585 Ruddles Mill Cynthiana Rd, Cynthiana, KY 41031
About this home
Welcome to "The Bourbon Harrison Estate" A Rare Legacy Estate Rich in History, Privacy, and Luxury Experience the perfect blend of timeless elegance, modern comfort, and historic significance in this extraordinary 6-bedroom, 3-bath residence offering over 7,000 square feet of living space. Ideally situated along the Harrison and Bourbon County line, this remarkable property provides unparalleled privacy, breathtaking rural surroundings, and a lifestyle that is truly one of a kind. Far from an ordinary farmhouse, this custom-built estate showcases exceptional craftsmanship and thoughtful design throughout. An abundance of natural light fills the home, especially on the main level, where expansive windows frame picturesque countryside views. The dramatic two-story great room serves as the centerpiece of the home, featuring soaring ceilings, an overlook balcony, and four glass doors that invite the outdoors in while providing seamless access to the wraparound porch. From this stunning vantage point, enjoy mesmerizing panoramic views of rolling farmland and Kentucky's scenic landscape. Adding to the home's unique character is a dedicated music room with exceptional acoustics, creating the perfect space for musicians, performances, gatherings, or simply enjoying the rich sound and ambiance of this remarkable setting with sound system throughout the home. Designed for both entertaining and everyday living, the chef-inspired kitchen is a true showpiece, featuring granite countertops, an expansive center island, a spacious butler's pantry, and convenient service access to the elegant formal dining room. The luxurious first-floor primary suite offers a private retreat complete with a clawfoot soaking tub, walk-in shower, private water closet with commode and bidet, oversized walk-in closet, and spa-inspired amenities designed for ultimate comfort and relaxation. The walk-out lower level provides exceptional flexibility and is perfectly suited for multi-generational living, guest accommodations, or a private in-law suite. Step outside and discover resort-style amenities designed to elevate everyday living, including a saltwater pool, hot tub, and expansive outdoor living spaces surrounded by peaceful countryside and unmatched privacy. Whether entertaining family and friends or enjoying a quiet evening under the stars, this outdoor oasis offers an extraordinary setting for creating lasting memories. Steeped in Kentucky history, the farm was originally commissioned to the prior family in recognition of their service during the French and Indian War, which concluded in 1763--nearly three decades before Kentucky achieved statehood. Historical elements remain thoughtfully preserved throughout the property, including a mantle crafted from the original one-room log cabin that once stood on the land and a historic grinding stone incorporated into the home's hearth. Today, this remarkable estate offers productive farmland, established crops, an orchard, and complete seclusion, creating a rare opportunity to own a significant piece of Kentucky history while enjoying the finest comforts of modern luxury. Rich in character, surrounded by natural beauty, and enhanced by exceptional amenities, this is far more than a home--it is a legacy estate destined to be treasured for generations.
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
Welcome to "The Bourbon Harrison Estate" This 48.5 Acre Working Farm & Historic Luxury Estate - Harrison & Bourbon County Line Discover the rare opportunity to own an exceptional working farm nestled along the scenic Harrison and Bourbon County line. Currently planted in soybeans and managed through a productive corn and soybean crop rotation, this fenced farm offers fertile ground, agricultural versatility, and outstanding investment potential. Surrounded by picturesque Kentucky countryside, the property provides a beautiful blend of open farmland, privacy, and breathtaking rural views. Whether you're seeking an active farming operation, equestrian property, private family retreat, or legacy investment, this remarkable acreage offers endless possibilities in one of Central Kentucky's most desirable rural settings. Complementing the farm is an extraordinary historic estate offering over 7,000 square feet of living space, where timeless elegance, modern comfort, and rich Kentucky history come together to create a truly one-of-a-kind property. This custom-built 6-bedroom, 3-bath residence showcases exceptional craftsmanship and thoughtful design throughout. Expansive windows flood the home with natural light while framing panoramic views of rolling farmland and the surrounding countryside. The dramatic two-story great room serves as the heart of the home, featuring soaring vaulted ceilings, an overlook balcony, a stunning floor-to-ceiling fireplace, and four glass doors opening to the wraparound porch, creating seamless indoor-outdoor living. A dedicated music room with exceptional acoustics and a whole-home sound system provides a unique space for entertaining, performances, or simply enjoying the ambiance of this remarkable estate. Designed for both everyday living and grand-scale entertaining, the chef-inspired kitchen features granite countertops, an expansive center island, spacious butler's pantry, and direct access to the formal dining room. The luxurious first-floor primary suite offers a private retreat complete with a clawfoot soaking tub, walk-in shower, private water closet with bidet, oversized walk-in closet, and spa-inspired finishes. The walk-out lower level provides exceptional flexibility for multi-generational living, guest accommodations, or a private in-law suite. Outdoors, resort-style amenities await, including a saltwater pool, hot tub, wraparound porch, and expansive outdoor living spaces designed to capture the beauty and tranquility of the surrounding landscape. Steeped in Kentucky history, this farm traces its origins to a land grant awarded following service in the French and Indian War, nearly three decades before Kentucky achieved statehood. Historic elements remain thoughtfully preserved, including a mantle crafted from the property's original log cabin and a historic grinding stone incorporated into the home's hearth. With productive farmland, established crops, an orchard, remarkable privacy, and a residence unlike any other, this extraordinary property offers the rare combination of agricultural opportunity, luxury living, and historical significance. More than a farm or a home, this is a Kentucky legacy estate destined to be treasured for generations. MUST Have an scheduled appointment- NO DRIVING ON THE PROPERTY- WALK THE ACREAGE- Soybean crop in place. Thank you for viewing this amazing 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 Aug 12, 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
90
70
86
62
83
58
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
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
More resources
Rental earnings
Est. $3,687 per month, based on comparable rentals