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Winchester, KY Retail Properties & Spaces for Sale

16 results
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Winchester Commercial Units For Sale
$215,000
2,808 SF

Winchester Commercial Units For Sale

103 Talbott Avenue unit: 2,3, Winchester, KY 40391

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

  • Two commercial units (103 & 105 Talbott) zoned B‑3 in a central Winchester location near Lexington Ave.
  • Existing self‑storage mini warehouse business with potential for conversion to storefront, salon, warehouse, church, etc.
  • Each unit is 1,404 sq ft with 10' ceiling height and no interior dividing wall.
  • Newer roof and security system with motion sensor lighting and code entry door.
  • Parking available in both front and rear of the property.
Updated: Feb 2
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Profitable Car Wash and Oil Change
$780,000
3,080 SF

Profitable Car Wash and Oil Change

126 Shoppers Drive, Winchester, KY 40391

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

  • Established car wash business with 3 drive‑in bays and an automatic wash.
  • Includes a functioning oil change business with two bays.
  • Vibrant oil change business included.
  • Money‑making potential.
  • Built in 1997.
Updated: Jul 18, 2025
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Mixed-Use Property with Residential Income
$515,000
1,440 SF

Mixed-Use Property with Residential Income

Versatile commercial space with separate income-producing residential home.

35-37 Hays Street, Winchester, KY 40391
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Commercial Building Near Downtown Winchester
$249,000
4,180 SF

Commercial Building Near Downtown Winchester

4,180 SF commercial building suitable for automotive or warehouse use.

300 W Broadway Street, Winchester, KY 40391
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Downtown Winchester Commercial Building For Sale
$250,000
4,300 SF

Downtown Winchester Commercial Building For Sale

Renovated commercial building with live/work space potential in Winchester, KY.

18 N Main Street, Winchester, KY 40391
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Prime Land Near Winchester Bypass
$650,000
3.00 Acres

Prime Land Near Winchester Bypass

Land available near Winchester Bypass amidst new commercial development.

205 Codella Drive, Winchester, KY 40391
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Versatile Commercial Property Near I-64
$300,000
1,675 SF

Versatile Commercial Property Near I-64

Commercial property with metal barn, easy access to I-64.

1045 Early Drive, 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 Street, Winchester, KY 40391
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Prime Land on Bypass Road
$775,000
2.60 Acres

Prime Land on Bypass Road

Land for retail, office, storage, and mixed-use development.

529 Bullion Boulevard 3B, Winchester, KY 40391
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Established Winchester Business For Sale
$379,000
1,536 SF

Established Winchester Business For Sale

Turn-key bar and restaurant with mixed drink license.

137 E Broadway St, 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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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 Street, Winchester, KY 40391
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Winchester Land For Sale
$400,000
2.19 Acres

Winchester Land For Sale

2.19 acre commercial land near Winchester Bypass with development potential.

145 Codella Drive, 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 Drive, Winchester, KY 40391
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Winchester Land for Sale
$775,000

Winchester Land for Sale

Land for sale in Winchester, Kentucky, near major retailers.

529 Bullion Blvd, Winchester, KY 40391
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Commercial Lot with High Visibility
$374,900

Commercial Lot with High Visibility

1.29 acre commercial lot ideal for various businesses.

395 Croxton Way, Winchester, KY 40391
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Based on your search, we've compiled 31 Potential Opportunities for your consideration. Besides 16 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 7 Off-Market properties to explore as potential leads, plus 4 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 Commercial Building
$250,000
3,500 SF

Downtown Mt Sterling Commercial Building

Commercial building in downtown Mt Sterling with retail and storage.

111 W Locust Street, 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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Retail Space in Hamburg Place
Contact for pricing
2,550 SF

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 Strip Center in Lexington
Contact for pricing
30,418 SF

Retail Strip Center in Lexington

Retail strip center with diverse tenant mix and high traffic.

3090, 3094 & 3100 Old Todds Road, 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.

Winchester Land Assemblage Opportunity
$550,000
1.53 Acres

Winchester Land Assemblage Opportunity

1.53 acres of vacant land in downtown Winchester, Kentucky.

33-41 Winn Avenue, Winchester, KY 40391
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Commercial Land in Winchester, KY
Contact for pricing
2.57 Acres

Commercial Land in Winchester, KY

Commercial land with I-64 visibility and paved driveway.

507 Tech Drive, Winchester, KY 40391
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Prime Land in Winchester, KY
$1,350,000
3.02 Acres

Prime Land in Winchester, KY

3+ acres of commercial land in Winchester, Kentucky.

155 April Way, Winchester, KY 40391
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Winchester Land For Sale
$775,000
3.00 Acres

Winchester Land For Sale

Prime land opportunity in Winchester, Kentucky, near major retailers.

609 Bullion Boulevard unit: 3A, Winchester, KY 40391
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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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1120-1140 Bypass Rd

1120-1140 Bypass Rd

Individual retail properties • 4,800 SF
Value Estimation by Request
1120-1140 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
View details
1910 Bypass Rd

1910 Bypass Rd

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

10 Court St

Office Units • 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
View details

Winchester, KY Retail Properties & Spaces Investment Opportunities Market Analysis

Explore 23 retail properties & spaces for sale in Winchester, KY, showcased through 16 active listings on our real estate platform. These investment opportunities span a total of 325,393 square feet of properties for sale, with an estimated market value of $5,492,999.

Sale prices for stores in Winchester, KY start at $249,000, averaging $549,299, 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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