| $350,000–1 million | 3DFORTIFY INC. | CHARLESTOWN, MA | Silicon Valley Bank |
| $150,000–350,000 | ACESO INTERACTIVE, INC | CHARLESTOWN, MA | First Citizens FCU |
| $2–5 million | APPALACHIAN MOUNTAIN CLUB | CHARLESTOWN, MA | Primary Bank |
| $350,000–1 million | AUTOMATION SOLUTIONS, INC. | CHARLESTOWN, MA | Middlesex Savings Bank |
| $1–2 million | BOSTON BOATWORKS LLC | CHARLESTOWN, MA | Rockland Trust Company |
| $350,000–1 million | BOSTON BUILDING MAINTENANCE, LLC | CHARLESTOWN, MA | Citizens Bank, National Association |
| $150,000–350,000 | BOSTON SURVEY, INC | CHARLESTOWN, MA | Citizens Bank, National Association |
| $350,000–1 million | BREWER'S FORK LLC | CHARLESTOWN, MA | Cambridge Savings Bank |
| $150,000–350,000 | BUILDING ENCLOSURE ASSOCIATES LLC | CHARLESTOWN, MA | Bangor Savings Bank |
| $150,000–350,000 | BUY NEW ENGLAND LOBSTERS LLC | CHARLESTOWN, MA | Eastern Bank |
| $2–5 million | CAMBRIDGE COLLEGE, INC. | CHARLESTOWN, MA | Century Bank and Trust Company |
| $350,000–1 million | CAMBRIDGE SELECT INC | CHARLESTOWN, MA | Bank of America, National Association |
| $1–2 million | CAMPBELL CONROY & O'NEIL PC | CHARLESTOWN, MA | TD Bank, National Association |
| $350,000–1 million | CENTER FOR MEDICAL SIMULATION, INC. | CHARLESTOWN, MA | Boston Private Bank & Trust Company |
| $150,000–350,000 | CHARLESTOWN COOPERATIVE NURSERY SCHOOL INC | CHARLESTOWN, MA | The Cooperative Bank |
| $150,000–350,000 | CHELSEA CITY SQR CORP | CHARLESTOWN, MA | The Village Bank |
| $350,000–1 million | COMMUNITY RESEARCH INITIATIVE OF NEW ENGLAND, INC. | CHARLESTOWN, MA | Eastern Bank |
| $150,000–350,000 | CONDUIT BUSINESS CONSULTING INC | CHARLESTOWN, MA | Bank of America, National Association |
| $2–5 million | COSTA FRUIT & PRODUCE | CHARLESTOWN, MA | Eastern Bank |
| $150,000–350,000 | COURAGEOUS SAILING CENTER FOR YOUTH, INC. | CHARLESTOWN, MA | Eastern Bank |
| $350,000–1 million | DC BEANE AND ASSOCIATES CONSTRUCTION COMPANY LLC | CHARLESTOWN, MA | Bank of New Hampshire |
| $150,000–350,000 | EDGE EMBOSSING INC | CHARLESTOWN, MA | Bankwell Bank |
| $150,000–350,000 | FARINA CORPORATION | CHARLESTOWN, MA | Northern Bank and Trust Company |
| $150,000–350,000 | FARMER WILLIES INC | CHARLESTOWN, MA | Bank of America, National Association |
| $350,000–1 million | FEDERATION FOR CHILDREN WITH SPECIAL NEEDS, INC | CHARLESTOWN, MA | Eastern Bank |
| $150,000–350,000 | GARVIN CONSTRUCTION PRODUCTS | CHARLESTOWN, MA | Avidia Bank |
| $350,000–1 million | GARVIN CONSTRUCTION PRODUCTS LLC | CHARLESTOWN, MA | Legacy Bank |
| $150,000–350,000 | GLOUCESTER BUILDERS, INC. | CHARLESTOWN, MA | Eastern Bank |
| $350,000–1 million | HEADING HOME INC | CHARLESTOWN, MA | Citizens Bank, National Association |
| $2–5 million | J2 INTERACTIVE LLC | CHARLESTOWN, MA | Citizens Bank, National Association |
| $350,000–1 million | JOHN F. KENNEDY FAMILY SERVICES CENTER | CHARLESTOWN, MA | Cambridge Savings Bank |
| $350,000–1 million | MACKAY CONCRETE CONSTRUCTION, INC | CHARLESTOWN, MA | Eastern Bank |
| $350,000–1 million | MAMA ROSIE'S CO. INC. | CHARLESTOWN, MA | Eastern Bank |
| $1–2 million | MEDIATE MANAGEMENT COMPANY, INC. | CHARLESTOWN, MA | Brookline Bank |
| $150,000–350,000 | MK3 CREATIVE LLC | CHARLESTOWN, MA | Century Bank and Trust Company |
| $350,000–1 million | MONUMENT 251, LLC | CHARLESTOWN, MA | The Cooperative Bank |
| $150,000–350,000 | NETBLAZR, INC. | CHARLESTOWN, MA | Leader Bank, National Association |
| $350,000–1 million | POMEROY& CO INC | CHARLESTOWN, MA | Santander Bank, National Association |
| $150,000–350,000 | RICCIARDELLI & SMALL, LLC | CHARLESTOWN, MA | First Republic Bank |
| $1–2 million | ROBERT W SULLIVAN, INC. | CHARLESTOWN, MA | Eastern Bank |
| $350,000–1 million | SAVE THAT STUFF INC. | CHARLESTOWN, MA | Reading Co-Operative Bank |
| $350,000–1 million | SEMPER INDUSTRIAL DIVING CORP. | CHARLESTOWN, MA | The Provident Bank |
| $150,000–350,000 | SEMPER OFFSHORE LLC | CHARLESTOWN, MA | The Provident Bank |
| $350,000–1 million | SEVEN BRIDGES GENOMICS INC | CHARLESTOWN, MA | Wells Fargo Bank, National Association |
| $350,000–1 million | SIDELINESWAP | CHARLESTOWN, MA | First Republic Bank |
| $350,000–1 million | SMARTWEBS, INC. | CHARLESTOWN, MA | Citizens Bank, National Association |
| $150,000–350,000 | SPENCER, SULLIVAN AND VOGT, INC. | CHARLESTOWN, MA | Eastern Bank |
| $150,000–350,000 | SUPERSHAG PRODUCTIONS AND DANCE STUDIOS LLC | CHARLESTOWN, MA | Santander Bank, National Association |
| $1–2 million | TENTINDO, KENDALL, CANNIFF & KEEFE, LLP | CHARLESTOWN, MA | Brookline Bank |
| $350,000–1 million | THE CASTLE GROUP, INC. | CHARLESTOWN, MA | Century Bank and Trust Company |
| $150,000–350,000 | THE REV COMPANIES INC | CHARLESTOWN, MA | Citizens Bank, National Association |
| $150,000–350,000 | TOW PIER 6 RESTAURANT GROUP LLC | CHARLESTOWN, MA | Northern Bank and Trust Company |
| $1–2 million | TREVIICOS NICHOLSON JOINT VENTURE | CHARLESTOWN, MA | Bank of America, National Association |
| $350,000–1 million | TUDOR WHARF HOTEL TENANT LLC | CHARLESTOWN, MA | Cambridge Savings Bank |
| $150,000–350,000 | USS CONSTITUTION MUSEUM, INC. | CHARLESTOWN, MA | Century Bank and Trust Company |
| $150,000–350,000 | WILLIAM LOWE AND SONS CORP | CHARLESTOWN, MA | Citizens Bank, National Association |