Winchester, TN
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    Winchester, TN Retail Properties & Spaces for Sale

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    Estill Springs, TN Cowan, TN Tullahoma, TN
    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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    Based on your search, we've compiled 80 Potential Opportunities for your consideration. Besides 3 Active listings in Winchester, TN, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 69 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.

    Commercial Property with Garage
    $250,000
    2,000 SF
    Commercial Property with Garage

    0.45-acre commercial property with 2000 sq. ft. garage.

    914 Lincoln St, Manchester, TN 37355

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    Established Lumber Supply Company For Sale
    $4,000,000
    15,508 SF
    Established Lumber Supply Company For Sale

    Thriving lumber supply business with real estate, inventory, and equipment.

    1100 Winchester Highway, Fayetteville, TN 37334

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    Retail Space For Sale
    $4,306,615
    2,666 SF
    Retail Space For Sale

    Retail space available, offering a 5.20% CAP rate.

    2314 Hillsboro Blvd, Manchester, TN 37355

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    Established Commercial Property in Medical District
    $625,000
    4,374 SF
    Established Commercial Property in Medical District

    Three-unit office/retail property in high-traffic medical district.

    2300 Thornton Taylor Pkwy, Fayetteville, TN 37334

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    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 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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    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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    Prime Commercial Land I-24 Exit
    $259,900
    1.00 Acre
    Prime Commercial Land I-24 Exit

    Exceptional 1-acre commercial land opportunity off I-24 Exit 114.

    155 Expressway Dr, Manchester, TN 37355

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    Prime Commercial Lot in Manchester
    $324,900
    1.20 Acres
    Prime Commercial Lot in Manchester

    1.2 acre commercial lot with high visibility near I-24.

    0 Expressway Dr, Manchester, TN 37355

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    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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    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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    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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    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

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    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

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    1239 Dinah Shr Blvd
    AUTO REPAIR, GARAGE
    1,566 SF Lot: 0.37 Acres
    Value Estimation by Request

    1239 Dinah Shr Blvd, Winchester, TN 37398-1135

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    122 1st NW Ave
    RETAIL STORES (PERSONAL SERVICES)
    2,058 SF Lot: 0.04 Acres
    Value Estimation by Request

    122 1st NW Ave, Winchester, TN 37398-1644

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    1115 Dinah Shr Blvd
    RETAIL STORES (PERSONAL SERVICES)
    6,140 SF Lot: 0.27 Acres
    Value Estimation by Request

    1115 Dinah Shr Blvd, Winchester, TN 37398-1170

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    1051 Dinah Shr Blvd
    RETAIL STORES (PERSONAL SERVICES)
    2,966 SF Lot: 0.13 Acres
    Value Estimation by Request

    1051 Dinah Shr Blvd, Winchester, TN 37398-1103

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    114 1st NW Ave
    RETAIL STORES (PERSONAL SERVICES)
    5,535 SF Lot: 0.06 Acres
    Estimated value
    $680,000

    114 1st NW Ave, Winchester, TN 37398-1644

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    1695 Rowe Gap Rd
    RETAIL STORES (PERSONAL SERVICES)
    10,768 SF Lot: 2.00 Acres
    Estimated value
    $1,516,350,000

    1695 Rowe Gap Rd, Winchester, TN 37398-2552

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    513 Jefferson St
    RETAIL STORES (PERSONAL SERVICES)
    4,048 SF Lot: 0.60 Acres
    Value Estimation by Request

    513 Jefferson St, Winchester, TN 37398-2123

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    734 Dinah Shr Blvd
    RETAIL STORES (PERSONAL SERVICES)
    2,280 SF Lot: 1.00 Acres
    Estimated value
    $1,080,000

    734 Dinah Shr Blvd, Winchester, TN 37398-1425

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    Winchester, TN Retail Properties & Spaces Investment Opportunities Market Analysis

    Explore 72 retail properties & spaces for sale in Winchester, TN, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 16,890 square feet of properties for sale, with an estimated market value of $2,299,900.

    Sale prices for stores in Winchester, TN start at $649,900, averaging $1,149,950, 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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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Shopping centers 4
    Grocery and convenience stores 1

    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 $1.1M

    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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