| $350,000–1 million | ATLANTIC VETERINARY HOSPITAL LLC | MARBLEHEAD, MA | Eastern Bank |
| $150,000–350,000 | BARNACLE CORPORATION | MARBLEHEAD, MA | The National Grand Bank of Marblehead |
| $150,000–350,000 | BARTLETT AND STEADMAN PLUMBING CORP | MARBLEHEAD, MA | The National Grand Bank of Marblehead |
| $150,000–350,000 | BLISS SALON OF MARBLEHEAD, INC. | MARBLEHEAD, MA | Marblehead Bank |
| $150,000–350,000 | BOBBLES & LACE, LLC | MARBLEHEAD, MA | Eastern Bank |
| $150,000–350,000 | COMMONWEALTH CASH MANAGEMENT CORPORATION | MARBLEHEAD, MA | The National Grand Bank of Marblehead |
| $150,000–350,000 | DJ COLBERT, INC. | MARBLEHEAD, MA | Brookline Bank |
| $150,000–350,000 | FOOD AT 5 LLC, DBA 5 CORNERS KITCHEN | MARBLEHEAD, MA | The National Grand Bank of Marblehead |
| $150,000–350,000 | GILBERT AND COLE BUILDING PRODUCTS, INC. | MARBLEHEAD, MA | The National Grand Bank of Marblehead |
| $150,000–350,000 | GLOVER PROPERTY MANAGEMENT, INC | MARBLEHEAD, MA | The National Grand Bank of Marblehead |
| $150,000–350,000 | HANSEN MARINE ENGINEERING, INC. | MARBLEHEAD, MA | Eastern Bank |
| $350,000–1 million | JEWISH COMMUNITY CENTER OF THE NORTH SHORE INC | MARBLEHEAD, MA | Eastern Bank |
| $350,000–1 million | LAFAYETTE REHABILITATION AND SKILLED NURSING FACILITY, INC. | MARBLEHEAD, MA | Bank of New England |
| $150,000–350,000 | LITTLE HARBOR ADVISORS, LLC | MARBLEHEAD, MA | Eastern Bank |
| $350,000–1 million | LITTLE HARBOR CONSTRUCTION COMPANIES | MARBLEHEAD, MA | The Lowell Five Cent Savings Bank |
| $150,000–350,000 | M. M. NEWMAN CORPORATAION | MARBLEHEAD, MA | The National Grand Bank of Marblehead |
| $150,000–350,000 | MARBLEHEAD CHILDREN'S CENTER | MARBLEHEAD, MA | Marblehead Bank |
| $150,000–350,000 | MARBLEHEAD COLLISION, INC. | MARBLEHEAD, MA | The National Grand Bank of Marblehead |
| $150,000–350,000 | MARBLEHEAD PEDIATRICS | MARBLEHEAD, MA | The National Grand Bank of Marblehead |
| $150,000–350,000 | MARGATE DANDEE, INC. | MARBLEHEAD, MA | Seacoast National Bank |
| $150,000–350,000 | MINUTEMAN TECHNOLOGY SERVICES LLC | MARBLEHEAD, MA | Citizens Bank, National Association |
| $150,000–350,000 | NORTH SHORE PHYSICAL THERAPY ASSOCIATES, INC. | MARBLEHEAD, MA | Eastern Bank |
| $150,000–350,000 | NORTHSHORE DISTRICT I, LLC | MARBLEHEAD, MA | Marblehead Bank |
| $350,000–1 million | PATRIOT PROPERTIES, INC | MARBLEHEAD, MA | Salem Five Cents Savings Bank |
| $150,000–350,000 | PRIVATE HOME CARE, INC. | MARBLEHEAD, MA | Marblehead Bank |
| $150,000–350,000 | RIBCRAFT USA, LLC | MARBLEHEAD, MA | Salem Five Cents Savings Bank |
| $150,000–350,000 | SGZ GROUP, INC. | MARBLEHEAD, MA | Customers Bank |
| $350,000–1 million | SHIRAT HAYAM OF THE NORTH SHORE | MARBLEHEAD, MA | Eastern Bank |
| $150,000–350,000 | SMITH MARINE, INC. | MARBLEHEAD, MA | Salem Five Cents Savings Bank |
| $150,000–350,000 | THE ARTHUR J. EPSTEIN HILLEL SCHOOL INC. DBA EPSTEIN HILLEL | MARBLEHEAD, MA | Eastern Bank |
| $350,000–1 million | THE MARKET COLLECTION, INC. | MARBLEHEAD, MA | The National Grand Bank of Marblehead |
| $150,000–350,000 | TOOL, INC. | MARBLEHEAD, MA | Eastern Bank |
| $350,000–1 million | TOWER SCHOOL IN MARBLEHEAD | MARBLEHEAD, MA | Salem Five Cents Savings Bank |