585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 (MLS# 26013758)

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

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, hors ...

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.

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