdivision Name Rural
Garage Y/N true
Other Structures Other
Total Rooms 22
Full Baths 3
Status Active
Directions At the 4-way intersection (Hwy-1940 x Hwy-1893) where Ruddles Mill Road Meets Millersburg / Ruddles Mill. You will travel 2.5 miles on Ruddles Mill Cynthiana Road (Hwy-1940) towards Cynthiana.
High School Harrison Co
City Cynthiana
High School District Bourbon County - 6
MLS Area 016 - Harrison County
Lot Size Units Acres
Lot Size Square Feet 2112660
Carport Y/N false
Elementary School Harrison Co
Land Lease Y/N N
Home Warranty Y/N false
Middle/Junior High School Harrison Co
MLS Area Minor 016 - Harrison County
Lease Considered Y/N N
Rent Control Y/N N
Virtual Tour https://player.vimeo.com/video/1205118997?title=0&byline=0&portrait=0&badge=0&autopause=0&player_id=0&app_id=58479
Structure Type House
Standard Status Active
Senior Community None
See more
Exterior
Exterior Amenities Fire Pit Garden
Fencing Wire Wood
Parking Features Attached Garage Driveway Garage Door Opener Garage Faces Side
Lot Features Few Trees Landscaped Secluded
Water Source Public
Lot Size Area 48.5
Foundation Details Concrete Perimeter
Building Area Total 7142
Lot Size Acres 48.5
Lot Size Source Public Records
Waterfront Y/N false
Door Features Storm Door(s)
Crops Included Y/N N
Horse Y/N true
Irrigation Water Rights Y/N N
See more
Internal Only
Street Number 1 585
See more
* Excluded Features
List By
Re/Max Elite Lexington

Broker

janetjonestherealtor@gmail.com

Email

Affordability Calculator

$11,044
Per Month
100%
0%
0%
Monthly Principal & Interest
$11,044
Monthly Property Taxes
--
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
Pricing History
DatePricePrice ChangeDescription
8/13/2026$1,599,000 -5.89% Price Down
6/27/2026$1,699,000 Listed Price

Map


See all

585 Ruddles Mill Cynthiana Road, Cynthiana, KY, 41031 is a Single Family Home for sale at $1,599,000 with 7,142 sqft and a lot size of 48.5. 585 Ruddles Mill Cynthiana Road has 6 bedrooms, 3.0 baths, and was built in 2002. The property's zip code is 41031 which is in Cynthiana, KY