| Winsome Fund | | Manchester, NH | Local | 7 | 2024 | $572,454 |
| Cape Cod Foundation Inc | | S Yarmouth, MA | Local | 7 | 2024 | $288,066 |
| Peter & Elizabeth C Tower Foundation Tr | | Getzville, NY | Local | 4 | 2024 | $165,000 |
| United Way of Cape Cod | | Hyannis, MA | Local | 7 | 2024 | $132,500 |
| Bonus Fund | | Naples, FL | Local | 6 | 2024 | $110,000 |
| Roessner Family Foundation | | Harwich Port, MA | Local | 6 | 2024 | $75,000 |
| Stanley W Watson Foundation | | Falmouth, MA | Local | 5 | 2024 | $74,000 |
| Ingeborg Foundation | | Osterville, MA | Local | 7 | 2024 | $65,000 |
| Lyndon Paul Lorusso Charitable Foundation of 2002 | | Boston, MA | Local | 4 | 2024 | $53,000 |
| Green Family Charitable Foundation | | Harwich, MA | Local | 5 | 2024 | $30,000 |
| Cape & Coast Bank Foundation | | Hyannis, MA | Local | 4 | 2024 | $27,500 |
| Joseph W & Faith K Tiberio Charitable Foundation | | Great Falls, VA | National | 7 | 2024 | $23,400 |
| Provincetown Community Compact Inc | | Provincetown, MA | Local | 3 | 2024 | $22,000 |
| Three Sibs Foundation Inc | | Atlanta, GA | National | 2 | 2024 | $20,000 |
| Spark Foundation | | Westwood, MA | Local | 2 | 2024 | $12,500 |
| Rize Massachusetts Foundation Inc | | Boston, MA | Local | 1 | 2024 | $10,000 |
| Phyllis W Mcgillicuddy Charitable Trust | | Boston, MA | Local | 1 | 2024 | $5,000 |
| Brzezicki Family Foundation | | Wethersfield, CT | Local | 3 | 2024 | $3,200 |
| Jackson Yelle Family Foundation Inc | | Winchester, MA | Local | 1 | 2024 | $500 |
| Nordblom Family Foundation | | Burlington, MA | Local | 4 | 2023 | $155,000 |
| Cape Cod Healthcare Inc | | Hyannis, MA | Local | 4 | 2023 | $81,500 |
| Cape Cod Times Neighbors Fund Inc | | Hyannis, MA | Local | 5 | 2023 | $42,000 |
| Seamens Longpoint Charitable Foundation Inc | | North Truro, MA | Local | 5 | 2023 | $33,025 |
| Burton a and Maxine C Rice Foundation | | Brewster, MA | Local | 5 | 2023 | $23,900 |
| Anderegg Family Foundation | | Buzzards Bay, MA | Local | 1 | 2023 | $10,000 |
| Raymond E & Marie V Fontaine Family Foundation Inc | | Harwich, MA | National | 5 | 2023 | $9,500 |
| Robin Foundation | | Wilmington, DE | National | 1 | 2022 | $10,000 |
| Bilezikian Family Foundation Inc | | Yarmouth Port, MA | Local | 2 | 2021 | $20,000 |
| The Vela Foundation | | Osterville, MA | Local | 1 | 2021 | $15,000 |
| Blakeley Foundation | | Boston, MA | Local | 1 | 2021 | $5,000 |
| Eastern Bank Charitable Foundation | | Wakefield, MA | Local | 1 | 2020 | $10,000 |
| Josephine and Louise Cranefoundation | | Falmouth, MA | Local | 1 | 2020 | $8,750 |
| The Ullo Family Foundation Inc 96-706670 | | Boston, MA | National | 2 | 2020 | $8,365 |
| Mills Family Foundation Inc | | Yonkers, NY | Local | 2 | 2020 | $2,000 |
| Gertrude a Pomeroy Charitable Tr | | Brewster, MA | Local | 1 | 2019 | $2,000 |
| Cape Cod Five Cents Savings Bank Charitable Foundation Trust | | | — | 1 | 2018 | $5,000 |
| Breslow Fam Foundation Tr | | Naples, FL | Local | 1 | 2018 | $1,000 |
| Health Resources in Action Inc | | Boston, MA | Local | 1 | 2017 | $1,000 |