The latest Infrastructure Ontario Market Update shows the Bradford Bypass being split up into a "western section" to go to procurement first, with the RFP being issued in the spring. I imagine the main contract will be close in the fall, with construction in 2025. If I had to guess, this will include the highway from the 400 to Yonge St.
MTO does have more preliminary work happening in 2024 however, with clearing and fencing of the right of way apparently happening in 2024:
The 9th Line bridge replacement is scheduled in 2024 as well:
This can also be considered "preliminary" work for the Bypass, which will have it's ramps pass over 9th line. I imagine the grading required for these ramps will be included in that contract, though the structures themselves will likely wait for the main Bypass contract: