| 1 | Choptank Electric Corp. | Unclassified | $182.6M | $514.2M |
| 2 | Choptank Community Health System INC | Health Care | $45.6M | $51.5M |
| 3 | Caroline Foundation INC | Unclassified | $3.6M | $18.6M |
| 4 | Denton Child Development Center INC | Education | $762K | $435K |
| 5 | Chesapeake Camp and Conference Center INC | Religion-Related | $692K | $1.2M |
| 6 | His Hope Ministries INC | Housing & Shelter | $631K | $404K |
| 7 | Denton Volunteer Fire Company INC | Public Safety, Disaster Preparedness & Relief | $569K | $2.0M |
| 8 | Caroline Post No 29 Dept of Md American Legion INC | Unclassified | $518K | $752K |
| 9 | Friends of the Grape INC | Education | $472K | $545K |
| 10 | Lifetime Wells Vision | International, Foreign Affairs & National Security | $421K | $11K |
| 11 | Choptank River Yacht Club INC | Unclassified | $394K | $1.1M |
| 12 | Caroline County Council of Arts Incorporated | Arts, Culture & Humanities | $328K | $538K |
| 13 | Choptank Electric Trust INC | Philanthropy, Voluntarism & Grantmaking | $325K | $42K |
| 14 | Bilbrough Family Foundation INC | Philanthropy, Voluntarism & Grantmaking | $250K | $250K |
| 15 | Casa of Caroline INC | Human Services | $249K | $233K |
| 16 | Caroline County Historical Society INC | Arts, Culture & Humanities | $216K | $2.0M |
| 17 | Maryland-dist of Columbia-utilities Assn. | Unclassified | $152K | $113K |
| 18 | Caroline County Youth Soccer Association INC | Youth Development | $130K | $86K |
| 19 | United Concerned Christians of Caroline County INC | Unclassified | $112K | $402K |
| 20 | Downtown Denton Main Street INC | Community Improvement & Capacity Building | $104K | $58K |
| 21 | Temple Lodge 128 Holding Corp. | Crime & Legal-Related | $89K | $356K |
| 22 | Ruritan National Corp. | Unclassified | $82K | $251K |
| 23 | Children Exploration Organization | Community Improvement & Capacity Building | $45K | $2K |
| 24 | Denton Cemetery Association of Caroline County | Unclassified | $42K | $389K |
| 25 | Bayside Breeze Fastpitch Youth Softball | Recreation & Sports | $38K | $13K |
| 26 | Eastern Shore Dental Society State of Maryland | Unclassified | $30K | $20K |
| 27 | Ruritan National Corp. | Unclassified | $23K | $70K |
| 28 | Work Horse Farm Rescue & Exotics INC | Animal-Related | $7K | $2 |
| 29 | Choptank Athletic Association INC | Youth Development | $0 | $0 |
| 30 | Ruritan National Corp. | Unclassified | $0 | $0 |
| 31 | Knights of the York Cross of Honour Convent General | Unclassified | $0 | $0 |
| 32 | Ancient Free & Accepted Masons of Maryland | Unclassified | $0 | $0 |
| 33 | Knights Templar of the United States of America | Unclassified | $0 | $0 |
| 34 | Critical Repairs Caroline County Maryland INC | Crime & Legal-Related | $0 | $0 |
| 35 | Quad County Baseball Incorporated | Youth Development | $0 | $0 |
| 36 | Knights of Columbus | Unclassified | $0 | $0 |
| 37 | Camp Mardela INC | Unclassified | $0 | $0 |
| 38 | Allen African Methodist Episcopal Church | Religion-Related | $0 | $0 |
| 39 | Dc Center | Housing & Shelter | $0 | $0 |
| 40 | Midshore Ability Partners INC | Education | $0 | $0 |
| 41 | Caroline County Ffa Alumni | Education | $0 | $0 |
