| Roost Darien LLC | Accommodation and Food Services | $148,677 | $149,664 | 10 | <$5M | AI Deep Dive |
| Walter Berlingo & Company | Professional, Scientific, and Technical Services | $148,500 | $149,542 | 13 | <$5M | AI Deep Dive |
| 80/20 LLC | Accommodation and Food Services | $147,000 | $147,870 | 12 | <$5M | AI Deep Dive |
| Tg Diners LLC | Accommodation and Food Services | $146,144 | $147,425 | 19 | <$5M | AI Deep Dive |
| Fox Hill Builders, Inc. | Construction | $144,400 | $145,591 | 11 | <$5M | AI Deep Dive |
| Eri Building & Design LLC | Construction | $143,300 | $145,020 | 6 | <$5M | AI Deep Dive |
| Scapes, LLC | Administrative and Support and Waste Management | $142,870 | $143,830 | 9 | <$5M | AI Deep Dive |
| Berkshire Wilton Partners LLC | Administrative and Support and Waste Management | $141,478 | $142,575 | 7 | <$5M | AI Deep Dive |
| Compuzed, Inc. | Professional, Scientific, and Technical Services | $141,436 | $142,168 | 11 | <$5M | AI Deep Dive |
| Peel Holdings LLC | Accommodation and Food Services | $140,700 | $142,146 | 40 | $7.1M | AI Deep Dive |
| Dental Arts of Darien PC | Health Care and Social Assistance | $140,000 | $140,886 | 12 | <$5M | AI Deep Dive |
| New Imperial Couture Cleaners, LLC | Other Services (except Public Administration) | $136,000 | $137,580 | 11 | <$5M | AI Deep Dive |
| New Imperial Couture Cleaners LLC | Other Services (except Public Administration) | $136,000 | $137,047 | 11 | <$5M | AI Deep Dive |
| The Healthy Child, LLC | Health Care and Social Assistance | $135,184 | $136,825 | 9 | <$5M | AI Deep Dive |
| Noroton Presbyterian Nursery School | Health Care and Social Assistance | $133,307 | $134,494 | 27 | N/A | AI Deep Dive |
| Michael Josephs INC | Accommodation and Food Services | $132,913 | $133,615 | 7 | <$5M | AI Deep Dive |
| Life-Study Fellowship Foundation, INC | Information | $132,558 | $134,071 | 18 | N/A | AI Deep Dive |
| Charter Oak Insurance Agency, Inc. | Finance and Insurance | $132,500 | $133,538 | 7 | <$5M | AI Deep Dive |
| The Trumbull Racquet Club, Inc. | Arts, Entertainment, and Recreation | $132,367 | $133,268 | 21 | <$5M | AI Deep Dive |
| The Trumbull Racquet Club INC | Arts, Entertainment, and Recreation | $132,367 | $133,161 | 24 | <$5M | AI Deep Dive |
| Integrated Protection Services LLC | Administrative and Support and Waste Management | $131,800 | $132,977 | 7 | <$5M | AI Deep Dive |
| Methodist Family Center Preschool, INC | Health Care and Social Assistance | $131,010 | $132,148 | 18 | <$5M | AI Deep Dive |
| The Lawyers Group Advertising Inc. | Professional, Scientific, and Technical Services | $130,585 | $131,282 | 7 | <$5M | AI Deep Dive |
| 1852 Capital Management LLC | Other Services (except Public Administration) | $129,187 | $129,711 | 9 | <$5M | AI Deep Dive |
| Precision Av LLC | Construction | $128,625 | $129,122 | 8 | <$5M | AI Deep Dive |