| Redpoint Global Inc. | Professional, Scientific, and Technical Services | $2,000,000 | $2,014,192 | 114 | $23.6M |  Research |
| New Tsi Ma Holding LLC | Arts, Entertainment, and Recreation | $1,855,023 | $0 | 410 | $57.4M | Research |
| Renaissance Alliance Insurance Services, LLC | Finance and Insurance | $1,778,600 | $1,798,313 | 81 | $41.6M | Research |
| Elizabeth Seton Residence, Inc. | Health Care and Social Assistance | $1,405,805 | $1,338,272 | 106 | N/A | Research |
| Comella's Restaurant Holdings LLC | Accommodation and Food Services | $1,354,356 | $1,361,035 | 85 | $15.1M | Research |
| Westernacher & Partner | Professional, Scientific, and Technical Services | $1,311,915 | $1,336,787 | 46 | <$5M | Research |
| Bellwether Education Partners INC | Educational Services | $1,251,817 | $1,261,351 | 60 | N/A | Research |
| Captain Marden Seafood INC Holding Trust | Retail Trade | $1,174,047 | $1,182,037 | 120 | $13.3M | Research |
| Captain Marden's Seafoods, Inc. Holding Trust | Retail Trade | $1,170,724 | $1,178,009 | 120 | $13.3M | Research |
| Insource Services, Inc. | Professional, Scientific, and Technical Services | $1,108,500 | $1,116,973 | 72 | $22.9M | Research |
| Hometown Auto Framingham INC DBA | Retail Trade | $1,073,977 | $1,084,239 | 77 | $19.4M | Research |
| Linx LLC | Educational Services | $884,240 | $895,391 | 183 | $23.8M | Research |
| Medical Record Associates LLC | Professional, Scientific, and Technical Services | $841,934 | $845,278 | 75 | $23.9M | Research |
| Limited to Endodontics INC | Health Care and Social Assistance | $758,048 | $767,797 | 33 | N/A | Research |
| Wellesley Asset Management, INC | Finance and Insurance | $732,900 | $737,538 | 38 | $19.5M | Research |
| Medical Record Associates, LLC | Professional, Scientific, and Technical Services | $732,200 | $736,566 | 44 | $14.0M | Research |
| Temple Beth Elohim of Wellesley | Other Services (except Public Administration) | $698,208 | $701,718 | 120 | $22.9M | Research |
| Fineberg Management INC | Real Estate and Rental and Leasing | $680,000 | $686,932 | 43 | $6.5M | Research |
| Wellesley Community Children's Center, Inc. | Health Care and Social Assistance | $629,000 | $632,879 | 64 | N/A | Research |
| Bates Communications, Inc. | Professional, Scientific, and Technical Services | $619,221 | $602,462 | 23 | <$5M | Research |
| Wellesley Volkswagen, Buick, Inc. | Retail Trade | $572,117 | $585,440 | 42 | $10.6M | Research |
| Ripsaw Designs, LLC | Manufacturing | $541,982 | $545,987 | 60 | $59.5M | Research |
| Wellesley Volkswagen INC | Wholesale Trade | $539,875 | $0 | 41 | $12.6M | Research |
| Wellesley Community Childrens | Health Care and Social Assistance | $525,000 | $527,625 | 51 | N/A | Research |
| The Wellesley Local LLC | Accommodation and Food Services | $518,098 | $524,027 | 42 | $7.5M | Research |