| Indian Mountain School, INC | Educational Services | $1,102,700 | $1,113,758 | 127 | $15.2M | AI Deep Dive |
| Lime Rock Park LLC | Arts, Entertainment, and Recreation | $568,302 | $574,001 | 69 | $11.3M | AI Deep Dive |
| Lime Rock Park LLC | Arts, Entertainment, and Recreation | $509,700 | $514,308 | 237 | $38.9M | AI Deep Dive |
| Interlaken Inn Associates Ltd. | Accommodation and Food Services | $492,569 | $498,898 | 30 | $9.4M | AI Deep Dive |
| Interlaken Inn Associates, Ltd. Limited Partnership | Accommodation and Food Services | $359,472 | $361,826 | 38 | $11.9M | AI Deep Dive |
| Salisbury Visiting Nurse Association, Inc. | Health Care and Social Assistance | $338,112 | $341,558 | 28 | N/A | AI Deep Dive |
| Tory Hill LLC | Accommodation and Food Services | $318,435 | $321,244 | 44 | $8.2M | AI Deep Dive |
| Taconic Kitchen, LLC | Retail Trade | $210,100 | $212,598 | 20 | <$5M | AI Deep Dive |
| Bougainville Fund Management, LLC | Finance and Insurance | $166,667 | $64,976 | 2 | <$5M | AI Deep Dive |
| Camp Sloane Young Men's Christian Association Inc. | Accommodation and Food Services | $166,530 | $168,113 | 46 | $14.4M | AI Deep Dive |
| Churchill Building Company, LLC | Construction | $156,132 | $157,432 | 10 | <$5M | AI Deep Dive |
| Peter's Boathouse, Ltd | Accommodation and Food Services | $131,284 | $132,863 | 20 | <$5M | AI Deep Dive |
| Good Eats LLC | Accommodation and Food Services | $131,075 | $131,818 | 11 | <$5M | AI Deep Dive |
| Lakeville Eye Associates LLC | Health Care and Social Assistance | $117,160 | $117,857 | 7 | <$5M | AI Deep Dive |
| Lakeville Eye Associates LLC | Health Care and Social Assistance | $112,683 | $113,229 | 5 | <$5M | AI Deep Dive |
| Old Farm Nursery, Inc. | Retail Trade | $99,800 | $100,486 | 12 | <$5M | AI Deep Dive |
| Allee Architecture + Design, LLC | Professional, Scientific, and Technical Services | $98,900 | $94,140 | 8 | <$5M | AI Deep Dive |
| Camp Sloane Ymca Inc. | Accommodation and Food Services | $98,526 | $99,133 | 7 | <$5M | AI Deep Dive |
| Housatonic Child Care Center Inc. | Health Care and Social Assistance | $84,187 | $84,778 | 13 | <$5M | AI Deep Dive |
| Good Eats LLC | Accommodation and Food Services | $80,100 | $80,798 | 20 | <$5M | AI Deep Dive |
| Demetriades Walker | Professional, Scientific, and Technical Services | $77,850 | $78,371 | 4 | <$5M | AI Deep Dive |
| C & M Electric | Construction | $65,200 | $65,516 | 7 | <$5M | AI Deep Dive |
| Sharon Elizabeth's Floral Designs L.l.c. | Retail Trade | $63,585 | $64,173 | 9 | <$5M | AI Deep Dive |
| Visionary Computer LLC | Professional, Scientific, and Technical Services | $60,478 | $60,766 | 7 | <$5M | AI Deep Dive |
| Richard E. Mccue Inc. | Construction | $59,250 | $59,909 | 6 | <$5M | AI Deep Dive |