The Highland Street Foundation is committed to addressing the most pressing needs and concerns for children and families in Massachusetts and California. We provide access and opportunities in education, housing, mentorship, health care, environment, and the arts.
Highland Street Connection and Subsidiaries gives across a mix of education, youth mentoring, housing, environment, healthcare, and the arts, with Massachusetts accounting for 84% of recipient locations in the grants data. The foundation’s recent grants show a strong pattern of support for Boston-area institutions and a smaller set of California organizations, often through program-specific awards rather than unrestricted support. Recent examples show that the foundation funds both large civic institutions and direct-service nonprofits. Cathedral High School received $250,000 for educational programs, while Mentor the National Mentoring Partnership received $160,000 for mentoring. Other large awards went to Boston College for educational programs and the Greater Boston Food Bank for community work, indicating that the foundation backs organizations serving children, families, and neighborhood needs. The grant list also shows repeat support for some organizations over multiple years. Camp Harbor View appears in both 2023 and 2025 with awards for youth programming, and Eisenhower Health Foundation received healthcare support in both years. That repetition suggests the foundation often maintains relationships with groups that fit its program areas and geographic priorities.
Education is a core part of the foundation’s giving. Cathedral High School received $250,000 for educational programs, and Boston College received $150,000 for the same purpose. The grant list also includes Bps Foundation at $100,000 for educational programs and Xavier College Preparatory High School at $95,000 and $60,000 for educational programs in different years. Youth mentoring and youth programming are another clear thread. Mentor the National Mentoring Partnership received $160,000 for mentoring, while Camp Harbor View received $100,000 in 2025 and $100,000 in 2023 for youth programming. Boys & Girls Clubs of Boston also appears with grants of $67,000 in 2023 and $50,000 in 2025 for youth programming. The foundation also supports arts and culture and health-related work. Boston Symphony Orchestra received $100,000 for arts and culture, and Eisenhower Health Foundation received $100,000 in 2025 and $100,000 in 2023 for healthcare.
$4.4M
$60.4M
$6.7M
$8.2M
Most grants fall between $2K and $21K, with a median of $5K.
25th Percentile
$2K
Median
$5K
75th Percentile
$21K
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Typical grant size centers on smaller awards, with a p25 of $2,000, a median of $5,000, and a p75 of $21,001. The recent-grants list also shows a much larger upper tier, including several $100,000 awards and a $250,000 grant. The pattern suggests repeat relationships rather than one-off gifts in some cases: Camp Harbor View, Eisenhower Health Foundation, Mentor the National Mentoring Partnership, Boys & Girls Clubs of Boston, Crossroads, and Living Desert all appear more than once across the recent grants. Highland Street Connection and Subsidiaries is a regular funder, not a DAF, and it does not fund individuals. The active programs indicate both unsolicited and invitation-based routes depending on the initiative.
Grantmaking is heavily concentrated in Massachusetts, which accounts for 84% of recipient locations and is the top state by grant count. Boston appears frequently, including grants to Cathedral High School, Mentor the National Mentoring Partnership, Greater Boston Food Bank, Boston Symphony Orchestra, YMCA of Greater Boston, Camp Harbor View, Boys & Girls Clubs of Boston, and Boston Public Library Fund. Outside Massachusetts, the foundation also funds California organizations, including Living Desert in Palm Desert, Eisenhower Health Foundation in Rancho Mirage, Palm Springs Art Museum in Palm Springs, Palm Springs International Film Society in Palm Springs, and Xavier College Preparatory High School in Palm Desert. The recipient country distribution is entirely U.S.-based.
Its grantmaking centers on education, youth programming and mentoring, housing and homelessness prevention, environment, healthcare, and the arts. The recent grants list also shows support for community organizations, including the Greater Boston Food Bank and YMCA of Greater Boston, alongside schools, cultural institutions, and health-related nonprofits.
Yes, but most of its giving is in Massachusetts. The grant data also includes California recipients such as Living Desert in Palm Desert, Eisenhower Health Foundation in Rancho Mirage, Palm Springs Art Museum in Palm Springs, Palm Springs International Film Society in Palm Springs, and Xavier College Preparatory High School in Palm Desert.
The foundation’s grant-size distribution is centered on smaller awards: p25 is $2,000, median is $5,000, and p75 is $21,001. The recent grants list also includes larger program grants, including multiple $100,000 awards and a $250,000 grant.
Some recipients do appear in multiple years, which points to ongoing relationships in parts of the portfolio. Examples in the recent-grants data include Camp Harbor View, Eisenhower Health Foundation, Mentor the National Mentoring Partnership, Boys & Girls Clubs of Boston, Crossroads, and Living Desert.
