Roger D. Winston

Washington, DC

Roger D. Winston is the leader of the firm's Mixed-Use, Condominium, and Multifamily Development Team. He has practiced real estate law in the Washington, D.C., region for more than 35 years, and has played a key role in bringing numerous significant projects and transactions to fruition both in the region and nationally. Roger has advised and represented many industry-leading developers, investors, and lenders on major projects in D.C., Maryland, Virginia, and throughout the United States.

Roger is widely regarded and sought out as one of the leading practitioners in mixed-use and condominium planning and development. Sources say he is the "preeminent condominium and mixed-use lawyer" and a "go-to person for things that are challenging intellectually and structurally." He works with clients to provide insights and alternatives for ownership and control and for flexibility to structure projects that reflect seamless, efficient, and value-added integration of uses. His experience covers practically every property type and use. This includes retail, commercial, senior housing, residential, office, parking, hotel, and mixed-ownership projects and condominiums, and numerous other mixed-use variations.

Professional Highlights

Pro Bono Experience

Roger provided pro bono legal services to a single mother struggling to keep her 10 nieces and nephews out of the foster-care system following the death of her sister. The case was compelling enough to receive support and funding from the ABC show "Extreme Makeover: Home Edition." Montgomery County called on Roger to represent the single mother in the acquisition of a property financed by the county. Roger successfully completed the transaction in time to beat a 72-hour deadline required for consideration for "Extreme Makeover's" programming.

He also provided pro bono legal services to a family with inordinately high payments on their mobile home, who were struggling to provide proper care for their adult son with low-functioning autism. After completing a review of the mobile home purchase agreement and refinancing agreements, Roger established that the family was a victim of predatory lending practices. Roger utilized his analysis to successfully negotiate a settlement agreement that relieved the family from any further payments for the mobile home, which also granted the family clean title to the mobile home.

Roger is also a volunteer with Legal Hotline's Election Protection coalition of the Lawyers' Committee for Civil Rights Under Law.

Professional Activities

American Bar Association, past Chair, Real Property, Trust and Estate Law Section

American College of Real Estate Lawyers (ACREL), immediate past President; former President, President-Elect, Vice President, Treasurer, and Secretary; past Chair, Common Interest Development Committee, Member Selection Committee, and Membership Development Committee

Maryland Task Force on Common Ownership Communities; past Chair, subcommittee to study adoption of the Uniform Common Interest Ownership Act in Maryland

Recognition & Accomplishments

Chambers USA, real estate law (District of Columbia), 2004-2022

AV Preeminent Peer Review Rating (highest), Martindale-Hubbell 

The Best Lawyers in America, real estate law, 2001-2023

Speaking Engagements

"Out of the Rubble: Lessons Learned From the Surfside Condominium Building Collapse Tragedy," ACREL Mid-Year Meeting, March 25, 2022

"Disruption in Mixed Use: The Future of Parking," Urban Land Institute 2018 Spring Meeting, Detroit, May 3, 2018

"Top Ten Issues Common to Large Scale Multi-Year Projects and Mixed-Use Projects," ACREL/ABA Real Property, Trust, and Estate Law Section Webinar, January 25, 2018


Co-author, "Condominiums, Cooperatives, and Homeowners Associations" chapter, District of Columbia Practice Manual, The District of Columbia Bar, 2017 

"Real Estate 2016: Discussion," Who's Who Legal, October 2016  

"Achieving Vertical and Horizontal Integration—Challenges of Mixed-Use Development," Probate & Property, Vol. 21, No. 2, March/April 2007




University of Maryland School of Law (J.D. 1979)

Georgetown University Law Center (LL.M., Tax, 1983)

University of Maryland (B.A. 1976)


District of Columbia