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For sale
    • Price cut: $100K (1/7)
    $1,789,000

    3166 Colby Rd, Winchester, KY 40391

    3beds
    4,518sqft
    : 
    Single Family Residence
    Built in 1919
    32.87 Acres Lot
    $1,612,400 Zestimate®
    $396/sqft
    $-- HOA

    What's special

    Tack roomStately historical homeNewly lined in-ground poolTimeless characterHot tubStunning mountain viewsVery private estate
    PRICE REDUCED and sellers are offering a 25,000 allowance at closing to spend as you wish!! Welcome to this beautiful 33± acre estate, offering the perfect blend of country charm, modern comfort, and endless opportunity. The stately historical home, built in 1919, retains timeless character and can be registered with the Historical Home Society. Enjoy stunning mountain views — located at one of the highest points in Clark County, where you can see the dormitories at EKU in Richmond and the mountains near Berea, KY. Relax by the newly lined in-ground pool with a new cover, and unwind in the hot tub while taking in the beautiful sunrise and sunset views — perfect for family gatherings or quiet evenings under the stars. The property features a two-level barn with horse stalls, a tack room, and a spacious open arena — ideal for equestrian enthusiasts. The upper level of the barn provides versatile space for auto storage or a workshop, while the fenced pastures and horse ring make it ready for boarding or training horses. This property also includes a pond, adding to the tranquil landscape, and 2 gated driveways with a security system for peace of mind. The land features mature trees, including fig, pear, and apple. This is the first property on Colby Road out of Winchester with agricultural zoning, a very private estate, and the first time in 39 years this remarkable property has been on the market. Conveniently located just one mile to Kroger, Lowe's, and Walmart, and approximately 20 min. from Man O War via Todds Rd. Lexington. This property offers both peaceful seclusion and easy access to amenities. With potential for income from horse boarding and a rental home on the property, this farm offers not only beauty and serenity but also opportunity. It's truly a place to raise a family, connect with nature, and enjoy Kentucky living at its best.
    134 days
    |
    2,548
    |
    154
    |

    Zillow last checked: 7 hours ago

    Listing updated: February 04, 2026 at 02:56pm

    Listed by:

    Alyssa M Boley 859-771-8488,

    Coldwell Banker McMahan

    Source: Imagine MLS,MLS#: 25505174MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Second
      Bedroom 1
      • Level: Second
      Bedroom 2
      • Level: Second
      Bathroom 1
      • Level: Second
      Bathroom 2
      • Level: Second
      Bathroom 3
      • Level: First
      Den
      • Level: First
      Dining room
      • Level: First
      Family room
      • Level: First
      Great room
      • Level: Third
      Kitchen
      • Level: First
      Living room
      • Level: First
      Utility room
      • Level: First
      Heating
      • Baseboard, Electric, Forced Air, Heat Pump, Hot Water, Natural Gas, Wood Stove, Radiant
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Gas Range, Microwave, Refrigerator
      • Laundry: Electric Dryer Hookup, Washer Hookup
      Features
      • Eat-in Kitchen, Wet Bar, Ceiling Fan(s), Soaking Tub
      • Flooring: Concrete, Ceramic Tile, Hardwood, Marble, Tile, Wood
      • Windows: Insulated Windows, Storm Window(s), Blinds, Screens
      • Basement: Crawl Space,Interior Entry,Unfinished,Walk-Out Access
      • Number of fireplaces: 8
      • Fireplace features: Dining Room, Free Standing, Gas Log, Insert, Living Room, Master Bedroom, Wood Burning
      Interior area
      • Total structure area: 4,518
      • Total interior livable area: 4,518 sqft
      • Finished area above ground: 4,518
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 14
      • Parking features: Detached Garage, Driveway, Off Street, Garage Faces Front, Garage Faces Rear
      • Garage spaces: 14
      • Has uncovered spaces: Yes
      Features
      • Has private pool: Yes
      • Pool features: In Ground
      • Fencing: Wood,Stone,Wire
      • Has view: Yes
      • View description: Farm
      Lot
      • Size: 32.87 Acres
      • Features: Landscaped, Many Trees
      Details
      • Additional structures: Barn(s), Guest House, Workshop, Stable(s), RV/Boat Storage
      • Parcel number: 03300001400
      • Horses can be raised: Yes

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Brick Veneer, Stone, Solid Masonry
      • Foundation: Stone
      • Roof: Shingle
      Condition
      • Year built: 1919

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Electricity Available, Natural Gas Available, Phone Available, Sewer Not Available, Water Available

      Community & HOA

      Community
      • Features: Park, Tennis Court(s), Pool, Pickleball
      • Security: Security System Owned
      • Subdivision: Rural
      HOA
      • Has HOA: No
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $396/sqft
      • Tax assessed value: $930,400
      • Annual tax amount: $4,367
      • Date on market: 11/14/2025
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        Estimated market value

        $1,612,400

        $1.53M - $1.69M

        $3,149/mo

        Price history

        Price history
        DateEventPrice
        1/7/2026Price change$1,789,000-5.3%$396/sqft
        Source: Imagine MLS #25505174 Report a problem
        11/14/2025Listed for sale$1,889,000$418/sqft
        Source: Imagine MLS #25505174 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2023$4,367 $450,400 +1.6%
        2022$4,367 +7.2%$443,300 +6.9%
        2021$4,072 -0.2%$414,500
        2020$4,080 -0.5%$414,500
        2019$4,100 +1.2%$414,500
        2018$4,050 +1.7%$414,500
        2017$3,983 $414,500
        2016$3,983 $414,500
        2015$3,983 +4.9%$414,500
        2013$3,797 $414,500 -39.6%
        2011-- $686,800
        2010-- $686,800

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $10,314/mo
        Principal & interest
        $9226
        Property taxes
        $1088
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          Climate risks

          Neighborhood: 40391

          Getting around

          2 / 100
          Car-Dependent
          16 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Strode Station
          • Middle: Robert Campbell
          • High: GRC

          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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