| Rod Hatfield Chrysler Dodge Jeep Ram LLC | Retail Trade | $198,655 | $200,404 | 22 | $5.5M | AI Deep Dive |
| Pilot Mt. Sterling Restaurant, LLC | Accommodation and Food Services | $198,640 | $200,518 | 73 | $13.0M | AI Deep Dive |
| Attaa, LLC | Administrative and Support and Waste Management | $193,700 | $195,037 | 17 | <$5M | AI Deep Dive |
| Jwi Construction & Renovation INC | Construction | $187,900 | $189,202 | 20 | $6.8M | AI Deep Dive |
| Cykel Enterprises, LLC | Accommodation and Food Services | $184,590 | $186,335 | 80 | $14.2M | AI Deep Dive |
| Hall's On the River, Inc. | Accommodation and Food Services | $180,200 | $182,002 | 37 | $6.6M | AI Deep Dive |
| Bluegrass Metal Recyclers LLC | Wholesale Trade | $175,272 | $176,007 | 25 | $7.7M | AI Deep Dive |
| Rimar Electric | Construction | $172,900 | $175,160 | 12 | <$5M | AI Deep Dive |
| Boonesboro Animal Clinic | Professional, Scientific, and Technical Services | $169,800 | $170,707 | 16 | <$5M | AI Deep Dive |
| Kingston Auto Sales LLC | Retail Trade | $169,690 | $170,435 | 10 | <$5M | AI Deep Dive |
| Kingston Auto Sales, LLC | Retail Trade | $169,690 | $170,628 | 25 | $6.3M | AI Deep Dive |
| Don Senor, INC | Accommodation and Food Services | $168,400 | $169,874 | 34 | $6.0M | AI Deep Dive |
| Ap Distribution INC | Administrative and Support and Waste Management | $165,275 | $166,338 | 21 | <$5M | AI Deep Dive |
| Jackson Restaurant, LLC | Accommodation and Food Services | $164,500 | $166,068 | 67 | $11.9M | AI Deep Dive |
| Bluegrass Metal Recyclers LLC | Wholesale Trade | $156,000 | $157,213 | 24 | $7.4M | AI Deep Dive |
| Horn & Associates, INC | Construction | $154,707 | $155,420 | 12 | <$5M | AI Deep Dive |
| Horn & Associates, INC | Mining, Quarrying, and Oil and Gas Extraction | $154,700 | $155,555 | 12 | <$5M | AI Deep Dive |
| Stanton Restaurant, LLC | Accommodation and Food Services | $153,022 | $154,468 | 61 | $10.8M | AI Deep Dive |
| The Winchester Opera House INC | Accommodation and Food Services | $149,700 | $150,504 | 24 | <$5M | AI Deep Dive |
| Dotson Global, Inc. | Retail Trade | $147,300 | $148,914 | 76 | $8.4M | AI Deep Dive |
| Dotson Global INC | Accommodation and Food Services | $145,300 | $146,411 | 30 | $5.3M | AI Deep Dive |
| Winchester Retirement Place INC | Health Care and Social Assistance | $145,295 | $146,118 | 24 | N/A | AI Deep Dive |
| Mt. Folly Enterprises, Inc. | Agriculture, Forestry, Fishing and Hunting | $142,800 | $144,205 | 13 | <$5M | AI Deep Dive |
| Owingsville-Bath, LLC | Accommodation and Food Services | $142,560 | $143,919 | 57 | $10.1M | AI Deep Dive |
| Medical Practice Consulting Group, INC | Administrative and Support and Waste Management | $141,250 | $141,905 | 16 | <$5M | AI Deep Dive |