- O'Connor Drive
- O'Meara Court
- O'Neil Road
- O'shea Crescent
- Oak Street
- Oakburn Crescent
- Oakdale Road
- Oaken Gateway
- Oakhurst Drive
- Oakland Avenue
- Oakley Place
- Odoardo Di Santo Circle
- Old Colony Road
- Old Cummer Avenue
- Old Eglinton Avenue
- Old Leslie Street
- Old Meadow Lane
- Old Orchard Grove
- Old Sheppard Avenue
- Old Yonge Street
- Old York Mills Road
- Oldborough Circle
- Olean Court
- Oliti Court
- Olive Avenue
- Ollerton Road
- Olsen Drive
- Olympia Drive
- Omagh Avenue
- Orchardcroft Crescent
- Orchid Court
- Orfus Road
- Ormont Drive
- Oscar Court
- Osmund Court
- Otonabee Avenue
- Otter Crescent
- Overbank Crescent
- Overbrook Place
- Overland Drive
- Overlea Boulevard
- Overton Crescent
- Overton Place
- Owen Boulevard
- Oxbow Road