Winchester, KY
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    Winchester, KY Quadplexes for Sale

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    Brandenburg, KY Paris, KY Lexington, KY
    Leased Fourplex Across From Park
    $400,000
    4,687 SF
    Leased Fourplex Across From Park

    23 Wheeler Avenue, Winchester, KY 40391

    Fully leased fourplex with long-term tenants near a park.
    • Fully leased fourplex providing immediate rental income.
    • Gross monthly rents of $3110.
    • Tenants pay their own utilities.
    • Located across from a park.
    • Multiple long‑term tenants.
    Updated: May 22
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    Updated Quadplex in Downtown Winchester
    $479,000
    5,058 SF
    Updated Quadplex in Downtown Winchester

    265 S Highland Street, Winchester, KY 40391

    Turn-key quadplex with strong rental potential near downtown amenities.
    • Turn‑key quadplex, updated throughout and ready for tenants.
    • Strong rental potential in downtown Winchester location close to amenities.
    • Each unit has 2 bedrooms, 1 bathroom, full kitchen, and private laundry.
    • Utilities are separately metered for each unit.
    • Total of 8 bedrooms and 4 bathrooms within 5058 sq ft.
    Updated: Mar 12
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    Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Turn-Key Lexington Fourplex Investment
    $650,000
    3,585 SF
    Turn-Key Lexington Fourplex Investment

    Fully leased fourplex in Lexington's thriving Jefferson Corridor.

    509 W 3rd Street, Lexington, KY 40508

    View details
    Ashland Park Fourplex Investment Opportunity
    $799,000
    3,740 SF
    Ashland Park Fourplex Investment Opportunity

    Stately brick fourplex near Downtown, Chevy Chase, and UK.

    122 S Hanover Avenue, Lexington, KY 40502

    View details
    Updated Quadruplex with Strong Occupancy
    $329,000
    3,416 SF
    Updated Quadruplex with Strong Occupancy

    Turnkey investment property with updated units and income potential.

    118 Salter Road, Berea, KY 40403

    View details
    Berea Quadplex Investment Opportunity
    $329,000
    3,294 SF
    Berea Quadplex Investment Opportunity

    Well-maintained quadplex with income potential in Berea, Kentucky.

    116 Salter Road, Berea, KY 40403

    View details

    Winchester, KY Quadplexes Investment Opportunities Market Analysis

    Explore 2 quadplexes for sale in Winchester, KY on our real estate platform. These investment opportunities span a total of 9,745 square feet of properties for sale, with an estimated market value of $879,000.

    Sale prices for four-unit buildings in Winchester, KY start at $400,000, averaging $439,500, and reaching up to $479,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Apartment buildings 2
    Quadplexes 2
    Triplexes 2
    Duplexes 1

    Demographics Overview

    Population 37K
    Population Growth (5Y) +3.5%
    Median Household Income $67,910
    College Educated 15.1%

    High-Yield Neighborhoods for Investment

    Identify Winchester submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    40391 $439.5K

    Taxes & Financing

    Tax Rate (average for all types) 0.91%
    Property Tax per SF $10.57 per SF
    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Clark County

    New Delisted

    Total CRE Inventory on Market (SF)

    Average Property Price per SF

    For-sale pricing trends across core commercial property types in Clark County

    Retail

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