| Silver Hill Hospital INC | Health Care and Social Assistance | $4,565,400 | $4,625,313 | 346 | $68.7M | Research |
| New Canaan Country School Inc. | Educational Services | $3,218,673 | $3,257,473 | 170 | N/A | Research |
| Waveny Lifecare Network INC | Health Care and Social Assistance | $2,578,200 | $2,612,034 | 250 | N/A | Research |
| Csc Sugar, LLC | Manufacturing | $2,407,294 | $2,431,835 | 217 | $76.6M | Research |
| Hobbs, Incorporated | Construction | $2,312,200 | $2,338,869 | 99 | $30.1M | Research |
| Silver Hill Hospital Inc. | Health Care and Social Assistance | $2,000,000 | $2,019,781 | 273 | $54.2M | Research |
| Hobbs Incorporated | Construction | $1,750,000 | $1,764,192 | 96 | $29.2M | Research |
| The New Canaan Community Young Mens Christian Assoc, INC | Other Services (except Public Administration) | $1,233,300 | $1,242,862 | 290 | N/A | Research |
| The New Canaan Community Young | Other Services (except Public Administration) | $1,122,290 | $1,135,450 | 202 | N/A | Research |
| Compintelligence Incorporated | Professional, Scientific, and Technical Services | $1,017,000 | $1,027,894 | 69 | $9.7M | Research |
| Walter Stewart Company | Retail Trade | $779,335 | $784,054 | 117 | $29.2M | Research |
| Grey Brown INC | Accommodation and Food Services | $666,705 | $0 | 159 | $28.2M | Research |
| Grey Brown Inc. | Accommodation and Food Services | $625,400 | $0 | 87 | $15.4M | Research |
| App Properties, Inc. | Transportation and Warehousing | $619,400 | $625,439 | 61 | <$5M | Research |
| Hoyt Livery, Inc. | Transportation and Warehousing | $550,000 | $384,488 | 63 | $61.1M | Research |
| Juliana's Utbb, LLC | Accommodation and Food Services | $536,637 | $543,561 | 40 | $7.1M | Research |
| Fellowship of Christians in Universities | Other Services (except Public Administration) | $505,052 | $511,984 | 34 | N/A | Research |
| Ramzak LLC | Accommodation and Food Services | $492,103 | $494,570 | 40 | $7.1M | Research |
| Karl Chevrolet Company the | Retail Trade | $466,410 | $472,199 | 31 | $6.4M | Research |
| Boom LLC | Retail Trade | $450,287 | $454,502 | 16 | <$5M | Research |
| Meister Concrete LLC | Construction | $449,225 | $453,432 | 24 | $5.6M | Research |
| Spiga New Canaan Group INC | Accommodation and Food Services | $441,700 | $444,988 | 28 | <$5M | Research |
| Meister Concrete LLC | Wholesale Trade | $440,250 | $444,588 | 23 | $7.0M | Research |
| Brooks & Falotico Associates, LLP | Professional, Scientific, and Technical Services | $439,981 | $444,706 | 16 | <$5M | Research |
| Wadia Associates LLC | Professional, Scientific, and Technical Services | $391,068 | $392,792 | 14 | <$5M | Research |