| THE AMERICAN OCCUPATIONAL THERAPY FOUNDATION INC | Rockville | — | $4.4M | 4 |
| ST FRANCIS NEIGHBORHOOD CENTER | Baltimore | — | $4.4M | 1 |
| PROJECT HEALING WATERS FLY FISHING INC | La Plata | E50 Health Care | $4.4M | 2 |
| SOUTHERN MARYLAND COMMUNITY NETWORK INC | Prince Frederick | — | $4.4M | 1 |
| Mercy Transitional Care Services Inc | Baltimore | E91 Health Care | $4.4M | 10 |
| ST AMBROSE HOUSING AID CENTER INC | Baltimore | L200 Housing & Shelter | $4.4M | 3 |
| ANNE ARUNDEL ECONOMIC DEVELOPMENT CORPORATION | Annapolis | S31Z Community Improvement & Capacity Building | $4.4M | 6 |
| INCLUSION SERVICES INC | Laurel | B99 Education | $4.4M | 0 |
| HEALTHY TEEN NETWORK INC | Churchville | P35Z Human Services | $4.4M | 1 |
| INTERNATIONAL TRANSPORTATION LEARNING CENTER | Silver Spring | B90 Education | $4.4M | 5 |
| HOMER & MARTHA GUDELSKY FAMILY FDN | Silver Spring | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4.4M | 0 |
| HOLLY GROVE CHRISTIAN SCHOOL INC | Westover | — | $4.4M | 1 |
| THE LOYOLANOTRE DAME LIBRARY INC | Baltimore | B700 Education | $4.4M | 7 |
| CHRIST CHURCH HARBOR APT INC | Baltimore | L21Z Housing & Shelter | $4.4M | 0 |
| PROSPECT PLANTATION WEST HOMEOWNERS' ASSOCIATION T/A PROSPECT BAY COUNTRY CL | Grasonville | — | $4.3M | 1 |
| THE MARION I AND HENRY J KNOTT SCHOLARSHIP FUND INC | Columbia | — | $4.3M | 5 |
| Family Child Care Alliance of Maryland | Bowie | B99 Education | $4.3M | 1 |
| LUMINIS HEALTH PATHWAYS INC | Annapolis | F220 Mental Health & Crisis Intervention | $4.3M | 14 |
| COMMUNITY LEGAL SERVICES OF PRINCE GEORGE'S COUNTY | Greenbelt | — | $4.3M | 4 |
| THE CARROLL COMMUNITY COLLEGE FOUNDATION INC | Westminster | B82Z Education | $4.3M | 1 |
| NATIONAL ASSOCIATION OF REAL ESTATE BROKERS INC | Lanham | S41 Community Improvement & Capacity Building | $4.3M | 1 |
| SOCIETY FOR THE PRESERVATION OF MARYLAND ANTIQUITIES INC | Baltimore | A82Z Arts, Culture & Humanities | $4.3M | 1 |
| BLACKBIRD LABORATORIES INC | Baltimore | H99 Medical Research | $4.3M | 8 |
| CENTER FOR URBAN FAMILIES INC | Baltimore | P200 Human Services | $4.3M | 8 |
| WOODHOLME COUNTRY CLUB INC | Baltimore | N6A Recreation & Sports | $4.3M | 6 |
| HUMAN SERVICES PROGRAMS OF CARROLL COUNTY INC | Westminster | L41Z Housing & Shelter | $4.3M | 1 |
| AMERICAN COLLEGE HEALTH ASSOCIATION | Silver Spring | E99Z Health Care | $4.3M | 5 |
| NATIONAL CENTER FOR VICTIMS OF CRIME INC | Hyattsville | P62Z Human Services | $4.3M | 3 |
| Shabach Ministries Inc | Landover | P20 Human Services | $4.3M | 1 |
| MARYLAND INFORMATION NETWORK 2-1-1 MARYLAND INC | Columbia | P20 Human Services | $4.3M | 1 |
| LIFE CRISIS CENTER INC | Salisbury | P62Z Human Services | $4.3M | 1 |
| HINDU ALL POOJA CENTER INC | Ijamsville | X70 Religion-Related | $4.3M | 0 |
| National History Day Inc | College Park | B9XZ Education | $4.3M | 2 |
| COMMUNITY HOUSING INC | Columbia | L20B Housing & Shelter | $4.3M | 10 |
| WOODSTREAM CHRISTIAN ACADEMY | Bowie | B24 Education | $4.3M | 8 |
| V&T RESIDENTIAL SERVICES | Glenn Dale | L99 Housing & Shelter | $4.3M | 2 |
| THE SUBURBAN CLUB INC | Baltimore | — | $4.2M | 3 |
| THE ONE AMERICA MOVEMENT | Bowie | X99 Religion-Related | $4.2M | 3 |
| Washington International Horse Show | Annapolis | N69Z Recreation & Sports | $4.2M | 0 |
| MHP SCATTERED SITE INC | Silver Spring | L200 Housing & Shelter | $4.2M | 3 |
| T & T TUTOR WORLD INC | Upper Marlboro | — | $4.2M | 1 |
| FEDERAL LAW ENFORCEMENT OFFICERS ASSOCIATION INC | Odenton | — | $4.2M | 0 |
| DELAPLAINE FOUNDATION INC | Frederick | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4.2M | 0 |
| EDGEWOOD MANAGEMENT CORP VOLUNTARY EMPLOYEE BENEFIT TRUST | Gaithersburg | — | $4.2M | 0 |
| ALLEGIS GROUP FOUNDATION INC | Hanover | T20Z Philanthropy, Voluntarism & Grantmaking Foundations | $4.2M | 0 |
| THE HARFORD CENTER INC | Havre De Grace | — | $4.2M | 2 |
| RESIDUAL TUW CATHERINE IOLA MICHAEL | Baltimore | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $4.2M | 1 |
| Heart Failure Society of America Inc | Rockville | H43 Medical Research | $4.2M | 8 |
| SUSQUEHANNA WORKFORCE NETWORK INC | Havre De Grace | J200 Employment | $4.2M | 2 |
| KEVIN D ENG & UN HAE SONG FOUNDATION INC C/O BRICK & PATEL LLP | Hunt Valley | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $4.1M | 0 |