| NEW ENGLAND KURN HATTIN HOMES | Westminster | P730 Human Services | $7.5M | 1 |
| RESOURCE A NONPROFIT COMMUNITY ENTERPRISE INC | Williston | P200 Human Services | $7.4M | 1 |
| BRATTLEBORO MUTUAL AID ASSOC INC | Brattleboro | E910 Health Care | $7.3M | 1 |
| THREE THIRTY THREE FOUNDATION INC | Stowe | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $7.2M | 1 |
| GREEN MOUNTAIN CREDIT UNION | South Burlington | — | $7.2M | 6 |
| PROJECT HARMONY INC | Waitsfield | Q230 International, Foreign Affairs & National Security | $7M | 1 |
| UNITED CHILDREN'S SERVICES OF BENNINGTON COUNTY INC | Bennington | P30 Human Services | $6.9M | 0 |
| KILLINGTON MOUNTAIN SCHOOL INC | Killington | — | $6.9M | 2 |
| VERMONT YOUTH CONSERVATION CORPS INC | Richmond | C99Z Environment | $6.9M | 3 |
| CENTER FOR AN AGRICULTURAL ECONOMY INC | Hardwick | C99 Environment | $6.9M | 1 |
| Vermont Healthcare Information Technology Education Center Inc | Williston | W22 Public & Societal Benefit | $6.8M | 1 |
| LONG TRAIL SCHOOL | Dorset | B250 Education | $6.7M | 3 |
| RESCUE INC | Brattleboro | E62Z Health Care | $6.7M | 1 |
| Central Mesa Incorporated | Bristol | P50 Human Services | $6.7M | 2 |
| VERMONT - NEA | Montpelier | — | $6.6M | 11 |
| CRUDEN BAY RISK RETENTION GROUP INC | Burlington | Y990 Mutual & Membership Benefit | $6.6M | 4 |
| THE TRUSTEES OF THE GILL ODD FELLOWS' HOME OF VERMONT | Ludlow | — | $6.5M | 1 |
| THE ELEVATOR INDUSTRY FUND FOR THE GREATER NEW YORK CITY METROPOLITAN | Brattleboro | — | $6.5M | 0 |
| NORWICH UNIVERSITY APPLIED RESEARCH INSTITUTES LTD | Northfield | Q43 International, Foreign Affairs & National Security | $6.4M | 12 |
| LIVING WELL GROUP INC | Burlington | P50 Human Services | $6.3M | 2 |
| GUARDIANSHIP TRUST OF VERMONT INC | Montpelier | F60Z Mental Health & Crisis Intervention | $6.3M | 0 |
| WILDLIFE MANAGEMENT INSTITUTE INC | Cabot | — | $6.2M | 8 |
| Orleans-Essex Visiting Nurse Association & Hospice Inc | Newport | E92Z Health Care | $6.1M | 4 |
| TWIN PINES HOUSING TRUST | White River Junction | — | $6.1M | 1 |
| NORTHERN STAGE COMPANY | White River Junction | A650 Arts, Culture & Humanities | $6M | 2 |
| THE CONVERSE HOME INC | Burlington | — | $6M | 2 |
| DORSET FIELD CLUB INC | Dorset | N50 Recreation & Sports | $6M | 5 |
| BRATTLEBORO DEVELOPMENT CREDIT CORP | Brattleboro | S41 Community Improvement & Capacity Building | $6M | 3 |
| LEAHY CENTER FOR LAKE CHAMPLAIN INC | Burlington | A59Z Arts, Culture & Humanities | $6M | 2 |
| FIVE TOWN HEALTH ALLIANCE INC | Bristol | E32 Health Care | $5.9M | 7 |
| VERMONT NETWORK AGAINST DOMESTIC AN SEXUAL VIOLENCE INC | Montpelier | P620 Human Services | $5.7M | 0 |
| THE DIVIDED SKY FOUNDATION CORPORATION | Ludlow | — | $5.7M | 1 |
| OM FISHER HOME INC | Montpelier | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $5.7M | 2 |
| Rutland West Neighborhood Housing Services Inc | Rutland | L200 Housing & Shelter | $5.7M | 2 |
| GODDARD COLLEGE | Plainfield | B42Z Education | $5.7M | 4 |
| GREEN MOUNTAIN HIGHER EDUCATION CONSORTIUM INC | Shelburne | B02 Education | $5.7M | 8 |
| Newport Ambulance Service Inc | Newport | — | $5.7M | 7 |
| FAR REACH FOUNDATION | South Burlington | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $5.7M | 0 |
| BEN & JERRY'S FOUNDATION INC | South Burlington | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $5.6M | 0 |
| REGIONAL AMBULANCE SERVICE INC | Rutland | E62Z Health Care | $5.6M | 1 |
| SPECIAL SERVICES TRANSPORTATION AGENCY INC | Colchester | P52Z Human Services | $5.6M | 3 |
| THE WOODSTOCK FOUNDATION INC | Woodstock | B90 Education | $5.5M | 6 |
| CHAMPLAIN VALLEY EXPOSITION INC | Essex Jct | N520 Recreation & Sports | $5.5M | 1 |
| PORTER MEDICAL CENTER | Middlebury | E22Z Health Care | $5.5M | 10 |
| NORTHEAST ORGANIC FARMING ASSOCIATION OF VERMONT | Richmond | A20Z Arts, Culture & Humanities | $5.5M | 2 |
| NORTHEAST EMPLOYMENT & TRAINING ORG INC | Newport | P200 Human Services | $5.5M | 1 |
| THE BROWN LEDGE FOUNDATION INC | Colchester | N20 Recreation & Sports | $5.4M | 2 |
| BURLINGTON COUNTRY CLUB | Burlington | — | $5.4M | 4 |
| VERMONT ADULT LEARNING INC | Burlington | — | $5.2M | 1 |
| COMMUNITY HOUSE INC | Brattleboro | P70Z Human Services | $5.2M | 1 |
