| Easter Seals Serving DCMDVA Inc | Silver Spring | G20B Diseases, Disorders & Medical Disciplines | $28M | 8 |
| THE HUMANE LEAGUE | Rockville | D20 Animal-Related | $27.9M | 8 |
| 88 PLAN TRUST | Baltimore | Y43 Mutual & Membership Benefit | $27.9M | 0 |
| RYUJI UENO FOUNDATION INC | Bethesda | T50 Philanthropy, Voluntarism & Grantmaking Foundations | $27.8M | 0 |
| BOARD OF TRUSTEES OF THE MID-ATLANTIC REGIONAL COUNCIL OF CARPENTERS HEALTH FU | Oxon Hill | Y43 Mutual & Membership Benefit | $27.8M | 0 |
| Georgetown Hill Child Care Center Inc | Montgomery Village | P33Z Human Services | $27.7M | 9 |
| BALTIMORE MUSEUM OF ART | Baltimore | A510 Arts, Culture & Humanities | $27.6M | 8 |
| THE ARC NORTHERN CHESAPEAKE REGION INC | Aberdeen | — | $27.4M | 7 |
| SECOND FAMILY INC | Lanham | P700 Human Services | $27.4M | 10 |
| MORGAN STATE UNIVERSITY FOUNDATION INC | Baltimore | B43I Education | $27.3M | 0 |
| AMERICAN COLLEGE OF GASTROENTEROLOGY | North Bethesda | H700 Medical Research | $27.3M | 23 |
| FAHRNEY-KEEDY MEMORIAL HOME INC AKA FAHRNEY-KEEDY HOME AND VILLAGE | Boonsboro | P750 Human Services | $27.2M | 7 |
| COLUMBIA COUNTRY CLUB | Chevy Chase | — | $27.1M | 7 |
| Inteleos | Rockville | — | $26.9M | 12 |
| MONTGOMERY HOSPICE INC | Rockville | P740 Human Services | $26.8M | 9 |
| THE HACKERMAN FOUNDATION INC | Towson | — | $26.8M | 0 |
| Ourcare Inc | Lanham | E11 Health Care | $26.5M | 0 |
| PLUMBERS AND STEAMFITTERS LOCAL 486 MEDICAL FUND BOARD OF TRUSTEES | Columbia | — | $26.5M | 4 |
| THE BENEDICTINE SCHOOL FOR EXCEPTIONAL CHILDREN INC | Ridgely | B28 Education | $26.4M | 7 |
| ANNAPOLIS LIFE CARE INC | Annapolis | P750 Human Services | $26.4M | 8 |
| UNITED STATES NAVAL ACADEMY ALUMNI ASSOC | Annapolis | B840 Education | $26.3M | 10 |
| CALVERT SCHOOL INCORPORATED | Baltimore | B200 Education | $26.3M | 7 |
| Coordinating Center for Home and Community Care Inc | Millersville | P44Z Human Services | $26.3M | 7 |
| GLENELG COUNTRY SCHOOL INC | Ellicott City | B200 Education | $26.1M | 7 |
| HUMANIM INC | Columbia | E50Z Health Care | $26.1M | 7 |
| MARYLAND MASONIC HOMES LTD | Cockeysville | L22 Housing & Shelter | $26.1M | 5 |
| MARYLAND STATE EDUCATION ASSOCIATION | Annapolis | J40 Employment | $26M | 14 |
| AMERICAN ASSOCIATION FOR LABORATORY ACCREDITATION | Frederick | U99D Science & Technology | $26M | 8 |
| BAKERY AND CONFECTIONERY UNION AND INDUSTRY INTERNATIONAL HEALTH BENEFITS FUND | Kensington | — | $25.7M | 11 |
| MONTGOMERY COUNTY GREEN BANK CORPORATION | Rockville | C35 Environment | $25.5M | 3 |
| FRONTLINE COMMUNITY SERVICES INC | Beltsville | L20 Housing & Shelter | $25.5M | 1 |
| WOODMONT COUNTRY CLUB | Rockville | — | $25.4M | 6 |
| YOUNG MENS CHRISTIAN ASSOCIATION INC | Frederick | P270 Human Services | $25.3M | 5 |
| CALVERT HEALTH SYSTEM INC | Prince Frederick | E11 Health Care | $25.3M | 18 |
| SEEC | Silver Spring | J30Z Employment | $25.3M | 7 |
| OPERATIVE PLASTERERS AND CEMENT MASONS' INT'L ASSOC OF THE US & CANADA | Columbia | — | $25.2M | 18 |
| PLUMBERS AND PIPEFITTERS MEDICAL FUND C/O CARDAY ASSOCIATES | Columbia | — | $25.2M | 2 |
| JOHNS HOPKINS HOME HEALTH SERVICES INC | Baltimore | E20Z Health Care | $25.2M | 9 |
| CHARTER SCHOOLS DEVELOPMENT CORPORATION | Hanover | B99 Education | $25M | 20 |
| SOMERSET COMMUNITY SERVICES INC | Marion Station | B82Z Education | $24.9M | 3 |
| LUTHERAN VILLAGE AT MILLER'S GRANT | Westminster | L22 Housing & Shelter | $24.8M | 7 |
| MEDSTAR AMBULATORY SERVICES INC | Columbia | — | $24.8M | 10 |
| THE FOUNDATION SCHOOLS | Largo | B24Z Education | $24.8M | 8 |
| Baltimore Washington Emergency Physicians Inc | Glen Burnie | E63Z Health Care | $24.8M | 14 |
| ARDMORE ENTERPRISES INC | Lanham | J30Z Employment | $24.7M | 2 |
| COMMUNITY ACTION COUNCIL OF HOWARD COUNTY INC | Columbia | — | $24.7M | 7 |
| FAMILY LEAGUE OF BALTIMORE CITY INC | Baltimore | P400 Human Services | $24.6M | 4 |
| INTERNATIONAL MASONRY TRAINING AND EDUCATION FOUNDATION | Bowie | B40 Education | $24.6M | 6 |
| CREATIVE OPTIONS INC | Rosedale | P700 Human Services | $24.6M | 4 |
| UNIVERSITY OF MARYLAND ANESTHESIOLOGY ASSOCIATES PA | Baltimore | — | $24.6M | 14 |
