Skip main navigation
For sale
  • $525,000

    808 Bypass Rd, Winchester, KY 40391

    2beds
    5,054sqft
    : 
    Single Family Residence
    Built in ----
    0.42 Acres Lot
    $498,700 Zestimate®
    $104/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!
    135 days
    |
    135
    |
    1
    |

    Zillow last checked: 8 hours ago

    Listing updated: November 24, 2025 at 01:24pm

    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: $104/sqft
    • Date on market: 11/23/2025
    Get pre-qualifiedBe ready to make an offer.
    Connect with an agentGet info on this home, tour, and more.
    Calculate monthly paymentSee if you can afford this home.

    Estimated market value

    $498,700

    $474,000 - $524,000

    Not available

    Price history

    Price history
    DateEventPrice
    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
    $2,539/mo
    Principal & interest
    $2036
    Property taxes
    $319
    Home insurance
    $184

      Climate risks

      Neighborhood: 40391

      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.

      Similar homes

      Skip to the end of the carouselSkip to the beginning of the carousel
      • Loading
      • Loading