585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031
$1,599,000
Property Type:
Residential
Bedrooms:
6
Baths:
3
Square Footage:
7,142
Lot Size (sq. ft.):
2,112,660
Status:
Active
Current Price:
$1,599,000
List Date:
6/27/2026
Last Modified:
10/13/2026
Overview
Description
...
(Read more)
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.
Listing Details MLS# 26013758
Listing Information
- Comp Sale YN
- No
- Property Sub Type
- Single Family Residence
Status Change Information
- Price Change Timestamp
- 2026-08-13T14:13:49Z
- Status Change Timestamp
- 2026-06-27
Address
- County
- Harrison
- Street Number
- 585
- Street Name
- Ruddles Mill Cynthiana
- Street Suffix
- Road
- State
- KY
- Zip Code
- 41031
- Zip +4
- 9141
- 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.
- Parcel Number
- 131-0000-006-01-000
- Tax District
- Bourbon
Contract
- Original List Price
- 1699000
- Start Showing Date
- 2026-06-27
- Listing Contract Date
- 2026-06-14
- Listing Agreement
- Exclusive Right To Sell
- Occupant Type
- Occupied
- Office Exclusive YN
- No
- List Price/SqFt
- 223.89
Tax Legal
- MLS Area Major
- 016 - Harrison County
- Subdivision Name
- Rural
- High School District
- Bourbon County - 6
Interior
- Bedrooms Total
- 6
- Bathrooms Total
- 3
- Bathrooms Full
- 3
- Above Grade Finished Area
- 5340
- Below Grade Finished Area
- 1802
- Living Area
- 7142
- Living Area Source
- Public Records
- Basement YN
- Yes
- Fireplace YN
- Yes
- Fireplaces Total
- 2
More Information
Parking Information
- Garage YN
- Yes
- Garage Spaces
- 3
- Carport YN
- No
Building
- Year Built
- 2002
- Home Warranty YN
- No
- Accessibility Features YN
- Yes
Lot
- Lot Size Source
- Public Records
- Lot Size Acres
- 48.5
- Lot Size Square Feet
- 2112660
- Pool Private YN
- Yes
- View YN
- Yes
- Waterfront YN
- No
- Water Body Access YN
- No
- Horse YN
- Yes
Utilities
- Cooling YN
- Yes
- Heating YN
- Yes
Remarks
- Public Remarks
- 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.
Amenity Fee Details
- Amenity Fee YN
- No
Showing Information
- Showing Instructions
- SHOWING-TIME, Sentri-Lock, Call Realtor, No walking on the property without appointment, Gated, No driving on 48.5 acres- soybean crop, Occupied -Dogs if seller is present. Close gates before leaving the property.
Room Types
- Bathroom 1 Level
- First
- Bathroom 3 Level
- Lower
- Bedroom 2 Level
- Second
- Bedroom 3 Level
- Lower
- Bedroom 4 Level
- Lower
- Bedroom 5 Level
- Lower
- Bonus Room Level
- Second
- Dining Room Level
- First
- Family Room Level
- First
- Foyer Level
- First
- Great Room Level
- First
- Kitchen Level
- Lower
- Office Level
- Lower
- Other Level
- Lower
- Primary Bedroom Level
- First
- Recreation Room Level
- Second
- Utility Room Level
- Lower
Property Features
Utilities:
Cable Available; Electricity Connected; Phone Available; Propane; Sewer Connected; Water Connected; Cable Available; Electricity Connected; Phone Available; Propane; Sewer Connected; Water Connected
Accessibility Features:
Accessible Bedroom; Accessible Central Living Area; Accessible Closets; Accessible Common Area; Accessible Doors; Accessible Full Bath; Accessible Hallway(s); Accessible Kitchen
Appliances:
Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Self Cleaning Oven; Washer
Architectural Style:
Cape Cod
Attic Features:
Access Only; Finished; Floored; Storage Only
Basement:
Concrete; Exterior Entry; Finished; Full; Interior Entry; Sump Pump; Walk-Out Access; Walk-Up Access
Construction Materials:
Vinyl Siding
Cooling:
Ceiling Fan(s); Electric; Geothermal
Exterior Features:
Fire Pit; Garden; Hot Tub; Storm Door(s)
Fencing:
Wire; Wood
Fireplace Features:
Family Room; Gas Log; Great Room; Propane
Flooring:
Concrete; Hardwood; Tile; Vinyl
Foundation Details:
Concrete Perimeter
Heating:
Geothermal; Heat Pump; Propane Tank Leased
Horse Amenities:
Pasture
Interior Features:
Breakfast Bar; Ceiling Fan(s); Eat-in Kitchen; Entrance Foyer; In-Law Floorplan; Primary First Floor; Soaking Tub; Walk-In Closet(s)
Laundry Features:
Electric Dryer Hookup; Lower Level; Main Level; Washer Hookup
Levels:
Three Or More
Lot Features:
Few Trees; Landscaped; Secluded
Other Structures:
Other
Parking Features:
Attached Garage; Driveway; Garage Door Opener; Garage Faces Side
Patio And Porch Details:
