| 1 | President & Fellows of Middlebury College Middlebury | $781.6M | $520.2M | $2.2B |
| 2 | Norwich University Northfield | $215.7M | $198.9M | $517.6M |
| 3 | Champlain College INC Burlington | $204.1M | $136.2M | $217.5M |
| 4 | Saint Michaels College Colchester | $118.2M | $98.4M | $196.6M |
| 5 | Bennington College Bennington | $111.8M | $86.8M | $151.5M |
| 6 | University of Vermont and State Agricultural College Foundation Burlington | $74.0M | $62.4M | $379.5M |
| 7 | Vermont Law School INC S Royalton | $56.3M | $41.7M | $49.1M |
| 8 | Burr & Burton Academy Manchester | $51.6M | $33.4M | $77.7M |
| 9 | St. Johnsbury Academy St. Johnsbury | $50.4M | $38.4M | $76.6M |
| 10 | Vmc Indemnity Company INC Burlington | $27.5M | $20.2M | $128.3M |
| 11 | Lyndon Institute Lyndon Center | $21.7M | $17.1M | $30.8M |
| 12 | Vermont Academy Saxtons River | $18.8M | $18.8M | $23.0M |
| 13 | Vermont Student Development Fund INC Winooski | $18.6M | $17.5M | $24.6M |
| 14 | Population Media Center INC S Burlington | $18.2M | $9.4M | $14.2M |
| 15 | Vermont College of Fine Arts INC Montpelier | $15.6M | $7.6M | $8.4M |
| 16 | Burke Mountain Academy INC East Burke | $12.5M | $11.4M | $26.9M |
| 17 | Thetford Academy Thetford Ctr | $10.8M | $9.1M | $17.5M |
| 18 | Old Crescent Insurance Company S Burlington | $10.3M | $3.6M | $22.0M |
| 19 | Sterling College Craftsbury Cm | $9.3M | $9.1M | $8.7M |
| 20 | Curtis Fund INC Middlebury | $9.0M | $1.3M | $34.3M |
| 21 | Laraway Youth and Family Services Johnson | $8.9M | $8.9M | $7.1M |
| 22 | Green Mountain Valley School INC Waitsfield | $8.8M | $8.7M | $22.7M |
| 23 | Long Trail School INC Dorset | $7.9M | $6.7M | $19.4M |
| 24 | The Woodstock Foundation INC Woodstock | $5.8M | $5.5M | $91.9M |
| 25 | Green Mountain Higher Education Consortium INC Shelburne | $5.7M | $5.7M | $978K |
| 26 | Winston Prouty Center for Child and Family Development INC Brattleboro | $5.3M | $4.7M | $9.8M |
| 27 | Vermont Achievement Center INC Rutland | $5.2M | $4.9M | $3.9M |
| 28 | Seall INC Bennington | $4.9M | $4.9M | $1.7M |
| 29 | Hilltop Montessori School INC Brattleboro | $4.8M | $3.8M | $9.7M |
| 30 | Lake Champlain Waldorf School Shelburne | $4.5M | $4.5M | $5.5M |
| 31 | Mt Mansfield Ski Club & Academy INC Stowe | $4.4M | $4.2M | $6.9M |
| 32 | Vermont Association of the Education of Young Children Montpelier | $4.4M | $4.4M | $1.3M |
| 33 | Vermont Commons School S Burlington | $4.3M | $4.3M | $8.0M |
| 34 | Maple Street Foundation INC Manchestr Ctr | $4.3M | $3.9M | $5.9M |
| 35 | Roselli Fam Scholarship Tr Barre | $4.3M | $875K | $4.5M |
| 36 | Washington County Family Center Montpelier | $3.9M | $3.9M | $5.1M |
| 37 | Myers Prouty Childrens Campuses INC Shaftsbury | $3.7M | $3.7M | $576K |
| 38 | Norman Williams Public Library Woodstock | $3.7M | $1.1M | $7.4M |
| 39 | Goddard College Corporation Plainfield | $3.5M | -$649K | $1.4M |
| 40 | Northeastern Baptist College INC Bennington | $3.3M | $3.3M | $4.0M |
| 41 | Northeast Kingdom Learning Services Newport | $3.2M | $3.1M | $2.1M |
| 42 | Sharon Academy Sharon | $3.1M | $3.1M | $4.9M |
| 43 | Building Bright Futures State Council INC Williston | $2.9M | $2.9M | $1.6M |
| 44 | Vermont Flight Academy INC South Burlington | $2.8M | $2.4M | $1.9M |
| 45 | Village School of North Bennington N Bennington | $2.6M | $2.6M | $894K |
| 46 | Lake Champlain Community Sailing Center INC Burlington | $2.5M | $2.5M | $8.3M |
| 47 | High Five Adventure Learning Center INC Brattleboro | $2.5M | $2.4M | $1.8M |
| 48 | Upper Valley Waldorf School Quechee | $2.5M | $2.5M | $3.9M |
| 49 | Grace Christian School Corporation Bennington | $2.5M | $2.5M | $3.4M |
| 50 | Riverside School INC Lyndonville | $2.4M | $2.1M | $3.0M |