Proudly Serving Venice and Sarasota for over 48-Years!

Keys-Caldwell was founded in 1978 with a simple belief: strong communities are built on strong relationships. What began as a locally owned company under the leadership of Annette Caldwell quickly became a trusted partner to community associations throughout the Venice and Sarasota area.

That commitment to personal service carried forward in 2007, when Annette’s son-in-law, Jim Kraut, assumed ownership and operations. Under his leadership, Keys-Caldwell grew into one of the region’s most respected community association management firms known for responsiveness, accountability, and a genuine understanding of the communities it serves.

In February 2024, longtime business advisor James Bradley acquired Keys-Caldwell, marking the start of a new chapter grounded in continuity and progress. Today, under the leadership of President Lauren Wilson, the company is thoughtfully blending decades of hands-on experience with modern, technology-driven solutions.

Keys-Caldwell is redefining community association management by pairing high-touch, relationship-focused service with streamlined systems, real-time communication tools, and data-driven processes. The result is greater transparency, faster response times, and smoother day-to-day operations without losing the personal connection that has always set the company apart.

Our mission is clear: to be the “Undisputed Choice for Community Management in the Venice and Sarasota Region.” We achieve this by acting as a true partner to our boards and residents: listening first, solving proactively, and delivering consistent excellence that allows communities not just to function but to thrive.

Lauren Wilson

President

Wendy Liddycoat

Director – Client Services

James Guelfi

Dicrector – Property Services

1162 Indian Hills Blvd, Venice, FL 34293

Main Phone (941) 408-8293

www.keys-caldwell.com