| Boda Borg Boston LLC | Accommodation and Food Services | $444,364 | $447,758 | 40 | $7.5M |  AI Deep Dive |
| City Realty Group, LLC | Real Estate and Rental and Leasing | $443,300 | $446,689 | 32 | <$5M | AI Deep Dive |
| The Center for Pediatric Dental Care LLC | Health Care and Social Assistance | $442,580 | $445,570 | 35 | $8.1M | AI Deep Dive |
| Voatz Inc. | Information | $439,675 | $442,542 | 18 | <$5M | AI Deep Dive |
| Brookline Ice Company, Inc. | Retail Trade | $436,250 | $440,015 | 45 | $7.0M | AI Deep Dive |
| Temple Ohabei Shalom | Other Services (except Public Administration) | $432,250 | $435,072 | 34 | N/A | AI Deep Dive |
| Little Children Schoolho | Educational Services | $424,797 | $430,567 | 46 | $6.1M | AI Deep Dive |
| Certified Property Management Corp | Real Estate and Rental and Leasing | $423,376 | $426,434 | 28 | <$5M | AI Deep Dive |
| Centre Pediatric Associates P.c. | Health Care and Social Assistance | $417,725 | $421,287 | 35 | $11.0M | AI Deep Dive |
| Doolin Cottage Corporation | Accommodation and Food Services | $412,295 | $414,803 | 45 | $8.0M | AI Deep Dive |
| Biocardia Diagnostics INC | Health Care and Social Assistance | $406,437 | $339,064 | 39 | $9.0M | AI Deep Dive |
| Longwood Venues & Destinations Inc. | Accommodation and Food Services | $390,500 | $394,025 | 17 | <$5M | AI Deep Dive |
| Area9 Lyceum INC | Other Services (except Public Administration) | $390,100 | $395,038 | 32 | $6.1M | AI Deep Dive |
| Certified Property Management Corp | Real Estate and Rental and Leasing | $386,856 | $390,520 | 29 | <$5M | AI Deep Dive |
| Xrhealth USA INC | Health Care and Social Assistance | $370,419 | $372,868 | 73 | $13.3M | AI Deep Dive |
| Kaplan Corporation | Construction | $369,608 | $682,249 | 40 | $45.6M | AI Deep Dive |
| Torah Academy, Inc. | Educational Services | $368,312 | $370,331 | 65 | N/A | AI Deep Dive |
| Zaftig, Inc. | Accommodation and Food Services | $365,380 | $369,541 | 55 | $9.8M | AI Deep Dive |
| 1032 Beacon Corp | Real Estate and Rental and Leasing | $362,000 | $364,807 | 42 | $6.3M | AI Deep Dive |
| Michael Lindstrom | Professional, Scientific, and Technical Services | $360,051 | $362,251 | 17 | $5.3M | AI Deep Dive |
| Fuji Restaurant Corporation | Accommodation and Food Services | $354,900 | $359,455 | 62 | $11.0M | AI Deep Dive |
| Brookline Booksmith Corporation | Retail Trade | $346,098 | $348,270 | 46 | $10.8M | AI Deep Dive |
| Longwood Dental Associates INC | Health Care and Social Assistance | $344,175 | $345,335 | 26 | $6.0M | AI Deep Dive |
| Logwood Dental Associates , INC | Health Care and Social Assistance | $344,100 | $347,447 | 25 | $5.8M | AI Deep Dive |
| Golden Temple INC | Accommodation and Food Services | $341,190 | $345,398 | 51 | $9.1M | AI Deep Dive |