> I've often wondered where the point is where vacuum-tube delivery to individual apartment buildings becomes cheaper?
If you're including everything into the factoring: never.
> For places like Manhattan, it's just hard for me to imagine that over a decade, it wouldn't be cheaper to build and use a system like that
Allocation calculations never actually function that way. Your premise can only exist in a vacuum where humans and governments and corporations don't exist, only robots. There's no omnipotent creature that can forcibly pull the unit capital away from the army of tens of thousands of deliveries and centralize it to the tube system instead. It won't self-organize because the cost calculations for traditional deliveries are individualized (I pay $5 for my pizza or sandwich delivery; not $50,000 in personal taxes for a hopeful tube system I'll never get my money back out of in my lifetime), whereas to pay for the super tube system you have to slam everyone (have to spread it out to everyone) with a massive on-going cost until it's finished (which none of them will want to pay), for services maybe they'll use in the future (it'll take multiple generations to justify the cost, which you won't be able to convince individual taxpayers to fund when there is an existing functional system that is 85% good enough).
The cost requires an extreme centralized outlay of capital, which nobody can raise given the other factors; nobody can get the building done, and nobody can get through the zoning and regulations, and nobody can spare the 10x time requirement (10x worse than it should be, as all construction is these days) to get through all of it.
It requires a nationalized step-in by some large government authority. They have to simultaneously outlaw the old system (or hyper tax it to death, same thing in effect), while drilling people on taxes to supposedly build the new system (which will take forever, go drastically over-budget, and underwhelm for the value vs cost in the end).
1.6 million people live in Manhattan. Do the math for just 500,000 * $50,000 = $25 billion. That $25b figure is likely on the low side by anywhere from 2x to 4x minimum, if you attempted to tear up all of Manhattan to do it. The cost would be staggering, and then it would take decades to reach completion.
Nobody is signing up for those taxes so they can get their pizza or Amazon delivery via a tube instead.