| Insight Homes INC | Management of Companies and Enterprises | $951,005 | $962,259 | 66 | $10.8M |  Research |
| Insight Homes Inc. | Construction | $940,312 | $947,286 | 64 | $19.4M | Research |
| Messick & Gray Construction INC | Construction | $654,712 | $660,165 | 62 | $21.1M | Research |
| Messick & Gray Construction in | Construction | $635,895 | $641,104 | 58 | $19.8M | Research |
| Pyramid Transport, Inc. | Transportation and Warehousing | $555,400 | $560,102 | 35 | $13.6M | Research |
| All-Span INC | Manufacturing | $488,900 | $493,354 | 45 | $11.0M | Research |
| Atlantic Contracting Services, LLC | Construction | $477,992 | $481,475 | 44 | $7.6M | Research |
| All-Span INC | Manufacturing | $469,360 | $472,254 | 44 | $10.8M | Research |
| Sussex Protection Services LLC | Real Estate and Rental and Leasing | $468,600 | $461,793 | 51 | $23.0M | Research |
| O. A. Newton and Son Company | Manufacturing | $339,398 | $342,689 | 22 | $5.8M | Research |
| O. A. Newton and Son Company | Wholesale Trade | $336,895 | $340,061 | 23 | $7.0M | Research |
| Amh Bulk LLC | Transportation and Warehousing | $305,531 | $308,829 | 25 | $7.7M | Research |
| Sussex Tree Service | Administrative and Support and Waste Management | $305,087 | $309,300 | 33 | $7.1M | Research |
| Utility Eastern Shore Trailer Sales, Inc. | Wholesale Trade | $273,804 | $269,561 | 19 | $5.8M | Research |
| Kenny Brothers Produce L.l.c. | Agriculture, Forestry, Fishing and Hunting | $271,500 | $273,566 | 51 | <$5M | Research |
| Hopkins Construction INC | Construction | $250,752 | $252,930 | 19 | $21.6M | Research |
| Utility Eastern Shore Trailer Sales Inc. | Wholesale Trade | $244,712 | $245,204 | 21 | $6.6M | Research |
| Golden Bridgeville, LLC | Accommodation and Food Services | $195,162 | $197,325 | 55 | $9.8M | Research |
| Hopkins Construction, INC | Construction | $178,507 | $180,356 | 20 | $22.8M | Research |
| Roxana Alvarez | Construction | $159,000 | $160,355 | 24 | <$5M | Research |
| Evans Farms, LLC | Retail Trade | $154,287 | $156,676 | 11 | <$5M | Research |
| Amh Bulk LLC | Professional, Scientific, and Technical Services | $151,772 | $152,805 | 11 | <$5M | Research |
| J.o.b. Construction Co., Inc. | Construction | $146,495 | $147,357 | 13 | <$5M | Research |
| Passwaters Landscaping LLC | Professional, Scientific, and Technical Services | $145,452 | $146,321 | 34 | <$5M | Research |
| Amp Electric LLC | Construction | $135,188 | $136,644 | 11 | <$5M | Research |