The James & Veronica Chesterton Family Foundation
THE JAMES & VERONICA CHESTERTON FAMILY is a private foundation based in Winchester, Massachusetts. It reported giving $20,800 through 11 grants in 2025, with listed recipients in Massachusetts and New York.
The James & Veronica Chesterton Family Foundation at a glance
In short: The James & Veronica Chesterton Family Foundation gave $21K across 11 grants in 2025 (avg $2K), mostly in Massachusetts. 27% of 2025 grantees were new. Source: 2025 IRS Form 990-PF.
- Annual giving (2025)
- $20,800
- -1.9% vs 2024
- Grants made (2025)
- 11
- +10.0% vs 2024
- Average grant
- $1,891
- -10.8% vs 2024
- Median grant
- $2,000
- Total assets
- $430,675
- -3.6% vs 2024
- New grantees (estimate)
- 27% first-time grantees (3 of 11, 2025; small sample)
- Primary geography
- Massachusetts (75% of itemized 2025 grant dollars)
- Latest 990 filing
- Form 990-PF, 2025 View filing
Data from IRS Form 990-PF, 2025; updated October 2026. New grantees are estimated by matching recipient names across years (methodology).
How to apply to The James & Veronica Chesterton Family Foundation
- Accepts unsolicited proposals
- No
- How to Apply
-
The foundation makes contributions only to preselected charitable organizations and does not accept unsolicited requests for funds.
- Contact
Mailing address: 22 Mount Pleasant Street, Winchester, MA 01890
Phone: (781) 367-1063
Application details from Grantable's research on the foundation's public materials; confirm on its website before applying.
Who The James & Veronica Chesterton Family Foundation funds
How this funder distributes its grants
Top Recipients
Top 10 recipients in 2025
The largest 2025 recipient was The Ireland Funds ($5K). Together the top 10 received $20K.
Grant Size Distribution
57 grants across all recorded years
The most common grant size was under $50K: 57 grants of 57 (100%).
Geographic Focus
Where this funder awards grants
In 2025, 75% of grant dollars went to recipients in Massachusetts and 25% to recipients in New York.
Grant Distribution by State
Share of 2025 grant dollars across all 11 itemized grants.
Cities
Is The James & Veronica Chesterton Family Foundation open to new grantees?
27%
first-time grantees, 2025
In 2025, 3 of 11 grantees (27%) were first-time recipients. With only 11 grantees, that is a small sample: one grantee more or less moves the share by about 9 points. First grants averaged $2K; repeat grants $2K. How we count
Medians: $1K first-time, $2K repeat.
- 73% of 2025 grantees were also funded in 2024. Method
- Giving held roughly steady from 2022 to 2025 (−18%). Method
- In 2025 it paid out 100% of its IRS minimum distribution (the 5% rule). Method
Estimate from itemized grant lists in IRS Form 990-PF filings (2021–2025). Recipient names are matched across years, so a renamed or misspelled grantee can look new; grants to individuals are left out. Methodology.
Giving History
Giving Over Time
Total grant dollars and number of grants per year
From 2021 to 2025, annual grant giving ranged from $21K (2025) to $26K (2022). In 2025 it made 11 grants totaling $21K.
Grants by year
Grant recipients and amounts by year
| Recipient | Purpose | Amount |
|---|---|---|
| The Ireland Funds New York, NY | Unrestricted Gift | $5,300 |
| En Ka Society Inc Winchester, MA | Unrestricted Gift | $3,000 |
| Lower Cape Outreach Council Orleans, MA | Unrestricted Gift | $2,000 |
| Lyric Stage Company of Boston Orleans, MA | Unrestricted Gift | $2,000 |
| Massachusetts Eye & Ear Boston, MA | Unrestricted Gift | $2,000 |
| Scleroderma Foundation Danvers, MA | Unrestricted Gift | $2,000 |
| Babson Olin School of Management Wellesley, MA | Unrestricted Gift | $1,000 |
| English at Large Woburn, MA | Unrestricted Gift | $1,000 |
| Irish Educational Foundation (Chapel and York) Orleans, MA | Unrestricted Gift | $1,000 |
| Orleans Conservation Trust Orleans, MA | Unrestricted Gift | $1,000 |
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Financial History
Multi-year comparison from IRS filings
| Filing year | Total Assets | Revenue | Expenses | Grants paid | Grants | Qualifying Distributions | Net Investment Income | Distributable Amount |
|---|---|---|---|---|---|---|---|---|
| 2025 | $430,675 | $15,939 | $26,488 | $20,800 | 11 | $20,800 | $14,234 | $20,714 |
| 2024 | $446,929 | $21,425 | $24,237 | $21,205 | 10 | $21,205 | $19,780 | $20,717 |
| 2023 | $452,536 | $12,085 | $37,855 | $24,000 | 11 | $24,000 | $12,095 | $21,298 |
| 2022 | $479,806 | $13,264 | $28,942 | $25,500 | 12 | $25,500 | $10,106 | $23,955 |
| 2021 | $469,984 | $15,848 | $28,179 | $24,750 | 13 | — | $12,419 | $25,452 |
Under IRS private-foundation payout rules, The James & Veronica Chesterton Family Foundation reported a distributable amount of $21K for 2025 — the minimum it must pay out in qualifying distributions.
