| MAYO HEALTHCARE INC | Northfield | E92Z Health Care | $10.9M | 5 |
| Gifford Retirement Community Inc | Randolph | L22 Housing & Shelter | $10.9M | 3 |
| VERMONT ASSOCIATES FOR TRAINING & | St Albans | J200 Employment | $10.8M | 1 |
| Lund Family Center Inc | Burlington | P400 Human Services | $10.7M | 4 |
| SPRING LAKE RANCH INC | Cuttingsville | — | $10.6M | 1 |
| AGE WELL INC | Colchester | P81Z Human Services | $10.6M | 1 |
| BURKE MOUNTAIN ACADEMY INC | East Burke | B25Z Education | $10.6M | 2 |
| STRATTON MOUNTAIN SCHOOL | Stratton Mountain | N42Z Recreation & Sports | $10.5M | 4 |
| UPPER VALLEY HAVEN | White River Junction | — | $10.4M | 1 |
| Specialized Community Care Inc | East Middlebury | P80Z Human Services | $10.2M | 1 |
| REGULATORY ASSISTANCE PROJECT | Montpelier | C40Z Environment | $10M | 20 |
| VERMONT INFORMATION TECHNOLOGY | South Burlington | W050 Public & Societal Benefit | $9.9M | 7 |
| LARAWAY YOUTH AND FAMILY SERVICES | Johnson | B25Z Education | $9.9M | 3 |
| FAMILIES FIRST IN SOUTHERN VERMONT INC | Brattleboro | P80 Human Services | $9.8M | 1 |
| Gilman Housing Trust Inc | St Johnsbury | L21Z Housing & Shelter | $9.6M | 2 |
| SOUTHEAST VERMONT TRANSIT INC | Wilmington | W40 Public & Societal Benefit | $9.5M | 1 |
| POPULATION MEDIA CENTER INC | South Burlington | B99 Education | $9.4M | 7 |
| BROC COMMUNITY ACTION IN SOUTHWESTERN | Rutland | S200 Community Improvement & Capacity Building | $9.2M | 2 |
| COLLABORATIVE SOLUTIONS CORP | Richmond | F33 Mental Health & Crisis Intervention | $9.2M | 1 |
| THE MANOR INC | Morrisville | E91 Health Care | $9.2M | 1 |
| SOUTHEASTERN VERMONT COMMUNITY ACTION | Westminster | P20Z Human Services | $9.2M | 3 |
| STERLING COLLEGE | Craftsbury Common | B42Z Education | $9.1M | 2 |
| THETFORD ACADEMY | Thetford Center | B240 Education | $9.1M | 3 |
| EVERNORTH INC | Burlington | L21 Housing & Shelter | $8.9M | 8 |
| Vermont Association of Business | Williston | J300 Employment | $8.9M | 1 |
| RESCUE INC | Brattleboro | E62Z Health Care | $8.9M | 1 |
| THE KEEWAYDIN FOUNDATION | Salisbury | N200 Recreation & Sports | $8.9M | 6 |
| SPECTRUM YOUTH AND FAMILY | Burlington | P400 Human Services | $8.7M | 4 |
| VERMONT OXFORD NETWORK | Burlington | H99 Medical Research | $8.6M | 7 |
| CHAMPLAIN COMMUNITY SERVICES INC | Colchester | P80Z Human Services | $8.6M | 1 |
| Lamoille Home Health Agency Inc | Morrisville | — | $8.5M | 5 |
| LINCOLN STREET INC | White River Junction | P82Z Human Services | $8.5M | 2 |
| GREEN MOUNTAIN VALLEY SCHOOL INC | Waitsfield | B25Z Education | $8.5M | 2 |
| Rural Community Transportation Inc | Lyndonville | P52Z Human Services | $8.4M | 1 |
| CONCRETE FOUNDATION INC | Craftsbury Common | T50 Philanthropy, Voluntarism & Grantmaking Foundations | $8.4M | 0 |
| HALL ART FOUNDATION INC | Reading | T23 Philanthropy, Voluntarism & Grantmaking Foundations | $8.3M | 0 |
| Easter Seals Vermont Inc | Barre | P40 Human Services | $8.2M | 12 |
| CALVIN COOLIDGE PRESIDENTIAL FOUNDATION | Plymouth | X21 Religion-Related | $8.1M | 5 |
| TRI-VALLEY TRANSIT INC | Middlebury | P20 Human Services | $8M | 1 |
| 1 FOR THE PLANET INC | Burlington | C27 Environment | $8M | 9 |
| WASHINGTON ELECTRIC COOPERATIVE INC | East Montpelier | — | $7.9M | 15 |
| EastView at Middlebury Inc | Middlebury | L22 Housing & Shelter | $7.8M | 1 |
| VERMONT CATHOLIC CHARITIES INC | So Burlington | P20Z Human Services | $7.7M | 3 |
| WINDHAM & WINDSOR HOUSING | Brattleboro | L200 Housing & Shelter | $7.7M | 1 |
| RESOURCE A NONPROFIT COMMUNITY | Williston | P200 Human Services | $7.4M | 0 |
| BRATTLEBORO MUTUAL AID ASSOC INC | Brattleboro | E910 Health Care | $7.3M | 1 |
| HIMALAYAN CATARACT PROJECT INC | Norwich | Q300 International, Foreign Affairs & National Security | $7.3M | 10 |
| THREE THIRTY THREE FOUNDATION INC | Stowe | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $7.2M | 1 |
| PROJECT HARMONY INC | Waitsfield | Q230 International, Foreign Affairs & National Security | $7M | 1 |
| NORTHEAST ORGANIC FARMING ASSOCVT | Richmond | A20Z Arts, Culture & Humanities | $7M | 13 |