| Premier Firewood Company | Agriculture, Forestry, Fishing and Hunting | $108,315 | $109,167 | 9 | <$5M | AI Deep Dive |
| Wellness Norwalk INC | Other Services (except Public Administration) | $107,275 | $108,224 | 7 | <$5M | AI Deep Dive |
| Passage East | Other Services (except Public Administration) | $105,640 | $106,368 | 15 | <$5M | AI Deep Dive |
| Halpern & Associates LLC | Finance and Insurance | $105,402 | $106,341 | 9 | <$5M | AI Deep Dive |
| Our Lady of Fatima Catholic Academy INC | Educational Services | $104,500 | $105,783 | 17 | <$5M | AI Deep Dive |
| The Global Marketing Exchange LLC | Administrative and Support and Waste Management | $103,300 | $104,586 | 17 | <$5M | AI Deep Dive |
| The Global Marketing Exchange LLC | Educational Services | $103,300 | $104,310 | 17 | <$5M | AI Deep Dive |
| Character Arts LLC | Arts, Entertainment, and Recreation | $100,780 | $102,037 | 4 | <$5M | AI Deep Dive |
| Character Arts,, LLC | Professional, Scientific, and Technical Services | $100,780 | $101,573 | 4 | <$5M | AI Deep Dive |
| Children's Day School of Wilton | Health Care and Social Assistance | $100,307 | $101,302 | 22 | N/A | AI Deep Dive |
| Absolute Logic, Inc. | Professional, Scientific, and Technical Services | $100,100 | $100,813 | 7 | <$5M | AI Deep Dive |
| Tim Labant Catering LLC | Arts, Entertainment, and Recreation | $100,000 | $44,170 | 11 | <$5M | AI Deep Dive |
| Preserve Restaurant LLC | Arts, Entertainment, and Recreation | $100,000 | $100,934 | 11 | <$5M | AI Deep Dive |
| Town & Country Farm & Garden Center Inc. | Retail Trade | $99,354 | $99,977 | 10 | <$5M | AI Deep Dive |
| Town & Country Farm & Garden Center, Inc. | Retail Trade | $99,200 | $100,496 | 10 | <$5M | AI Deep Dive |
| True Innovation INC | Professional, Scientific, and Technical Services | $98,958 | $100,423 | 1 | <$5M | AI Deep Dive |
| Palace Oriental Rug of Wilton INC DBA Westport Carpet & Ru | Retail Trade | $98,675 | $99,304 | 9 | <$5M | AI Deep Dive |
| Wellness Norwalk INC | Other Services (except Public Administration) | $97,910 | $98,353 | 12 | <$5M | AI Deep Dive |
| South End Capital Corporation | Finance and Insurance | $97,740 | $98,541 | 5 | <$5M | AI Deep Dive |
| Congregation De Notre Dame Blessed Sacra | Other Services (except Public Administration) | $97,652 | $98,337 | 10 | N/A | AI Deep Dive |
| Kenning Landscape Design, Ltd | Professional, Scientific, and Technical Services | $97,500 | $98,195 | 9 | <$5M | AI Deep Dive |
| Shield Investigative Services, LLC | Administrative and Support and Waste Management | $96,125 | $97,423 | 13 | <$5M | AI Deep Dive |
| South End Capital Corporation | Finance and Insurance | $95,963 | $0 | 5 | <$5M | AI Deep Dive |
| Mariya Braylovskaya DDS PC | Health Care and Social Assistance | $95,505 | $96,267 | 7 | <$5M | AI Deep Dive |
| Lucci Electric Inc. | Construction | $95,260 | $95,800 | 7 | <$5M | AI Deep Dive |