Go back Back
Chris Siegfried Professional Headshot
Decorative divider

Chris Siegfried

Realtor

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.

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.

Book a Private Consultation - Lakeside Windermere Realty
Consultation Meeting
Star Decoration

Ready to Work
With Our Team?

Let us help you find your dream home or sell your property with our expert guidance and personalized service.

© 2025 My Florida Regional MLS DBA Stellar MLS, Inc.. All rights reserved. The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of My Florida Regional MLS DBA Stellar MLS, Inc. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.9/21/2025 11:14 AM CST

© 2025 My Florida Regional MLS DBA Stellar MLS, Inc.. All rights reserved. The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of My Florida Regional MLS DBA Stellar MLS, Inc. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.9/21/2025 11:14 AM CST

 

Lakeside Realty Windermere

430 Main St. Windermere, FL 34786

 

FacebookInstagramYouTubePhoneNumberEmailAddress

© 2025 Lakeside Windermere Realty. All Rights Reserved. Powered by Qorus

© 2025 Lakeside Windermere Realty. All Rights Reserved. Powered by Qorus