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.
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.
$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
About 84% of grants go to recipients in MA.
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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 first complete the online eligibility quiz before submitting a letter of inquiry. Unsolicited grant requests are not accepted. Only one letter of inquiry per organization per year.
Deadline: No open proposal submission deadlines. One LOI per organization per year.
Who can apply: Nonprofit organizations interested in participating may contact the foundation representative listed on the page.
Deadline: Not specified; participation appears to be arranged directly with the foundation.
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Create a free accountDeadlines and eligibility are summarized from public sources and may change — always confirm the details on the funder's official application page before applying.
Most recent grants reported to the IRS.
| Recipient | Location | Amount | Year | Purpose |
|---|---|---|---|---|
| CAMP HARBOR VIEW | BOSTON, MA | $100,000 | 2025 | FOR YOUTH PROGRAMMING. |
| LIVING DESERT | PALM DESERT, CA | $100,000 | 2025 | FOR ARTS AND CULTURE. |
| BPS FOUNDATION | LAS VEGAS, NV | $100,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| BOSTON SYMPHONY ORCHESTRA | BOSTON, MA | $100,000 | 2025 | FOR ARTS AND CULTURE. |
| YMCA OF GREATER BOSTON | BOSTON, MA | $100,000 | 2025 | FOR COMMUNITY. |
| EISENHOWER HEALTH FOUNDATION | RANCHO MIRAGE, CA | $100,000 | 2025 | FOR HEALTHCARE. |
| CITY OF BOSTON SCHOLARSHIP FUND CITY OF BOSTON | BOSTON, MA | $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. |
| BOSTON PUBLIC LIBRARY FUND | BOSTON, MA | $50,000 | 2025 | FOR COMMUNITY. |
| SQUASHBUSTERS | ROXBURY CROSSING, MA | $50,000 | 2025 | FOR YOUTH PROGRAMMING. |
| ENGLISH FOR NEW BOSTONIANS | BOSTON, MA | $50,000 | 2025 | FOR EMPOWERMENT. |
| BOSTON COLLEGE | CHESTNUT HILL, MA | $50,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| OLIVE CREST | PALM DESERT, CA | $50,000 | 2025 | FOR COMMUNITY. |
| CROSSROADS | DUXBURY, MA | $50,000 | 2025 | FOR YOUTH PROGRAMMING. |
| BOYS & GIRLS CLUBS OF BOSTON | BOSTON, MA | $50,000 | 2025 | FOR YOUTH PROGRAMMING. |
| MENTOR THE NATIONAL MENTORING PARTNERSHIP | BOSTON, MA | $50,000 | 2025 | FOR MENTORING. |
| BE LIKE BRIT FOUNDATION | WORCESTER, MA | $50,000 | 2025 | FOR EMPOWERMENT. |
| CAMP HARBOR VIEW | BOSTON, MA | $50,000 | 2025 | FOR YOUTH PROGRAMMING. |
| 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. |
| ELLIS | BOSTON, MA | $35,000 | 2025 | FOR YOUTH PROGRAMMING. |
| VETERANS INC | WORCESTER, MA | $35,000 | 2025 | FOR COMMUNITY. |
| HOME BASE | BOSTON, MA | $35,000 | 2025 | FOR EMPOWERMENT. |
| COMMUNITY SERVINGS | JAMAICA PLAIN, MA | $35,000 | 2025 | FOR COMMUNITY. |
| BETHEL INSTITUTE FOR COMMUNITY DEVELOPMENT | JAMAICA PLAIN, MA | $35,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| YMCA OF GREATER BOSTON | BOSTON, MA | $35,000 | 2025 | FOR COMMUNITY. |
| GREATER LAWRENCE FAMILY HEALTH CENTER | LAWRENCE, MA | $35,000 | 2025 | FOR HEALTHCARE. |
| FRIENDS OF THE CHILDREN - BOSTON | ROXBURY, MA | $35,000 | 2025 | FOR YOUTH PROGRAMMING. |
| ST MARY'S CENTER FOR WOMEN AND CHILDREN | DORCHESTER, MA | $35,000 | 2025 | FOR COMMUNITY. |
| SAINT FRANCIS HOUSE | BOSTON, MA | $35,000 | 2025 | FOR COMMUNITY. |
| WEST END HOUSE | ALLSTON, MA | $35,000 | 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. |
| CAMP HARBOR VIEW | BOSTON, MA | $30,000 | 2025 | FOR YOUTH PROGRAMMING. |
| GREATER BOSTON FOOD BANK | BOSTON, MA | $25,000 | 2025 | FOR COMMUNITY. |
| AMICI CANNIS USA | FORT COLLINS, CO | $25,000 | 2025 | FOR HEALTHCARE. |
| BOSTON CHILDREN'S MUSEUM | BOSTON, MA | $25,000 | 2025 | FOR ARTS AND CULTURE. |
| THE SUMMER CAMP | BRIDGTON, ME | $25,000 | 2025 | FOR YOUTH PROGRAMMING. |
| CATHOLIC CHARITIES | BOSTON, MA | $25,000 | 2025 | FOR EMPOWERMENT. |
| CENTER FOR WOMEN & ENTERPRISE | BOSTON, MA | $25,000 | 2025 | FOR EMPOWERMENT. |
| IMMACULATE CONCEPTION PARISH SCHOOL | REVERE, MA | $25,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| CHP 11-99 FOUNDATION | COSTA MESA, CA | $25,000 | 2025 | FOR COMMUNITY. |
| FATHER BILL'S & MAINSPRING | BROCKTON, MA | $25,000 | 2025 | FOR EMPOWERMENT. |
| DAILY TABLE | DORCHESTER, MA | $25,000 | 2025 | FOR COMMUNITY. |
| CATHOLIC SCHOOLS FOUNDATION | BOSTON, MA | $25,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| ADOPT-A-STUDENT FOUNDATION | BOSTON, MA | $25,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| BELLESINI ACADEMY | LAWRENCE, MA | $25,000 | 2025 | FOR EDUCATIONAL PROGRAMS. |
| COLLEGE OF THE DESERT FOUNDATION | PALM DESERT, CA | $25,000 | 2025 | FOR EMPOWERMENT. |
CAMP HARBOR VIEW
$100,000FOR YOUTH PROGRAMMING.
