Q&A with Sydney Swiggart of Caldwell Companies
Manager
Principal Series:
Caldwell Companies is a premier real estate development and investment firm known for our exceptional award-winning master-planned communities, commercial real estate, residential for sale and for rent homes, and mixed-use projects. With a long history creating vibrant, sustainable and upscale communities, Caldwell, through the Caldwell Communities brand, has established itself as a leader in the residential development industry. Our commitment to creating high-quality and innovative thematic environments coupled with our intense focus on community engagement makes life better for our residents, increases sales pace, and delivers better investor returns.
Join us for a private Family Office Insights Webinar featuring Caldwell Companies – a premier real estate investment and development firm committed to creating exceptional communities and delivering strong returns.
Learn about exclusive investment opportunities directly from the Caldwell leadership team, who will share insights into their proven approach, current projects, and how they partner with family offices to build long-term value. With decades of experience and a track record of success across Texas and beyond, Caldwell Companies offers a unique perspective on smart, strategic real estate investments.
October 30, 2025 at 2:15pm-3:15pm EST
RSVP & Confirmation Required
Investor Only Please!
Family Office Insights is a voluntary, “opt-in” collaborative peer-to-peer community of single family offices, qualified investors and institutional investors. Join the community here www.familyofficeinsights.com
Where does Caldwell see a unique opportunity in the next 5-years?
Caldwell has identified a strategic window over the next 5 years to develop 7–10 new Cadence Creek active adult rental communities across the Texas Triangle, driven by accelerating demand from the 55+ demographic and a lack of purpose-built, lifestyle-focused rental housing in this segment. With land control already secured or in negotiation in several key submarkets, Caldwell is well-positioned to deploy its vertically integrated platform to scale quickly and efficiently. This growth initiative offers family office investors access to a replicable, high-demand asset class with long-term demographic tailwinds and limited competition.
How does Cadence Creek differentiate itself from other active adult rental products in the market?
Cadence Creek is positioned as a lifestyle-first offering within a master-planned or highly integrated community context. Unlike many standalone 55+ properties, it emphasizes walkability, on-site amenities, social programming, and connectivity to the surrounding community. Caldwell’s in-house development, construction, and property management capabilities ensure consistency in design, execution, and resident experience—driving both occupancy and retention.
Why is Caldwell Companies focusing its Cadence Creek expansion exclusively within the Texas Triangle?
The Texas Triangle—Houston, Austin, San Antonio, and Dallas/Fort Worth—offers a uniquely compelling environment for active adult development. The region combines a robust, business-friendly economy, strong population growth, and favorable reimbursement and incentive programs that support infrastructure and community development. Importantly, the supply of purpose-built 55+ rental housing remains limited, even as the state experiences a surge in in-migration and aging baby boomers. By concentrating on this geographic corridor, Caldwell can leverage its deep market knowledge, existing relationships, and operational scale to deliver high-performing communities that meet a growing and underserved demographic need.
