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    Winchester, KY Office Spaces for Sale

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    Brandenburg, KY Lexington, KY N Middletown, KY
    10 results
    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
    Mixed-Use Building in Winchester, KY
    $750,000
    6,110 SF
    Mixed-Use Building in Winchester, KY

    218 S Maple Street, Winchester, KY 40391

    Two-story building with office, apartments, and ample parking.
    • Two‑story building suitable for commercial and residential use.
    • Main floor configured as a 'ready to go' office space.
    • Two large apartments on the second floor with separate outside entry.
    • Detached 3‑bay garage and large asphalt parking lot (25+ vehicles).
    • Zoned heating and cooling with heat pump system.
    Updated: Mar 2
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    Mixed-Use Property with Residential Income
    $515,000
    1,440 SF
    Mixed-Use Property with Residential Income

    Versatile commercial space with separate income-producing residential home.

    35-37 Hays Street, Winchester, KY 40391

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    Downtown Winchester Commercial Building For Sale
    $250,000
    4,300 SF
    Downtown Winchester Commercial Building For Sale

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

    18 N Main Street, Winchester, KY 40391

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    Freestanding Office Building For Sale
    $750,000
    16,857 SF
    Freestanding Office Building For Sale

    Single-story office building on 10 acres near Winchester Road.

    321 Venable Road, Winchester, KY 40391

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    Winchester Multifamily and Office Investment
    $1,575,000
    26,124 SF
    Winchester Multifamily and Office Investment

    Historical landmark with 18 apartments and 2 offices.

    2 N Main Street, Winchester, KY 40391

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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

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    Prime Land on Bypass Road
    $775,000
    2.60 Acres
    Prime Land on Bypass Road

    Land for retail, office, storage, and mixed-use development.

    529 Bullion Boulevard 3B, Winchester, KY 40391

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    Winchester Land Near Bypass Road
    $575,000
    2.60 Acres
    Winchester Land Near Bypass Road

    Land available in Winchester, Kentucky, near retail centers.

    529 Bullion Boulevard, Winchester, KY 40391

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    Winchester Land for Sale
    $775,000
    1.00 Acre
    Winchester Land for Sale

    Land for sale in Winchester, Kentucky, near major retailers.

    529 Bullion Blvd, Winchester, KY 40391

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    Based on your search, we've compiled 21 Potential Opportunities for your consideration. Besides 10 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 3 Off-Market properties to explore as potential leads, 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.

    Versatile Mixed-Use Commercial Property
    $362,000
    4,500 SF
    Versatile Mixed-Use Commercial Property

    4,500+ sq ft property suitable for warehouse, retail, or office.

    201 Main Street, N Middletown, KY 40357

    View details
    Hamburg Pavilion Office Suites
    Contact for pricing
    2,549 SF
    Hamburg Pavilion Office Suites

    Two office suites in a premier shopping and business destination.

    2452 Sir Barton Way, Lexington, KY 40509

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    Established Office Suite For Sale
    $189,000
    1,000 SF
    Established Office Suite For Sale

    1,000 SF office suite in Lexington, KY for sale.

    1795 Alysheba Way, Lexington, KY 40509

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    Class A Office Condo
    Contact for pricing
    Class A Office Condo

    Turn-key office condo in Lexington's Hamburg area.

    2704 Old Rosebud Rd, Lexington, KY 40509

    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.

    Commercial Land in Prime Location
    $105,000
    1.59 Acres
    Commercial Land in Prime Location

    1.5 acre commercial lot with high exposure and bypass access.

    1 Tighlman Way, Mt Sterling, KY 40353

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    Commercial Land in Mt Sterling
    $105,000
    1.59 Acres
    Commercial Land in Mt Sterling

    1.5 acre commercial lot with high exposure and bypass access.

    1 Tighlman Way, Mt Sterling, KY 40353

    View details
    Versatile Commercial Building with Large Lot
    $254,000
    3,000 SF
    Versatile Commercial Building with Large Lot

    3000+/- sq ft building on 1.5 acre lot.

    125 S Queen. Street, Mt Sterling, KY 40353

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    Richmond, KY Out Parcel Land
    $1,400,000
    1.71 Acres
    Richmond, KY Out Parcel Land

    1.71 acre outparcel ideal for retail, restaurant, or office.

    2072 Merchant Drive, Richmond, KY 40475

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    Off-Market Properties in Winchester, KY

    Consider similar Off-Market properties in Winchester, KY. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    10 Court St

    10 Court St

    Office Units • 1,800 SF
    Value Estimation by Request
    10 Court St, Winchester, KY 40391
    View details
    1129 Lexington Ave

    1129 Lexington Ave

    OFFICE BUILDING • 2,310 SF
    Value Estimation by Request
    1129 Lexington Ave, Winchester, KY 40391-1134
    View details
    175 Hospital Dr

    175 Hospital Dr

    PROFESSIONAL BUILDING • 45,000 SF
    Value Estimation by Request
    175 Hospital Dr, Winchester, KY 40391-9591
    View details

    Winchester, KY Office Spaces Investment Opportunities Market Analysis

    Explore 13 office spaces for sale in Winchester, KY, showcased through 10 active listings on our real estate platform. These investment opportunities span a total of 63,423 square feet of properties for sale, with an estimated market value of $4,755,000.

    Sale prices for office spaces in Winchester, KY start at $250,000, averaging $679,285, and reaching up to $1,575,000 — 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 9
    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 $660.4K

    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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