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

585 Ruddles Mill Cynthiana Road, Cynthiana, KY 41031

New Listing

$1,699,000

Property Type: Farm Bedrooms: 6 Baths: 3 Square Footage: 7,142 Lot Size (sq. ft.): 2,112,660 Status: Active

Current Price: $1,699,000 List Date: 6/27/2026 Last Modified: 6/27/2026

Overview

Description

Professional Pictures, Drone Footage and Videos Coming Soon Scheduled appointment only, NO DRIVING ON THE PROPERTY- 48.5 Acre Working Farm & Historic Luxury Estate - Harrison & Bourbon County Line Discover the rare opportunity to own an exceptional 48.5-acre 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 fully 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 f ... (Read more) Professional Pictures, Drone Footage and Videos Coming Soon Scheduled appointment only, NO DRIVING ON THE PROPERTY- 48.5 Acre Working Farm & Historic Luxury Estate - Harrison & Bourbon County Line Discover the rare opportunity to own an exceptional 48.5-acre 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 fully 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

Listing Details MLS# 26013760

Listing Information

Comp Sale YN: No
Property Sub Type: Ranch

Status Change Information

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: 35030.93
List Price/SqFt: 237.89

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
Bathrooms Half: 0
Above Grade Unfinished Area: 0
Below Grade Unfinished Area: 0
Non-Compliant Total SqFt: 0

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
Cable Available: Yes
Electricity Connected: Yes
Phone Available: Yes
Propane: Yes
Sewer Connected: Yes
Water Connected: Yes

Remarks

Public Remarks: Professional Pictures, Drone Footage and Videos Coming Soon Scheduled appointment only, NO DRIVING ON THE PROPERTY- 48.5 Acre Working Farm & Historic Luxury Estate - Harrison & Bourbon County Line Discover the rare opportunity to own an exceptional 48.5-acre 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 fully 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

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
Bathroom 1: Yes
Bathroom 3: Yes
Bedroom 2: Yes
Bedroom 3: Yes
Bedroom 4: Yes
Bedroom 5: Yes
Bonus Room: Yes
Dining Room: Yes
Family Room: Yes
Foyer: Yes
Great Room: Yes
Kitchen: Yes
Office: Yes
Other: Yes
Primary Bedroom: Yes
Recreation Room: Yes
Utility Room: Yes

Tax & Legal

Elementary School: Harrison Co
Middle Or Junior School: Harrison Co
High School: Harrison Co
Tax Rate: 10.48
Zoning: R-1A
Zoning Description: Residential and Farm
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. The gat

Architectural Style

Cape Cod: Yes

Cooling

Ceiling Fan(s): Yes
Electric: Yes
Geothermal: Yes

Fencing

Wire: Yes
Wood: Yes
Other: Yes

Flooring

Concrete: Yes
Hardwood: Yes
Vinyl: Yes

Heating

Geothermal: Yes
Heat Pump: Yes
Propane Tank Leased: Yes

Horse Amenities

Pasture: Yes

Interior Features

Breakfast Bar: Yes
Ceiling Fan(s): Yes
Eat-in Kitchen: Yes
Entrance Foyer: Yes
In-Law Floorplan: Yes
Primary First Floor: Yes
Soaking Tub: Yes
Walk-In Closet(s): Yes
Other: Yes

Levels

Three Or More: Yes

Lot Features

Cleared: Yes
Level: Yes

Other Structures

Other: Yes

Private Pool Features

Above Ground: Yes

Sewer

Septic Tank: Yes

Showing Considerations

Pet(s) on Premises: Yes

Structure Type

House: Yes

View

Farm: Yes
Rural: Yes
Trees/Woods: Yes

Water Source

Public: Yes

Current Use

Agricultural: Yes
Residential: Yes
Single Family: Yes

Possible Use

Agricultural: Yes
Cattle: Yes
Horses: Yes
Pasture: Yes
Recreational: Yes
Residential: Yes

Housing

Main: Yes

Possession Auxiliary Dwelling

Close Of Escrow: Yes

Possession Farm Land

See Remarks: Yes

Possession Main House

Close Of Escrow: Yes

Showing Requirements

Call Listing Agent: Yes
Showing Service: Yes

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 ClosetÂ® 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 ClosetÂ® 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.

Documents

Sellers Disclosure Of Property Condition ›

LIST HOME IMPROVEMENTS ›

Listing Office: RE/MAX Elite Lexington

Last Updated: June - 27 - 2026

Information deemed reliable but not guaranteed.