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Winchester, KY Retail Properties & Spaces for Lease

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Retail Storefront with Hardwood Floors
Updated: Jul 28
Retail Storefront with Hardwood Floors

8 Court Street, Winchester, KY 40391

$2,000/Mo
1,750 sqft 0.10 AC lot
1,750‑square‑foot retail storefront at 8 Court Street
Located directly across from the Clark County Courthouse
Original hardwood floors, tall ceilings, and large storefront windows
Rear office area and storage space
B‑2 zoning
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Mixed-Use Commercial Space
Updated: Jul 13
Mixed-Use Commercial Space

5 N Bloomfield Road, Winchester, KY 40391

$1,400/Mo
2,149 sqft 0.34 AC lot
2,149‑square‑foot mixed‑use commercial property
0.34‑acre property at 5 N. Bloomfield Road
Professional office, medical, retail, service, or specialty business use
Near downtown Winchester and major roadways
Natural gas heating and electric cooling
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Freestanding Retail Storefront
Freestanding Retail Storefront

2 Carol Road, Winchester, KY 40391

$20 SF/Yr
2,175 sqft 0.40 AC lot

Commercial space suited to retail, professional office, medical, or service-based use with electric heating and cooling.

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Downtown Retail Space with Hardwood Floors
Downtown Retail Space with Hardwood Floors

8 Court Street, Winchester, KY 40391

$2,000/Mo
1,750 sqft

The layout includes a front retail area with office and storage space toward the rear.

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Ground-Floor Storefront
Ground-Floor Storefront

2 S Main Street, Winchester, KY 40391

$2,200/Mo
2,025 sqft 0.06 AC lot

Downtown commercial space with ADA restrooms, a walk-in safe, and access to additional storage.

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Retail Space at Colby Station
Retail Space at Colby Station

1946 Bypass Road, Winchester, KY 40391

$12 SF/Yr
62,525 sqft 8.40 AC lot

Available space within a neighborhood shopping center at the Bypass and Colby Road intersection.

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Retail Center Suites
Retail Center Suites

740 Bypass Road, Winchester, KY 40391

$16 SF/Yr
12,342 sqft 0.95 AC lot

Two adaptable commercial suites offer office and open retail configurations within an established center.

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Retail Space on Main Corridor
Retail Space on Main Corridor

740 Bypass Rd, Winchester, KY 40391

$16 SF/Yr
12,342 sqft

Retail space offering immediate occupancy, ample parking, and prominent signage along Winchester’s primary retail corridor.

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Office Unit in Strip Center
Office Unit in Strip Center

1200 Bypass Road, Winchester, KY 40391

$2,200/Mo
1,200 sqft 0.54 AC lot

Two-entry suite in a retail center with on-site parking and convenient access near I-64.

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Kroger Shadow-Anchored Strip Center
Kroger Shadow-Anchored Strip Center

236-272 Redwing Dr, Winchester, KY 40391

Contact for pricing
1,750 sqft

The center includes turnkey office space within a retail corridor near I-64.

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Office Suite in Strip Center
Office Suite in Strip Center

1200 Bypass Rd, Winchester, KY 40391

$2,200/Mo

B-3-zoned suite with dual entrances, signalized center access, and proximity to major retailers.

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Retail Space in Shopping Center
Retail Space in Shopping Center

1946 Bypass Rd, Winchester, KY 40391

$12 SF/Yr
71,096 sqft

Retail suites within a B-3-zoned shopping center at the Bypass Road and Colby Road intersection.

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Neighborhood Retail Center Near Kroger
Neighborhood Retail Center Near Kroger

1565 Bypass Rd, Winchester, KY 40391

$19 SF/Yr

Retail center along Bypass Road near Highway 1958 with Beall’s, Cato, and Sun Tan City as prominent tenants.

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Based on your search, we've compiled 33 Potential Opportunities for your consideration. Besides 13 Active listings in Winchester, KY, we suggest exploring alternatives. Consider Similar 4 Spaces in Nearby Cities, and Similar 15 Properties for Sales.

Retail properties & Spaces for Lease in Nearby Cities

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

Freestanding Retail Building with Drive-Thru
Freestanding Retail Building with Drive-Thru

6401 Polo Club Ln, Lexington, KY 40509

$12.32 SF/Yr
14,607 sqft

Freestanding retail building with drive-thru window, stacking lane, and ample on-site parking.

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Retail Sublease Opportunity Lexington
Retail Sublease Opportunity Lexington

2985 Liberty Rd, Lexington, KY 40509

$30 SF/Yr
1,426 sqft

Retail sublease opportunity in Lexington, near Hamburg and I-75/64.

