585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031 (MLS# 26013760)

585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031

$1,599,000
Property Type: Farm 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 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 ...

Listing Details MLS# 26013760

Listing Information

Comp Sale YN
No
Property Sub Type
Ranch

Status Change Information

Price Change Timestamp
2026-08-13T14:13:25Z
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
Parcel Number
131-0000-006-01-000

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/Acre
32969.07
List Price/SqFt
223.89

Tax Legal

MLS Area Major
006 - Bourbon 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 Units
Square Feet
Living Area Source
Public Records
Basement YN
Yes
Fireplace YN
Yes

More Information

Parking Information

Garage YN
Yes

Building

Year Built
2002

Lot

Lot Size Source
Public Records
Lot Size Acres
48.5
Lot Size Square Feet
2112660
Conservation Easement YN
No
View YN
Yes

Utilities

Cooling YN
Yes
Heating YN
Yes

Remarks

Public Remarks
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.

Land Details

Farm With House YN
Yes

Showing Information

Showing Instructions
SHOWING-TIME, Sentri-Lock, Call Realtor, Occupied -Dogs if seller is present NO DRIVING ON THE PROPERTY- MUST WALK THE ACREAGE- Soybean crop in place. MUST -Close all gates- around property and driveway exit

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 Architectural Style: Cape Cod Cooling: Ceiling Fan(s); Electric; Geothermal Current Use: Agricultural; Residential; Single Family Fencing: Wire; Wood; Other Flooring: Concrete; Hardwood; Vinyl Heating: Geothermal; Heat Pump; Propane Tank Leased Horse Amenities: Pasture Housing: Main Interior Features: Breakfast Bar; Ceiling Fan(s); Eat-in Kitchen; Entrance Foyer; In-Law Floorplan; Primary First Floor; Soaking Tub; Walk-In Closet(s); Other Levels: Three Or More Lot Features: Cleared; Level Other Structures: Other Possession Auxiliary Dwelling: Close Of Escrow Possession Farm Land: See Remarks Possession Main House: Close Of Escrow Possible Use: Agricultural; Cattle; Horses; Pasture; Recreational; Residential Private Pool Features: Above Ground Sewer: Septic Tank Showing Considerations: Pet(s) on Premises Structure Type: House View: Farm; Rural; Trees/Woods Water Source: Public 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 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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