| Kelly Foods Corporation | Manufacturing | $1,411,400 | $1,429,845 | 131 | $46.2M |  Research |
| Ocean Pines Assocation | Other Services (except Public Administration) | $1,143,493 | $1,156,244 | 105 | $20.1M | Research |
| Worcester Preparatory School, Inc. | Educational Services | $1,024,400 | $1,032,719 | 159 | N/A | Research |
| Worcester Preparatory School Inc. | Educational Services | $1,024,362 | $1,030,620 | 159 | N/A | Research |
| Karl LLC | Accommodation and Food Services | $749,297 | $758,622 | 40 | $7.1M | Research |
| Nutters Crossing Golf Course INC | Arts, Entertainment, and Recreation | $651,200 | $658,761 | 48 | $6.7M | Research |
| Nutters Crossing Golf Course INC | Arts, Entertainment, and Recreation | $636,505 | $644,514 | 48 | $6.7M | Research |
| Karl LLC | Accommodation and Food Services | $529,700 | $535,850 | 42 | $7.5M | Research |
| Atlantic Physical Therapy,rehab & Sports Medicine INC | Health Care and Social Assistance | $497,500 | $501,466 | 42 | $11.3M | Research |
| Arctic Refrigeration & Air Conditioning Service Company, INC | Construction | $497,122 | $0 | 41 | $13.0M | Research |
| Greenwich Investors Gull Creek Operator | Health Care and Social Assistance | $429,000 | $423,453 | 72 | $12.2M | Research |
| Potomac Manor, LLC | Health Care and Social Assistance | $381,475 | $383,638 | 62 | $10.5M | Research |
| Esham Family Limited Partnership | Accommodation and Food Services | $352,037 | $355,152 | 106 | $33.1M | Research |
| S&g Smith Associates, INC | Other Services (except Public Administration) | $334,585 | $337,363 | 31 | $6.1M | Research |
| Ig Burton of Berlin, INC | Retail Trade | $334,380 | $338,221 | 25 | $6.3M | Research |
| Matt Ortt Management I, LLC | Accommodation and Food Services | $271,300 | $273,760 | 30 | $5.3M | Research |
| Fins Big Oyster Alehouse LLC | Accommodation and Food Services | $261,629 | $202,866 | 18 | <$5M | Research |
| Esham Family Limited Partnership | Accommodation and Food Services | $251,400 | $253,859 | 100 | $31.3M | Research |
| Ocean Towers Construction | Construction | $250,000 | $248,198 | 24 | $27.3M | Research |
| Reeves Entities INC | Accommodation and Food Services | $235,499 | $238,119 | 41 | $7.3M | Research |
| Community Church at Ocean Pines | Other Services (except Public Administration) | $219,325 | $220,685 | 38 | $7.3M | Research |
| Upturn INC | Retail Trade | $201,270 | $202,968 | 55 | $10.4M | Research |
| Upturn, INC | Retail Trade | $201,270 | $202,577 | 49 | $9.3M | Research |
| Card's Computers INC | Other Services (except Public Administration) | $200,364 | $201,692 | 15 | <$5M | Research |
| Island Hotel Properties, Inc. | Accommodation and Food Services | $199,586 | $201,737 | 47 | $14.7M | Research |