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Winchester, KY Individual Retail Properties for Sale

8 results
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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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Renovated Commercial Building, Winchester, KY
$299,999
2,310 SF

Renovated Commercial Building, Winchester, KY

16 N Main St, Winchester, KY 40391

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

  • Largest back parking lot in the downtown area.
  • Recently renovated with a new roof, 4 new skylights, exposed beams, new hardwood floors, new plumbing, and new electrical.
  • Numerous new business grants available through Winchester First.
  • Located directly across from a brand‑new apartment building.
  • Surrounded by retail and restaurants.
Updated: Feb 2
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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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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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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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Based on your search, we've compiled 14 Potential Opportunities for your consideration. Besides 8 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 1 Off-Market properties to explore as potential leads, plus 1 Land Listings that present a potential for development.

Explore Opportunities in Nearby Cities

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

Downtown Mt Sterling Retail Building
$250,000
3,500 SF

Downtown Mt Sterling Retail Building

Retail building in high-traffic downtown location with parking.

111 W Locust St, Mt Sterling, KY 40353
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Downtown Mt Sterling Commercial Property
$282,500
2,156 SF

Downtown Mt Sterling Commercial Property

Commercial property with reliable income and expansion potential in Mt Sterling.

10-12 Court St, Mt Sterling, KY 40353
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Prime Retail/Restaurant Outlot Opportunity
$100,000
1.30 Acres

Prime Retail/Restaurant Outlot Opportunity

1.3-acre outlot ideal for retail or restaurant with high visibility.

2887 Richmond Rd, Lexington, KY 40509
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Richmond Rd Retail Outlot
$1,200,000
1.30 Acres

Richmond Rd Retail Outlot

1.3-acre prime retail land, Lexington, KY

2891 Richmond Rd, Lexington, KY 40509
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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.

Bypass Frontage Retail Land
$200,000
0.81 Acres

Bypass Frontage Retail Land

Retail land with bypass frontage, utilities, and B-3 zoning.

550-A Bullion Blvd, Winchester, KY 40391
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Winchester, KY Individual Retail Properties Investment Opportunities Market Analysis

Explore 8 individual retail properties for sale in Winchester, KY, showcased through 8 active listings on our real estate platform. These investment opportunities span a total of 44,431 square feet of properties for sale, with an estimated market value of $3,578,699.

Sale prices for individual retail properties in Winchester, KY start at $299,000, averaging $596,449, 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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