| 1 | St. Charles Health System INC | Health Care | $1.4B | $1.5B |
| 2 | Foundation for Affordable Housing INC | Housing & Shelter | $132.1M | $72.1M |
| 3 | Maybelle Clark Macdonald Fund | Unclassified | $84.6M | $129.3M |
| 4 | Partners in Care INC | Human Services | $30.6M | $32.7M |
| 5 | J Bar J Youth Services INC | Unclassified | $17.0M | $12.6M |
| 6 | Anjulicia Foundation | Philanthropy, Voluntarism & Grantmaking | $15.5M | $60.5M |
| 7 | The High Desert Museum | Arts, Culture & Humanities | $12.4M | $41.5M |
| 8 | Habitat for Humanity International INC | Housing & Shelter | $10.6M | $17.3M |
| 9 | Thistle & Nest | Housing & Shelter | $10.5M | $37.0M |
| 10 | St. Charles Foundation INC | Health Care | $10.2M | $16.3M |
| 11 | Central Oregon Health Council | Health Care | $8.9M | $17.5M |
| 12 | Bethlehem Inn | Housing & Shelter | $8.6M | $17.1M |
| 13 | Oregon Family School | Education | $8.5M | $5.3M |
| 14 | The Shepherds House | Housing & Shelter | $8.0M | $7.3M |
| 15 | East Cascades Workforce Investment Board | Employment | $7.6M | $2.6M |
| 16 | Central Oregon Collective | Human Services | $7.5M | $8.4M |
| 17 | Deschutes Basin Land Trust | Environment | $6.5M | $28.5M |
| 18 | Cascades Academy of Central Oregon INC | Education | $6.5M | $20.1M |
| 19 | Bend Golf & Country Club | Unclassified | $6.0M | $7.0M |
| 20 | Ffah Family of Nonprofits INC | Housing & Shelter | $5.7M | $1.0M |
| 21 | Humane Society of Central Oregon SPCA | Animal-Related | $5.5M | $9.6M |
| 22 | First Story | Housing & Shelter | $5.4M | $24.3M |
| 23 | Bend Visitor & Convention Bureau | Unclassified | $5.3M | $2.6M |
| 24 | Pinetops Foundation | Philanthropy, Voluntarism & Grantmaking | $5.2M | $53.0M |
| 25 | Morning Star Christian School | Education | $4.8M | $14.5M |
| 26 | Every Kid Sports | Recreation & Sports | $4.8M | $1.9M |
| 27 | Kor Community Land Trust | Housing & Shelter | $4.8M | $11.8M |
| 28 | Heart of Oregon Corps INC | Employment | $4.8M | $5.8M |
| 29 | Kids Intervention & Diagnostic Service Center INC | Crime & Legal-Related | $4.8M | $5.2M |
| 30 | Deschutes Defenders INC | Crime & Legal-Related | $4.7M | $4.1M |
| 31 | Council on Aging of Central Oregon | Human Services | $4.7M | $5.3M |
| 32 | Foundation for Affordable Housing V INC | Housing & Shelter | $4.6M | $7.5M |
| 33 | Seven Peaks School | Education | $4.5M | $5.2M |
| 34 | Toniic Institute | Philanthropy, Voluntarism & Grantmaking | $3.6M | $2.9M |
| 35 | Deschutes River Conservancy | Environment | $3.6M | $2.7M |
| 36 | Mountainstar Family Relief Nursery | Human Services | $3.5M | $3.3M |
| 37 | Foundation for Affordable Housing II INC | Housing & Shelter | $3.4M | $2.4M |
| 38 | Reach Another | International, Foreign Affairs & National Security | $3.1M | $2.6M |
| 39 | Bollier Family Foundation | Community Improvement & Capacity Building | $3.1M | $11.3M |
| 40 | Central Oregon Community College Foundation | Unclassified | $3.1M | $32.2M |
| 41 | Giving Plate | Food, Agriculture & Nutrition | $3.1M | $7.0M |
| 42 | Saving Grace Imagine Life Without Violence | Human Services | $3.1M | $3.4M |
| 43 | Cerio Family Foundation INC | Philanthropy, Voluntarism & Grantmaking | $2.9M | $2.9M |
| 44 | Mt Bachelor Sports Education Foundation | Unclassified | $2.8M | $4.4M |
| 45 | Volunteers in Medicine Clinic of the Cascades | Health Care | $2.8M | $2.8M |
| 46 | Nw Self Storage Foundation | Mental Health & Crisis Intervention | $2.8M | $17.7M |
| 47 | Central Oregon Locavore | Community Improvement & Capacity Building | $2.8M | $469K |
| 48 | Bend International School INC | Education | $2.6M | $564K |
| 49 | Bend Attorney Group | Crime & Legal-Related | $2.6M | $142K |
| 50 | The Latino Community Association | Human Services | $2.6M | $3.2M |
