Imagine Your Home
  • Buy
  • Rent
  • Commercial
  • Find a REALTOR®
  • Our Association
    Price range
    $
    $
    Bedrooms
    Bathrooms
    Property type
    Square feet
    Lot size
    Heating
    Cooling
    Parking spots
    Garage
    Basement
    Year built
    Max HOA
    Tours
    View
    More amenities
    1 home
      1 home available
      865 Pretty Run Road, Winchester, KY 40391
      Closed Nov 21, 2025
      865 Pretty Run Road, Winchester, KY 40391
      $462,000
      3beds
      2bath
      2,727sqft
      1.56acres
      House for Sale

      865 Pretty Run Road, Winchester, KY 40391

      Listing by: Keller Williams Commonwealth
      1 - 1 of 1 results
      © 2025 Imagine MLS
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Equal opportunity
      Membio
      Imagine Your Home
      865 Pretty Run Road, Winchester, KY 40391
      Closed Nov 21, 2025
      $462,000
      3beds
      2full,half bath
      2,727sqft
      1.56acres

      865 Pretty Run Road, Winchester, KY 40391

      House for Sale by Shane T UnderwoodKeller Williams Commonwealth.

      Data checked -. Listing last updated 15 days ago.
      1. Overview
      2. Details
      3. More 

      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!

      Details
        Property type
      Residential
        Year built
      1989
        Heating
      Electric, Heat Pump
        Cooling
      Electric, Heat Pump
        Garage
      Yes (1.5 space)
        Parking spots
      -
      25015822
      MLS ID
      Closed
      Status
      Nov 21, 2025
      Closed
        Laundry features
      Electric Dryer Hookup, Main Level, Washer Hookup
        Flooring
      Hardwood, Laminate, Tile, Vinyl
        Fireplace
      Yes
        Architectural Style
      Ranch
        Basement
      Crawl Space
        View
      Rural, Trees/Woods, Farm
      Interior features
      Breakfast Bar, Entrance Foyer, Eat-in Kitchen, In-Law Floorplan, Primary Downstairs, Walk-In Closet(s), Ceiling Fan(s)
      Exterior features
      Lot features
      Appliances included
      Dishwasher, Refrigerator, Range
      Construction materials
      Stone, Vinyl Siding
      Monthly taxes
      -
      Yearly taxes
      -
      Community Features
      -
      School district
      Clark County - 7
      Schools
      Conkwright, Robert Campbell, GRC
      Senior community
      No
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Listing By:
      Shane T Underwood
      Shane T Underwood
      Terra Long
      Terra Long
      Shane T Underwood
      Shane T Underwood
      REALTOR® Salesperson, Keller Williams Commonwealth
       
       
      Terra Long
      Terra Long
      REALTOR® Salesperson, Keller Williams Commonwealth
       
       
      Location
      From I-64, take exit 96. Take Paris Rd. towards the Industrial Park. After about 4 miles, turn right onto Pretty Run Rd. Follow approximately 0.8 of a mile, and the property will be on your right, look for yard sign.
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      865 Pretty Run Road, Winchester, KY 40391, is a 3 bedroom, 2 bathroom, 2727 sqft. Single Family Residence built in 1989. This property is currently available for sale and was listed on Imagine Your Home on 9-24-2025. The MLS# for this Single Family Residence is MLS# 25015822.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Copyright ©2025