| ASSOCIATED CATHOLIC CHARITIES INC | Timonium | P200 Human Services | $136.5M | 12 |
| SEAFARERS HEALTH AND BENEFITS PLAN BENEFITS PLAN | Camp Springs | — | $135.8M | 0 |
| CHESAPEAKE EMPLOYERS' INSURANCE COMPANY | Towson | — | $134.9M | 17 |
| MARYLAND INSTITUTE | Baltimore | B420 Education | $134.6M | 20 |
| James Lawrence Kernan Hospital Inc | Baltimore | E220 Health Care | $133.3M | 12 |
| ST JOHN'S COLLEGE | Annapolis | B420 Education | $132M | 14 |
| MCDANIEL COLLEGE INC | Westminster | B430 Education | $130.2M | 15 |
| FOOD EMPLOYERS LABOR RELATIONS ASSOC& UNITED FOOD & COMMERCIAL WORKERS VEBA FD | Sparks | Y43 Mutual & Membership Benefit | $129.2M | 4 |
| Frederick Health Medical Group Inc | Frederick | E30 Health Care | $122.9M | 9 |
| UNIVERSITY OF MARYLAND FACULTY PHYSICIANS INC | Baltimore | E120 Health Care | $120.7M | 34 |
| MELWOOD HORTICULTURAL TRAINING CENTER INC | Upper Marlboro | P820 Human Services | $119.6M | 15 |
| ADVENTIST DEVELOPMENT & RELIEF AGENCY INTERNATIONAL | Silver Spring | Q300 International, Foreign Affairs & National Security | $118.5M | 16 |
| CHIMES DISTRICT OF COLUMBIA INC | Baltimore | P80 Human Services | $115.9M | 12 |
| ENTERPRISE COMMUNITY DEVELOPMENT INC | Columbia | L20 Housing & Shelter | $114.6M | 17 |
| CHARLESTOWN COMMUNITY INC | Baltimore | E910 Health Care | $113.3M | 9 |
| ASSOCIATION OF PUBLIC HEALTH LABORATORIES INC | Bethesda | — | $113.2M | 11 |
| THE STEPHEN & RENEE BISCIOTTI FOUNDATION | Baltimore | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $109.7M | 0 |
| OAK CREST VILLAGE INC | Parkville | P750 Human Services | $106.5M | 9 |
| AMERICAN PHYSICAL SOCIETY | College Park | U030 Science & Technology | $106.3M | 14 |
| BALTIMORE REGIONAL HOUSING PARTNERSHIP INC | Baltimore | L99 Housing & Shelter | $103.9M | 5 |
| NEA MEMBERS INSURANCE TRUST | Gaithersburg | — | $102.7M | 2 |
| GOODWILL INDUSTRIES OF THE CHESAPEAKE INC | Baltimore | — | $101.7M | 8 |
| Young Men's Christian Association of Central Maryland Inc | Baltimore | P27Z Human Services | $101.7M | 11 |
| THE DAVIS FAMILY FOUNDATION INC | Hanover | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $101.5M | 0 |
| MAJOR LEAGUE BASEBALL PLAYERS WELFARE PL | Sparks | — | $101.5M | 1 |
| THE MARYLAND FOOD BANK INC | Baltimore | — | $101.4M | 10 |
| American Institute of Physics Inc | College Park | U030 Science & Technology | $100M | 19 |
| THREE LOWER COUNTIES COMMUNITY SERVICES INC | Salisbury | E320 Health Care | $98.2M | 10 |
| INTERCHURCH MEDICAL ASSISTANCE INC | Baltimore | P20 Human Services | $97.4M | 18 |
| ENTERPRISE COMMUNITY INVESTMENT INC | Columbia | L12 Housing & Shelter | $94.1M | 17 |
| BALTIMORE MEDICAL SYSTEM INC | Baltimore | — | $93.5M | 13 |
| HEATING PIPING AND REFRIGERATION MEDICAL FUND | Capital Heights | — | $92.6M | 3 |
| GOODWILL INDUSTRIES INTERNATIONAL INC | Rockville | N320 Recreation & Sports | $92.6M | 12 |
| QLARANT INTEGRITY SOLUTIONS LLC | Easton | E62 Health Care | $92.4M | 20 |
| Service Coordination Inc | Frederick | — | $90.9M | 12 |
| Baltimore Washington Healthcare Services Inc | Glen Burnie | — | $89.9M | 8 |
| Upper Chesapeake Medical Services Inc | Bel Air | E31Z Health Care | $89M | 13 |
| MM&P HEALTH & BENEFIT FUND | Linthicum Heights | — | $88.4M | 15 |
| Mercy Health Services Inc | Baltimore | — | $87.1M | 15 |
| AMERICAN NURSES CREDENTIALING CENTER | Silver Spring | — | $86.8M | 12 |
| GRMC Inc | Oakland | E20 Health Care | $86.5M | 10 |
| LEVINDALE HEBREW GERIATRIC CENTER AND HOSPITAL INC | Baltimore | E240 Health Care | $85.9M | 14 |
| GILCHRIST HOSPICE CARE INC | Hunt Valley | — | $83.7M | 15 |
| HAGERSTOWN MULTI-USE SPORTS AND EVENTS FACILITY INC | Hagerstown | N40 Recreation & Sports | $83M | 0 |
| Columbia Association Inc | Columbia | — | $81.7M | 19 |
| ROAD SPRINKLER FITTERS LOCAL UNION NO 669 UA | Columbia | — | $80M | 18 |
| Stella Maris Inc | Timonium | — | $79.7M | 15 |
| MEBA VACATION PLAN - ATLANTIC GULF AND PACIFIC COASTS | Baltimore | J40Z Employment | $79.2M | 2 |
| MCDONOGH SCHOOL INCORPORATED | Owings Mills | B200 Education | $77.9M | 10 |
| MUNICIPAL EMPLOYEES CREDIT UNION OF BALTIMORE INC | Baltimore | — | $77.7M | 21 |