The foundation uses more than one route. Its General Grantmaking program does not accept unsolicited full proposals and uses an online eligibility quiz and Letter of Inquiry, while some initiatives such as Sports Partnerships, Veterans Support, Highland Holidays, and Let’s Get Rolling accept unsolicited applications.
2025
Source: IRS Form 990-PF, fiscal year 2025.
Current and upcoming funding from Highland Street Connection and Subsidiaries that your nonprofit may be able to apply for.
Who can apply: Organizations must be based in Massachusetts, possess 501(c)(3) status, and have operating budgets between $500,000 and $4 million.
Deadline: Two sessions are offered each calendar year, January–June and July–December. The July–December 2026 application deadline was Thursday, May 7 at 5:00 p.m.
Who can apply: Organizations must first complete the online eligibility quiz and be deemed eligible to submit a letter of inquiry. Highland Street primarily funds programs in Massachusetts and does not fund organizations based outside the United States. Organizations may submit only one letter of inquiry per year and should submit information about one program or request general operating support.
Deadline: No open proposal submission deadlines are established. One letter of inquiry may be submitted per organization per year.
Who can apply: Nonprofit organizations interested in participating in one of the Sports Partnerships may contact Highland Street Foundation. Current programs include Highland Hat Tricks, Highland Headers, Highland Hitters, and Highland Hoops.
Deadline: No deadline stated.
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Most recent grants reported to the IRS.
| Recipient | Location | Amount | Year | Purpose |
|---|---|---|---|---|
| EISENHOWER HEALTH FOUNDATION | RANCHO MIRAGE, CA | $100,000 | 2025 | FOR HEALTHCARE. |
| BOSTON SYMPHONY ORCHESTRA | BOSTON, MA | $100,000 | 2025 | FOR ARTS AND CULTURE. |
| BPS FOUNDATION | LAS VEGAS, NV | $100,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| CITY OF BOSTON SCHOLARSHIP FUND CITY OF BOSTON | BOSTON, MA | $100,000 | 2025 | FOR ARTS AND CULTURE. |
| YMCA OF GREATER BOSTON | BOSTON, MA | $100,000 | 2025 | FOR COMMUNITY. |
| CAMP HARBOR VIEW | BOSTON, MA | $100,000 | 2025 | FOR YOUTH PROGRAMMING. |
| LIVING DESERT | PALM DESERT, CA | $100,000 | 2025 | FOR ARTS AND CULTURE. |
| PALM SPRINGS INTERNATIONAL FILM SOCIETY | PALM SPRINGS, CA | $75,000 | 2025 | FOR ARTS AND CULTURE. |
| XAVIER COLLEGE PREPARATORY HIGH SCHOOL | PALM DESERT, CA | $60,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| CROSSROADS | DUXBURY, MA | $50,000 | 2025 | FOR YOUTH PROGRAMMING. |
| OLIVE CREST | PALM DESERT, CA | $50,000 | 2025 | FOR COMMUNITY. |
| ENGLISH FOR NEW BOSTONIANS | BOSTON, MA | $50,000 | 2025 | FOR EMPOWERMENT. |
| CAMP HARBOR VIEW | BOSTON, MA | $50,000 | 2025 | FOR YOUTH PROGRAMMING. |
| BOSTON COLLEGE | CHESTNUT HILL, MA | $50,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| MENTOR THE NATIONAL MENTORING PARTNERSHIP | BOSTON, MA | $50,000 | 2025 | FOR MENTORING. |
| BE LIKE BRIT FOUNDATION | WORCESTER, MA | $50,000 | 2025 | FOR EMPOWERMENT. |
| BOYS & GIRLS CLUBS OF BOSTON | BOSTON, MA | $50,000 | 2025 | FOR YOUTH PROGRAMMING. |
| SQUASHBUSTERS | ROXBURY CROSSING, MA | $50,000 | 2025 | FOR YOUTH PROGRAMMING. |
| BOSTON PUBLIC LIBRARY FUND | BOSTON, MA | $50,000 | 2025 | FOR COMMUNITY. |
| ZOO NEW ENGLAND | BOSTON, MA | $40,000 | 2025 | FOR ARTS AND CULTURE. |
