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Sold for $462,000 on 11/21/25
  • $462,000

    865 Pretty Run Rd, Winchester, KY 40391

    3beds
    2,727sqft
    Single Family Residence
    Built in 1989
    1.56 Acres Lot
    $463,400 Zestimate®
    $169/sqft
    $2,517 Estimated rent

    Home value

    $463,400

    Estimated sales range

    Not available

    $2,517/mo

    Zestimate® history
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    What's special

    Situated on 1.5 acres along a sought after country road, this one level home features a split bedroom layout with a primary suite that includes an en suite bath and walk in closet. The living room offers vaulted ceilings, hardwood floors, and a gas log fireplace, opening to a dining area and an eat in kitchen. A sunroom provides additional living space with skylights and views of the backyard. Through the breezeway, a large rec room offers plenty of space for entertaining, hobbies, or a play area with additional storage options up the stairs in the rec room. It also connects to the 1.5 car garage. Two additional bedrooms are ideal for family, guests, or office use. Outside, enjoy an inviting covered front porch with farm views, as well as peaceful farm views from the back. There is a Trex deck for relaxing or outdoor dining out back, plus a separate deck surrounding the above ground pool. A 10x28 storage shed adds convenience and additional storage. The sprawling 1.5 acres are flat, usable, and serene. Newer HVAC (2022). Experience country living just minutes from town, and make this charmer yours!

    Zillow last checked: 8 hours ago

    Listing updated: December 21, 2025 at 10:17pm

    Listed by:

    Shane T Underwood 859-699-2969,

    Keller Williams Commonwealth,

    Terra Long 859-707-7366,

    Keller Williams Commonwealth

    Bought with:

    Robert Bratton, 287315

    Bluegrass Sotheby's International Realty

    Source: Imagine MLS,MLS#: 25015822MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Primary bedroom
    • Level: First
    Bedroom 1
    • Level: First
    Bedroom 2
    • Level: First
    Bathroom 1
    • Description: Full Bath
    • Level: First
    Bathroom 2
    • Description: Full Bath
    • Level: First
    Dining room
    • Level: First
    Dining room
    • Level: First
    Kitchen
    • Level: First
    Living room
    • Level: First
    Living room
    • Level: First
    Other
    • Description: Sun room
    • Level: First
    Other
    • Description: Sun room
    • Level: First
    Recreation room
    • Level: First
    Recreation room
    • Level: First
    Utility room
    • Level: First
    Heating
    • Electric, Heat Pump
    Cooling
    • Electric, Heat Pump
    Appliances
    • Included: Dishwasher, Refrigerator, Range
    • Laundry: Electric Dryer Hookup, Main Level, Washer Hookup
    Features
    • Breakfast Bar, Entrance Foyer, Eat-in Kitchen, In-Law Floorplan, Master Downstairs, Walk-In Closet(s), Ceiling Fan(s)
    • Flooring: Hardwood, Laminate, Tile, Vinyl
    • Windows: Insulated Windows, Blinds, Screens
    • Basement: Crawl Space
    • Has fireplace: Yes
    • Fireplace features: Family Room, Gas Log
    Interior area
    • Total structure area: 2,727
    • Total interior livable area: 2,727 sqft
    • Finished area above ground: 2,727
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 1.5
    • Parking features: Detached Garage, Driveway, Off Street, Garage Faces Side
    • Garage spaces: 1.5
    • Has uncovered spaces: Yes
    Features
    • Levels: One
    • Has private pool: Yes
    • Pool features: Above Ground
    • Fencing: None
    • Has view: Yes
    • View description: Rural, Trees/Woods, Farm
    Lot
    • Size: 1.56 Acres
    Details
    • Additional structures: Guest House, Shed(s)
    • Parcel number: 061000001200

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Ranch
    • Property subtype: Single Family Residence
    Materials
    • Stone, Vinyl Siding
    • Foundation: Block
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 1989

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public

    Community & neighborhood

    Location
    • Region: Winchester
    • Subdivision: Rural

    Price history

    DateEventPrice
    11/21/2025Sold$462,000-2.1%$169/sqft
    Source: Imagine MLS #25015822 Report a problem
    11/20/2025Pending sale$472,000$173/sqft
    Source: Imagine MLS #25015822 Report a problem
    10/2/2025Contingent$472,000$173/sqft
    Source: Imagine MLS #25015822 Report a problem
    9/24/2025Listed for sale$472,000$173/sqft
    Source: Imagine MLS #25015822 Report a problem
    9/16/2025Contingent$472,000$173/sqft
    Source: Imagine MLS #25015822 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2022$1,757 +0.3%$218,900
    2021$1,752 -0.9%$218,900
    2020$1,768 -0.5%$218,900

    Find assessor info on the county website

    Neighborhood: 40391

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Conkwright
    • 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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