| 51 | Tower Theatre Foundation INC | Arts, Culture & Humanities | $2.5M | $4.0M |
| 52 | Oregon Natural Desert Association INC | Unclassified | $2.4M | $5.3M |
| 53 | Path Ministries International | Religion-Related | $2.3M | $656K |
| 54 | Northwest Youth Discovery INC | Mental Health & Crisis Intervention | $2.3M | $1.0M |
| 55 | Full Access High Desert | Mental Health & Crisis Intervention | $2.3M | $2.9M |
| 56 | Freedom for Great Apes | Animal-Related | $2.3M | $2.1M |
| 57 | Camp Tamarack | Youth Development | $2.3M | $1.5M |
| 58 | Family Access Network Foundation | Human Services | $2.2M | $7.7M |
| 59 | Deschutes Academy and Futbol Club | Recreation & Sports | $2.2M | $1.4M |
| 60 | Michael J Tennant Charitable Fund | Philanthropy, Voluntarism & Grantmaking | $2.2M | $7.1M |
| 61 | Treehouse Therapies Associates | Human Services | $2.2M | $1.1M |
| 62 | Joseph & Elizabeth Hoffart Charitable Foundation | Philanthropy, Voluntarism & Grantmaking | $2.1M | $19.0M |
| 63 | Boys and Girls Clubs of Bend INC | Youth Development | $2.1M | $1.9M |
| 64 | Friends of the Children-central Oregon | Youth Development | $2.0M | $4.5M |
| 65 | Oregon State Snowmobile Association | Unclassified | $2.0M | $3.9M |
| 66 | Life Impact INC | Religion-Related | $1.9M | $815K |
| 67 | Central Oregon Landwatch | Unclassified | $1.9M | $3.8M |
| 68 | Central Oregon Home Builders Assn INC | Unclassified | $1.9M | $1.5M |
| 69 | Desert Sky Montessori | Education | $1.9M | $284K |
| 70 | Oregon Desert Land Trust | Environment | $1.9M | $18.8M |
| 71 | Economic Development for Central Oregon | Unclassified | $1.8M | $684K |
| 72 | Capable | International, Foreign Affairs & National Security | $1.7M | $781K |
| 73 | Furnish Hope | Human Services | $1.7M | $996K |
| 74 | Thrive Central Oregon | Human Services | $1.6M | $822K |
| 75 | Deschutes Public Library Foundation INC | Education | $1.6M | $2.0M |
| 76 | Central Oregon Veterans & Community Outreach INC | Housing & Shelter | $1.6M | $5.0M |
| 77 | Commute Options for Central Oregon | Community Improvement & Capacity Building | $1.6M | $1.0M |
| 78 | Central Oregon Environmental Center INC | Environment | $1.6M | $3.1M |
| 79 | Satrum Foundation INC | Philanthropy, Voluntarism & Grantmaking | $1.6M | $2.5M |
| 80 | Healing Reins Therapeutic Riding Center INC | Health Care | $1.5M | $3.0M |
| 81 | Crystal Peaks Youth Ranch Co | Crime & Legal-Related | $1.5M | $6.8M |
| 82 | Storms Family Foundation | Philanthropy, Voluntarism & Grantmaking | $1.5M | $3.4M |
| 83 | Disabled Sports USA | Unclassified | $1.4M | $1.5M |
| 84 | Growing Tree Childrens Center INC | Human Services | $1.4M | $1.4M |
| 85 | High Desert Food & Farm Alliance | Food, Agriculture & Nutrition | $1.4M | $961K |
| 86 | Bend Chamber of Commerce | Unclassified | $1.4M | $1.0M |
| 87 | Think Wild | Animal-Related | $1.4M | $1.8M |
| 88 | Volta Resilient Foundation | Human Services | $1.3M | $63K |
| 89 | Deschutes County Childrens Foundation | Human Services | $1.3M | $4.7M |
| 90 | Waldorf School of Bend | Education | $1.2M | $80K |
| 91 | Bend Lodge No 384 Loyal Order of Moose | Unclassified | $1.2M | $516K |
| 92 | Upper Deschutes Watershed Council | Environment | $1.2M | $844K |
| 93 | Street Dog Hero | Animal-Related | $1.2M | $646K |
| 94 | Bendnext | Unclassified | $1.2M | $573K |
| 95 | Benevolent & Protective Order of Elks of the USA | Unclassified | $1.2M | $2.0M |
| 96 | Foundation for Affordable Housing VI INC | Housing & Shelter | $1.1M | $148K |
| 97 | Family Kitchen | Food, Agriculture & Nutrition | $1.1M | $681K |
| 98 | Camp Fire | Youth Development | $1.1M | $515K |
| 99 | Frederick Foundation | Philanthropy, Voluntarism & Grantmaking | $1.1M | $1.1M |
| 100 | Terrewode Womens Fund | Public & Societal Benefit | $1.0M | $1.1M |