Anthony L. DeProspo, Jr.

Tony DeProspo is a civil litigator who defends businesses and individuals in a range of complex disputes involving substantial stakes, multifaceted issues or a web of regulations that need to be sorted out and analyzed. He successfully has tried, appealed, mediated and arbitrated cases before the Massachusetts state and federal courts, the Massachusetts Appeals Court, Land Court, Probate Court and dispute resolution venues.

The businesses and individuals he counsels are diverse in terms of services, markets and sectors, ranging from real estate developers to petroleum distributors. Often their disputes involve breach of contract, complex business-to-business torts, wage act claims, landlord tenant issues or employer-employee litigation.

In developing a client’s case, Tony stands out for his outstanding ability to quarterback fact-heavy, document-intensive cases that can require analysis and management of the contents of thousands of documents. He is entrusted with responsibility for collecting and identifying all relevant facts and determining their relevance and value in executing a winning litigation strategy.

While Tony is adept at managing cases involving a range of legal issues, he has particular experience in the area of real estate litigation. He represents commercial landlords, tenants, hotel operators and franchisees, supermarket operators, retailers, and cities and towns in landlord/tenant disputes, eminent domain issues, contract disputes, partition actions, negotiable instruments, title and ownership disputes, premises liability defense and real estate tax assessment cases.

Tony has been named a Massachusetts Super Lawyer every year since 2012.

Professional Associations / Memberships

  • American Bar Association, Litigation section
  • Spirit of Adventure Council, Boy Scouts of America, Vice President, Legal Affairs
  • National Eagle Scout Association, Lifetime Member



Practice Areas

  • Complex Business Litigation

  • Real Estate Litigation

  • Petroleum Litigation


  • Commonwealth of Massachusetts

  • District of Columbia

  • United States District Court – Massachusetts

  • First Circuit Court of Appeals

  • Federal Circuit Court of Appeals


  • Northeastern University School of Law- 1999, J.D.

  • Assumption College- 1986, B.A.