| CHOPTANK ELECTRIC COOPERATIVE INC | $149,707,367 | $148,797,799 |
| CHOPTANK COMMUNITY HEALTH SYSTEM INC | $24,016,843 | $20,599,013 |
| WESLEYAN HOME CARE INC | $13,810 | $3,331,842 |
| WESLEYAN HERITAGE COMMUNITY INC | $1,600,979 | $2,250,748 |
| CAROLINE FOUNDATION INC | $980,827 | $920,598 |
| CAROLINE HUMAN SERVICES COUNCIL INC | $815,485 | $815,843 |
| CAROLINE COUNTRY CLUB INC | $736,742 | $800,577 |
| DENTON VOLUNTEER FIRE COMPANY | $687,984 | $671,569 |
| DENTON CHILD DEVELOPMENT CENTER INC | $546,627 | $576,307 |
| HIS HOPE MINISTRIES INC | $456,832 | $523,787 |
| THE GABLES AT CAROLINE INC | $527,388 | $498,248 |
| FRIENDS OF THE GRAPE INC | $365,333 | $402,495 |
| LIFETIME WELLS FOR GHANA INC | $131,563 | $397,076 |
| CHOPTANK ELECTRIC TRUST | $313,735 | $296,776 |
| INTERFAITH HOUSING DEVELOPMENT CORP OF THE MARYLAND EASTERN SHORE | $358,970 | $219,783 |
| CAROLINE COUNTY COUNCIL OF ARTS INC | $204,257 | $171,329 |
| UNITED CONCERNED CHRISTIANS | $87,336 | $156,251 |
| CASA OF CAROLINE INC | $153,874 | $139,161 |
| CAROLINE ECONOMIC DEVELOPMENT CORPORATION | $122,325 | $120,030 |
| CAROLINE COUNTY CHAMBER OF COMMERCE INC | $110,071 | $114,981 |
| CHOPTANK RIVER YACHT CLUB INC | $160,010 | $104,377 |
| CAROLINE COUNTY HISTORICAL SOCIETY INC | $93,990 | $102,564 |
| UNITED WAY OF CAROLINE COUNTY INC MARYLAND INC | $54,395 | $79,842 |
| CAROLINE FOUNDATION FOR MENTAL HEALTH INC | $44,599 | $53,861 |
| CAROLINE COUNTY YOUTH SOCCER ASSOCIATION INC | $90,037 | $53,082 |