About Us

At Winderweedle, we are more than legal practitioners; we are partners in your journey for justice.

About The Firm

Who We Are

Winderweedle attorneys with a 1931 Model A Roadster, built the same year the firm was founded.

Since 1931, Winderweedle, Haines, Ward & Woodman, P.A. has been a cornerstone of the Central Florida legal community, providing exceptional legal counsel to businesses, individuals, and institutions. The firm was built on a foundation of integrity, professionalism, and a commitment to client service—principles that continue to guide us today.

W.E. “Red” Winderweedle and Webber Haines first set up shop in downtown Orlando, and despite the economic conditions of the 1930’s, became well-known and successful attorneys.  In the following years, the attorneys moved to Winter Park and began to expand the firm and its practice areas to meet the evolving demands of clients across Central Florida. Through strategic growth, the addition of distinguished attorneys, and the development of deep industry knowledge, Winderweedle has become one of the region’s most respected full-service law firms.

Throughout our history, we have represented clients in pivotal moments—whether guiding businesses through complex transactions, advocating for clients in litigation, or advising families on estate and wealth planning. Our attorneys have played instrumental roles in shaping Central Florida’s legal and business landscape, providing trusted counsel to entrepreneurs, developers, financial institutions, government entities, businesses both small and large, and families.

While our firm has grown in size and scope, we have remained true to our founding values as we deliver high-quality legal services, foster lasting client relationships, and maintain a deep commitment to our community. Today, Winderweedle continues to uphold the legacy of excellence established by our founders.

As we look to the future, we remain dedicated to innovation, leadership, and the unwavering pursuit of legal excellence. Our firm’s rich history serves as both foundation and inspiration as we continue to serve the legal needs of clients across Florida and beyond.

Empowering Change Beyond the Courtroom

Community Service

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Winderweedle, Haines, Ward & Woodman, P.A. traces its roots to a time when Central Florida was a much smaller place. From the time that “Red” Winderweedle and Webber Haines set up to practice law in downtown Orlando in 1931, despite the ongoing Great Depression, they began a tradition of involvement in the community which continues today.

Winderweedle lawyers have historically been at the forefront of volunteer service in area schools, charities, churches, youth programs, and other organizations which aim to improve the lives and prospects of our entire community.

Our lawyers have served as officers or board members of, to name only a few, Rollins College, the Winter Park Health Foundation, the Coalition for the Homeless, Lake Highland Preparatory School, Trinity Preparatory School, the Morse and Genius Foundations, United Cerebral Palsy of Central Florida Foundation, local Rotary organizations, Leadership and Chamber of Commerce programs, the metropolitan and local YMCA boards, the Orlando Historical Society, the Winter Park Day Nursery, and many more.

We encourage our lawyers to play leadership roles in the community because we believe that improving our community helps everyone.

What's New?

FinCEN Real Estate Reporting: Where Things Stand Today

Remember the FinCen residential real estate reporting requirements? Beginning March 1, 2026, real estate professionals were required to report information related to non-financed acquisitions of residential real estate. On March 19, 2026, the U.S. District Court for the Eastern District of Texas issued an order vacating the rule. The Court decision is under appeal. Reporting ...

Five From Winderweedle Named Super Lawyers and Four Named Rising Stars

  Five firm attorneys were recently selected as 2026 Florida Super Lawyers, and four named as Rising Stars. The attorneys named Super Lawyers are:  J.E. “Trippe” Cheek, III (Land Use/Zoning), Ryan E. Davis (Bankruptcy: Business), J. Jeffrey Deery (Business Litigation), Bradley M. Saxton (Bankruptcy:  Business), and Vanessa J. Skinner (Estate & Probate). The four attorneys named ...

Celebrating the Life of Harold A. Ward, III

It is with great sadness that Winderweedle, Haines Ward & Woodman, PA announces that our friend, colleague, and long-time partner Harold A. Ward, III passed away on March 30, 2026, at the age of 92. One of the most widely known and best-respected figures in the City of Winter Park, his home town, Mr. Ward ...
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