| Elim Park Baptist Home, Inc. | Health Care and Social Assistance | $3,388,000 | $3,433,204 | 306 | N/A |  Research |
| Neis, Inc. | Finance and Insurance | $3,073,298 | $3,108,915 | 398 | $204.5M | Research |
| Osterman & Company, INC | Wholesale Trade | $2,041,500 | $2,064,376 | 90 | $23.2M | Research |
| Cheshire Academy | Educational Services | $1,999,200 | $1,995,975 | 142 | N/A | Research |
| Cheshire Academy | Educational Services | $1,977,500 | $1,994,187 | 142 | N/A | Research |
| All Pointe Homecare LLC | Health Care and Social Assistance | $1,601,090 | $1,618,724 | 274 | $46.9M | Research |
| Atrinity Home Health, LLC | Health Care and Social Assistance | $1,400,400 | $1,411,143 | 125 | $21.4M | Research |
| Fire Protection Testing INC | Administrative and Support and Waste Management | $1,246,697 | $1,259,847 | 49 | $7.2M | Research |
| Richard Chevrolet, Inc. | Retail Trade | $1,067,000 | $1,077,056 | 83 | $20.9M | Research |
| Calcagni Real Estate INC | Real Estate and Rental and Leasing | $1,061,500 | $730,841 | 131 | $19.6M | Research |
| C. K. Greenhouses, Inc. | Wholesale Trade | $1,054,332 | $1,061,624 | 85 | $21.9M | Research |
| N. Casertano Greenhouses and Farms Inc. | Agriculture, Forestry, Fishing and Hunting | $1,035,664 | $1,044,403 | 86 | $8.8M | Research |
| Kurtz Family Farm Inc. | Wholesale Trade | $984,440 | $993,601 | 97 | $25.0M | Research |
| Interior Building Contractors LLC | Construction | $968,775 | $975,384 | 64 | $16.2M | Research |
| Interior Building Contractors LLC | Construction | $964,190 | $970,134 | 52 | $13.1M | Research |
| Microtech, Inc. | Manufacturing | $927,214 | $933,133 | 74 | $19.4M | Research |
| Salsco, Inc. | Manufacturing | $917,000 | $925,788 | 78 | $21.8M | Research |
| Senior Philanthropy of Cheshire LLC | Health Care and Social Assistance | $873,300 | $883,489 | 106 | $18.0M | Research |
| Nuzzo & Roberts, L.l.c. | Professional, Scientific, and Technical Services | $862,500 | $871,676 | 48 | $11.7M | Research |
| Barker Advertising Specialty Co., Inc. | Professional, Scientific, and Technical Services | $833,308 | $842,257 | 78 | $8.7M | Research |
| Nosal Builders INC | Construction | $791,265 | $796,143 | 43 | $49.0M | Research |
| All Pointe Care LLC | Health Care and Social Assistance | $738,712 | $750,106 | 279 | $47.5M | Research |
| Cheshire Fitness Zone LLC | Health Care and Social Assistance | $737,400 | $741,663 | 80 | $21.6M | Research |
| Cheshire Fitness Zone | Health Care and Social Assistance | $725,975 | $729,495 | 85 | $22.9M | Research |
| Connecticut Behavioral Health LLC | Health Care and Social Assistance | $662,617 | $640,831 | 204 | $47.3M | Research |