**Incumbent Elizabeth Roy maintains a commanding lead in the Whitby mayoral race ahead of the October 26, 2026 municipal election.** As the sitting mayor since 2022 with prior council experience, she benefits from high name recognition and a track record on infrastructure, business development, and planning. Her main challenger, regional councillor Chris Leahy, has emphasized property tax concerns and proposed a two-year freeze on the town portion, yet trails substantially in trader pricing. The third certified candidate, Harshini Rajmohan, registers negligible support. A September 24 debate highlighted differences on affordability, housing, and growth, with Roy stressing continuity. The wisdom of crowds reflected in current market prices aligns with Roy’s incumbency advantages in this low-profile local contest, where late shifts remain possible but face structural barriers.