Katherine “Kacy” Bailey


For Kacy, helping clients achieve their goals involves resolving the challenges and obstacles that are in their way.  Much like solving an intricate puzzle, she ensures that all the pieces come together in the required transaction documents so a client’s objectives are met.  Drawn to Jensen Baird for its broad and sophisticated real estate practice, she is a member of the Real Estate and Affordable Housing Development Practice Groups and represents lenders, buyers, sellers, and owners in the acquisition, disposition, and financing of commercial and industrial properties, as well as residential development projects.  Kacy conducts all pre-acquisition and financing due diligence, negotiates purchase and sale agreements and financing documents, and counsels clients on land use and title issues.  With experience representing investors in tax investment structures using state and federal low-income housing tax credits and other tax credits, she also represents lenders in affordable housing financing for the construction and major rehabilitation of residential developments, including bond-financed transactions.  In addition, Kacy represents commercial landlords and tenants in negotiating office, industrial, and retail space leases.  With a masters in Urban Planning, Kacy also contributes a helpful breadth of knowledge for the development of successful client projects.

“One way I build strong partnerships with clients is by explaining the legal concepts contained in transactional documents on straightforward and practical terms.  I do so, not only because I think real estate law is ‘fun’ and I want clients to have that ‘fun,’ but it also helps me ensure that the client is getting the deal they expected.  To me, it’s not enough that I think an approach is acceptable; I want to know that the client understands and agrees with my analysis.  Ideally, clients can then leverage that knowledge in putting future deals together.”

Prior to joining Jensen Baird, Kacy was associated with Massachusetts law firms focusing on land use, affordable housing finance, and real estate transactional matters.  She also served as a judicial clerk for the justices of the Maine Superior Court.  

Before embarking on her legal career, Kacy worked as an adventure and experiential education instructor throughout the United States, and spent her winters skiing in the mountains of Utah and Colorado.  She and her husband now split their time between Portland and Bethel, Maine.


  • Northeastern University School of Law, J.D.
  • Florida State University, M.S., Urban Planning with Honors
  • Vassar College, B.A., Economics


  • State of Maine
  • Commonwealth of Massachusetts


  • Maine State Bar Association


  • The Best Lawyers in America© for Real Estate Law (2022)