Covered Porch; Enclosed Porch; Front Porch; Rear Porch; Side Porch; Wrap Around Porch
Patio And Porch Features:
Deck; Patio; Porch; Other
Possession:
Close Of Escrow
Private Pool Features:
Above Ground
Roof:
Dimensional Style; Shingle
Sewer:
Septic Tank
Showing Considerations:
Pet(s) on Premises
Structure Type:
House
View:
Farm; Trees/Woods
Water Heater:
Electric; Geothermal
Water Source:
Public
Window Features:
Insulated Windows; Screens
Showing Requirements:
Call Listing Agent; Showing Service
Room Types:
Bathroom 1; Bathroom 3; Bedroom 2; Bedroom 3; Bedroom 4; Bedroom 5; Bonus Room; Dining Room; Family Room; Foyer; Great Room; Kitchen; Office; Other; Primary Bedroom; Recreation Room; Utility Room
Room Information
| Room Name | Level | Remarks |
|---|---|---|
| Foyer | First | As you approach the home, you'll be welcomed by beautifully landscaped grounds, mature manicured trees, and an expansive covered front porch that sets the tone for the elegance found throughout the estate. Step through the front entry into a grand, light-filled foyer featuring beautiful hardwood flooring, intricate dental molding, and an expansive hallway that creates an immediate sense of warmth, sophistication, and timeless charm. |
| Family Room | First | The warm and inviting family room features a charming fireplace and an abundance of natural light, creating a bright, comfortable space for family and guests to enjoy. |
| Dining Room | First | The elegant dining room is filled with an abundance of natural light from expansive windows and is beautifully appointed with hardwood flooring, detailed dental molding, and convenient access to the butler's pantry |
| Kitchen | First | The heart of the home, this light-filled gourmet kitchen boasts an abundance of cabinetry, a large granite-topped center island, eat-in bar seating, and an open, inviting design perfect for entertaining while enjoying views of the surrounding countryside. |
| Other | First | Butler's Pantry- designed with both elegance and functionality in mind, the expansive butler's pantry features custom built-in cabinetry and seamless access to both the gourmet kitchen and formal dining room, providing exceptional storage and effortless service for entertaining guests. |
| Other | First | The enclosed sunroom, located just off the kitchen, creates a seamless extension of the living space, offering abundant natural light and a tranquil setting to enjoy the beauty of the countryside throughout the seasons with the Wall of elegant windows and glass doors provide direct access to the backyard paradise, creating the perfect transition to outdoor living, entertaining, and relaxation while taking in the peaceful surroundings. |
| Great Room | First | Rich in character and architectural appeal, the stunning two-story great room showcases a dramatic vaulted ceiling accented by exposed wood beams and a soaring floor-to-ceiling fireplace that serves as the centerpiece of the home. Anchoring the fireplace is a historic hearth featuring an original grinding stone and a mantle crafted from the property's original 1700s-era log cabin, preserving a remarkable piece of the estate's heritage. Four expansive glass doors flood the space with natural light while providing seamless access to the wraparound porch, creating an effortless connection between indoor elegance and the breathtaking Kentucky countryside. |
| Primary Bedroom | First | Primary - Escape to the serene ensuite, where abundant natural light highlights the timeless beauty of the clawfoot soaking tub and luxurious walk-in shower. The suite also features a private water closet with commode and bidet, along with an expansive walk-in closet appointed with a custom California Closet® system, creating the perfect blend of comfort, sophistication, and practicality. Designed as a private sanctuary, the expansive primary bedroom features an abundance of windows that fill the space with natural light and showcase picturesque countryside views, enhancing the room's warmth and tranquility. |
| Bathroom 1 | First | Primary - Escape to the serene ensuite, where abundant natural light highlights the timeless beauty of the clawfoot soaking tub and walk-in shower. The suite also features a private water closet with commode and bidet, along with an expansive walk-in closet appointed with a custom California Closet® system, creating the perfect blend of comfort, sophistication, and practicality. |
