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Winchester, KY Retail Properties for Lease

9 results
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Retail Space in Colby Station
$10 SF/Yr
62,525 SF

Retail Space in Colby Station

1946 Bypass Rd, Winchester, KY 40391

Prime retail space in high-traffic Winchester shopping center.

  • High‑traffic location at the intersection of the Bypass and Colby Road
  • Located within Colby Station, a +/-57,466 sq. ft. neighborhood shopping center
  • Space available from 4,000‑13,153 sq. ft.
  • Benefit from 14 ft. cleared ceiling heights
  • Anchored by well‑established tenants: Dollar Tree, Kay Jewelers, Rent A Center, Little Caesars, Resilience Physical Therapy, Don Senor's Restaurant, and Scooters Coffee
Updated: Jan 27
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Downtown Winchester Retail Space Available
$2,000 / Mo
3,920 SF

Downtown Winchester Retail Space Available

29 S Main St, Winchester, KY 40391

Retail space in downtown Winchester with parking and grant opportunities.

  • Prime downtown Winchester location directly across from the Court House.
  • Large back parking lot.
  • Suitable for various business types: cafe, ice cream shop, boutique, photography studio, etc.
  • Exposed back walls and huge display windows.
  • Downtown Winchester actively seeking new businesses.
Updated: Oct 13, 2025
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Renovated Restaurant Space in Winchester
$2,500 / Mo
3,000 SF

Renovated Restaurant Space in Winchester

Beautifully renovated restaurant space with seating for 100 in Winchester.

30 N Main St, Winchester, KY 40391
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Commercial Space in Winchester, KY
Pending
$1,700 / Mo
958 SF

Commercial Space in Winchester, KY

Versatile commercial space suitable for various business types.

174 Pedro Way, Winchester, KY 40391
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Well-Maintained Strip Center Space
$2,200 / Mo
1,200 SF

Well-Maintained Strip Center Space

Highly visible, accessible commercial space in Winchester, Kentucky.

1200 Bypass Rd, Winchester, KY 40391
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Winchester Office Space - New Construction
$240 SF/Yr
8,400 SF

Winchester Office Space - New Construction

Modern Office Suites, Ample Parking

5 Shoppers Dr, Winchester, KY 40391
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Winchester Retail Center Opportunity
$17 SF/Yr
62,525 SF

Winchester Retail Center Opportunity

High-traffic retail space available in KY.

1910 Bypass Rd, Winchester, KY 40391
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Winchester Retail Center Opportunity
$15 SF/Yr
17,500 SF

Winchester Retail Center Opportunity

Prime Retail Space Available in KY

272 Redwing Dr, Winchester, KY 40391
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Winchester Retail Center Opportunity
$19 SF/Yr
53,989 SF

Winchester Retail Center Opportunity

High-traffic retail space available in KY.

1518 Bypass Rd, Winchester, KY 40391
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Based on your search, we've compiled 29 Potential Opportunities for your consideration. Besides 9 Active listings in Winchester, KY, we suggest exploring alternatives. Consider Similar 4 Spaces in Nearby Cities, and Similar 16 Properties for Sales.

Explore Retail properties for Lease in Nearby Cities

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

Prime Fayette County Retail Space
Contact for pricing
3,196 SF

Prime Fayette County Retail Space

Drive-Thru Ready, 3196 sq ft, 2009 Build

6409 Polo Club Ln, Lexington, KY 40509
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Retail Space in Pleasant Ridge
$25 SF/Yr
1,877 SF

Retail Space in Pleasant Ridge

First-floor retail space in Lexington's Pleasant Ridge Shoppes.

1908 Bryant Rd, Lexington, KY 40509
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Montgomery Square Retail/Office Space
Contact for pricing
79,000 SF

Montgomery Square Retail/Office Space

Prime KY location, 79,000 SF total.

1338 Indian Mound Dr, Mount Sterling, KY 40353
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Mt. Sterling Retail Space Available
$14 SF/Yr
50,000 SF

Mt. Sterling Retail Space Available

High-visibility retail space in prime location

822 Indian Mound Dr, Mount Sterling, KY 40353
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Explore Similar Spaces for Sale in Winchester, KY

Consider Similar Space for Sale. We found 16 Spaces in Nearby Locations matching your search parameters.

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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Established Turn-Key Business Opportunity
$394,000
1,536 SF

Established Turn-Key Business Opportunity

Well-equipped bar/restaurant with liquor license in historic Winchester.

137 East Broadway St, Winchester, KY 40391
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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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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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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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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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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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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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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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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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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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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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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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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, KY Retail properties Leasing Opportunities Market Analysis

Explore Retail properties leasing options in Winchester, KY with 25 listings featured on our commercial real estate exchange. The current inventory includes 9,366,171,879 square feet of properties with an estimated lease value of $379 /Mo.

Estimated lease rates for Retail properties in Winchester, KY begin at $6 SF/Yr, with an average of $37 SF/Yr and extend to $240 SF/Yr.
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