| Pine Point School, Inc. | Educational Services | $534,500 | $539,113 | 51 | N/A | AI Deep Dive |
| Dodson Boat Yard LLC | Arts, Entertainment, and Recreation | $453,128 | $457,193 | 44 | $6.2M | AI Deep Dive |
| Dodson Boat Yard, LLC | Arts, Entertainment, and Recreation | $453,100 | $458,726 | 44 | $6.2M | AI Deep Dive |
| Clave Holdings LLC | Accommodation and Food Services | $436,000 | $439,222 | 46 | $8.2M | AI Deep Dive |
| The Coast Guard Foundation, INC | Public Administration | $389,500 | $392,584 | 19 | N/A | AI Deep Dive |
| The Coast Guard Foundation INC | Public Administration | $389,500 | $392,281 | 19 | N/A | AI Deep Dive |
| New England Science & Sailing Foundation Inc. | Educational Services | $370,715 | $372,320 | 36 | <$5M | AI Deep Dive |
| New England Science & Sailing Foundation, Inc. | Educational Services | $359,134 | $361,511 | 36 | <$5M | AI Deep Dive |
| Jetty Grille LLC | Accommodation and Food Services | $324,643 | $328,710 | 87 | $15.4M | AI Deep Dive |
| Clave Holdings LLC | Accommodation and Food Services | $269,300 | $270,846 | 63 | $11.2M | AI Deep Dive |
| Noah's Restaurant Inc. | Accommodation and Food Services | $258,900 | $262,028 | 17 | <$5M | AI Deep Dive |
| Jetty Grille, LLC | Accommodation and Food Services | $231,800 | $235,721 | 60 | $10.7M | AI Deep Dive |
| The Beer'd Brewing Co. LLC | Manufacturing | $185,781 | $186,837 | 29 | $10.2M | AI Deep Dive |
| Maria Cerino LLC | Health Care and Social Assistance | $185,500 | $186,643 | 49 | $7.9M | AI Deep Dive |
| Noahs Restaurant, Inc. | Accommodation and Food Services | $177,900 | $179,051 | 19 | <$5M | AI Deep Dive |
| The Global Child LLC | Health Care and Social Assistance | $156,320 | $157,759 | 35 | $5.7M | AI Deep Dive |
| Dog Watch Bbq LLC | Accommodation and Food Services | $151,100 | $151,927 | 40 | $7.1M | AI Deep Dive |
| The Global Child, LLC | Health Care and Social Assistance | $150,000 | $147,516 | 31 | $5.0M | AI Deep Dive |
| Duncklee INC | Other Services (except Public Administration) | $149,285 | $150,438 | 11 | <$5M | AI Deep Dive |
| Evergreen Building Systems, LLC | Construction | $143,700 | $145,625 | 7 | <$5M | AI Deep Dive |
| Duncklee INC | Construction | $143,495 | $144,293 | 11 | <$5M | AI Deep Dive |
| Mystic Transportation Ltd | Transportation and Warehousing | $142,697 | $143,557 | 9 | <$5M | AI Deep Dive |
| Fishers Island Oyster Farm | Agriculture, Forestry, Fishing and Hunting | $128,725 | $129,408 | 10 | <$5M | AI Deep Dive |
| Stonington Community Center Inc. | Educational Services | $127,137 | $127,712 | 21 | N/A | AI Deep Dive |
| Stonington Community Center, Inc. | Health Care and Social Assistance | $127,137 | $127,952 | 16 | N/A | AI Deep Dive |