Harry Leipsitz is an accomplished real estate attorney with deep experience guiding clients through complex commercial real estate transactions.
Harry’s practice spans acquisitions, dispositions, leasing, financing, and joint venture structuring across all major asset classes. Known for his practical approach and steady deal management, Harry regularly supports developers, investors, landlords, and tenants in navigating sophisticated transactions and regulatory considerations.
Harry has worked closely with developers, investors, landlords, and tenants throughout his career. In his prior roles, he led teams of attorneys and paralegals, managed substantial deal pipelines, and consistently provided practical, solutions‑oriented counsel. Earlier in his career, he supported high‑value transactions as an associate, gaining extensive experience in leasing, due diligence, and regulatory analysis.
Harry earned his J.D. from the University of Illinois Chicago School of Law, where he was a Herzog Scholarship recipient and a member of the UIC Law Review. He holds a B.B.A. in Real Estate with a minor in Finance from Florida Atlantic University.
experience
- Representing real estate investors in the acquisition and disposition of retail, mixed-use, multi-family and other commercial properties across multiple states.
- Representing borrowers in connection with commercial mortgage loans secured by real estate and mezzanine financings secured by equity interests in property-owning entities.
- Representing developers and investors in the formation and structuring of joint venture entities for the acquisition and development of commercial real estate assets.
- Representing landlords in negotiating leases with national and regional retailers, restaurants, and service tenants in shopping center developments.
- Representing franchisee operators in the leasing, acquisition, and financing of restaurant and quick-service retail locations.
- Representing private debt funds in originating and documenting private credit loans secured by commercial real estate.
- Representing landlords and tenants in the negotiation and documentation of office leasing transactions in downtown Chicago and other major metropolitan areas.
- Chambers USA – Ones to Watch, 2020-2025
- Illinois Super Lawyers – Rising Stars, 2019-2023
Outside of work, I enjoy golfing, traveling (often for golf), and spending time with my fiancée, family, friends, and dogs.


