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    Winchester, KY Single Family Properties for Sale

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    Brandenburg, KY Paris, KY Richmond, KY
    Single-Family Residence with 10-Foot Ceilings
    $339,900
    4,456 SF
    Single-Family Residence with 10-Foot Ceilings

    410 W Lexington Avenue, Winchester, KY 40391

    Spacious Winchester home offers 5 bedrooms, 4 baths, and flexible interior space for living or income use.
    • Built in 1945 with vinyl siding and a shingle roof
    • 5 bedrooms and 4 bathrooms
    • 10‑foot ceilings
    • Forced air heating with natural gas
    • Electric cooling
    Updated: Jun 17
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    Spacious Investment Property in Winchester
    $209,000
    2,683 SF
    Spacious Investment Property in Winchester

    217 S Highland Street, Winchester, KY 40391

    Updated investment property with large living spaces and endless possibilities.
    • Heating: natural gas
    • Year built: 1930
    • Roof type: shingle
    • Utilities: cable available
    • Parking: offsite
    Updated: Dec 9, 2025
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    Turnkey Waterfront Restaurant with Apartment
    $531,000
    5,012 SF
    Turnkey Waterfront Restaurant with Apartment

    Renovated restaurant with indoor-outdoor dining and spacious upstairs apartment.

    220 Athens Boonsboro Road, Winchester, KY 40391

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    Based on your search, we've compiled 7 Potential Opportunities for your consideration. Besides 3 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.

    Multi-Family Residential Property
    $389,900
    2,146 SF
    Multi-Family Residential Property

    For sale multi-family residence in Richmond, Kentucky, offering an income-oriented housing option on a small lot.

    245-D Sunset Avenue, Richmond, KY 40475

    View details
    Lexington Investment Property For Sale
    $117,000
    3,780 SF
    Lexington Investment Property For Sale

    Turnkey investment opportunity with immediate cash flow in Lexington.

    415 Chestnut Street, Lexington, KY 40508

    View details
    Richmond, KY Multi-Use Investment
    $450,000
    4,406 SF
    Richmond, KY Multi-Use Investment

    Multi-use property in Richmond, KY with income potential.

    301 Steep Street, Richmond, KY 40475

    View details
    Lexington Multi-Family Investment Opportunity
    $179,900
    2,100 SF
    Lexington Multi-Family Investment Opportunity

    Turnkey investment property generating $1,500 monthly rental income.

    1346 Ohio Terrace, Lexington, KY 40508

    View details

    Winchester, KY Single Family Properties Market Trends and Statistics

    Explore 3 single family properties for sale in Winchester, KY, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 12,151 square feet of properties for sale, with an estimated market value of $1,079,900.

    Sale prices for single family properties in Winchester, KY start at $209,000, averaging $359,966, and reaching up to $531,000 — 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

    Multifamily properties 7
    Single family properties 3
    Apartment buildings 2
    Quadplexes 2
    Triplexes 2

    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 $385K

    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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