In 1963, a group of San Antonio citizens formed a chartered nonprofit corporation for the purpose of providing residential facilities that would aid in the rehabilitation of persons with emotional and psychological problems. In the same year, the first residence was named the Richard E. Goldsmith House in honor of the first president of Half-Way House of San Antonio. The Goldsmith House remained in operation until November 2002.
In 1967, the Pryor House for women was opened. This was made possible through a donation by the Myra Stafford Pryor Charitable Trust. In 2012, the Pryor House became a Recovery Support Home to serve women who completed substance abuse treatment, but lacked resources to live independently.
A contract with the Federal Bureau of Prisons (FBOP) for a pre-release program initiated the opening of the Blackburn House in 1972. Although Blackburn House was closed in 2010, Crosspoint continues to serve community corrections clients at three residential reentry facilities.
In 1982, Crosspoint began providing residential rehabilitation services to Veterans experiencing problems with mental health, substance abuse, and/or homelessness. The residential Veterans Program is currently housed at The Summit under a contract that began in 2011.
The Augusta House for men was opened in October of 1983. It also served as the corporate headquarters until December 1999. It was rededicated as the Alvarez House in 2011.
In July 1992, the agency officially changed its name to Crosspoint, Inc. That same year the Hall House was opened to accommodate more FBOP residents and has also been licensed as an outpatient addictions treatment facility since 1998.
In 2006, outpatient mental health services were instituted. The services were moved to the newly dedicated Austin-Cullum Outpatient Center in 2007, which was on the premises of Crosspoint's new corporate office in the Tobin Hill Neighborhood.
Crosspoint embarked on its first-ever capital campaign in 2009, which was undertaken for property acquisition and renovation. An 86,000 square foot former convent was rededicated as The Summit and opened in 2010. The Summit became the new corporate office and home to residential reentry and Veterans services. The capital campaign was successfully concluded in 2011 and final facility renovation was completed later the same year.