As always it’s a question of your brass car primary use. If touring is the objective, then spend some time to think about tour locations, distance, etc.. A 2 cylinder car will likely need to be transported to a tour. So those costs come into play. A mid size car can often be driven to and from.
I’ve driven a 2 cylinder car on a 300 mile tour. I’ve traveled with a friend around the NE in an early brass T without issue, no trailer. You sort of need to define what game you want to play. I’d say with $50k, you can find better options more now, Than in recent history.
For perspective, what I am finding difficult is to find a long distance tour car, capable of a Transcon trip. No trailering, drive it there. Here mechanical provenance trumps everything. And my budget is appropriate. As is often said, finding the really great stuff is hard, unless you have a 7 figure budget!