| INTERFAITH WORKS | Rockville | X21 Religion-Related | $17.6M | 5 |
| DOMINION RESOURCE CENTER INC | Baltimore | F30 Mental Health & Crisis Intervention | $17.5M | 1 |
| THE MEYER AND DEANNE SHARLIN FOUNDATION | Bethesda | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $17.5M | 3 |
| NATIONAL BOARD FOR CERTIFICATION | Gaithersburg | — | $17.5M | 8 |
| UM FDSP ASSOCIATES PA | Baltimore | — | $17.4M | 4 |
| MARY CATHERINE BUNTING FOUNDATION INC | Hunt Valley | T22Z Philanthropy, Voluntarism & Grantmaking Foundations | $17.4M | 0 |
| VISIT BALTIMORE INC | Baltimore | — | $17.3M | 9 |
| AMERICAN PODIATRIC MEDICAL | Rockville | — | $17.3M | 19 |
| HOMEFREE USA INC | Landover | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $17.2M | 7 |
| ACHIEVING THE DREAM INC | Silver Spring | B90 Education | $16.9M | 10 |
| AMERICAN POSTAL WORKERS UNION AFL-CIO HEALTH | Elkridge | — | $16.8M | 6 |
| BALTIMORE SYMPHONY ENDOWMENT TRUST | Baltimore | B11 Education | $16.7M | 3 |
| CHILDREN'S INN AT NIH INC | Bethesda | E860 Health Care | $16.7M | 11 |
| University of Maryland Medical System Foundation Inc | Baltimore | B11 Education | $16.7M | 5 |
| ENERGETICS TECHNOLOGY CENTER INC | Indian Head | U20 Science & Technology | $16.6M | 11 |
| MARYLAND MEDICINE PA | Baltimore | E21 Health Care | $16.6M | 8 |
| PROGRESS UNLIMITED INC | Owings Mills | P700 Human Services | $16.6M | 3 |
| Regulatory Affairs Professionals Society | Rockville | W99Z Public & Societal Benefit | $16.6M | 8 |
| REGINALD S LOURIE CENTER FOR INFANTS | Gaithersburg | P820 Human Services | $16.6M | 9 |
| STAR-K CERTIFICATION INC | Baltimore | X30Z Religion-Related | $16.5M | 10 |
| ELECTRICAL LOCAL 26 | Lanham | J22Z Employment | $16.5M | 6 |
| ADAMAH INC | Resisterstown | X302 Religion-Related | $16.5M | 3 |
| WESTERN MARYLAND HEALTH CARE | Oakland | — | $16.3M | 9 |
| LINWOOD CENTER INC | Ellicott City | B28Z Education | $16.3M | 4 |
| MID SHORE BEHAVIORAL HEALTH INC | Easton | F99Z Mental Health & Crisis Intervention | $16.3M | 2 |
| ARC OF CARROLL COUNTY INC | Westminster | — | $16.3M | 5 |
| VOSE RIVER CHARITABLE FUND | Bethesda | E70 Health Care | $16.2M | 0 |
| INSTITUTE FOR OPERATIONS RESEARCH AND | Catonsville | V22 Social Science | $16.2M | 6 |
| GREEN MOUNT CEMETERY CORPORATION | Baltimore | — | $16.2M | 7 |
| GARRETT COUNTY MARYLAND COMMUNITY | Oakland | — | $16.1M | 2 |
| DDW LLC | Bethesda | — | $16M | 1 |
| 4MyCity Inc | Baltimore | S20 Community Improvement & Capacity Building | $15.9M | 0 |
| CHINESE CULTURE AND COMMUNITY SERVICE | Gaithersburg | A230 Arts, Culture & Humanities | $15.9M | 0 |
| OPERATING ENGINEERS LOCAL NO 37 | Baltimore | — | $15.9M | 2 |
| BALTIMORE CRISIS RESPONSE INC | Baltimore | F40Z Mental Health & Crisis Intervention | $15.8M | 7 |
| THE ARC OF FREDERICK COUNTY INC | Frederick | — | $15.8M | 3 |
| COMPREHENSIVE HOUSING ASSISTANCE INC | Baltimore | L80 Housing & Shelter | $15.8M | 6 |
| CHIMES INTERNATIONAL LIMITED | Baltimore | B022 Education | $15.7M | 13 |
| GREEN STREET ACADEMY INC | Baltimore | B20 Education | $15.7M | 2 |
| Independent Dialysis Foundation Inc | Baltimore | E300 Health Care | $15.7M | 7 |
| WORD AMONG US INC | Frederick | — | $15.7M | 16 |
| Washington Episcopal Day School Inc | Bethesda | B240 Education | $15.6M | 7 |
| TREES FOR THE FUTURE INC | Silver Spring | C36Z Environment | $15.6M | 7 |
| REBUILD METRO INC | Baltimore | S50Z Community Improvement & Capacity Building | $15.5M | 4 |
| COMMUNITY MULTI SERVICES INC | Silver Spring | — | $15.4M | 9 |
| MAYBERG FOUNDATION INC | Chevy Chase | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $15.4M | 1 |
| GREEN & HEALTHY HOMES INITIATIVE INC | Baltimore | E017 Health Care | $15.4M | 7 |
| BROOK LANE BEHAVIORAL SERVICES INC | Hagerstown | — | $15.4M | 13 |
| PARENTERAL DRUG ASSOCIATION INC | Bethesda | — | $15.3M | 10 |
| THE HELPING UP MISSION INC | Baltimore | — | $15.3M | 8 |
