Whiteford, Taylor & Preston
Roberto M. Montesinos

Roberto M. Montesinos

Partner
Columbia, Washington
T: 301.804.3614

Biography

Mr. Montesinos focuses his practice on representing a variety of businesses and organizations throughout Maryland and the District of Columbia. 

In his community association practice, Mr. Montesinos counsels community associations in covenant enforcement, revising and amending governing documents, transition from developer to owner control, warranty claims, and collection of delinquent assessments. He also defends community associations in fair housing complaints, breach of contract claims, environmental claims, personal injury and tort actions in state courts and before administrative bodies. 

In addition, Mr. Montesinos represents a number of small businesses, including several restaurants and sole proprietorships, counseling them on a wide range of corporate, licensing, permitting and general real estate matters.

He has also litigated a number of higher education matters, criminal matters and served as insurance defense counsel for many community associations.

Recognitions

  • Best Lawyers in America®, Community Association Law (2025-2027) Litigation - Real Estate (2025-2026)
  • D.C. Super Lawyers®, Business/Corporate and Real Estate "Rising Stars" (2015–2022)
  • Maryland Super Lawyers®, Business/Corporate and Real Estate "Rising Stars" (2015–2022); General Litigation "Rising Stars" (2015–2016)
 

Memberships & Activities

  • Board Member: Habitat for Humanity Metro Maryland
  • Member: Maryland State Bar Association; Young Lawyers section
  • Member: District of Columbia Bar Association
  • Member: Montgomery County Bar Association
  • Member: American Bar Association
  • Member: Duke Club of Washington
  • Member: Community Associations Institute (CAI); Chesapeake Chapter, Washington Metropolitan Chapter

Community Associations

Governing Documents

  • Reviewing, amending and  drafting community governing documents, including bylaws, declarations of covenants, and rules and regulations
  • Enforcing covenants and rules and regulations against community homeowners
  • Training community boards regarding governance and liability issues


Construction Defect/Warranty Issues

  • Negotiating, and, if necessary, filing suit against community developers for structural defects and deficit funding claims 


Community Association Litigation 

  • Representing community associations in legal proceedings before both the Maryland and District of Columbia courts
  • Relations with government agencies 
  • Collection of assessments against delinquent homeowners
 

Small Business

  • Counseling on a number of matters impacting small businesses on a daily basis, including: vendor contracts, employment concerns, licensing, permitting and lease negotiations
 

General Litigation

  • Representation of a large national accreditor in administrative appeals and federal court lawsuits 
  • Representation of various individuals in criminal matters before the Maryland courts 
  • Community association insurance defense litigation

Practices & Industries

Education

Admissions