| THE EKWANOK COUNTRY CLUB | Manchester | N50 Recreation & Sports | $5.2M | 4 |
| ELEVATE YOUTH SERVICES INC | Barre | P460 Human Services | $5.2M | 1 |
| THE WILKENS FAMILY FOUNDATION | Stowe | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $5.2M | 0 |
| Southwestern Vermont Council on Aging Inc | Rutland | P81Z Human Services | $5.2M | 1 |
| MALIASILI INITIATIVES INC | Essex Junction | C123 Environment | $5.2M | 4 |
| SHELBURNE MUSEUM INC | Shelburne | A50 Arts, Culture & Humanities | $5.2M | 3 |
| LAMOILLE HOUSING PARTNERSHIP INC | Morrisville | L20Z Housing & Shelter | $5.1M | 2 |
| INSTITUTE FOR SUSTAINABLE COMMUNITIES | Montpelier | Q50Z International, Foreign Affairs & National Security | $5M | 9 |
| Elderly Services Inc | Middlebury | — | $5M | 1 |
| COUNCIL ON AGING FOR SOUTHEASTERN VERMONT INC | Springfield | — | $5M | 1 |
| VERMONT COLLEGE OF FINE ARTS FOUNDATION INC | Montpelier | — | $5M | 1 |
| VERMONT COUNCIL ON THE ARTS INC | Montpelier | A260 Arts, Culture & Humanities | $4.9M | 1 |
| SEALL INC | Bennington | B90 Education | $4.9M | 1 |
| CENTER ON RURAL INNOVATION INC | Hartland | S32 Community Improvement & Capacity Building | $4.9M | 4 |
| GREEN MOUNTAIN HABITAT FOR HUMANITY | Williston | — | $4.8M | 1 |
| ADDISON COUNTY COMMUNITY TRUST | Vergennes | L20 Housing & Shelter | $4.8M | 1 |
| CENTRAL VERMONT COUNCIL ON AGING INC | Barre | P81Z Human Services | $4.7M | 1 |
| UNITED WAY OF NORTHWEST VERMONT INC | South Burlington | T70Z Philanthropy, Voluntarism & Grantmaking Foundations | $4.7M | 3 |
| VERMONT AFTERSCHOOL INC | South Burlington | Q50 International, Foreign Affairs & National Security | $4.7M | 1 |
| MT MANSFIELD SKI CLUB AND ACADEMY | Stowe | B25P Education | $4.6M | 3 |
| FRIENDS OF HILDENE INC | Manchester | A82Z Arts, Culture & Humanities | $4.6M | 0 |
| Four Pines Fund Inc | Burlington | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $4.6M | 0 |
| THE DREAM PROGRAM INC | Winooski | O20 Youth Development | $4.6M | 1 |
| Battenkill Valley Health Center Inc | Arlington | E32 Health Care | $4.6M | 8 |
| OPPORTUNITIES CREDIT UNION | Winooski | — | $4.5M | 2 |
| TOWN HALL THEATER INC | Middlebury | A600 Arts, Culture & Humanities | $4.5M | 1 |
| Lake Champlain Waldorf School | Shelburne | B21Z Education | $4.5M | 3 |
| CREDIT UNION OF VERMONT | Rutland | — | $4.4M | 2 |
| THE GREENWOOD SCHOOL INC | Putney | — | $4.4M | 1 |
| STERN CENTER FOR LANGUAGE AND LEARNING | Williston | E56Z Health Care | $4.4M | 3 |
| VT ASSOCIATION FOR THE EDUCATION OF YOUNG CHILDREN | Burlington | B20C Education | $4.4M | 7 |
| COMMITTEE ON TEMPORARY SHELTER INC | Burlington | L41Z Housing & Shelter | $4.4M | 1 |
| GREENSBORO HOSPITAL ASSOCIATIONINC D/B/A GREENSBORO NURSING HOME | Greensboro | E20Z Health Care | $4.4M | 1 |
| Franklin County Home Health Agency Inc | St Albans | E99Z Health Care | $4.3M | 4 |
| IBEW LOCAL 300 HEALTH AND WELFARE | South Burlington | — | $4.3M | 0 |
| VERMONT COMMONS SCHOOL | South Burlington | B25Z Education | $4.3M | 2 |
| VERMONT ACHIEVEMENT CENTER INC | Rutland | B28Z Education | $4.2M | 1 |
| GOOD SAMARITAN HAVEN INC | Barre | — | $4.2M | 2 |
| THE SPORTS VENUE FOUNDATION INC D/B/A UPPER VALLEY AQUATIC CENTER | White River Junction | P20 Human Services | $4.2M | 1 |
| FRIENDS OF ARROW STREET ARTS INC | Burlington | M20 Public Safety, Disaster Preparedness & Relief | $4.2M | 3 |
| VT ASSOCIATION OF SNOW TRAVELERS INC | Barre | — | $4.1M | 1 |
| YELLOW HOUSE COMMUNITY SERVICES INC | Middlebury | P7A Human Services | $4.1M | 1 |
| ENHANCED LIVING INC | Bradford | P70 Human Services | $4.1M | 2 |
| SUNRISE FAMILY RESOURCE CENTER INC | Bennington | P400 Human Services | $4M | 1 |
| MAPLE STREET FOUNDATION INC | Manchester Center | B24Z Education | $3.9M | 1 |
| WASHINGTON COUNTY FAMILY CENTER | Montpelier | B210 Education | $3.9M | 2 |
| HIGH 5 ADVENTURE LEARNING CENTER INC | Brattleboro | B99 Education | $3.9M | 1 |
| Rutland County Parent Child Center Inc | Rutland | P400 Human Services | $3.9M | 1 |
| Addison County Home Health Hospice Inc | Middlebury | E92Z Health Care | $3.8M | 4 |
| Northeast Kingdom Development Corporation | Saint Johnsbury | J22 Employment | $3.8M | 0 |
