I have plenty of space and no cash to blow, dammit! With some creativity I can fit six in my shop, and after I finish my 3rd car addition I can fit four at home. Now 10 cars plus a stout budget......oh to dream.

I'd put barriers along the walls and buy a 250 shifter cart big enough for me to fit in and turn it into an indoor track.
Whohooooooooo!

You said infinite ......

Why did you have to put a restriction that it should be based on current financial situation? :)

Well then I guess I'll just have to park my third car in it, and rent the rest to everyone else who doesn't have infinite garage space. Then I could use the rent money to buy and maintain:

A 993
An M car, either an E30, E36 sedan, or an E39
A 997
An AMG car, maybe a C63 or that new station wagon
Maybe a Range Rover, the regular one, not the Evoque
Maybe and R32 or Golf R or S3

Without any additional funding I don't think I am in a position to add to the current stable of 3.

-'94 E500
- Some variant of an Air Cooled 911 Coupe
- Euro Spec E24 M6
- Non T Top '87 Regal Turbo T WE4
- 2015 4Runner Trail Premium

These are all realistic for me (one at a time), just no space for them.

Yeah, with my current budget I couldn't afford another car :( However with unlimited space I would have a wood shop, sheet metal shop, art studio, music recording/practice (read sound proof) room.

The way classic car prices are going, since you said "same budgetary contraints", not much. Can't afford a 356 or 911S anymore... Well "could" but I'd rather keep my house.
I guess push comes to shove a Lancia Delta S4 - still kinda affordable for oh, the next 5 minutes...

After my wife moved all of her animals and feed to the new 104x60 pole barn, it left my 40x60 pole barn empty except for some equipment and toys. I could easily put a lift in there and fit about 6-7 cars in various states of repair, I could also fill it with expensive cars if I had any money left over. I would get a 65 Shelby Cobra, a 70 Boss 302 mustang, and 64 Ford Thunderbolt, a newer Ford GT, and a 2015 King Ranch F-250 4x4 diesel, maybe even get me a GT3 911