| Utility Room | First | The expansive first-floor utility room is thoughtfully designed for both convenience and functionality, featuring a washer and dryer, abundant storage space, room for additional appliances, a walk-in shower, private commode room, mud sink, and a dedicated dog spa washing station, perfect for managing everyday living with ease. |
| Bedroom 2 | Second | Abundant natural light pours into this well-appointed bedroom, highlighting the rich hardwood flooring and creating a bright, airy space designed for comfort and tranquility. |
| Recreation Room | Second | A standout feature of the home, the expansive recreation room boasts soaring character with exposed wood beam ceilings, gleaming hardwood floors, and classic dormer windows that flood the space with natural light. Whether envisioned as a game room, media room, music lounge, or gathering space, this remarkable room offers exceptional flexibility and charm. |
| Bonus Room | Second | The expansive second-floor bonus room offers exceptional potential and flexibility, featuring four charming Cape Cod-style dormer windows that fill the space with abundant natural light while adding distinctive architectural character. Already equipped with drywall, electrical, lighting, and plumbing infrastructure, this unfinished area is ready for the next owner to customize and complete according to their vision. Whether transformed into additional bedrooms, a home theater, studio, fitness area, game room, or private guest quarters, the possibilities are endless. Buyers are encouraged to verify plumbing and all intended uses to their satisfaction. |
| Other | Second | Music Room The distinctive second-floor music room is rich in character, featuring exposed wood beams, beautiful hardwood flooring, and a balcony overlooking the dramatic two-story great room below. Renowned for its exceptional acoustics, this unique space provides the perfect setting for musicians, vocalists, performances, creative pursuits, or simply enjoying the remarkable ambiance and architectural beauty of the home. |
| Kitchen | Lower | The lower-level kitchen offers a functional and convenient space, making it ideal for an in-law suite, guest quarters, or multigenerational living. Thoughtfully designed for everyday use, the kitchen includes all existing appliances, which will remain with the home, providing a turnkey opportunity for extended family or guests. |
| Bedroom 3 | Lower | This spacious bedroom offers a comfortable retreat, featuring natural light, generous closet space, and a warm, inviting atmosphere perfect for family or guests. |
| Bedroom 4 | Lower | This spacious bedroom offers a comfortable retreat, featuring natural light, closet space, and a warm, inviting atmosphere perfect for family or guests. |
| Bedroom 5 | Lower | This bedroom offers a comfortable retreat, featuring natural light, closet space, and a warm, inviting atmosphere perfect for family or guests. |
| Office | Lower | This 6th spacious bedroom offers a comfortable retreat or great office space, featuring natural light and a warm, inviting atmosphere perfect for family or guest |
| Utility Room | Lower | walk-out basement door, washer, dryer, 2- water heaters, geothermal, |
| Bathroom 3 | Lower | This well-appointed full bathroom features a tub and shower combination, double-sink vanity, and a private water closet with commode, offering both comfort and functionality for family members and guests. |
| Other | Lower | Designed for exceptional indoor-outdoor living, the walk-out lower level opens directly to the side yard and an extraordinary backyard retreat. Resort-style amenities include a sparkling saltwater pool, soothing hot tub, meticulously maintained landscaping, and a picturesque wraparound porch, all surrounded by the beauty and privacy of the countryside. Whether hosting guests or unwinding after a long day, this outdoor sanctuary offers an unparalleled lifestyle experience. |
Listing Office:
RE/MAX Elite Lexington
Last Updated: October - 13 - 2026
Information deemed reliable but not guaranteed.

Sellers Disclosure Of Property Condition ›