John Aylesworth

John Aylesworth is a partner and lead attorney at Michael H. Wasserman, P.C., a Chicago real estate law firm. He represents clients in residential and commercial real estate transactions, condominium developments, and new home construction matters. His practice emphasizes guiding buyers, sellers, and other parties through the details that affect a closing, from contract and inspection issues to financial figures, title-related concerns, and the documents required to complete a transaction.

John earned his J.D. cum laude from Valparaiso University School of Law in 1996. His legal education prepared him for a practice requiring contract interpretation, negotiation, careful document review, and practical problem solving. He began his career as an Assistant Attorney General for the State of Illinois, gaining public-sector legal experience before focusing his work on Chicago-area real estate law beginning in 1999.

John joined the Wasserman practice in 2017 after years of real estate work. His experience includes residential sales and purchases, commercial transactions, condominium developments, and new construction. He also advises clients on issues that arise before closing, including inspection questions and the financial components of a sale. His role as lead attorney reflects a practice centered on moving transactions forward while identifying legal or procedural issues that need attention before completion.

John Aylesworth is a member of the Illinois State Bar Association and the Illinois Real Estate Lawyers Association. He brings a calm, transaction-focused approach to real estate matters and works with clients through the practical steps of buying, selling, or developing property. His years of Chicago-area real estate practice help him anticipate common closing concerns, communicate clearly about contract obligations, and coordinate the legal details needed for an orderly transaction.

Law Office Affiliations

• Partner, Michael H. Wasserman, P.C.
• Member, Illinois State Bar Association
• Member, Illinois Real Estate Lawyers Association

Licensed State

• Illinois

Education

• Valparaiso University School of Law
  Juris Doctor (JD)

Awards & Badges