585 Ruddles Mill Cynthiana Rd, Cynthiana, KY 41031
About this home
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.
Sale and tax history for 585 Ruddles Mill Cynthiana Rd
Sale History
Tax History
Date
Event
Price
ImagineMLS #26013760
Aug 13, 2026
Price Changed
$1,599,000
$224/sq ft
Jun 27, 2026
Listed
$1,699,000
$238/sq ft
+110
48.5 ACRES. 7,000+ SQ. FT. ESTATE. WORKING FARM. SALTWATER POOL. A PIECE OF KENTUCKY HISTORY. Welcome to The Bourbon-Harrison Estate, an extraordinary property positioned along the scenic Harrison and Bourbon County line where luxury country living, productive farmland and centuries of Kentucky history come together in one remarkable offering. Set amid 48.5 fenced acres with sweeping 360-degree countryside views, the custom-built 6-bedroom, 3-bath estate offers more than 7,000 sq. ft. of living space designed to embrace its beautiful rural surroundings. Whether envisioned as a private family estate, working farm, equestrian property, multi-generational retreat or legacy investment, this is a property with room to dream. The dramatic two-story great room immediately captures attention with soaring ceilings, architectural beams, an overlook balcony and magnificent floor-to-ceiling fireplace. Four glass doors open to the expansive wraparound porch, filling the room with natural light and creating an effortless connection to the surrounding countryside. At the heart of the home, the chef-inspired kitchen features granite countertops, an expansive center island, generous cabinetry and spacious butler's pantry with convenient access to the formal dining room—equally suited for intimate dinners or large gatherings. The first-floor primary suite creates a private retreat of its own, featuring 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 adds another distinctive space for entertaining and enjoyment. The walk-out lower level with a second kitchen expands the possibilities even further, offering excellent flexibility for extended family, guests, multi-generational living or private in-law accommodations. Outside, Kentucky country living takes center stage. Relax beside the saltwater pool and hot tub, gather on the wraparound porch, or simply take in the privacy and panoramic views stretching across the surrounding farmland. Beyond the residence lies a productive working farm, currently planted in soybeans and traditionally managed through corn and soybean crop rotation. The fenced acreage, established agricultural use, orchard and open land provide opportunities for continued farming, equestrian pursuits or simply enjoying the extraordinary privacy that 48.5 acres provides. And then there is the history. The property's story reaches back to a historic land grant associated with service during the French and Indian War—decades before Kentucky became a state. Pieces of that history have been intentionally incorporated into the home, including a mantle crafted from the property's original log cabin and a historic grinding stone incorporated into the hearth. Few properties bring together this combination of acreage, agricultural productivity, substantial living space, resort-style amenities, privacy and Kentucky heritage. The Bourbon-Harrison Estate isn't simply a place to live. It's a place to build a legacy. Private property. Scheduled appointment 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. Thank you for experiencing this exceptional Kentucky property.
ImagineMLS #26013758
Aug 13, 2026
Price Changed
$1,599,000
$224/sq ft
Jun 27, 2026
Listed
$1,699,000
$238/sq ft
ImagineMLS #24014704
Nov 21, 2024
Sold
$1,150,000
$161/sq ft
Nov 2, 2024
Pending
—
Aug 28, 2024
Price Changed
$1,275,000
$179/sq ft
Aug 26, 2024
Price Changed
$1,325,000
$186/sq ft
Aug 20, 2024
Price Changed
$1,340,000
$188/sq ft
Aug 5, 2024
Price Changed
$1,350,000
$189/sq ft
Jul 15, 2024
Listed
$1,400,000
$196/sq ft
+68
Sellers are very motivated! Bring us an offer! Privacy and grandeur define this sprawling 6 bedroom, 3-bathroom residence with over 7,000 square feet of living space. Nestled on the Harrison and Bourbon county line, this property offers the perfect blend of rural tranquility and luxuries. This is not your average farmhouse by any means, no expense was spared. With granite countertop, a butler's pantry, dual fuel double range with service entry to an elegant dining room it has everyone's dream kitchen. Step into your personal oasis of a master suite complete with a clawfoot bathtub, oversized closet complete with a formal bidet. The downstairs has a second entrance making it the perfect mother-in-law suite. The farmland was commissioned to this family for their participation in the French Indian that was ended in 1763, 29 years before Kentucky became a state. The mantle came from the original one room log cabin first build on the property, the grinding stone from the log cabin is embedded into the hearth. Morgans raiders fed their livestock at this farm for their armies. A magnificent house with rich history already set up with crops, an orchard, and seclusion is waiting for you
Year
Property tax
Land + Additions
Assessment*
2025
$12,064 (+134.8%)
$200,000 + $950,000
$1,150,000
2024
$5,138 (+4.2%)
$70,000 + $417,000
$487,000
2023
$4,932 (+0.8%)
$50,000 + $417,000
$467,000
2022
$4,894
$50,000 + $417,000
$467,000
2021
$4,899 (+6.1%)
$50,000 + $417,000
$467,000
2020
$4,616
$50,000 + $417,000
$467,000
2019
$4,616 (+1.2%)
$50,000 + $417,000
$467,000
2018
$4,560 (+0.9%)
$50,000 + $417,000
$467,000
2017
$4,521
$50,000 + $417,000
$467,000
Public record
Beds
5
Baths
3
Stories
1.5
Lot width
—
Lot depth
—
Lot size
10 Acres
Year renovated
—
Finished Sq. Ft.
7,142
Unfinished Sq. Ft.
—
Total Sq. Ft.
7,142
Year built
2002
Style
Single Family Residential
County
Harrison County
APN
131-0000-006-01-000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 13, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
4/10 Heat Factor
7 days above 102° expected this year, 19 days in 30 years
3/10 Wind Factor
5% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Cynthiana, KY • 41031
Average low and high temperatures (°F)
37
19
47
27
64
40
71
48
73
54
85
64
89
69
86
62
84
57
71
47
57
39
46
31
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
93/ 100
Exceptional sunlight
Sunscore
This home receives average direct sun exposure in Cynthiana. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.6 hrs
6.7 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 585 Ruddles Mill Cynthiana Rd
There isn’t enough information to generate an accurate estimate at this time. Learn More