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    Winchester, KY Live-work Space for Sale

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    Brandenburg, KY Lexington, KY N Middletown, KY
    Mixed-Use Property on High-Traffic Bypass
    $500,000
    5,054 SF

    Mixed-Use Property on High-Traffic Bypass

    808 Bypass Road, Winchester, KY 40391

    Versatile commercial space with apartment near I-64.

    • High‑traffic, high‑visibility location on the bypass, less than half a mile from I‑64.
    • Mixed‑use property with commercial space and attached apartment with private entrance.
    • Commercial space includes a kitchen, service counter, dining/event space, and drive‑up window.
    • Unfinished space plumbed for a second one‑bedroom apartment, offering additional income potential.
    • On‑site parking and outdoor seating for customers.
    Updated: Apr 21
    View details
    Downtown Winchester Commercial Building For Sale
    $250,000
    4,300 SF

    Downtown Winchester Commercial Building For Sale

    18 N Main Street, Winchester, KY 40391

    Renovated commercial building with live/work space potential in Winchester, KY.

    • Prime downtown Winchester location across from luxury apartments and next to established businesses and restaurants.
    • Major renovation including new roof, storefront, electrical, plumbing, and HVAC on the main level.
    • Opportunity zone location with potential access to renovation grants.
    • Main level features retail space with original hardwood floors, exposed brick, shiplap walls, and tin ceilings.
    • Upstairs space offers potential for a live/work space or additional business with a separate entrance.
    Updated: Mar 12, 2025
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    Historic Building in Downtown Winchester
    $415,000
    3,538 SF

    Historic Building in Downtown Winchester

    Renovated commercial building with restaurant and apartment in Winchester.

    39 S Main Street, Winchester, KY 40391
    View details
    Based on your search, we've compiled 11 Potential Opportunities for your consideration. Besides 3 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities, plus 4 Land Listings that present a potential for development.

    Opportunities in Nearby Cities

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

    Berea Commercial Property For Sale
    $649,900
    1,560 SF

    Berea Commercial Property For Sale

    Versatile commercial property with income potential in Berea, Kentucky.

    1031 Highway 1016, Berea, KY 40403
    View details
    Versatile Commercial Building with Apartment
    $589,000
    3,575 SF

    Versatile Commercial Building with Apartment

    3,571 SF commercial building with apartment in high-visibility location.

    8107 Blue Lick Rd, Louisville, KY 40219
    View details
    Versatile Commercial Building with Apartment
    $549,900
    0.65 Acres

    Versatile Commercial Building with Apartment

    C-1 zoned commercial building with apartment in high-visibility location.

    8107 Blue Lick Road, Louisville, KY 40219
    View details
    Versatile Commercial Property in Berea, KY
    $389,000
    3,328 SF

    Versatile Commercial Property in Berea, KY

    Multi-use commercial property with live/work potential in Berea, KY.

    118 Lester St, Berea, KY 40403
    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Land in Jackson Center, OH
    $59,900
    0.27 Acres

    Land in Jackson Center, OH

    Commercial land suitable for business with residential potential in Jackson Center.

    406 E Pike Street, Jackson Center, OH 45334
    View details
    Construction-Ready Lot Near Downtown
    $450,000
    0.15 Acres

    Construction-Ready Lot Near Downtown

    Premier location near downtown Greenville, ideal for various development projects.

    15 Toy Street, Greenville, SC 29601
    View details
    Ellenwood Mixed-Use Development Opportunity
    $1,500,500
    2,136 SF

    Ellenwood Mixed-Use Development Opportunity

    2.5-acre mixed-use property near retail and medical district.

    468 Fairview Road, Ellenwood, GA 30294
    View details
    Development Opportunity Near Highway 42
    $57,000
    0.77 Acres

    Development Opportunity Near Highway 42

    0.77-acre RM-zoned parcel suitable for multifamily or institutional development.

    6661 Highway 42, Rex, GA 30273
    View details

    Winchester, KY Live-Work Space Investment Opportunities Market Analysis

    Explore 3 live-work space for sale in Winchester, KY, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 12,892 square feet of properties for sale, with an estimated market value of $1,165,000.

    Sale prices for live-work properties in Winchester, KY start at $250,000, averaging $388,333, and reaching up to $500,000 — 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

    Office Units 8
    Office buildings 4
    Medical Office Space 1

    Demographics Overview

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

    High-Yield Neighborhoods for Strategic Investment

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

    Neighborhood Average Price
    40391 $388.3K

    Taxes & Financing

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

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