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    Winchester, TN Commercial Real Estate for Sale

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    Estill Springs, TN Cowan, TN Tullahoma, TN
    6 listings
    Established Business & Real Estate
    $649,900
    6,250 SF
    Established Business & Real Estate

    918 South College Street, Winchester, TN 37398

    Operating small engine business with real estate for sale.
    • Established Small Engine & Outdoor Power Equipment business with 45+ years of operation and a loyal customer base.
    • Sale includes the business, real estate, and all shop tools/equipment necessary for continued operation.
    • Opportunity for additional income through repairs, tune‑ups, and maintenance services.
    • Strong local reputation within the Winchester, TN community.
    • Wide range of outdoor power equipment sales and service.
    Updated: Dec 24, 2025
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    Retail Space on 2 Acres
    $1,650,000
    10,640 SF
    Retail Space on 2 Acres

    1695 Rowe Gap Road, Winchester, TN 37398

    10,640 SF retail space on 2-acre lot for sale.
    • 10,640SF of Space
    • Situated on a 2‑Acre Lot
    • Built in 2023
    • Stable Demographics
    • Growing Demographics
    Updated: May 26
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    Winchester Retail Outparcels For Sale
    Contact for pricing
    Winchester Retail Outparcels For Sale

    Retail outparcels anchored by Food City in Winchester, Tennessee.

    2211 Cowan Highway, Winchester, TN 37398

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    Prime Location Near Town Square
    $249,900
    0.23 Acres
    Prime Location Near Town Square

    Turn-key barista business opportunity in high-traffic area.

    302 Dinah Shore Blvd, Winchester, TN 37398

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    Commercial Land on AEDC Road
    Contact for pricing
    Commercial Land on AEDC Road

    Commercial land available near AEDC Road in Winchester, Tennessee.

    1087 AEDC Rd, Winchester, TN 37398

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    Spacious Warehouse with Extra Lot
    Contact for pricing
    5,000 SF
    Spacious Warehouse with Extra Lot

    5000+ sq ft warehouse with loading dock and extra lot.

    819 S High St, Winchester, TN 37398

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    Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 6 Active listings in Winchester, TN, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 66 Off-Market properties to explore as potential leads

    Opportunities in Nearby Cities

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

    Commercial Lot in Downtown Monteagle
    $39,900
    0.29 Acres
    Commercial Lot in Downtown Monteagle

    0.29-acre commercial lot in the heart of Monteagle, Tennessee.

    233 Central Avenue S, Monteagle, TN 37356

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    Spacious Church Building For Sale
    $500,000
    2.00 Acres
    Spacious Church Building For Sale

    Versatile church with large sanctuary and multi-use rooms.

    965 Gourdneck NW Rd, Tullahoma, TN 37388

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    Versatile Property Near Interstate 24
    $397,711
    11,000 SF
    Versatile Property Near Interstate 24

    5 acres with 11,000 SF building near I-24.

    355 Wells Street, Monteagle, TN 37356

    View details
    Tullahoma Commercial Property For Sale
    $315,000
    1,728 SF
    Tullahoma Commercial Property For Sale

    Well-maintained commercial property with versatile C2 zoning in Tullahoma.

    105 West Decherd Street, Tullahoma, TN 37388

    View details

    Off-Market Properties in Winchester, TN

    Consider similar Off-Market properties in Winchester, TN. 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.

    112 1st SE Ave
    RETAIL STORES (PERSONAL SERVICES)
    5,104 SF Lot: 0.07 Acres
    Estimated value
    $750,000

    112 1st SE Ave, Winchester, TN 37398-1561

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    1061 Dinah Shr Blvd
    RETAIL STORES (PERSONAL SERVICES)
    1,330 SF Lot: 0.07 Acres
    Value Estimation by Request

    1061 Dinah Shr Blvd, Winchester, TN 37398-1103

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    Dinah Shr Blvd
    VACANT COMMERCIAL LAND
    Lot: 0.42 Acres
    Estimated value
    $575,000

    Dinah Shr Blvd, Winchester, TN 37398

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    1136 Dinah Shr Blvd
    OFFICE (GENERAL)
    576 SF Lot: 0.34 Acres
    Value Estimation by Request

