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For sale
  • Price cut: $10K (3/6)
    $515,000

    808 Bypass Rd, Winchester, KY 40391

    2beds
    5,054sqft
    : 
    Single Family Residence
    Built in ----
    0.42 Acres Lot
    $502,000 Zestimate®
    $102/sqft
    $-- HOA

    What's special

    Street frontageKitchen areaHigh-visibility locationDrive up windowOutdoor dining areaDining or event spaceOn-site parking
    Unique Mixed-Use Opportunity! This versatile property offers prime potential for a restaurant, café, or retail space in a high-visibility location. The commercial space is turn key for a culinary venture or boutique business. Attached is a separate rental unit with private entrance, offering additional income or an ideal live/work setup. Additional space available for potential 2nd Apartment. Features include kitchen area, cafe, dining or event space, drive up window, on-site parking, street frontage and outdoor dining area. Whether you're an entrepreneur, investor, or looking to expand, this property blends business potential with residential income and is less than 1/2 mile from 64S. Don't miss this rare opportunity! Call for a private showing!
    233 days
    |
    310
    |
    6
    |

    Zillow last checked: 7 hours ago

    Listing updated: March 06, 2026 at 01:44pm

    Listed by:

    Diana C Brooker 502-316-5233,

    Lifstyl Real Estate,

    Thomas Brooker 502-642-3041,

    Lifstyl Real Estate

    Source: Imagine MLS,MLS#: 25015851MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      Bedroom 1
      • Level: Second
      Bedroom 2
      • Level: Second
      Bathroom 1
      • Description: Full Bath
      • Level: Second
      Bathroom 2
      • Description: Half Bath
      • Level: First
      Heating
      • Electric
      Cooling
      • Electric
      Features
      • Flooring: Concrete
      • Has basement: No
      Interior area
      • Total structure area: 5,054
      • Total interior livable area: 5,054 sqft
      • Finished area above ground: 5,054
      • Finished area below ground: 0

      Property

      Features
      • Levels: Two
      • Has view: Yes
      • View description: Other
      Lot
      • Size: 0.42 Acres
      Details
      • Parcel number: 042200503900

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Other
      • Roof: Metal

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Subdivision: Downtown
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $102/sqft
      • Date on market: 11/23/2025
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        Estimated market value

        $502,000

        $477,000 - $527,000

        $1,302/mo

        Price history

        Price history
        DateEventPrice
        3/6/2026Price change$515,000-1.9%$102/sqft
        Source: Imagine MLS #25015851 Report a problem
        11/23/2025Listed for sale$525,000$104/sqft
        Source: Imagine MLS #25015851 Report a problem
        10/30/2025Pending sale$525,000$104/sqft
        Source: Imagine MLS #25015851 Report a problem
        9/6/2025Price change$525,000-8.7%$104/sqft
        Source: Imagine MLS #25015851 Report a problem
        7/28/2025Listed for sale$575,000$114/sqft
        Source: Imagine MLS #25015851 Report a problem

        Public tax history

        Public tax history
        Tax history is unavailable.

        BuyAbility℠ payment

        Est. payment
        $2,854/mo
        Principal & interest
        $2541
        Property taxes
        $313
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          Climate risks

          Neighborhood: 40391

          Getting around

          70 / 100
          Very Walkable
          37 / 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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