TypeScript was specifically designed by Anders to have fast IntelliSense; recall that he wrote an engine for Java back in the 1990s that could do a then-amazing million lines of code a second, and then spent a couple decades designing and implementing similar architectures for C# and VB -- leading a carefully chosen team of experts of course. Microsoft knows how to build teams that solve this problem.
I was briefly attending the Python typing working group when I was at Facebook and I can tell you there is a lot of interest in typing Python across the industry. What there is not is consensus on what important properties a type system must have that are common across all stakeholders. Building a type system that finds defects if allowed to run for minutes on checked-in code is very different than building a type system that does IntelliSense in under 30 milliseconds on code that is currently syntactically wrong because someone just pressed "." in an editor. There are a lot of type systems being built, to address the needs of the people putting in the time and effort to build them.
There's no in-principle reason why a Python type system that checks in between keystrokes as a user is typing in broken code could not be built. Someone is probably building one!