    1136 Dinah Shr Blvd, Winchester, TN 37398-1106

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    121 Jefferson St
    RETAIL STORES (PERSONAL SERVICES)
    4,600 SF Lot: 0.10 Acres
    Value Estimation by Request

    121 Jefferson St, Winchester, TN 37398-1443

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    109 1st SW Ave
    OFFICE (GENERAL)
    1,463 SF Lot: 0.10 Acres
    Value Estimation by Request

    109 1st SW Ave, Winchester, TN 37398-1727

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    115 2nd NW Ave
    RETAIL STORES (PERSONAL SERVICES)
    3,280 SF Lot: 0.07 Acres
    Value Estimation by Request

    115 2nd NW Ave, Winchester, TN 37398-1655

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    1804 Galloway Ln
    RETAIL STORES (PERSONAL SERVICES)
    3,156 SF Lot: 17.30 Acres
    Estimated value
    $1,600,000

    1804 Galloway Ln, Winchester, TN 37398-4019

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    2 Jefferson St
    RETAIL STORES (PERSONAL SERVICES)
    4,578 SF Lot: 0.05 Acres
    Value Estimation by Request

    2 Jefferson St, Winchester, TN 37398-1583

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    10 Jefferson St
    RETAIL STORES (PERSONAL SERVICES)
    3,250 SF Lot: 0.04 Acres
    Value Estimation by Request

    10 Jefferson St, Winchester, TN 37398-1583

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    2505 Decherd Blvd
    COMMERCIAL (GENERAL)
    4,700 SF Lot: 0.50 Acres
    Estimated value
    $1,175,000

    2505 Decherd Blvd, Winchester, TN 37398-1137

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    St NW Ave
    VACANT COMMERCIAL LAND
    Lot: 0.05 Acres
    Value Estimation by Request

    St NW Ave, Winchester, TN 37398

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    Decherd Blvd
    DRIVE-THRU RESTAURANT, FAST FOOD
    4,924 SF Lot: 1.74 Acres
    Estimated value
    $1,220,000

    Decherd Blvd, Winchester, TN 37398

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    108 1st SE Ave
    RETAIL STORES (PERSONAL SERVICES)
    4,628 SF Lot: 0.06 Acres
    Value Estimation by Request

    108 1st SE Ave, Winchester, TN 37398-1561

    View details
    110 1st SE Ave
    RETAIL STORES (PERSONAL SERVICES)
    12,249 SF Lot: 0.09 Acres
    Value Estimation by Request

    110 1st SE Ave, Winchester, TN 37398-1561

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    906 Dinah Shr Blvd
    RETAIL STORES (PERSONAL SERVICES)
    18,672 SF Lot: 0.90 Acres
    Value Estimation by Request

    906 Dinah Shr Blvd, Winchester, TN 37398-1102

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    106 High St
    RETAIL STORES (PERSONAL SERVICES)
    1,000 SF Lot: 0.01 Acres
    Value Estimation by Request

    106 High St, Winchester, TN 37398-1667

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    156 1st NW Ave
    RETAIL STORES (PERSONAL SERVICES)
    3,874 SF Lot: 0.04 Acres
    Value Estimation by Request

    156 1st NW Ave, Winchester, TN 37398-1644

    View details

    Winchester, TN Commercial Real Estate Investment Opportunities Market Analysis

    Explore 72 commercial real estate for sale in Winchester, TN, showcased through 6 active listings on our real estate platform. These investment opportunities span a total of 16,986 square feet of properties for sale, with an estimated market value of $2,549,800.

    Sale prices for business properties in Winchester, TN start at $249,900, averaging $849,933, and reaching up to $1,650,000 — 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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    Demographics Overview

    Population 16K
    Population Growth (5Y) +7.6%
    Median Household Income $63,542
    College Educated 34.3%

    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
    37398 $849.9K

    Taxes & Financing

    Tax Rate (average for all types) 2.39%
    Property Tax per SF $44.66 per SF
    Average Loan-to-Value 65.0%

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