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Winchester, KY Retail Properties for Sale

17 results
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Turnkey Bar and Restaurant
$389,000
1,536 SF

Turnkey Bar and Restaurant

137 East Broadway St, Winchester, KY 40391

Established bar and restaurant with equipment included in historic Winchester.

  • Turn‑key ready business with all equipment and inventory included.
  • Rare Kentucky liquor license allowing mixed drinks and open liquor sales.
  • Well‑established clientele base.
  • Recently replaced HVAC unit, walk‑in compressors, and cooler.
  • Prime location in historic downtown Winchester.
Updated: Feb 19
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Mixed-Use Property with Residential Income
$515,000
1,440 SF

Mixed-Use Property with Residential Income

35-37 Hays St, Winchester, KY 40391

Versatile commercial space with separate income-producing residential home.

  • Income‑producing 3‑bedroom residential home leased through 2027 provides immediate revenue.
  • Versatile 3,000+ sq ft commercial building suitable for various business types (cafe, retail, office, etc.).
  • Commercial building includes a full kitchen and laundry area.
  • Mixed‑use property offers both business and residential opportunities.
  • Strong visibility and established neighborhood presence.
Updated: Feb 11
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Turnkey Waterfront Restaurant For Sale
$531,000
5,012 SF

Turnkey Waterfront Restaurant For Sale

Renovated restaurant with indoor-outdoor dining and upstairs apartment.

220 Athens Boonsboro Rd, Winchester, KY 40391
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Winchester Commercial Property For Sale
$300,000
1,675 SF

Winchester Commercial Property For Sale

Commercial property with metal/pole barn near I-64 exit 96.

1045 Early Dr, Winchester, KY 40391
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Renovated Commercial Building, Winchester, KY
$299,999
2,310 SF

Renovated Commercial Building, Winchester, KY

Recently renovated commercial building with parking in downtown Winchester, KY.

16 N Main St, Winchester, KY 40391
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Winchester Commercial Units For Sale
$245,000
2,808 SF

Winchester Commercial Units For Sale

Two commercial units in Winchester, Kentucky, ideal for business or investment.

103 3Rd St, Winchester, KY 40391
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Freestanding Retail Building on Bypass
Pending
$614,900
2,906 SF

Freestanding Retail Building on Bypass

Highly visible retail building in a busy commercial corridor.

838 Bypass Rd, Winchester, KY 40391
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Profitable Car Wash and Oil Change
$780,000
3,080 SF

Profitable Car Wash and Oil Change

Established car wash and oil change business for sale in Winchester.

126 Shoppers Dr, Winchester, KY 40391
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Versatile Commercial Building in Winchester
$249,000
4,180 SF

Versatile Commercial Building in Winchester

4,180 SF building suitable for automotive, warehouse, or retail.

300 W Broadway St, Winchester, KY 40391
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Renovated Mixed-Use Building, Winchester, KY
$299,000
3,132 SF

Renovated Mixed-Use Building, Winchester, KY

Renovated mixed-use building with storefront, apartment, and parking.

27-29 S Main St, Winchester, KY 40391
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Downtown Winchester Mixed-Use Building
$299,900
0.12 Acres

Downtown Winchester Mixed-Use Building

Renovated mixed-use building in downtown Winchester, near new apartments.

18 N Main St, Winchester, KY 40391
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Mixed-Use Property in Winchester, KY
$525,000
5,094 SF

Mixed-Use Property in Winchester, KY

Versatile property with commercial space and residential income potential.

808 Bypass Rd, Winchester, KY 40391
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Historic Mixed-Use Building in Winchester
$429,000
3,538 SF

Historic Mixed-Use Building in Winchester

Renovated historic building with restaurant and apartment in downtown Winchester.

39 S Main St, Winchester, KY 40391
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27 Main St
$314,900
3,132 SF

27 Main St

Individual retail properties • 3,132 SF

27 Main St, Winchester, KY 40391
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The Winchester Opera House
$1,750,000
20,548 SF

The Winchester Opera House

Individual retail properties • 20,548 SF

101 Main St, Winchester, KY 40391
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Winchester Rally's: Sale-Leaseback Opportunity
$1,325,000

Winchester Rally's: Sale-Leaseback Opportunity

High-traffic QSR, 10-year NNN lease.

1478 Lexington Ave, Winchester, KY 40391
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Former Car Wash on 1.07 Acres
Contact for pricing

Former Car Wash on 1.07 Acres

Freestanding car wash on 1.07 acres with outstanding visibility.

160 Codella Dr, Winchester, KY 40391
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Based on your search, we've compiled Potential Opportunities for your consideration. Besides 17 Active Listings in Winchester, KY, we suggest to view alternatives - similar 7 Off-Market properties to explore as potential leads.

Explore 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.

1518 Bypass Rd

1518 Bypass Rd

Neighborhood centers • 53,989 SF
Value Estimation by Request
1518 Bypass Rd, Winchester, KY 40391
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1525 Lexington Ave

1525 Lexington Ave

Restaurants • 5,498 SF
Value Estimation by Request
1525 Lexington Ave, Winchester, KY 40391
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1910 Bypass Rd

1910 Bypass Rd

Retail properties • 62,525 SF
Value Estimation by Request
1910 Bypass Rd, Winchester, KY 40391
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10 Court St

10 Court St

Office space • 1,800 SF
Value Estimation by Request
10 Court St, Winchester, KY 40391
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272 Redwing Dr

272 Redwing Dr

Neighborhood centers • 17,500 SF
Value Estimation by Request
272 Redwing Dr, Winchester, KY 40391
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1501 Byp Rd

1501 Byp Rd

RESTAURANT • 7,020 SF
Value Estimation by Request
1501 Byp Rd, Winchester, KY 40391-2714
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Winchester, KY Retail Properties Investment Opportunities Market Analysis

Explore 23 retail properties for sale in Winchester, KY, showcased through 17 active listings on our real estate platform. These investment opportunities span a total of 190,169,631 square feet of properties for sale, with an estimated market value of $8,351,699.

Sale prices for stores in Winchester, KY start at $249,000, averaging $521,981, and reaching up to $1,750,000 — 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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