| David a Bramble Farm LLC | Construction | $2,694,455 | $2,724,943 | 139 | $43.1M |  Research |
| Lamotte Chemical Products Company | Manufacturing | $2,025,100 | $2,047,348 | 235 | $233.1M | Research |
| David A. Bramble Inc. | Construction | $2,000,000 | $2,018,575 | 180 | $55.8M | Research |
| Associated Service Specialists, INC | Health Care and Social Assistance | $1,792,700 | $1,812,592 | 253 | $45.0M | Research |
| Neff & Son, Inc. | Administrative and Support and Waste Management | $1,171,508 | $1,182,805 | 145 | $31.4M | Research |
| Gillespie Precast LLC | Manufacturing | $1,141,500 | $1,151,298 | 105 | $104.1M | Research |
| Benchworks | Professional, Scientific, and Technical Services | $1,008,585 | $1,015,521 | 51 | $5.7M | Research |
| Benchworks, Inc. | Professional, Scientific, and Technical Services | $912,500 | $922,450 | 52 | $5.4M | Research |
| Associated Service Specialists INC | Professional, Scientific, and Technical Services | $780,300 | $789,230 | 21 | $6.7M | Research |
| Resorts at Chester River Manor Corp | Health Care and Social Assistance | $623,200 | $630,817 | 79 | $13.4M | Research |
| Life Science Products, Inc. Esot | Wholesale Trade | $470,400 | $474,176 | 28 | $8.6M | Research |
| Radcliffe Creek School, Incorporated | Educational Services | $435,200 | $438,503 | 45 | N/A | Research |
| Creafill Fibers Corp | Wholesale Trade | $434,100 | $440,009 | 37 | $11.3M | Research |
| Radcliffe Creek School Inc. | Educational Services | $331,625 | $333,506 | 27 | N/A | Research |
| Chesapeake Pilot Training, Inc. | Professional, Scientific, and Technical Services | $286,725 | $288,430 | 47 | $6.6M | Research |
| Chesapeake Pilot Training Inc. | Professional, Scientific, and Technical Services | $286,725 | $289,427 | 47 | $6.6M | Research |
| Kent School Inc. | Educational Services | $283,175 | $285,945 | 29 | N/A | Research |
| Kent School, Inc. | Educational Services | $283,175 | $285,014 | 30 | N/A | Research |
| 80028795173 | Professional, Scientific, and Technical Services | $268,300 | $270,777 | 18 | $5.7M | Research |
| Goose Pointe LLC | Accommodation and Food Services | $246,495 | $248,865 | 48 | $8.5M | Research |
| Upper Shore Aging INC | Health Care and Social Assistance | $234,685 | $237,045 | 34 | N/A | Research |
| Worton Creek Marina LLC | Arts, Entertainment, and Recreation | $224,332 | $226,366 | 24 | <$5M | Research |
| Chesapeake Cnc Manufacturing Center Inc. | Manufacturing | $218,017 | $219,140 | 20 | <$5M | Research |
| Kar Products Distributors, Inc. | Retail Trade | $212,100 | $214,895 | 19 | $5.1M | Research |
| Chestertown Physical Therapy Services, Inc. | Health Care and Social Assistance | $202,579 | $204,477 | 20 | $5.4M | Research |