Research compiled by Grantable AI from public sources. Last updated September 2026.
Mission & Focus Areas
No mission statement for the foundation is provided. Its 2025 grants included organizations whose stated missions span charitable services, education, health, arts, and conservation.
For example, En Ka Society says it raises funds for nonprofit organizations serving people in Winchester and performs direct-service charitable activities. Lower Cape Outreach Council says it provides immediate assistance and encourages long-term self-sufficiency. English At Large describes its work as literacy training to help learners attain self-sufficiency and participate in the community. Orleans Conservation Trust says it protects and restores natural lands for people and wildlife, supports the health of local waters, and works to conserve property.
Grantmaking
In 2025, the foundation made 11 grants totaling $20,800. Grants ranged from $500 to $5,300, with a median grant of $2,000. The filing lists each grant’s purpose as an “unrestricted gift.”
Among the largest grants were $5,300 to The Ireland Funds in New York, $3,000 to En Ka Society in Winchester, and $2,000 each to Lower Cape Outreach Council, Lyric Stage Company of Boston, Massachusetts Eye & Ear, and Scleroderma Foundation.
Leadership & Key People
Leadership team and compensation from IRS filings
Andrew and Darina Chesterton are listed as trustees on the 2025 filing.
The James & Veronica Chesterton Family Foundation's only listed officer is Andrew And Darina Chesterton, Trustees on every filing since 2021 (uncompensated).
Officers on the 2025 filing
Andrew And Darina Chesterton
Trustees
On filings since 2021
2 hrs/week
No compensation reported
Data from IRS Form 990 filings, 2021–2025. "On filings since" is the earliest filing we hold that lists the person; hours are average hours per week as reported.
Frequently asked questions about The James & Veronica Chesterton Family Foundation
How much does The James & Veronica Chesterton Family Foundation give each year?
The James & Veronica Chesterton Family Foundation gave $21K across 11 grants in 2025, according to its 2025 IRS Form 990-PF. In 2024 it gave $21K across 10 grants.
What is The James & Veronica Chesterton Family Foundation's typical grant size?
The James & Veronica Chesterton Family Foundation's median grant in 2025 was $2,000, and its average grant was $1,891, across 11 grants on its 2025 IRS Form 990-PF. Organizations receiving their first grant from The James & Veronica Chesterton Family Foundation that year got $2K on average.
Where does The James & Veronica Chesterton Family Foundation give grants?
The James & Veronica Chesterton Family Foundation gives mostly in Massachusetts: 75% of the grant dollars itemized on its 2025 IRS Form 990-PF went to recipients there. The next largest state was New York (25%). The most frequent recipient cities were Orleans, MA (4 grants).
Does The James & Veronica Chesterton Family Foundation give general operating support?
Yes: 100% of The James & Veronica Chesterton Family Foundation's 2025 grants with a stated purpose (11 of 11) were for general or operating support, per its 2025 IRS Form 990-PF.
Who are The James & Veronica Chesterton Family Foundation's largest grantees?
The James & Veronica Chesterton Family Foundation's largest 2025 grantees include The Ireland Funds ($5,300), En Ka Society Inc ($3,000) and Lower Cape Outreach Council ($2,000), according to its 2025 IRS Form 990-PF. Together they received 50% of its itemized 2025 grant dollars.
How large is The James & Veronica Chesterton Family Foundation?
The James & Veronica Chesterton Family Foundation reported $431K in total assets on its 2025 IRS Form 990-PF. It paid out $21K in qualifying distributions that year, against a required minimum of $21K (roughly 5% of its investment assets).
What does The James & Veronica Chesterton Family Foundation fund?
No mission statement for the foundation is provided. Its 2025 grants included organizations whose stated missions span charitable services, education, health, arts, and conservation. See mission & focus areas ↑
How do I apply for a grant from The James & Veronica Chesterton Family Foundation?
The foundation makes contributions only to preselected charitable organizations and does not accept unsolicited requests for funds. Eligibility and process details are in the grantmaking section of this profile. See how to apply ↑
What is The James & Veronica Chesterton Family Foundation's EIN?
The James & Veronica Chesterton Family Foundation's EIN (Employer Identification Number) is 41-2163663. IRS Form 990 filing data is available on this page for 2021–2025.
Does The James & Veronica Chesterton Family Foundation accept unsolicited proposals?
No, according to Grantable's research on the foundation's published guidelines. See how to apply ↑
Data last updated October 2026. Sourced from IRS Form 990-PF filings. Research dossier generated September 2026.
Data update history
(6)
When this profile's IRS filing data changed on Grantable
- Updated Form 990-PF for fiscal year 2021 (received by the IRS December 24, 2021)
- Updated Form 990-PF for fiscal year 2022 (received by the IRS December 20, 2022)
- Updated Form 990-PF for fiscal year 2023 (received by the IRS December 22, 2023)
- Updated Form 990-PF for fiscal year 2024 (received by the IRS February 3, 2025)
- Updated Form 990-PF for fiscal year 2025 (received by the IRS January 14, 2026)
- IRS filings on file for fiscal years 2021–2025
Live grants for the work The James & Veronica Chesterton Family Foundation funds
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