I was reading this answer that gives some intuition about what conditional expectation is. I can more or less understand it now but at some point in the response it is written :
A single numerical response is not enough because the particular piece of information that I will give you is itself random. In fact, your response is necessarily a function of this particular piece of information. Mathematically, this is reflected in the requirement that ${\mathbb E}(X\ |\ {\cal F})$ must be $\cal F$ measurable.
How can I see that this mathematically translate to ${\mathbb E}(X\ |\ {\cal F})$ is $\cal F$ measurable?
Let's assume that $\mathcal{F}$ is the sigma algebra generated by event $A$. Then $$\mathbb{E}(X|\mathcal{F})(\omega) = C_1\cdot \mathbb{1}_A(\omega) + C_2\cdot \mathbb{1}_{A^C}(\omega)$$ Hence, if we know whether or not event $A$ happened, we know this value. That is essentially what the measurability means intuitively.
Does that make sense?