| Brewster Inn Inc. Brewster Inn and Chowder House | Accommodation and Food Services | $72,940 | $73,404 | 13 | <$5M | AI Deep Dive |
| First Parish Brewster | Other Services (except Public Administration) | $72,568 | $73,055 | 6 | N/A | AI Deep Dive |
| First Parish Brewster | Other Services (except Public Administration) | $72,300 | $72,826 | 10 | N/A | AI Deep Dive |
| Brewster Hardware Store INC | Retail Trade | $69,773 | $70,225 | 8 | <$5M | AI Deep Dive |
| Northeast Construction Septic Systems & Excavation Corp | Transportation and Warehousing | $67,595 | $68,153 | 7 | <$5M | AI Deep Dive |
| Northeast Construction Septic Systems & Excavation Corporati | Construction | $66,700 | $67,239 | 9 | <$5M | AI Deep Dive |
| Highland Builders INC | Construction | $65,850 | $66,384 | 5 | <$5M | AI Deep Dive |
| Mouseclicks LLC | Professional, Scientific, and Technical Services | $65,700 | $67,446 | 6 | <$5M | AI Deep Dive |
| Don's Auto Cosmetics Inc. | Transportation and Warehousing | $65,000 | $65,235 | 9 | <$5M | AI Deep Dive |
| Brian P Daley Construction INC | Construction | $63,485 | $64,180 | 4 | <$5M | AI Deep Dive |
| Brian P. Daley Construction Inc. | Construction | $62,806 | $63,400 | 3 | <$5M | AI Deep Dive |
| Three Fins Coffee Roasters & Mercantile INC | Accommodation and Food Services | $61,102 | $61,509 | 8 | <$5M | AI Deep Dive |
| Home Carpentry Inc. | Construction | $60,813 | $61,441 | 5 | <$5M | AI Deep Dive |
| Monger Brother's LLC | Construction | $60,198 | $61,137 | 8 | <$5M | AI Deep Dive |
| Pretty Picky Properties Inc. | Real Estate and Rental and Leasing | $59,442 | $59,929 | 6 | <$5M | AI Deep Dive |
| Brewster El Patron INC | Accommodation and Food Services | $59,000 | $59,815 | 9 | <$5M | AI Deep Dive |
| Cjnl, Inc. | Accommodation and Food Services | $56,566 | $56,909 | 3 | <$5M | AI Deep Dive |
| Tj Fitzgerald Custom Homes | Construction | $56,337 | $56,708 | 4 | <$5M | AI Deep Dive |
| Ama Excavating, LLC | Construction | $55,600 | $56,153 | 3 | <$5M | AI Deep Dive |
| Brennan and Fournier | Professional, Scientific, and Technical Services | $55,070 | $55,515 | 6 | <$5M | AI Deep Dive |
| Jacob H. Daley Landscaping | Administrative and Support and Waste Management | $54,434 | $55,214 | 4 | <$5M | AI Deep Dive |
| Our Lady of the Cape-Sba Small 7a Term | Unknown | $53,655 | $53,968 | 7 | N/A | AI Deep Dive |
| Underpass Road Bicycle Rentals Inc. | Retail Trade | $53,603 | $53,863 | 5 | <$5M | AI Deep Dive |
| T.j. Fitzgerald Custom Homes Inc. | Construction | $53,290 | $53,615 | 4 | <$5M | AI Deep Dive |
| Brewster Inn, Inc. | Accommodation and Food Services | $52,100 | $52,650 | 13 | <$5M | AI Deep Dive |