LIVING DESERT
$100,000FOR ARTS AND CULTURE.
BPS FOUNDATION
$100,000FOR EDUCATIONAL PROGRAMS.
BOSTON SYMPHONY ORCHESTRA
$100,000FOR ARTS AND CULTURE.
YMCA OF GREATER BOSTON
$100,000FOR COMMUNITY.
EISENHOWER HEALTH FOUNDATION
$100,000FOR HEALTHCARE.
CITY OF BOSTON SCHOLARSHIP FUND CITY OF BOSTON
FOR ARTS AND CULTURE.
PALM SPRINGS INTERNATIONAL FILM SOCIETY
$75,000FOR ARTS AND CULTURE.
XAVIER COLLEGE PREPARATORY HIGH SCHOOL
$60,000FOR EDUCATIONAL PROGRAMS.
BOSTON PUBLIC LIBRARY FUND
$50,000FOR COMMUNITY.
SQUASHBUSTERS
$50,000FOR YOUTH PROGRAMMING.
ENGLISH FOR NEW BOSTONIANS
$50,000FOR EMPOWERMENT.
BOSTON COLLEGE
$50,000FOR EDUCATIONAL PROGRAMS.
OLIVE CREST
$50,000FOR COMMUNITY.
CROSSROADS
$50,000FOR YOUTH PROGRAMMING.
BOYS & GIRLS CLUBS OF BOSTON
$50,000FOR YOUTH PROGRAMMING.
MENTOR THE NATIONAL MENTORING PARTNERSHIP
$50,000FOR MENTORING.
BE LIKE BRIT FOUNDATION
$50,000FOR EMPOWERMENT.
CAMP HARBOR VIEW
$50,000FOR YOUTH PROGRAMMING.
ZOO NEW ENGLAND
$40,000FOR ARTS AND CULTURE.
NATIVITY SCHOOL OF WORCESTER
$40,000FOR EDUCATIONAL PROGRAMS.
ANNA MARIA COLLEGE
$40,000FOR EDUCATIONAL PROGRAMS.
ELLIS
$35,000FOR YOUTH PROGRAMMING.
VETERANS INC
$35,000FOR COMMUNITY.
HOME BASE
$35,000FOR EMPOWERMENT.
COMMUNITY SERVINGS
$35,000FOR COMMUNITY.
BETHEL INSTITUTE FOR COMMUNITY DEVELOPMENT
$35,000FOR EDUCATIONAL PROGRAMS.
YMCA OF GREATER BOSTON
$35,000FOR COMMUNITY.
GREATER LAWRENCE FAMILY HEALTH CENTER
$35,000FOR HEALTHCARE.
FRIENDS OF THE CHILDREN - BOSTON
$35,000FOR YOUTH PROGRAMMING.
ST MARY'S CENTER FOR WOMEN AND CHILDREN
$35,000FOR COMMUNITY.
SAINT FRANCIS HOUSE
$35,000FOR COMMUNITY.
WEST END HOUSE
$35,000FOR YOUTH PROGRAMMING.
ST MARY'S CENTER FOR WOMEN AND CHILDREN
$30,000FOR COMMUNITY.
SAINT FRANCIS HOUSE
$30,000FOR COMMUNITY.
CAMP HARBOR VIEW
$30,000FOR YOUTH PROGRAMMING.
GREATER BOSTON FOOD BANK
$25,000FOR COMMUNITY.
AMICI CANNIS USA
$25,000FOR HEALTHCARE.
BOSTON CHILDREN'S MUSEUM
$25,000FOR ARTS AND CULTURE.
THE SUMMER CAMP
$25,000FOR YOUTH PROGRAMMING.
CATHOLIC CHARITIES
$25,000FOR EMPOWERMENT.
CENTER FOR WOMEN & ENTERPRISE
$25,000FOR EMPOWERMENT.
IMMACULATE CONCEPTION PARISH SCHOOL
$25,000FOR EDUCATIONAL PROGRAMS.
CHP 11-99 FOUNDATION
$25,000FOR COMMUNITY.
FATHER BILL'S & MAINSPRING
$25,000FOR EMPOWERMENT.
DAILY TABLE
$25,000FOR COMMUNITY.
CATHOLIC SCHOOLS FOUNDATION
$25,000FOR EDUCATIONAL PROGRAMS.
ADOPT-A-STUDENT FOUNDATION
$25,000FOR EDUCATIONAL PROGRAMS.
BELLESINI ACADEMY
$25,000FOR EDUCATIONAL PROGRAMS.
COLLEGE OF THE DESERT FOUNDATION
$25,000FOR EMPOWERMENT.
