| Devine Brothers Incorporated | Retail Trade | $532,639 | $535,689 | 46 | $11.0M | AI Deep Dive |
| Connecticut Pharmacy, LLC | Retail Trade | $531,700 | $536,289 | 66 | $11.5M | AI Deep Dive |
| Tuscan Oven of Norwalk LLC | Accommodation and Food Services | $531,583 | $537,873 | 30 | $5.3M | AI Deep Dive |
| Fairfield County Foundation | Other Services (except Public Administration) | $529,352 | $534,094 | 32 | N/A | AI Deep Dive |
| Fairfield County's Community Foundation INC | Other Services (except Public Administration) | $529,300 | $532,737 | 32 | N/A | AI Deep Dive |
| Geriatric Care Management Associates LLC | Health Care and Social Assistance | $521,655 | $524,914 | 53 | $9.0M | AI Deep Dive |
| Triple S Incorporated | Administrative and Support and Waste Management | $510,000 | $887,852 | 60 | $13.0M | AI Deep Dive |
| Geriatric Care Management Associates, LLC | Health Care and Social Assistance | $509,000 | $513,072 | 61 | $10.4M | AI Deep Dive |
| R J Mase LLC | Retail Trade | $506,325 | $508,836 | 43 | $7.8M | AI Deep Dive |
| Colangelo Synergy Marketing, LLC | Professional, Scientific, and Technical Services | $505,700 | $508,803 | 25 | <$5M | AI Deep Dive |
| Mcmahon Ford, LLC | Retail Trade | $505,200 | $509,781 | 36 | $9.1M | AI Deep Dive |
| Ct Best Homecare LLC | Health Care and Social Assistance | $500,000 | $504,931 | 106 | $18.2M | AI Deep Dive |
| Rex Marine Center, Incorporated | Transportation and Warehousing | $499,365 | $504,810 | 27 | <$5M | AI Deep Dive |
| Conte Company, LLC | Construction | $497,510 | $503,646 | 23 | $7.0M | AI Deep Dive |
| My Luncheria LLC | Accommodation and Food Services | $496,279 | $499,243 | 40 | $7.1M | AI Deep Dive |
| Spinnaker Real Estate Partners LLC | Real Estate and Rental and Leasing | $492,101 | $498,680 | 24 | <$5M | AI Deep Dive |
| Graybarns LLC | Accommodation and Food Services | $490,800 | $494,754 | 33 | $5.9M | AI Deep Dive |
| Mid-Fairfield Child Guidance Center, Inc. the | Health Care and Social Assistance | $488,415 | $494,677 | 56 | N/A | AI Deep Dive |
| Cain Management Ii, INC | Manufacturing | $484,300 | $490,470 | 50 | $17.6M | AI Deep Dive |
| Biowave Corporation | Wholesale Trade | $483,995 | $488,488 | 36 | $11.0M | AI Deep Dive |
| Jaffe Holden Acoustics INC | Professional, Scientific, and Technical Services | $482,772 | $487,997 | 19 | <$5M | AI Deep Dive |
| Luthy Equities, LLC | Administrative and Support and Waste Management | $481,300 | $384,877 | 106 | $23.0M | AI Deep Dive |
| Cain Management Incorporated | Manufacturing | $476,900 | $482,976 | 34 | $12.0M | AI Deep Dive |
| Devan Motors of Norwalk, Inc. | Retail Trade | $475,992 | $481,347 | 29 | $7.3M | AI Deep Dive |
| Jaffe Holden Acoustics Inc. | Professional, Scientific, and Technical Services | $474,445 | $450,295 | 19 | <$5M | AI Deep Dive |