SeeClickFix is a web tool and free mobile phone app that allows you to report non-emergency neighbourhood issues and problems to public officials and other engaged citizens. Reported issues are displayed on a web-based map along with tools which allow other citizens to add comments, suggest resolutions, or add video/pictorial documentation. Anyone can receive email alerts on these issues based on a filter by geographical area and keyword. Kinda like a giant interactive 3-1-1 system.
Here are links to Toronto and Parkdale areas of SeeClickFix.