| STRATEGIC RESOURCE GROUP INC | Easton | X20 Religion-Related | $52.1M | 2 |
| TOTAL HEALTH CARE INC | Baltimore | E310 Health Care | $52M | 12 |
| HUGO W MOSER RESEARCH INSTITUTE AT | Baltimore | U00Z Science & Technology | $51.7M | 15 |
| CONGRESSIONAL COUNTRY CLUB INC | Bethesda | — | $51.7M | 11 |
| EMERGE INC | Columbia | P820 Human Services | $51.6M | 0 |
| MOSAIC COMMUNITY SERVICES INC | Timonium | S20 Community Improvement & Capacity Building | $51.4M | 10 |
| MEXICAN HASS AVOCADO IMPORTERS ASSOCIATION | Fallston | S41 Community Improvement & Capacity Building | $50.5M | 0 |
| Technology Advancement Center Inc | Baltimore | B99 Education | $50.2M | 0 |
| BAINUM FAMILY FOUNDATION | Bethesda | T20Z Philanthropy, Voluntarism & Grantmaking Foundations | $50M | 3 |
| Chester River Hospital Center Inc | Chestertown | E220 Health Care | $49.9M | 15 |
| ENTERPRISE COMMUNITY LOAN FUND INC | Columbia | L20 Housing & Shelter | $49.8M | 14 |
| JOHNS HOPKINS HOME CARE GROUP INC | Baltimore | — | $49.5M | 9 |
| BRIGHTFOCUS FOUNDATION | Clarksburg | G00J Diseases, Disorders & Medical Disciplines | $48.7M | 11 |
| ELECTRICAL TRAINING ALLIANCE | Bowie | J22Z Employment | $47.9M | 7 |
| COMMUNITY SERVICES FOR AUTISTIC ADULTS & | Montgomery Village | G84Z Diseases, Disorders & Medical Disciplines | $47.2M | 5 |
| UNIVERSITY OF MARYLAND FOUNDATION INC | Adelphi | B110 Education | $46.9M | 9 |
| TRUCK DRIVERS & HELPERS LOCAL UNION | Baltimore | — | $46.8M | 0 |
| COMMUNITY CLINIC INC | Silver Spring | E32Z Health Care | $46.5M | 13 |
| CRISP SHARED SERVICES INC | Columbia | E70 Health Care | $46.4M | 13 |
| LEGAL AID BUREAU INC | Baltimore | I800 Crime & Legal-Related | $46.4M | 10 |
| THE HOLTON ARMS SCHOOL | Bethesda | B250 Education | $46.1M | 7 |
| KING FARM PRESBYTERIAN RETIREMENT | Rockville | L22 Housing & Shelter | $46.1M | 11 |
| FOUNDATION FOR ADVANCED EDUCATION IN THE | Bethesda | B82Z Education | $45.9M | 8 |
| UNIVERSITY OF MARYLAND SURGICAL | Baltimore | E30 Health Care | $45.6M | 10 |
| THE VILLAGE AT ROCKVILLE INC | Frederick | P750 Human Services | $45.3M | 7 |
| HOMEWOOD AT FREDERICK MD INC | Williamsport | P750 Human Services | $44.9M | 10 |
| HANDICAP INTERNATIONAL | Silver Spring | Q30 International, Foreign Affairs & National Security | $44.6M | 1 |
| BELLO MACHRE INC | Glen Burnie | P73Z Human Services | $44.2M | 8 |
| NATIONAL ASSOCIATION FOR THE ADVANCEMENT | Baltimore | — | $44.1M | 3 |
| ARC OF WASHINGTON COUNTY INC | Hagerstown | P82Z Human Services | $44M | 2 |
| WAY STATION INC | Frederick | P82Z Human Services | $43.6M | 10 |
| COMMUNITY SUPPORT SERVICES INC | Gaithersburg | P820 Human Services | $43.4M | 10 |
| TRANSPORTATION COMMUNICATIONS UNIONIAM | Rockville | — | $43.4M | 12 |
| CONNECTICUT LIFE AND HEALTH INSURANCE | New Market | E81Z Health Care | $43.4M | 0 |
| THE ARC OF PRINCE GEORGE'S COUNTY INC | Largo | — | $43.3M | 7 |
| BALTIMORE AFFORDABLE HOUSING | Baltimore | L20 Housing & Shelter | $43.2M | 7 |
| US NAVAL ACADEMY FOUNDATION INC | Annapolis | B12 Education | $42.7M | 11 |
| CHESAPEAKE REGIONAL INFORMATION | Columbia | E02 Health Care | $42.2M | 10 |
| BALTIMORE SYMPHONY ORCHESTRA INC | Baltimore | A690 Arts, Culture & Humanities | $41.7M | 11 |
| AIRCRAFT OWNERS & PILOTS ASSOCIATION | Frederick | — | $41.7M | 9 |
| THE CHIMES INC | Baltimore | P730 Human Services | $41.6M | 9 |
| THE BRYN MAWR SCHOOL FOR GIRLS OF | Baltimore | B200 Education | $41.6M | 7 |
| MASTERS MATES & PILOTS VACATION FUND | Linthicum Heights | — | $41.4M | 12 |
| THE JEWISH FEDERATION OF GREATER | North Bethesda | T700 Philanthropy, Voluntarism & Grantmaking Foundations | $41M | 7 |
| MADISON STREET PROPERTIES INC | Baltimore | S500 Community Improvement & Capacity Building | $40.8M | 11 |
| ARUNDEL COMMUNITY DEVELOPMENT | Annapolis | L21Z Housing & Shelter | $40.7M | 7 |
| American Physiological Society | Rockville | F030 Mental Health & Crisis Intervention | $40.5M | 15 |
| CHILD TRENDS INC | Rockville | P30E Human Services | $40.4M | 12 |
| PRINCE GEORGE'S COUNTY MEMORIAL LIBRARY | Largo | B700 Education | $40.2M | 5 |
| UMGC Ventures Inc | Bethesda | B12 Education | $40.1M | 20 |
