Chris Siegfried grew up in Northeastern Pennsylvania and graduated from Millersville University of Pennsylvania with a degree in Business Administration. He moved to Florida in 1992 and has lived in Southwest Orange County ever since with his wife, Tammi, and their two children, Kody and Baylee.
Before real estate, Chris spent over 18 years in the sports and entertainment industry as a professional athlete, coach, and stunt performer. His career highlights include being a Contender on the American Gladiators Orlando Live Dinner Show, playing professional Arena Football in Orlando and Miami, and working on hit films The Waterboy and Radio. As a Head Coach, Chris led his teams to multiple Division and Conference Titles, including the 2006 af2 Championship with the Spokane Shock, earning Coach of the Year honors.
Chris began his real estate career in 1998, later becoming both a Licensed Real Estate Appraiser and multi-million-dollar producer with Lakeside Realty Windermere, Inc. In his first full year back in real estate (2014), he was named LRW Rookie of the Year, followed by the ORRA Top Producer Bronze Award in 2015. He continues to serve as Commissioner of the National Arena League, staying connected to his football roots.
“I am excited to be a member of the team at Lakeside Realty Windermere, Inc. The Realtors here work together to ensure that every client gets the expertise and attention to detail needed when buying or selling real estate.”
Looking to make your next move in real estate? Whether you’re buying your first home, selling a property, or expanding your investment portfolio, Chris Siegfield brings extensive market knowledge, proven negotiation skills, and a results-driven approach to every client relationship. Partner with Chris today to experience trusted guidance, strategic insight, and a commitment to achieving exceptional results in every transaction.


