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For sale
  • $260,000

    59 Hillcrest Dr, Winchester, KY 40391

    4beds
    1,996sqft
    : 
    $1,680/mo
    Get pre-qualified
    Single Family Residence
    Built in 1966
    0.25 Acres Lot
    $253,300 Zestimate®
    $130/sqft
    $-- HOA

    What's special

    Full basementNew hvacLarge lotOriginal hardwood floorsExpansive yard space
    PRICED TO SELL | BRING AN OFFER! Highly Motivated Seller! 59 Hillcrest Dr, Winchester, KY 40391 3 Beds | 2 Baths | ~2,066 Total Sq Ft | Full Basement | Large Lot Attention buyers, DIYers, and investors: Don't miss this incredible value! The seller is highly motivated and ready to entertain offers, making this attractive ranch home priced to sell immediately with the oppurtunity to unlock instant equity! Key Highlights: Potential Mother-in-Law Suite: The fully finished, remodeled lower level includes a full bath, separate living area, dedicated laundry, its own entrance, and a non-conforming 4th bedroom (or ideal home office/hobby room)—offering the perfect layout for a mother-in-law suite, guest quarters, or independent living space. New HVAC! Original Hardwood Floors: Character and potential await! Classic original hardwood flooring runs through the main level, begging to be refinished to showcase its natural warmth and beauty. Expansive Yard Space: Enjoy outdoor freedom on a huge lot! Featuring a spacious, fully fenced back yard with endless possibilities for play, pets, or entertaining. Versatile Layout: Upstairs main-level living area combined with a versatile basement setup to suit any household's needs. Walk out basement provides seperate entrances to each level. Location & Value: Nestled in an established neighborhood in winchester, moments from GRC, and quick access to Lexington and Richmond! Opportunities with this much space, flexible living arrangements, and upside don't last long—bring all reasonable offers!
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    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Dylan Langdon 859-940-8552,

    The Agency

    Source: Imagine MLS,MLS#: 26020680MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Level: First
      Kitchen
      • Level: First
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Electric
      Appliances
      • Included: Dryer, Dishwasher, Microwave, Refrigerator, Washer, Cooktop, Oven
      • Laundry: Electric Dryer Hookup, Main Level, Washer Hookup
      Features
      • Flooring: Carpet, Hardwood, Tile
      • Windows: Blinds
      • Basement: Concrete,Finished,Full,Walk-Out Access
      • Has fireplace: No
      Interior area
      • Total structure area: 1,996
      • Total interior livable area: 1,996 sqft
      • Finished area above ground: 1,080
      • Finished area below ground: 916

      Property

      Parking
      • Total spaces: 1
      • Parking features: Attached Garage, Driveway
      • Garage spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Fencing: Chain Link,Privacy,Wood
      • Has view: Yes
      • View description: Rural, Trees/Woods, Neighborhood
      Lot
      • Size: 0.25 Acres
      • Features: Few Trees
      Details
      • Parcel number: 044300400700

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Brick Veneer
      • Foundation: Block
      • Roof: Composition
      Condition
      • Year built: 1966

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Electricity Connected, Natural Gas Connected, Water Connected

      Community & HOA

      Community
      • Subdivision: Lyndale
      HOA
      • Has HOA: No
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $130/sqft
      • Tax assessed value: $225,000
      • Annual tax amount: $2,250
      • Date on market: 8/2/2026

        Estimated market value

        $253,300

        $241,000 - $266,000

        $1,834/mo

        Price history

        DateEventPrice
        8/2/2026Listed for sale$260,000+4%$130/sqft
        Source: Imagine MLS #26020680 Report a problem
        3/12/2025Listing removed$249,900$125/sqft
        Source: Imagine MLS #24026270 Report a problem
        3/6/2025Price change$249,900-2%$125/sqft
        Source: Imagine MLS #24026270 Report a problem
        2/26/2025Price change$255,000-1.5%$128/sqft
        Source: Imagine MLS #24026270 Report a problem
        12/26/2024Listed for sale$259,000+15.1%$130/sqft
        Source: Imagine MLS #24026270 Report a problem
        12/20/2022Sold$225,000-2.2%$113/sqft
        Source: Imagine MLS #22024716 Report a problem
        11/21/2022Pending sale$230,000$115/sqft
        Source: Imagine MLS #22024716 Report a problem
        11/17/2022Price change$230,000-4%$115/sqft
        Source: Imagine MLS #22024716 Report a problem
        11/15/2022Price change$239,500-4.2%$120/sqft
        Source: Imagine MLS #22024716 Report a problem
        11/11/2022Listed for sale$250,000+131.5%$125/sqft
        Source: Imagine MLS #22024716 Report a problem
        11/30/2016Sold$108,000-6%$54/sqft
        Source: Imagine MLS #1615288 Report a problem
        11/4/2016Pending sale$114,900$58/sqft
        Source: Tom Goebel & Company #1615288 Report a problem
        9/30/2016Price change$114,900-3.4%$58/sqft
        Source: Tom Goebel & Company #1615288 Report a problem
        7/14/2016Listed for sale$119,000+49.1%$60/sqft
        Source: Tom Goebel & Company #1615288 Report a problem
        10/1/1994Sold$79,800$40/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$2,250 +85.7%$225,000
        2023$1,212 $225,000 +82.9%
        2022$1,212 +0.3%$123,000
        2021$1,208 -0.2%$123,000
        2020$1,211 -0.5%$123,000
        2019$1,217 +1.2%$123,000
        2018$1,202 +0.5%$123,000 +13.9%
        2017$1,195 $108,000 -13.2%
        2016$1,195 $124,400
        2015$1,195 +4.9%$124,400
        2013$1,140 $124,400
        2011-- $124,400
        2010-- $124,400
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 40391

        Getting around

        13 / 100
        Car-Dependent
        18 / 100
        Somewhat Bikeable

        Nearby schools

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