Professional Background
Stephen H. Lebovitz is a third-generation Pittsburgh attorney with a background in economics and finance and more than 35 years of experience in civil litigation, estate planning, and business law. As managing attorney of Lebovitz & Lebovitz, P.A., he represents individuals, families, and closely held businesses across Pennsylvania, Florida, and Maine. He joined the firm in 1989, practicing alongside his father and grandfather, and continues that legacy through strategic counsel, clear communication, and long-term client relationships.
A significant part of his current practice involves advising families and business owners on long-held real estate, intergenerational property transfers, and estate structures designed to preserve control while reducing tax and conflict risk. These matters often require coordination between estate planning, real estate ownership, and litigation strategy, particularly where assets span multiple jurisdictions or where disputes may arise among heirs, beneficiaries, or business partners. He also advises clients whose matters involve appreciated property, blended families, business interests, or multi-generational transfers requiring coordination beyond basic wills.
He handles estate planning and probate, family law, and real estate transactions and property disputes. On the business side, he advises on contracts and enforcement, corporate formation, compliance, and litigation strategy. His Wharton training enhances his ability to interpret complex financial information and negotiate practical outcomes.
He has appeared before the United States Tax Court, Bankruptcy Courts in multiple states, and state and federal trial courts, including the U.S. District Court for the Western District of Pennsylvania, the U.S. District Court for the Southern District of Florida, and the U.S. Court of Appeals for the Third Circuit. His real estate work includes mortgage foreclosures, construction and project planning issues, nonprofit governance matters, and advising condominium associations.
He also advises clients on legal issues involving technology, intellectual property, and online platforms, including matters involving emerging payment and digital asset businesses.
Bar Admissions
Stephen is admitted to practice law in Pennsylvania, Florida, and Maine.
- Pennsylvania — Attorney ID No. 55676 (admitted November 8, 1989)
- Maine — Attorney ID No. 007570 (admitted October 13, 1992)
- Florida — Attorney ID No. 986534 (admitted October 7, 1993)
Federal Court Admissions
- U.S. District Court, Western District of Pennsylvania
- U.S. District Court, Southern District of Florida
- U.S. Court of Appeals for the Third Circuit
Education & Community Involvement
Stephen earned his degree in Economics with a concentration in Finance from The Wharton School of the University of Pennsylvania and his J.D. from the University of Pittsburgh School of Law. He has served on the boards of professional, business, and charitable organizations throughout the Pittsburgh region and remains active in civic efforts supporting education, economic development, and families in transition.
He is a member of the American Bar Association, Allegheny County Bar Association, Pennsylvania Bar Association, The Florida Bar, and the Maine Trial Lawyers Association.
Stephen brings Wharton-trained financial analysis to every matter — an advantage clients rely on when navigating estate valuations, business disputes, and complex property transactions where financial judgment is as important as legal strategy.
How He Can Help:
Estate Planning, Probate, and Wealth Transfer
Real Estate Transactions and Property Disputes
Business Law, Contracts, and Owner Disputes
Trial and Litigation Matters
Contact for a Consultation
Client Feedback
A gold standard in legal professionalism. The matter was handled efficiently and the desired result was achieved.
— Google Review, 2025
An honest attorney who keeps your best interests at the center of how issues are handled. The office was responsive and helpful throughout.
— Google Review, 2024
Stephen brings something rare to Pittsburgh legal practice: Wharton-trained financial judgment combined with 35 years of courtroom experience across three states and multiple federal courts. Clients come to him with complex, interconnected problems — estates that involve business interests, divorces that touch real estate, disputes that require both negotiation and litigation strategy. That is exactly the practice he has built. If your situation requires an attorney who can see the full picture, contact Stephen directly for a consultation.