| Grieb's Darien Pharmacy | Retail Trade | $247,700 | $250,910 | 31 | $5.4M | AI Deep Dive |
| Rowayton Venture Group R LLC | Professional, Scientific, and Technical Services | $246,607 | $248,251 | 12 | <$5M | AI Deep Dive |
| Abercrombie, Burns, Mckiernan, & Company Insurance, Inc. | Finance and Insurance | $239,100 | $240,869 | 11 | $5.7M | AI Deep Dive |
| Saint Luke's Parish | Other Services (except Public Administration) | $236,400 | $237,650 | 39 | N/A | AI Deep Dive |
| Giovanni's II INC | Accommodation and Food Services | $236,373 | $237,545 | 19 | <$5M | AI Deep Dive |
| Babcock Home Care LLC | Health Care and Social Assistance | $234,250 | $235,283 | 49 | $8.4M | AI Deep Dive |
| Nielsen's Florist LLP | Retail Trade | $233,711 | $236,275 | 1 | <$5M | AI Deep Dive |
| Project Healthy Living INC | Wholesale Trade | $233,662 | $235,070 | 14 | <$5M | AI Deep Dive |
| Kings Highway Tennis Club, LLP | Arts, Entertainment, and Recreation | $231,139 | $232,738 | 30 | <$5M | AI Deep Dive |
| Sound Energy Corporation | Retail Trade | $227,500 | $229,445 | 12 | <$5M | AI Deep Dive |
| Baywater Management LLC | Real Estate and Rental and Leasing | $227,500 | $229,507 | 10 | <$5M | AI Deep Dive |
| Swimm Pools Inc. | Administrative and Support and Waste Management | $227,002 | $228,623 | 25 | $5.4M | AI Deep Dive |
| Geese, LLC | Accommodation and Food Services | $212,000 | $213,814 | 30 | $5.3M | AI Deep Dive |
| Mickels Landscape INC | Administrative and Support and Waste Management | $202,500 | $203,770 | 27 | $5.8M | AI Deep Dive |
| 1077 LLC | Accommodation and Food Services | $202,132 | $204,737 | 14 | <$5M | AI Deep Dive |
| Peter D. Maro Jr. D.m.d., M.s., P.c. | Administrative and Support and Waste Management | $200,000 | $201,814 | 11 | <$5M | AI Deep Dive |
| Carta, Mcalister & Moore, LLC | Public Administration | $199,100 | $201,391 | 10 | N/A | AI Deep Dive |
| Papa Joe's Restaurant LLC | Accommodation and Food Services | $195,340 | $197,165 | 23 | $7.2M | AI Deep Dive |
| Compuzed, Inc. | Professional, Scientific, and Technical Services | $194,000 | $195,531 | 11 | <$5M | AI Deep Dive |
| Twenty Four Wealth Management LLC | Finance and Insurance | $189,800 | $191,761 | 11 | $5.7M | AI Deep Dive |
| Twenty Four Wealth Management LLC | Finance and Insurance | $189,800 | $191,977 | 8 | <$5M | AI Deep Dive |
| Darien Grill, LLC | Accommodation and Food Services | $189,280 | $191,767 | 26 | <$5M | AI Deep Dive |
| Century America, LLC | Management of Companies and Enterprises | $187,982 | $190,111 | 6 | <$5M | AI Deep Dive |
| Triorient LLC | Wholesale Trade | $186,500 | $0 | 6 | <$5M | AI Deep Dive |
| Rja Asset Management LLC | Finance and Insurance | $186,342 | $187,750 | 9 | <$5M | AI Deep Dive |