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For sale
  • Price cut: $100K (8/13)
    $1,599,000

    585 Ruddles Mill Cynthiana Rd, Cynthiana, KY 41031

    6beds
    7,142sqft
    : 
    $10,617/mo
    Get pre-qualified
    Single Family Residence
    Built in 2002
    48.5 Acres Lot
    $1,454,200 Zestimate®
    $224/sqft
    $-- HOA

    What's special

    Overlook balconyFloor-to-ceiling fireplacePrivate retreatOpen countrysideEstablished orchardPartially fenced acreageChef-inspired kitchen
    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.
    94 days
    458
    35

    Zillow last checked:

    Listing updated:

    Listed by:

    Janet L Jones 502-639-9223,

    RE/MAX Elite Lexington

    Source: Imagine MLS,MLS#: 26013758MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Description: 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 ClosetA® 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.
      • Level: First
      Bedroom 2
      • Description: 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.
      • Level: Second
      Bedroom 3
      • Description: This spacious bedroom offers a comfortable retreat, featuring natural light, generous closet space, and a warm, inviting atmosphere perfect for family or guests.
      • Level: Lower
      Bedroom 4
      • Description: This spacious bedroom offers a comfortable retreat, featuring natural light, closet space, and a warm, inviting atmosphere perfect for family or guests.
      • Level: Lower
      Bedroom 5
      • Description: This bedroom offers a comfortable retreat, featuring natural light, closet space, and a warm, inviting atmosphere perfect for family or guests.
      • Level: Lower
      Bathroom 1
      • Description: 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 ClosetA® system, creating the perfect blend of comfort, sophistication, and practicality.
      • Level: First
      Bathroom 3
      • Description: 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.
      • Level: Lower
      Bonus room
      • Description: 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.
      • Level: Second
      Dining room
      • Description: 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
      • Level: First
      Family room
      • Description: 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.
      • Level: First
      Foyer
      • Description: 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.
      • Level: First
      Great room
      • Description: 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.
      • Level: First
      Kitchen
      • Description: 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.
      • Level: First
      Kitchen
      • Description: 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.
      • Level: Lower
      Office
      • Description: 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
      • Level: Lower
      Other
      • Description: 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.
      • Level: First
      Other
      • Description: 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.
      • Level: First
      Other
      • Description: 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.
      • Level: Second
      Other
      • Description: 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.
      • Level: Lower
      Recreation room
      • Description: 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.
      • Level: Second
      Utility room
      • Description: 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.
      • Level: First
      Utility room
      • Description: walk-out basement door, washer, dryer, 2- water heaters, geothermal,
      • Level: Lower
      Heating
      • Geothermal, Heat Pump, Propane Tank Leased
      Cooling
      • Ceiling Fan(s), Electric, Geothermal
      Appliances
      • Included: Dryer, Dishwasher, Microwave, Refrigerator, Washer, Oven, Range, Self Cleaning Oven
      • Laundry: Electric Dryer Hookup, Main Level, Washer Hookup, Lower Level
      Features
      • Breakfast Bar, Entrance Foyer, Eat-in Kitchen, In-Law Floorplan, Walk-In Closet(s), Ceiling Fan(s), Soaking Tub
      • Flooring: Concrete, Hardwood, Tile, Vinyl
      • Doors: Storm Door(s)
      • Windows: Insulated Windows, Screens
      • Basement: Concrete,Exterior Entry,Finished,Full,Interior Entry,Sump Pump,Walk-Out Access,Walk-Up Access
      • Number of fireplaces: 2
      • Fireplace features: Family Room, Gas Log, Great Room, Propane
      Interior area
      • Total structure area: 7,142
      • Total interior livable area: 7,142 sqft
      • Finished area above ground: 5,340
      • Finished area below ground: 1,802
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached Garage, Driveway, Garage Door Opener, Garage Faces Side
      • Garage spaces: 3
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: Accessible Bedroom, Accessible Central Living Area, Accessible Closets, Accessible Common Area, Accessible Doors, Accessible Full Bath, Accessible Hallway(s), Accessible Kitchen
      Features
      • Levels: Three Or More
      • Exterior features: Fire Pit, Garden
      • Has private pool: Yes
      • Pool features: Above Ground
      • Fencing: Wood,Wire
      • Has view: Yes
      • View description: Trees/Woods, Farm
      Lot
      • Size: 48.5 Acres
      • Features: Landscaped, Secluded, Few Trees
      Details
      • Additional structures: Other
      • Parcel number: 131000000601000
      • Horses can be raised: Yes

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Dimensional Style,Shingle
      Condition
      • Year built: 2002

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Cable Available, Electricity Connected, Phone Available, Sewer Connected, Water Connected, Propane

      Community & HOA

      Community
      • Subdivision: Rural
      HOA
      • Has HOA: No
      Location
      • Region: Cynthiana

      Financial & listing details

      • Price per square foot: $224/sqft
      • Tax assessed value: $1,150,000
      • Annual tax amount: $12,064
      • Date on market: 6/27/2026

        Estimated market value

        $1,454,200

        $1.38M - $1.53M

        Not available

        Price history

        DateEventPrice
        8/13/2026Price change$1,599,000-5.9%$224/sqft
        Source: Imagine MLS #26013758 Report a problem
        6/27/2026Listed for sale$1,699,000+47.7%$238/sqft
        Source: Imagine MLS #26013758 Report a problem
        11/21/2024Sold$1,150,000-9.8%$161/sqft
        Source: Imagine MLS #24014704 Report a problem
        11/3/2024Pending sale$1,275,000$179/sqft
        Source: Imagine MLS #24014704 Report a problem
        8/28/2024Price change$1,275,000-3.8%$179/sqft
        Source: Imagine MLS #24014704 Report a problem
        8/26/2024Price change$1,325,000-1.1%$186/sqft
        Source: Imagine MLS #24014704 Report a problem
        8/20/2024Price change$1,340,000-0.7%$188/sqft
        Source: Imagine MLS #24014704 Report a problem
        8/5/2024Price change$1,350,000-3.6%$189/sqft
        Source: Imagine MLS #24014704 Report a problem
        7/16/2024Listed for sale$1,400,000$196/sqft
        Source: Imagine MLS #24014704 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$12,064 +134.8%$1,150,000 +136.1%
        2024$5,138 +4.2%$487,000 +4.3%
        2023$4,932 +0.8%$467,000
        2022$4,894 -0.1%$467,000
        2021$4,899 +6.1%$467,000
        2020$4,616 $467,000
        2019$4,616 +1.2%$467,000
        2018$4,560 $467,000
        2017-- $467,000 +26.8%
        2014-- $368,195
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 41031

        Getting around

        0 / 100
        Car-Dependent
        16 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Harrison Co
        • Middle: Harrison Co
        • High: Harrison Co

        Source: Imagine MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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