The James & Veronica Chesterton Family Foundation

Private foundation · Grantmaker Winchester, MA EIN: 41-2163663

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.

Key facts about The James & Veronica Chesterton Family Foundation

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.

EIN
41-2163663
Latest 990 filing
Form 990-PF, 2025
Annual giving (2025)
$20,800
Grants made (2025)
11
Average grant
$1,891
Median grant
$2,000
New grantees (estimate)
27% first-time grantees (3 of 11, 2025; small sample)
Total assets
$430,675
Primary geography
Massachusetts (75% of itemized 2025 grant dollars)
Accepts unsolicited proposals
No
How to apply
The foundation makes contributions only to preselected charitable organizations and does not accept unsolicited requests for funds. Full details ↓

Data from IRS Form 990-PF, 2025; updated October 2026. New grantees are estimated by matching recipient names across years (methodology). Application details from Grantable's research on the foundation's public materials; confirm on its website before applying.

Financial Overview

From 2025 IRS Form 990-PF · View filing

Total Assets

$431K

-3.6% YoY

Annual Giving

$21K

-1.9% YoY

Grant Count

11

+10.0% YoY

Avg Grant Size

$2K

-10.8% YoY

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.

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.

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.

How to Apply

The foundation makes contributions only to preselected charitable organizations and does not accept unsolicited requests for funds.

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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

4states

Share of 2025 grant dollars across all 11 itemized grants.

Cities

OrleansBostonWinchesterDanversWellesleyWoburnBurlingtonNew YorkBarnstableCincinnattiMedfieldOklahoma City

Giving Over Time

Total grant dollars and number of grants per year

$0$10K$20K$30K13 grants2021 12 grants2022 11 grants2023 10 grants2024 11 grants2025

From 2021 to 2025, annual grant giving ranged from $21K (2025) to $26K (2022). In 2025 it made 11 grants totaling $21K.

Grant Insights

How this funder distributes its grants

Top Recipients

Top 10 recipients in 2025

The Ireland Funds: $5KThe Ireland Funds$5KEn Ka Society Inc: $3KEn Ka Society Inc$3KLower Cape Outreach Council: $2KLower Cape Outreach Council$2KLyric Stage Company of Boston: $2KLyric Stage Company of Boston$2KMassachusetts Eye & Ear: $2KMassachusetts Eye & Ear$2KScleroderma Foundation: $2KScleroderma Foundation$2KBabson Olin School of Management: $1KBabson Olin School ofManagement$1KEnglish at Large: $1KEnglish at Large$1KIrish Educational Foundation (Chapel and York): $1KIrish Educational Foundation(Chapel and York)$1KOrleans Conservation Trust: $1KOrleans Conservation Trust$1K

The largest 2025 recipient was The Ireland Funds ($5K). Together the top 10 received $20K.

Grant Size Distribution

57 grants across all recorded years

57<$50K$50–100K$100–250K$250–500K$500K–1M$1–5M$5M+

The most common grant size was under $50K: 57 grants of 57 (100%).

Giving History

Grant recipients and amounts by year

RecipientPurposeAmount
The Ireland Funds New York, NYUnrestricted Gift$5,300
En Ka Society Inc Winchester, MAUnrestricted Gift$3,000
Lower Cape Outreach Council Orleans, MAUnrestricted Gift$2,000
Lyric Stage Company of Boston Orleans, MAUnrestricted Gift$2,000
Massachusetts Eye & Ear Boston, MAUnrestricted Gift$2,000
Scleroderma Foundation Danvers, MAUnrestricted Gift$2,000
Babson Olin School of Management Wellesley, MAUnrestricted Gift$1,000
English at Large Woburn, MAUnrestricted Gift$1,000
Irish Educational Foundation (Chapel and York) Orleans, MAUnrestricted Gift$1,000
Orleans Conservation Trust Orleans, MAUnrestricted Gift$1,000

Financial History

Multi-year comparison from IRS filings

Filing year Grants Grant total
2025 11 $20,800
2024 10 $21,205
2023 11 $24,000
Revenue
Expenses
Qualifying Distributions
Net Investment Income
$0$20K$40K$60K2021 2022 2023 2024 2025
Metric202520242023
Total Assets$430,675$446,929$452,536
Revenue$15,939$21,425$12,085
Expenses$26,488$24,237$37,855
Qualifying Distributions$20,800$21,205$24,000
Net Investment Income$14,234$19,780$12,095
Distributable Amount$20,714$20,717$21,298

Data update history

When this profile's IRS filing data changed on Grantable

  1. Updated Form 990-PF for fiscal year 2021 (received by the IRS December 24, 2021)
  2. Updated Form 990-PF for fiscal year 2022 (received by the IRS December 20, 2022)
  3. Updated Form 990-PF for fiscal year 2023 (received by the IRS December 22, 2023)
  4. Updated Form 990-PF for fiscal year 2024 (received by the IRS February 3, 2025)
  5. Updated Form 990-PF for fiscal year 2025 (received by the IRS January 14, 2026)
  6. IRS filings on file for fiscal years 2021–2025

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.

Contact

Mailing address: 22 Mount Pleasant Street, Winchester, MA 01890
Phone: (781) 367-1063

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.

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