| Eastern Shore Rural Health System, INC | Health Care and Social Assistance | $3,287,293 | $3,328,811 | 300 | N/A |  Research |
| Blarney Stone Pub | Accommodation and Food Services | $100,559 | $101,418 | 22 | <$5M | Research |
| New Post, LLC | Information | $84,900 | $85,942 | 14 | <$5M | Research |
| In Tune Guitar Picks, Inc. | Manufacturing | $71,975 | $72,426 | 10 | <$5M | Research |
| In Tune Guitar Picks, Inc. | Retail Trade | $71,975 | $72,278 | 10 | <$5M | Research |
| Eastern Shore Auto Body & Customizing INC | Other Services (except Public Administration) | $59,496 | $59,853 | 10 | <$5M | Research |
| The Laughing Leprechaun INC | Unknown | $50,900 | $51,348 | 20 | N/A | Research |
| Eastern Shore Auto Body & Customizing, INC | Other Services (except Public Administration) | $50,050 | $50,517 | 9 | <$5M | Research |
| The Laughing Leprechaun | Accommodation and Food Services | $48,208 | $48,607 | 11 | <$5M | Research |
| The Charlotte Hotel LLC | Accommodation and Food Services | $47,065 | $47,353 | 5 | <$5M | Research |
| Blarney Stone Pub INC | Accommodation and Food Services | $43,700 | $44,251 | 20 | <$5M | Research |
| Eastern Shore of Virginia Historical Society | Other Services (except Public Administration) | $35,040 | $35,421 | 4 | N/A | Research |
| Tarkill Aquaculture Ventures LLC | Agriculture, Forestry, Fishing and Hunting | $35,000 | $35,482 | 3 | <$5M | Research |
| Eastern Shore Virginia Historical Society | Other Services (except Public Administration) | $33,862 | $34,290 | 5 | N/A | Research |
| David Mason | Agriculture, Forestry, Fishing and Hunting | $32,491 | $32,620 | 4 | <$5M | Research |
| Vanity Hair Salon & Spa INC | Other Services (except Public Administration) | $31,402 | $31,655 | 5 | <$5M | Research |
| Corner Bakery LLC | Manufacturing | $30,800 | $31,206 | 8 | <$5M | Research |
| Mills Bros. Farm INC | Agriculture, Forestry, Fishing and Hunting | $30,000 | $30,159 | 6 | <$5M | Research |
| The Charlotte Hotel, LLC | Accommodation and Food Services | $28,985 | $29,183 | 5 | <$5M | Research |
| Thomasbosse, INC | Accommodation and Food Services | $28,840 | $29,092 | 17 | <$5M | Research |
| Charles E Morgan & Sons INC | Administrative and Support and Waste Management | $28,678 | $28,895 | 5 | <$5M | Research |
| Redwood Daycare Inc. | Health Care and Social Assistance | $27,042 | $27,336 | 10 | <$5M | Research |
| Redwood Daycare INC | Other Services (except Public Administration) | $27,042 | $27,149 | 7 | <$5M | Research |
| Mallard's at the Wharf, L.l.c. | Accommodation and Food Services | $27,000 | $27,263 | 12 | <$5M | Research |
| Onancock General Store LLC | Accommodation and Food Services | $26,418 | $26,635 | 6 | <$5M | Research |