Caldwell Trust Company Moves Into New Downtown Sarasota Office

June 13, 2022 – Sarasota

Caldwell Trust Company  moved into its new downtown Sarasota office at 27 South Orange Avenue, just before the holiday – but one thing is not new and will never change. That’s the company’s commitment to its core values, said R. G. “Kelly” Caldwell, Jr., CEO and president. “We will always be personal, traditional and independent, and we will remain faithful to ‘What We Believe,’ our founding principles. We have a plaque with these principles on the exterior of both offices in Sarasota and our headquarters in Venice, where we see them every day,” he said. 

Formerly known as the Cain Building, later the Cain-Wilson Building, the location is now the Caldwell Trust Company building. The 10,000 square foot building with 2,000-square-foot portico will accommodate the steady growth the company has undergone since its founding in 1993, Kelly Caldwell said. In 2015 the company built an 11,500-square-foot headquarters building at 1400 Center Road, Venice, for its expanding operations. By its 25^th anniversary three years later, the company had reached the milestone of $1 billion in assets under management.  

Caldwell Trust Company has maintained a Sarasota presence since 1998 when it opened an office in Palmer Ranch. In June 2009 it established its current local office at 1561 Main Street but rapidly outgrew the space, according to Caldwell. “We began searching for a place that could accommodate our needs now and into the future. We found the perfect solution at 27 South Orange Avenue,” he said. Designed by the acclaimed architect Thomas Reed Martin and completed in October 1936, the historic structure will now be known as the Caldwell Trust Company Building. 

“We’re pleased that our new home has been part of Sarasota’s history for 86 years. Too often we see beautiful buildings demolished, only to be replaced by something with less esthetic appeal than the original structure,” Caldwell said.  “We intend to combine the legacy of stability that began with Martin’s design with our own strong reputation, carrying both legacies far into the future. 

Renovations to the structure include replacing the existing windows with hurricane-proof windows, upgrading the front doors, updating the fountains, and enhancing the building’s brick facade. 

Extensive interior renovations were made and include a high-tech, state-of-the art facility for Caldwell’s Sarasota staff. The facility features traditional design with some contemporary touches and cutting-edge technology among the eight offices, three conference rooms and a stately board room. 

Nokomis-based contractors Eric DeVaughn and Sam Green of S & E Renovations, Inc., oversaw all construction-related aspects of the transition while Holly Logan, ASID, of HV Logan Design LLC, created the interior design. Outside, Hazeltine Nurseries created the design and installed the landscaping and fountain.  

“This is the building you’d want if you were going to be here forever—and Caldwell Trust Company plans to be around for a long, long time,” Kelly Caldwell said. We are proud to be the next occupants of this historical Sarasota building, and we look forward to serving our clients for many, many years to come.

Caldwell Trust Company is an independent trust company chartered in the state of Florida, with offices in Venice and Sarasota. Established in 1993, the firm currently manages over $1.5 billion dollars in assets for clients throughout the United States. The company offers a full range of fiduciary services to individuals including services as trustee, custodian, investment adviser, financial manager and personal representative. Additionally, Caldwell manages 401(k) and 403(b) qualified retirement plans for employers. The company, known for its family-oriented culture and strong ethic corporate citizenship, has donated over $1 million to local nonprofit organizations that focus primarily on youth and social causes.