CASTLE SQUARE TENANTS ORGANIZATION CHARITABLE TRUST

The Castle Square Tenants Organization 2020 Charitable Trust (the “Trust”) was formed in November 2020 with a contribution from Castle Square Tenants Organization (“CSTO”).  CSTO is the managing partner of Castle Square Apartments, a 500-unit affordable housing development in the South End of Boston, Massachusetts.

The Trust’s purpose is to act as a supporting organization for CSTO as well as to support other organizations in the area which advance its mission.  The Trust is governed by up to eight Trustees appointed by the CSTO Board of Directors. Four Trustees are tenants at Castle Square and four are independent.

The Trust envisions communities where low-and moderate-income and residents of all races and ethnicities have the power, voice, and resources to build a united front where racial and societal wealth disparities are actively addressed and eliminated, advancing a more just, equitable, and prosperous society.

TRUST AWARDS $868,000 in 2025 GRANTS

The Trustees awarded mini grants to nine eligible organizations in February 2025 and made final awards to twenty eligible organizations in June 2025. These included grants for youth development, education, and anti-violence programs, as well as grants for tenant-centered initiatives in affordable housing communities.

Trust awarding Castle Square $100,000 to set up the scholarship program for residents!

Have questions? Contact us: info.trust@cstoboston.org

CSTO Trust Grant Program Priorities

The CSTO Trust’s Grant Program aims to support communities where low- and moderate- income and residents of all races and ethnicities have the power, voice, and resources to build a united front, where racial and societal wealth disparities are actively addressed and eliminated, advancing a more just, equitable, and prosperous society. 

The Trust cares deeply about two areas and will target funding to these two priorities:

Youth/Child Development and Education
  • Organizations and programs that serve school-age children ages 6 to 19 and/or older youth up to age 21 who need support transitioning to adulthood.  Programs include but are not limited to:
    • Out-of-School-Time programs
    • Youth leadership programs
    • College/career/job exploration and readiness programs
    • ESOL classes for recent immigrants who are older youth
    • Mental and behavioral health programs
    • Youth anti-violence initiatives

Affordable Housing, especially
  • Technical assistance for Creation and preservation
  • Resident services
  • Strengthening resident-controlled affordable housing developments, for example, board leadership development and capacity-building and
  • Tenant organizing

Funding is targeted toward three Boston neighborhoods, the South End, Chinatown, and Lower Roxbury. Please note that the South End includes Bay Village; Chinatown includes the Leather District; and Lower Roxbury’s southern border is Malcolm X Boulevard/Dudley Street.   Any questions about the service area should be addressed to Info.trust@cstoboston.org.

Geography

Range of Grant Awards

The CSTO Trust will consider grant requests of up to $40,000.  Applications for up to $10,000 may be processed on an expedited basis based on a Letter of Interest, and may not require the “Full Proposal Review” described as “Step 2” in the Guidelines.  Grant requests $10,001-$40,000 will be subject to the full review process.

The 2026 Guidelines are in development and will be published soon.

Application Process 

CSTO TRUST GRANT PROGRAM

The CSTO Trust's Grant Program aims to strengthen, deepen, and grow resources and relationships in Boston and beyond. Three values anchor the vision and mission of the CSTO Trust.

Respect

We recognize, celebrate, and support each person’s unique talents, experiences, and perspectives, believing that everyone can contribute positively to their communities. 

Representative Leadership

CSTO’s history and current efforts reflect the ethos “Do nothing about me without me.” We believe that change is only sustainable if leaders are inclusive and reflect their communities. 

The CSTO Trust’s objective is to make a positive difference in the lives of individuals, families, and entire communities so that all may experience a multifaceted sense of hope, health, and well-being.

Impact

CSTO Trust Advisors:

Deborah Backus-Executive Director, CSTO

Vivian Lee-Senior Advisor, CSTO

Daphne Bishop - Consultant to CSTO Trust

Chaletta Huertas, GMA Foundations - Consultant to CSTO Trust

Trustees:

Jonathan Klein-Chair, Retired Attorney

Ann Moy-Vice-Chair, Retired Boston Public School Teacher

Kathryn McHugh-Treasurer, Executive VP, Financial Products & Services, Civic Builders

Terrance Woolfork-Gym Manager

Vince O’Donnell-Affordable Housing Consultant

Vernon Mills, Director CSTO

Chu Huang-Consultant