| NATIVITY SCHOOL OF WORCESTER | WORCESTER, MA | $40,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| ANNA MARIA COLLEGE | PAXTON, MA | $40,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| GREATER LAWRENCE FAMILY HEALTH CENTER | LAWRENCE, MA | $35,000 | 2025 | FOR HEALTHCARE. |
| VETERANS INC | WORCESTER, MA | $35,000 | 2025 | FOR COMMUNITY. |
| COMMUNITY SERVINGS | JAMAICA PLAIN, MA | $35,000 | 2025 | FOR COMMUNITY. |
| HOME BASE | BOSTON, MA | $35,000 | 2025 | FOR EMPOWERMENT. |
| BETHEL INSTITUTE FOR COMMUNITY DEVELOPMENT | JAMAICA PLAIN, MA | $35,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| ELLIS | BOSTON, MA | $35,000 | 2025 | FOR YOUTH PROGRAMMING. |
| FRIENDS OF THE CHILDREN - BOSTON | ROXBURY, MA | $35,000 | 2025 | FOR YOUTH PROGRAMMING. |
| SAINT FRANCIS HOUSE | BOSTON, MA | $35,000 | 2025 | FOR COMMUNITY. |
| WEST END HOUSE | ALLSTON, MA | $35,000 | 2025 | FOR YOUTH PROGRAMMING. |
| YMCA OF GREATER BOSTON | BOSTON, MA | $35,000 | 2025 | FOR COMMUNITY. |
| ST MARY'S CENTER FOR WOMEN AND CHILDREN | DORCHESTER, MA | $35,000 | 2025 | FOR COMMUNITY. |
| CAMP HARBOR VIEW | BOSTON, MA | $30,000 | 2025 | FOR YOUTH PROGRAMMING. |
| ST MARY'S CENTER FOR WOMEN AND CHILDREN | DORCHESTER, MA | $30,000 | 2025 | FOR COMMUNITY. |
| SAINT FRANCIS HOUSE | BOSTON, MA | $30,000 | 2025 | FOR COMMUNITY. |
| THE SUMMER CAMP | BRIDGTON, ME | $25,000 | 2025 | FOR YOUTH PROGRAMMING. |
| COLLEGE OF THE DESERT FOUNDATION | PALM DESERT, CA | $25,000 | 2025 | FOR EMPOWERMENT. |
| MASSACHUSETTS HOUSING AND SHELTER ALLIANCE | BOSTON, MA | $25,000 | 2025 | FOR EMPOWERMENT. |
| CENTER FOR WOMEN & ENTERPRISE | BOSTON, MA | $25,000 | 2025 | FOR EMPOWERMENT. |
| INSTITUTE FOR NONPROFIT PRACTICE | BOSTON, MA | $25,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| DAILY TABLE | DORCHESTER, MA | $25,000 | 2025 | FOR COMMUNITY. |
| ADOPT-A-STUDENT FOUNDATION | BOSTON, MA | $25,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| BOSTON HEALTH CARE FOR THE HOMELESS PROGRAM | BOSTON, MA | $25,000 | 2025 | FOR COMMUNITY. |
| CHP 11-99 FOUNDATION | COSTA MESA, CA | $25,000 | 2025 | FOR COMMUNITY. |
| IMMACULATE CONCEPTION PARISH SCHOOL | REVERE, MA | $25,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| CATHOLIC SCHOOLS FOUNDATION | BOSTON, MA | $25,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| MARTHA'S VILLAGE AND KITCHEN | INDIO, CA | $25,000 | 2025 | FOR EMPOWERMENT. |
| AMICI CANNIS USA | FORT COLLINS, CO | $25,000 | 2025 | FOR HEALTHCARE. |
| REGIS COLLEGE | WESTON, MA | $25,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
BOSTON SYMPHONY ORCHESTRA
$100,000FOR ARTS AND CULTURE.
CITY OF BOSTON SCHOLARSHIP FUND CITY OF BOSTON
$100,000FOR ARTS AND CULTURE.
YMCA OF GREATER BOSTON
$100,000FOR COMMUNITY.
CAMP HARBOR VIEW
$100,000FOR YOUTH PROGRAMMING.
CAMP HARBOR VIEW
$50,000FOR YOUTH PROGRAMMING.
BOSTON COLLEGE
$50,000FOR EDUCATIONAL PROGRAMS.
ZOO NEW ENGLAND
$40,000FOR ARTS AND CULTURE.
ANNA MARIA COLLEGE
$40,000FOR EDUCATIONAL PROGRAMS.
VETERANS INC
$35,000FOR COMMUNITY.
HOME BASE
$35,000FOR EMPOWERMENT.
ELLIS
$35,000FOR YOUTH PROGRAMMING.
YMCA OF GREATER BOSTON
$35,000FOR COMMUNITY.
CAMP HARBOR VIEW
$30,000FOR YOUTH PROGRAMMING.
ST MARY'S CENTER FOR WOMEN AND CHILDREN
$30,000FOR COMMUNITY.
CENTER FOR WOMEN & ENTERPRISE
$25,000FOR EMPOWERMENT.
ADOPT-A-STUDENT FOUNDATION
$25,000FOR EDUCATIONAL PROGRAMS.
IMMACULATE CONCEPTION PARISH SCHOOL
$25,000FOR EDUCATIONAL PROGRAMS.
AMICI CANNIS USA
$25,000FOR HEALTHCARE.
REGIS COLLEGE
$25,000FOR EDUCATIONAL PROGRAMS.
