| WAREHOUSE EMPLOYEES LOCAL NO 570 TRUST FUND | Baltimore | — | $21.1M | 2 |
| MARY CATHERINE BUNTING FOUNDATION INC C/O KNOLLWOOD INVESTMENT ADVISORY | Hunt Valley | T22Z Philanthropy, Voluntarism & Grantmaking Foundations | $21M | 0 |
| JEWISH COMMUNITY CENTER OF BALTIMORE INC | Owings Mills | — | $20.9M | 7 |
| AMERICAN ASSOCIATION OF ZOOLOGICAL PARKS AND AQUARIUMS INC | Silver Spring | D030 Animal-Related | $20.9M | 8 |
| INTERNATIONAL MASONRY INSTITUTE | Bowie | — | $20.8M | 9 |
| SAINT JAMES SCHOOL | Hagerstown | B200 Education | $20.7M | 2 |
| THE AFFILIATED SANTE GROUP | Silver Spring | F99Z Mental Health & Crisis Intervention | $20.7M | 10 |
| EMPLOY PRINCE GEORGE'S COUNTY | Largo | J20 Employment | $20.6M | 11 |
| IDENTITY INC | Gaithersburg | G81 Diseases, Disorders & Medical Disciplines | $20.5M | 6 |
| INTERFAITH WORKS | Rockville | X21 Religion-Related | $20.4M | 4 |
| BLUEBIRD EDUCATION NETWORK INC | Baltimore | B29 Education | $20.3M | 1 |
| BETHESDA COUNTRY CLUB INC | Bethesda | — | $20.3M | 7 |
| ACRC LESSOR INC | Baltimore | — | $20.3M | 2 |
| The Ivymount School Inc | Rockville | B28Z Education | $20.3M | 7 |
| TOTAL CARE SERVICES INC | Lanham | — | $20.2M | 1 |
| LANGTON GREEN INC | Annapolis | P820 Human Services | $20.2M | 10 |
| CHIMES INTERNATIONAL LIMITED | Baltimore | B022 Education | $20.1M | 12 |
| MONTGOMERY HOUSING PARTNERSHIP INC | Silver Spring | L200 Housing & Shelter | $20.1M | 10 |
| CONNECTIONS THRU LIFE INC | Owings Mills | B12 Education | $20M | 15 |
| ALL CHILDREN'S RESEARCH INSTITUTE INC ATTN TAX DEPT | Baltimore | E050 Health Care | $19.9M | 18 |
| SEEC | Silver Spring | J30Z Employment | $19.8M | 7 |
| CAPITOL TECHNOLOGY UNIVERSITY | Laurel | B420 Education | $19.8M | 9 |
| COASTAL HOSPICE | Salisbury | P74Z Human Services | $19.8M | 9 |
| CPWR THE CENTER FOR CONSTRUCTION RESEARCH AND TRAINING | Silver Spring | V99 Social Science | $19.7M | 7 |
| QLARANT QUALITY SOLUTIONS INC | Easton | F20 Mental Health & Crisis Intervention | $19.7M | 18 |
| American Association of Blood Banks | Bethesda | E61Z Health Care | $19.6M | 9 |
| DOMINION RESOURCE CENTER INC | Baltimore | F30 Mental Health & Crisis Intervention | $19.6M | 1 |
| MEDSOURCE COMMUNITY SERVICES INC | Hagerstown | P20Z Human Services | $19.5M | 9 |
| IUPAT - FINISHING TRADES INSTITUTE | Hanover | — | $19.4M | 6 |
| FSK LAND CORPORATION | Baltimore | — | $19.4M | 1 |
| JOHNS HOPKINS ALL CHILDREN'S FOUNDATION INC | Baltimore | E110 Health Care | $19.4M | 13 |
| Watershed Row Fund | Fulton | — | $19.3M | 0 |
| UNIVERSITY OF MARYLAND RADIATION ONCOLOGY ASSOCIATES PA | Baltimore | — | $19.1M | 10 |
| THE MONTGOMERY COUNTY COALITION FOR THE HOMELESS INC | Rockville | P99Z Human Services | $19.1M | 4 |
| Worksource Montgomery Inc | Rockville | S50 Community Improvement & Capacity Building | $19M | 6 |
| INDIAN CREEK SCHOOL INC | Crownsville | B21Z Education | $19M | 6 |
| ANNAPOLIS AREA CHRISTIAN SCHOOL | Severn | B24Z Education | $18.9M | 6 |
| OPERATING ENGINEERS TRUST FUND OF WASH DC AND VIC C/O ASSOCIATED ADMINISTRTORS | Sparks | — | $18.7M | 3 |
| Innovative Learning Inc | Annapolis | B28Z Education | $18.6M | 2 |
| ALLEY CAT ALLIES INC | Bethesda | D200 Animal-Related | $18.6M | 4 |
| POWELL RECOVERY CENTER INC | Baltimore | F20 Mental Health & Crisis Intervention | $18.4M | 9 |
| AMVETS NATIONAL SERVICE FOUNDATION | Rockville | W113 Public & Societal Benefit | $18.2M | 3 |
| NATIONAL BOARD FOR CERTIFICATION IN OCCUPATIONAL THERAPY INC | Gaithersburg | — | $18.2M | 9 |
| TLC - The Treatment & Learning Centers | Rockville | — | $18.2M | 7 |
| WEACHIEVE INC | Silver Spring | — | $18.2M | 6 |
| OCEAN PINES ASSOCIATION INC | Berlin | — | $18.1M | 10 |
| MID SHORE COMMUNITY FOUNDATION INC | Easton | T31 Philanthropy, Voluntarism & Grantmaking Foundations | $18.1M | 1 |
| PACIFIC INSTITUTE FOR RESEARCH AND EVALUATION | Beltsville | U50Z Science & Technology | $18.1M | 19 |
| ARTS FOR LEARNING MARYLAND INC | Baltimore | A250 Arts, Culture & Humanities | $18.1M | 6 |
| Sweetwater Action Fund | Fulton | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $18M | 0 |
