| South Mountain Co INC | Construction | $785,700 | $790,737 | 37 | $11.2M |  Research |
| South Mountain Co INC | Construction | $712,000 | $715,433 | 37 | $11.2M | Research |
| State Road Restaurant LLC | Accommodation and Food Services | $483,917 | $488,849 | 30 | $5.3M | Research |
| Oakleaf Landscaping INC | Administrative and Support and Waste Management | $411,492 | $413,825 | 34 | $7.4M | Research |
| Oakleaf Landscape INC | Professional, Scientific, and Technical Services | $390,781 | $393,267 | 15 | <$5M | Research |
| John Keene Excavation INC | Construction | $388,163 | $391,183 | 24 | $9.0M | Research |
| Vineyard Gardens, Inc. | Administrative and Support and Waste Management | $340,000 | $342,399 | 55 | $11.9M | Research |
| Beetlebung Tree Care, LLC | Administrative and Support and Waste Management | $317,800 | $320,447 | 25 | $5.4M | Research |
| Beetlebung Tree Care LLC | Administrative and Support and Waste Management | $307,908 | $311,467 | 25 | $5.4M | Research |
| Vermont Foam Insulation, INC | Construction | $231,481 | $233,423 | 12 | <$5M | Research |
| Salzman Group, Inc. | Professional, Scientific, and Technical Services | $230,635 | $72,364 | 5 | <$5M | Research |
| State Road Restaurant, LLC | Accommodation and Food Services | $218,600 | $220,205 | 30 | $5.3M | Research |
| Morse Arts INC | Retail Trade | $187,213 | $188,900 | 17 | <$5M | Research |
| Morse Arts, Inc. | Retail Trade | $187,200 | $188,523 | 17 | <$5M | Research |
| Jenni Bick Bookbinding, Inc. | Manufacturing | $169,500 | $171,808 | 14 | $13.9M | Research |
| Doyle Construction Corporation | Construction | $160,000 | $160,970 | 11 | <$5M | Research |
| Animal Health Care Associates, Ltd | Professional, Scientific, and Technical Services | $159,000 | $147,669 | 13 | <$5M | Research |
| Conroy Apothecary Inc. | Retail Trade | $158,300 | $159,714 | 24 | <$5M | Research |
| Salzman Group, Inc. | Health Care and Social Assistance | $136,500 | $137,753 | 5 | <$5M | Research |
| Polly Hill Arboretum Inc. | Other Services (except Public Administration) | $130,330 | $132,035 | 9 | N/A | Research |
| Sea Smoke Barbeque Corp | Accommodation and Food Services | $128,859 | $130,717 | 6 | <$5M | Research |
| Brush, Flanders & Moriarty, LLC | Professional, Scientific, and Technical Services | $126,700 | $106,548 | 6 | <$5M | Research |
| Polly Hill Arboretum INC | Other Services (except Public Administration) | $123,500 | $125,037 | 8 | N/A | Research |
| Vineyard Land Surveying & Engineering, Inc. | Professional, Scientific, and Technical Services | $120,700 | $121,533 | 8 | <$5M | Research |
| Up Island Automotive INC | Other Services (except Public Administration) | $118,200 | $118,874 | 10 | <$5M | Research |