Our Beautiful Building

Kelly Caldwell and his family at the new downtown location.

Earlier this year, after outgrowing our space at 1561 Main St., we purchased the former Cain/Wilson Building at 27 S. Orange Ave. and the adjacent parking lot. Like our company, this building perfectly represents Sarasota longevity and local history. It is here to stay and so are we.

Kelly Caldwell’s sons Brooks and Zachary Caldwell during the initial demolition at 27 South Orange, the new downtown location.

Designed by acclaimed architect Thomas Reed Martin and completed in October 1936, the 8,000-square-foot Orange Avenue structure is soon to be known as the Caldwell Trust Company Building. “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 very long time,” Kelly Caldwell says. “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.”