| $150,000–350,000 | NEWBURYPORT WINDWARD YACHT YARD LLC | Boston, MA | Main Street Bank |
| $150,000–350,000 | P.A. WRIXON ASSOCIATES INC. | Boston, MA | Main Street Bank |
| $150,000–350,000 | P.A. WRIXON ASSOCIATES, INC. | Boston, MA | Main Street Bank |
| $150,000–350,000 | PEPPERELL BRAIDING COMPANY, INC. | PEPPERELL, MA | Main Street Bank |
| $150,000–350,000 | PEPPERELL PHARMACY INC | Pepperell, MA | Main Street Bank |
| $350,000–1 million | PINEHILLS HOLDINGS LLC | Boston, MA | Main Street Bank |
| $2–5 million | PLANET AID | MILFORD, MA | Main Street Bank |
| $2–5 million | PLANET AID INC | Milford, MA | Main Street Bank |
| $350,000–1 million | PNT EDUCATION LLC | ANDOVER, MA | Main Street Bank |
| $150,000–350,000 | POUGHKEEPSIE HOSPITALITY LLC | Poughkeepsie, NY | Main Street Bank |
| $150,000–350,000 | PROSCIENCE ANALYTICAL SERVICES, INCORPORATED | WOBURN, MA | Main Street Bank |
| $350,000–1 million | Q CAFE LLC | Marlborough, MA | Main Street Bank |
| $150,000–350,000 | Q CAFE LLC | MARLBOROUGH, MA | Main Street Bank |
| $150,000–350,000 | R M RATTA CORP | AYER, MA | Main Street Bank |
| $2–5 million | R. R. MORAN LTD | LITTLETON, MA | Main Street Bank |
| $150,000–350,000 | R.J. FOLEY INC | SHREWSBURY, MA | Main Street Bank |
| $150,000–350,000 | RANCHO CHICO FAMILY REST INC | Plainville, MA | Main Street Bank |
| $150,000–350,000 | RASOOL AND SHAH-HOSSEINI INC. | Brookline, MA | Main Street Bank |
| $350,000–1 million | RESOURCE ONE NEW ENGLAND SERVICES I | Framingham, MA | Main Street Bank |
| $150,000–350,000 | RICCIARDI BROS., INC. | Worcester, MA | Main Street Bank |
| $150,000–350,000 | RICCIARDI BROS., INC. | WORCESTER, MA | Main Street Bank |
| $150,000–350,000 | SAN ANTONIO BV LCP OPERATING GROUP, LLC | San Antonio, TX | Main Street Bank |
| $350,000–1 million | SCERIS INC. | Marlborough, MA | Main Street Bank |
| $350,000–1 million | SCERIS, INC. | MARLBOROUGH, MA | Main Street Bank |
| $150,000–350,000 | SIERRA ARCHITECTS INC. | Waltham, MA | Main Street Bank |
| $150,000–350,000 | SIERRA ARCHITECTS INCORPORATED | Waltham, MA | Main Street Bank |
| $150,000–350,000 | STEPHEN M DESIO, MD, PC | WORCESTER, MA | Main Street Bank |
| $150,000–350,000 | STONE EDGE DESIGN CO INC | Pepperell, MA | Main Street Bank |
| $150,000–350,000 | STONE EDGE DESIGN CO INC | Pepperell, MA | Main Street Bank |
| $350,000–1 million | STONEYARD, INC. | LITTLETON, MA | Main Street Bank |
| $350,000–1 million | STONEYARD, INC. | Littleton, MA | Main Street Bank |
| $350,000–1 million | STUDYPOINT, INC. | ANDOVER, MA | Main Street Bank |
| $150,000–350,000 | SUDBURY EXTENDED DAY INC | Sudbury, MA | Main Street Bank |
| $350,000–1 million | SUDBURY EXTENDED DAY, INC. | SUDBURY, MA | Main Street Bank |
| $150,000–350,000 | SUDBURY LAWN & LANDSCAPE | SUDBURY, MA | Main Street Bank |
| $150,000–350,000 | TED'S OF FAYVILLE, INC | SOUTHBOROUGH, MA | Main Street Bank |
| $150,000–350,000 | THE AMERICAN BAPTIST CHURCHES OF MA | Groton, MA | Main Street Bank |
| $150,000–350,000 | THE COTTAGE CHILDREN'S CENTER | MARLBOROUGH, MA | Main Street Bank |
| $150,000–350,000 | THE COTTAGE CHILDREN'S CENTER INC | Marlborough, MA | Main Street Bank |
| $350,000–1 million | THE NEW ENGLAND APPLIANCE & ELECTRONICS GROUP, INC. | FRANKLIN, MA | Main Street Bank |
| $350,000–1 million | THE WAYSIDE INN | Sudbury, MA | Main Street Bank |
| $350,000–1 million | THE WAYSIDE INN | SUDBURY, MA | Main Street Bank |
| $150,000–350,000 | THOMAS WALDRON AUTO BODY LLC | Worcester, MA | Main Street Bank |
| $350,000–1 million | TURNER, INC. | LYNN, MA | Main Street Bank |
| $150,000–350,000 | VALLEY EYE PHYSICIANS AND SURGEONS P.C. | Ayer, MA | Main Street Bank |
| $150,000–350,000 | VALLEY EYE PHYSICIANS AND SURGEONS, P.C. | AYER, MA | Main Street Bank |
| $150,000–350,000 | VERITAS CHRISTIAN ACADEMY | Wayland, MA | Main Street Bank |
| $150,000–350,000 | VMA ELECTRIC, INC. | MARLBOROUGH, MA | Main Street Bank |
| $150,000–350,000 | WAYLAND MILLWORK CORPORATION | Marlborough, MA | Main Street Bank |
| $350,000–1 million | WAYSIDE GLASS & MIRROR CO INC. | Marlborough, MA | Main Street Bank |
| $350,000–1 million | WAYSIDE GLASS & MIRROR CO., INC. | MARLBOROUGH, MA | Main Street Bank |
| $150,000–350,000 | WDA DESIGN GROUP INC. | Westborough, MA | Main Street Bank |
| $150,000–350,000 | WDA DESIGN GROUP, INC. | Westborough, MA | Main Street Bank |
| $150,000–350,000 | WEE CARE FOR LITTLE PEOPLE INC | Southborough, MA | Main Street Bank |
| $150,000–350,000 | WEE CARE FOR LITTLE PEOPLE INC | Southborough, MA | Main Street Bank |
| $1–2 million | WESTON ASSOCIATES MANAGEMENT COMPANY INC | Boston, MA | Main Street Bank |
| $150,000–350,000 | WHITE SAUCE INC | Methuen, MA | Main Street Bank |
| $150,000–350,000 | WILDWOOD INC | Marlborough, MA | Main Street Bank |
| $150,000–350,000 | WILDWOOD, INC. | MARLBOROUGH, MA | Main Street Bank |
| $350,000–1 million | WILSON BROTHERS, HVAC, INC. | PEPPERELL, MA | Main Street Bank |
| $150,000–350,000 | ZARAPE LLC | Marlborough, MA | Main Street Bank |