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Winchester, KY Retail Space for Sale

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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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Freestanding Retail Building on Bypass
Pending
$614,900
2,906 SF

Freestanding Retail Building on Bypass

838 Bypass Rd, Winchester, KY 40391

Highly visible retail building in a busy commercial corridor.

  • High visibility location in a busy commercial corridor with approximately 30,000 vehicles per day.
  • Freestanding 2,906‑square‑foot retail building.
  • Turn‑key potential for business or investment.
  • Flexible B‑3 (Highway Business) zoning allows for various retail or service‑based uses.
  • Located less than a mile from I‑64 and two miles from downtown.
Updated: Jan 28
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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 10 Potential Opportunities for your consideration. Besides 5 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

Explore Opportunities in Nearby Cities

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

Retail Space in Hamburg Place
Contact for pricing

Retail Space in Hamburg Place

Retail spaces available in regional shopping center near I-75.

2321 Sir Barton Way, Lexington, KY 40509
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Retail Endcap Space in Hamburg
Contact for pricing
4,600 SF

Retail Endcap Space in Hamburg

Retail space for lease in regional shopping center and office development.

2320 Elkhorn Rd, Lexington, KY 40505
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Mixed-Use Property in Downtown Mt. Sterling
$280,500
2,040 SF

Mixed-Use Property in Downtown Mt. Sterling

Well-maintained mixed-use property with commercial and residential units.

4-8 Court St, Mt Sterling, KY 40353
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Downtown Building with Retail Potential
$250,000

Downtown Building with Retail Potential

Downtown building with storage and retail space in high-traffic area.

111 W Locust St, Mt Sterling, KY 40353
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Winchester, KY Retail Space Investment Opportunities Market Analysis

Explore 5 retail space for sale in Winchester, KY, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 32,670 square feet of properties for sale, with an estimated market value of $2,979,700.

Sale prices for retail space in Winchester, KY start at $299,900, averaging $744,925, 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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