| 42 | Maryland 4-H Club Foundation INC | Unclassified | $0 | $0 |
| 43 | Maryland 4-H Club Foundation INC | Unclassified | $0 | $0 |
| 44 | Denton Church of Free Seventh Day Adventist | Religion-Related | $0 | $0 |
| 45 | Iglesia Bautista el Puente | Unclassified | $0 | $0 |
| 46 | Caroline County Farm Bureau INC | Unclassified | $0 | $0 |
| 47 | Caroline County Public Library | Education | $0 | $0 |
| 48 | Christs Community Church | Unclassified | $0 | $0 |
| 49 | Wesleyan Christian School | Unclassified | $0 | $0 |
| 50 | Step in Faith INC | Unclassified | $0 | $0 |
| 51 | American Legion Auxiliary Department of Maryland INC | Public & Societal Benefit | $0 | $0 |
| 52 | Womens Club of Denton INC | Unclassified | $0 | $0 |
| 53 | New Bridge Baptist Church | Unclassified | $0 | $0 |
| 54 | Gloryland Tabernacle | Unclassified | $0 | $0 |
| 55 | Little League Baseball INC | Unclassified | $0 | $0 |
| 56 | Knights of Columbus | Unclassified | $0 | $0 |
| 57 | Caroline County Adult Day Care Foundation INC | Unclassified | $0 | $0 |
| 58 | Living Waters Assembly | Religion-Related | $0 | $0 |
| 59 | Tuckahoe Equestrian Center Foundation INC | Recreation & Sports | $0 | $0 |
| 60 | Christian Church Denton INC | Unclassified | $0 | $0 |
| 61 | Friends of Martinak State Park INC | Arts, Culture & Humanities | $0 | $0 |
| 62 | Prayer Chapel Church of God | Unclassified | $0 | $0 |
| 63 | Friends of the Caroline County Public Library INC | Arts, Culture & Humanities | $0 | $0 |
| 64 | Caroline Law Enforcement Officers Fraternal Order of Police Lodge 11 | Mutual & Membership Benefit | $0 | $0 |
| 65 | National Association of Fsa County Office Employees | Unclassified | $0 | $0 |
| 66 | International Association of Lions Clubs | Unclassified | $0 | $0 |
| 67 | Maryland Ornithological Society INC | Animal-Related | $0 | $0 |
| 68 | Maryland Foster Parent Association Inc-caroline County | Youth Development | $0 | $0 |
| 69 | Acacia Sovereign Grand Lodge | Human Services | $0 | $0 |
| 70 | Untangled Minds INC | Youth Development | $0 | $0 |
| 71 | Fiber Arts Center of the Eastern Shore INC | Arts, Culture & Humanities | $0 | $0 |
| 72 | Amani Sovereign Grand Chapter | Community Improvement & Capacity Building | $0 | $0 |
| 73 | American Youth Football INC | Religion-Related | $0 | $0 |
| 74 | Grace Through Faith Ministries INC | Unclassified | $0 | $0 |
| 75 | L E J Empowerment INC | Youth Development | $0 | $0 |
| 76 | Lifes Fullness | Philanthropy, Voluntarism & Grantmaking | $0 | $0 |
| 77 | Church of the Miraculous | Religion-Related | $0 | $0 |
| 78 | Wesley M E Church Preservation Group INC | Unclassified | $0 | $0 |
| 79 | Eternal Life Ministries | Unclassified | $0 | $0 |
| 80 | Delmar Antique Fire Apparatus Association | Arts, Culture & Humanities | $0 | $0 |
| 81 | United Church of the Lord Jesus Christ of the Apostolic Faith | Unclassified | $0 | $0 |
| 82 | Friends of Zion Cemetery INC | Mutual & Membership Benefit | $0 | $0 |
| 83 | Black Nurses Association of Maryland Eastern Shore | Health Care | $0 | $0 |
| 84 | St. Lukes Methodist Church | Religion-Related | $0 | $0 |
| 85 | Driving Veterans | Food, Agriculture & Nutrition | $0 | $0 |