| VNA & Hospice of the Southwest Region Inc | Rutland | — | $30.3M | 7 |
| PROMEDICA INDEMNITY CORPORATION | Burlington | E99 Health Care | $29.9M | 3 |
| COUNSELING SERVICE OF ADDISON COUNTY | Middlebury | F320 Mental Health & Crisis Intervention | $29.9M | 8 |
| THE UNIVERSITY OF VERMONT HEALTH NETWORK HOME HEALTH & HOSPICE | Colchester | E92 Health Care | $29.2M | 14 |
| CAPSTONE COMMUNITY ACTION INC | Barre | P200 Human Services | $28.7M | 7 |
| SHELBURNE FARMS | Shelburne | C600 Environment | $28.5M | 6 |
| RICHFORD HEALTH CENTER INC | Richford | — | $28.5M | 7 |
| Springfield Medical Care Systems Inc | Springfield | E210 Health Care | $28.1M | 8 |
| VERMONT LAND TRUST INC | Montpelier | C340 Environment | $26.7M | 16 |
| FIRST MEDICAL INSURANCE COMPANY (RRG) | Colchester | Y200 Mutual & Membership Benefit | $26.5M | 4 |
| 802 CREDIT UNION | Barre | — | $25.8M | 9 |
| UNITED COUNSELING SERVICE OF BENNINGTON COUNTY INC | Bennington | F320 Mental Health & Crisis Intervention | $25.5M | 4 |
| ACADEMIC PARTNERS INSURANCE COMPANY | Colchester | E02 Health Care | $25.2M | 9 |
| Lamoille Health Partners Inc | Morrisville | E320 Health Care | $24.7M | 9 |
| Planned Parenthood of Northern New England Inc | Colchester | E420 Health Care | $23.6M | 13 |
| LAMOILLE COUNTY MENTAL HEALTH | Morrisville | F30Z Mental Health & Crisis Intervention | $23.4M | 1 |
| PUTNEY SCHOOL INC | Putney | — | $23.3M | 9 |
| BURR & BURTON SEMINARY | Manchester | B250 Education | $21.6M | 8 |
| ONECARE VERMONT ACCOUNTABLE CARE ORGANIZATION LLC | Colchester | E70 Health Care | $21.5M | 12 |
| NFI Vermont Inc | South Burlington | P200 Human Services | $21.1M | 7 |
| HOLSTEIN ASSOCIATION USA INC | Brattleboro | — | $20.4M | 24 |
| VMC INDEMNITY COMPANY INC | Burlington | B19 Education | $20.2M | 10 |
| VERMONT ACADEMY | Saxtons River | B25Z Education | $18.8M | 4 |
| CATHEDRAL SQUARE CORPORATION | South Burlington | — | $18.3M | 1 |
| VERMONT PUBLIC CO | Colchester | A30 Arts, Culture & Humanities | $18M | 9 |
| VERMONT STUDENT DEVELOPMENT FUND INC | Winooski | B82 Education | $17.5M | 5 |
| THE KEEWAYDIN FOUNDATION | Salisbury | N200 Recreation & Sports | $17.5M | 5 |
| LYNDON INSTITUTE INC | Lyndon Center | B25Z Education | $17.1M | 3 |
| GRANITE GROUP INSURANCE TRUST | Barre | — | $17M | 1 |
| HELEN PORTER NURSING HOME INC | Middlebury | E91Z Health Care | $16.2M | 13 |
| THE HOUSING FOUNDATION INC | Montpelier | L210 Housing & Shelter | $16.1M | 0 |
| Vermont Public Transportation Association Inc | Bennington | — | $16M | 1 |
| SOUTHWESTERN VERMONT HEALTH CARE CORPORATION | Bennington | E210 Health Care | $16M | 9 |
| ONE CREDIT UNION | Springfield | — | $15.4M | 4 |
| Gifford Health Care Inc | Randolph | E32 Health Care | $14.5M | 2 |
| CLARA MARTIN CENTER INC | Randolph | — | $14.2M | 7 |
| Visiting Nurse Association And Hospice Of Vermont And New Hampshire Inc | White River Junction | — | $14.1M | 15 |
| NORTHEAST WILDERNESS TRUST CORPORATION | Montpelier | C30 Environment | $13.8M | 1 |
| SPRING LAKE RANCH INC | Cuttingsville | — | $13.7M | 1 |
| Central Vermont Home Health & Hospice Inc | Barre | P740 Human Services | $13.6M | 7 |
| GREEN MOUNTAIN SUPPORT SERVICES INC | White River Junction | P820 Human Services | $13.3M | 1 |
| VERMONT STUDIO CENTER INC | Johnson | — | $13M | 2 |
| Northeast Kingdom Community Action Inc | Newport | P20Z Human Services | $12.7M | 2 |
| SOUTHWESTERN VERMONT HEALTHCARE FOUNDATION INC | Bennington | E121 Health Care | $12.4M | 4 |
| HERMITAGE MEMBERS CLUB INC | Wilmington | N68 Recreation & Sports | $12.4M | 2 |
| THE ALOHA FOUNDATION INC | Fairlee | N20J Recreation & Sports | $12.3M | 4 |
| Little Rivers Health Care Inc | Newbury | E32 Health Care | $12.2M | 8 |
| PATHWAYS VERMONT INC | South Burlington | P85 Human Services | $12.1M | 1 |
| NORTHEAST WASHINGTON COUNTY COMMUNITY HEALTH INC | Plainfield | E30Z Health Care | $12M | 7 |
| GREATER BURLINGTON YMCA INC | Burlington | P270 Human Services | $11.4M | 5 |