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Shopping Center with Dining and Entertainment
Shopping Center with Dining and Entertainment

2308 Sir Barton Way, Lexington, KY 40509

Contact for pricing
874,095 sqft

The center brings together national brands, specialty retailers, restaurants, and entertainment uses in one commercial destination.

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High-Traffic Corner Strip Mall
High-Traffic Corner Strip Mall

3090 Old Todds Rd, Lexington, KY 40509

$28 SF/Yr
30,418 sqft

B-1-zoned retail center with food, coffee, and service tenants.

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Similar Spaces for Sale in Winchester, KY

Consider Similar Space for Sale. We found 15 Spaces matching your search parameters.

Restaurant Building Near Retail Anchors
Restaurant Building Near Retail Anchors

8 Carol Rd, Winchester, KY 40391

$615,492
3,444 sqft

Located across from Winchester Plaza with nearby Lowe’s, Kroger, Walmart, and CHI St. Joseph Medical Center.

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Updated Two-Story Storefront
Updated Two-Story Storefront

1 N Main Street, Winchester, KY 40391

$225,000
1,900 sqft 0.02 AC lot

Corner commercial property with occupied upper and lower units in downtown Winchester’s Opportunity Zone.

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Storefront Property with Two-Level Tenants
Storefront Property with Two-Level Tenants

1 N Main Street, Winchester, KY 40391

$225,000
1,900 sqft

Recently updated storefront on a highly visible corner with upstairs and downstairs units occupied by tenants.

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Flexible Mixed-Use Commercial Building
Flexible Mixed-Use Commercial Building

1320 Fulton Rd, Winchester, KY 40391

$450,000
2,530 sqft

Adaptable commercial space with roadway access for business, operational, or investment use.

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Brick Triplex with Commercial Space
Brick Triplex with Commercial Space

502 W Lexington Avenue, Winchester, KY 40391

$340,000
4,798 sqft 0.18 AC lot

Mixed-use property with Lexington Avenue frontage, two upstairs apartments, and a flexible commercial area on the main level.

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Equipped Bar and Pub
Equipped Bar and Pub

137 East Broadway Street, Winchester, KY 40391

$350,000
1,536 sqft 0.17 AC lot

Established downtown business with furnishings, entertainment equipment, inventory, and updated cooling infrastructure included.

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Car Wash with Automatic Bay
Car Wash with Automatic Bay

126 Shoppers Drive, Winchester, KY 40391

$780,000
3,080 sqft 0.79 AC lot

Car wash property includes drive-in service bays and an automatic wash.

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Car Wash with Oil Change Facility
Car Wash with Oil Change Facility

126 Shoppers Dr, Winchester, KY 40391

$780,000
3,080 sqft

B-4-zoned automotive property combines washing services with an on-site oil change operation.

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Mixed-Use Property with Income Home
Mixed-Use Property with Income Home

35-37 Hays Street, Winchester, KY 40391

$435,000
1,440 sqft 0.13 AC lot

Mixed-use building with a kitchen and laundry area plus a separate 3-bedroom residence leased through 2027.

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Renovated Storefront with Skylights
Renovated Storefront with Skylights

16 N Main St, Winchester, KY 40391

$299,999
2,310 sqft

Updated commercial storefront with hardwood floors, upgraded electrical and plumbing, a rear parking lot, and flexible support areas.

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Renovated Retail Storefront
Renovated Retail Storefront

16 N Main Street, Winchester, KY 40391

$299,999
2,310 sqft 0.18 AC lot

Fully leased retail space with updated building systems, customer parking, and a private rear office.

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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.

Prime Lexington Outlot Opportunity
Prime Lexington Outlot Opportunity

3330 Partner Pl, Lexington, KY 40503

$9 SF/Yr

Outlot for ground lease or build-to-suit in South Lexington.

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Winchester, KY Retail properties & Spaces Lease Rates & Market Statistics

Browse 13 Retail properties & Spaces for lease in Winchester, KY on Realmo, a commercial real estate marketplace serving the Winchester area. The current inventory totals 171,104 square feet of properties — an average of ~13,150 SF per listing.

Retail properties & Spaces lease rates in Winchester range from $7.82 SF/Yr at the entry level to $22 SF/Yr at the top of the market, averaging $15.03 SF/Yr. That's a 3x spread between entry-level and premium space, making side-by-side comparison of asking rents and lease terms essential. At $15.03 SF/Yr, the local average runs 38% below Kentucky's state average of $24.16 SF/Yr.

Winchester accounts for 100% of the 13 retail properties & spaces currently available across Clark County. By space type, the market includes 5 storefront properties and 4 shopping centers.

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