| The Ivymount School Inc | Rockville | B28Z Education | $20.3M | 7 |
| CASA INC | Hyattsville | — | $20.2M | 6 |
| LANGTON GREEN INC | Annapolis | P820 Human Services | $20.2M | 10 |
| MONTGOMERY HOUSING PARTNERSHIP INC | Silver Spring | L200 Housing & Shelter | $20.1M | 10 |
| INDIAN CREEK SCHOOL INC | Crownsville | B21Z Education | $20.1M | 6 |
| Charles County Nursing and | La Plata | E91 Health Care | $20M | 7 |
| CONNECTIONS THRU LIFE INC | Owings Mills | B12 Education | $20M | 15 |
| BALTIMORE CIVIC FUND INC | Baltimore | T11 Philanthropy, Voluntarism & Grantmaking Foundations | $19.7M | 3 |
| QLARANT QUALITY SOLUTIONS INC | Easton | F20 Mental Health & Crisis Intervention | $19.7M | 18 |
| VESTA INC | Lanham | F33Z Mental Health & Crisis Intervention | $19.5M | 7 |
| US LACROSSE INC | Sparks | N70 Recreation & Sports | $19.4M | 9 |
| JOHNS HOPKINS ALL CHILDREN'S FOUNDATION | Baltimore | E110 Health Care | $19.4M | 12 |
| THE ABELL FOUNDATION INC | Baltimore | — | $19.4M | 6 |
| TOTAL CARE SERVICES INC | Lanham | — | $19.3M | 7 |
| POWELL RECOVERY CENTER INC | Baltimore | F20 Mental Health & Crisis Intervention | $19.3M | 9 |
| JEWISH COMMUNITY CENTER OF | Owings Mills | — | $19.1M | 6 |
| FSK LAND CORPORATION | Baltimore | — | $19.1M | 1 |
| PATTERSON PARK PUBLIC CHARTER SCHOOLINC | Baltimore | B29 Education | $19M | 1 |
| ANNAPOLIS AREA CHRISTIAN SCHOOL | Severn | B24Z Education | $18.9M | 6 |
| CPWR THE CENTER FOR CONSTRUCTION | Silver Spring | V99 Social Science | $18.9M | 7 |
| THE MONTGOMERY COUNTY COALITION FOR | Rockville | P99Z Human Services | $18.7M | 3 |
| OPERATING ENGINEERS TRUST FUND OF WASH | Sparks | — | $18.7M | 3 |
| Innovative Learning Inc | Annapolis | B28Z Education | $18.6M | 2 |
| ALLEY CAT ALLIES INC | Bethesda | D200 Animal-Related | $18.6M | 4 |
| RISE8 FOUNDATION | Hunt Valley | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $18.6M | 0 |
| NATIONAL AUTO AUCTION ASSOCIATION | Frederick | — | $18.4M | 7 |
| AMVETS NATIONAL SERVICE FOUNDATION | Rockville | W113 Public & Societal Benefit | $18.2M | 3 |
| COLUMBIA VANTAGE HOUSE CORPORATION | Columbia | P750 Human Services | $18.2M | 6 |
| TUERK HOUSE INC | Baltimore | F220 Mental Health & Crisis Intervention | $18.2M | 8 |
| EMPLOY PRINCE GEORGE'S COUNTY | Largo | J20 Employment | $18.2M | 8 |
| TLC - The Treatment & Learning Centers | Rockville | — | $18.2M | 7 |
| WEACHIEVE INC | Silver Spring | — | $18.2M | 6 |
| OCEAN PINES ASSOCIATION INC | Berlin | — | $18.1M | 10 |
| HEALTHCARE ACCESS MARYLAND INC | Baltimore | E99 Health Care | $18.1M | 7 |
| PACIFIC INSTITUTE FOR RESEARCH AND | Beltsville | U50Z Science & Technology | $18.1M | 19 |
| ARTS FOR LEARNING MARYLAND INC | Baltimore | A250 Arts, Culture & Humanities | $18.1M | 6 |
| COASTAL HOSPICE | Salisbury | P74Z Human Services | $18M | 4 |
| BETHESDA COUNTRY CLUB INC | Bethesda | — | $17.9M | 7 |
| THE ARC OF HOWARD COUNTY INC | Ellicott City | P820 Human Services | $17.9M | 4 |
| CAPITOL TECHNOLOGY UNIVERSITY | Laurel | B420 Education | $17.9M | 10 |
| KEY POINT HEALTH SERVICES INC | Aberdeen | — | $17.9M | 15 |
| ALL CHILDREN'S RESEARCH INSTITUTE INC | Baltimore | E050 Health Care | $17.9M | 16 |
| COMMUNITY LIVING INC | Fredrick | P73Z Human Services | $17.8M | 2 |
| EPILEPSY FOUNDATION OF AMERICA | Bowie | G54Z Diseases, Disorders & Medical Disciplines | $17.8M | 10 |
| DELMARVA COMMUNITY SERVICES INC | Cambridge | P800 Human Services | $17.8M | 4 |
| PARK WEST HEALTH SYSTEM INC | Baltimore | — | $17.8M | 5 |
| CARING CROSS INC | Gaithersburg | H99 Medical Research | $17.8M | 2 |
| RESTORE THE EARTH FOUNDATION INC | Easton | C20 Environment | $17.7M | 3 |
| CIVIC WORKS INC | Baltimore | B92 Education | $17.7M | 6 |
| UNIVERSITY OF MARYLAND RADIATION | Baltimore | — | $17.6M | 10 |
