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For sale
  • $255,000

    26 Holiday Rd, Winchester, KY 40391

    3beds
    1,135sqft
    : 
    $1,734/mo
    Get pre-qualified
    Single Family Residence
    Built in 1970
    7,840 Square Feet Lot
    $248,600 Zestimate®
    $225/sqft
    $-- HOA

    What's special

    Newer roofFreshly cleaned carpetsEasy one-level livingManageable one-level layoutLow-maintenance floor plan
    Convenient, comfortable, and ready for its next owner! This 3-bedroom, 1-bath ranch home is located in the heart of Winchester and offers easy one-level living with a low-maintenance floor plan. Inside, you'll find comfortable living spaces with freshly cleaned carpets and a home that's ready to move into and make your own. A newer roof provides added peace of mind, while the fenced backyard offers plenty of space for pets, kids, entertaining, or simply enjoying the outdoors. One of the property's best features is the detached 2-car garage with electric, providing excellent space for parking, storage, a workshop, or hobbies. With its central Winchester location, fenced backyard, oversized garage space, and manageable one-level layout, 26 Holiday Road is a great opportunity for a first-time buyer, someone looking to downsize, or anyone searching for an affordable, low-maintenance home. Schedule your private showing today!
    17 days
    425
    35

    Zillow last checked:

    Listing updated:

    Listed by:

    Joshua Wood 859-749-6293,

    Freedom Realty & Property Management,

    Greg E Wood 859-744-3766,

    Freedom Realty & Property Management

    Source: Imagine MLS,MLS#: 26028523MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 1
      • Full bathrooms: 1
      Primary bedroom
      • Level: First
      Bedroom 1
      • Level: First
      Bedroom 2
      • Level: First
      Bathroom 1
      • Level: First
      Foyer
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Heating
      • Natural Gas
      Cooling
      • Electric
      Appliances
      • Included: Dishwasher, Microwave, Refrigerator, Range
      • Laundry: Electric Dryer Hookup, Main Level, Washer Hookup
      Features
      • Entrance Foyer, Eat-in Kitchen, Ceiling Fan(s)
      • Flooring: Carpet, Ceramic Tile
      • Has basement: No
      • Has fireplace: No
      Interior area
      • Total structure area: 1,135
      • Total interior livable area: 1,135 sqft
      • Finished area above ground: 1,135
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 2
      • Parking features: Detached Garage, Driveway, Off Street, Garage Faces Front, On Street
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Fencing: Chain Link
      Lot
      • Size: 7,840 Square Feet
      Details
      • Parcel number: 043300804600

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Slab
      • Roof: Dimensional Style,Shingle
      Condition
      • Year built: 1970

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Park, Tennis Court(s), Pool, Pickleball
      HOA
      • Has HOA: No
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $225/sqft
      • Tax assessed value: $177,000
      • Annual tax amount: $1,229
      • Date on market: 10/14/2026

        Estimated market value

        $248,600

        $236,000 - $261,000

        $1,168/mo

        Price history

        DateEventPrice
        10/14/2026Listed for sale$255,000+292.3%$225/sqft
        Source: Imagine MLS #26028523 Report a problem
        9/26/2002Sold$65,000-3%$57/sqft
        Source: Imagine MLS #208994 Report a problem
        6/21/2002Sold$67,000$59/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$1,229 +67.3%$177,000 +47.7%
        2024$735 -6%$119,800
        2023$781 $119,800
        2022$781 +0.3%$119,800
        2021$779 -1.7%$119,800
        2020$792 +574.1%$119,800
        2019$118 $119,800
        2018$118 -2.1%$119,800
        2017$120 -0.8%$119,800
        2016$121 $119,800
        2015$121 -1.1%$119,800 +43%
        2013$122 $83,800 -30.1%
        2011-- $119,800
        2010-- $119,800
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 40391

        Getting around

        24 / 100
        Car-Dependent
        24 / 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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