| L 4 Enterprises, Inc. | Construction | $61,886 | $62,486 | 5 | $5.7M | AI Deep Dive |
| Ocean Leisure Inc. | Construction | $60,600 | $61,253 | 6 | <$5M | AI Deep Dive |
| Barney E Selph, Dds, Ltd | Health Care and Social Assistance | $57,864 | $58,330 | 6 | <$5M | AI Deep Dive |
| Hook U Up Gourmet | Accommodation and Food Services | $55,000 | $55,506 | 9 | <$5M | AI Deep Dive |
| David L Long | Agriculture, Forestry, Fishing and Hunting | $53,609 | $54,108 | 6 | <$5M | AI Deep Dive |
| Eastern Shore Communications, LLC | Information | $52,300 | $52,814 | 5 | <$5M | AI Deep Dive |
| Cape Charles Animal Hospital, INC | Professional, Scientific, and Technical Services | $46,525 | $46,848 | 6 | <$5M | AI Deep Dive |
| Shirley Mason Randall M.d. Inc. | Health Care and Social Assistance | $40,815 | $41,034 | 4 | <$5M | AI Deep Dive |
| Twin Cedar Farms INC | Agriculture, Forestry, Fishing and Hunting | $40,210 | $40,373 | 10 | <$5M | AI Deep Dive |
| Hook U Up Gourmet | Accommodation and Food Services | $40,100 | $40,443 | 8 | <$5M | AI Deep Dive |
| Eastern Shore Communications LLC | Information | $40,000 | $40,218 | 5 | <$5M | AI Deep Dive |
| Cape Charles Baptist Church | Other Services (except Public Administration) | $38,980 | $39,236 | 5 | N/A | AI Deep Dive |
| Shore Stay LLC | Accommodation and Food Services | $36,000 | $36,181 | 5 | <$5M | AI Deep Dive |
| It Melts the Cheese, LLC | Accommodation and Food Services | $35,700 | $35,906 | 12 | <$5M | AI Deep Dive |
| Klaus Heath | Construction | $35,000 | $35,221 | 6 | <$5M | AI Deep Dive |
| Northampton Markets, Inc. | Accommodation and Food Services | $34,400 | $34,894 | 10 | <$5M | AI Deep Dive |
| Ambrogia Caffe & Enoteca LLC | Accommodation and Food Services | $32,288 | $32,429 | 5 | <$5M | AI Deep Dive |
| Rock's Body Shop INC | Other Services (except Public Administration) | $32,117 | $32,507 | 3 | <$5M | AI Deep Dive |
| Moonrise Jewelry Inc. | Retail Trade | $30,525 | $30,825 | 8 | <$5M | AI Deep Dive |
| Bayside Chiropractic Rehab & Laser LLC | Health Care and Social Assistance | $30,300 | $30,645 | 4 | <$5M | AI Deep Dive |
| Northampton Markets Inc. | Accommodation and Food Services | $29,547 | $0 | 12 | <$5M | AI Deep Dive |
| The Northampton Hotel LLC | Accommodation and Food Services | $29,400 | $29,311 | 3 | <$5M | AI Deep Dive |
| Moonrise Jewelry INC | Retail Trade | $29,300 | $29,664 | 4 | <$5M | AI Deep Dive |
| Hotel Cape Charles Operating LLC | Accommodation and Food Services | $29,136 | $29,404 | 4 | <$5M | AI Deep Dive |
| Scientific and Environme | Unknown | $26,000 | $26,165 | 3 | N/A | AI Deep Dive |