I keep wanting to buy a new machine but I'm afraid I'll feel the same way. I've never bought new or even expensive games. My most expensive game was 3k. That having been said I bought a lot of games that were "good deals", in my opinion which means I have too many, and too many currently not working. For me it gets overwhelming. For that reason I want to whittle my "collection" down to about 5 machines, not counting the 1930's PM stuff.
I've been playing less and less, most recently due to working 7 days a week up to 16 hours a day. If I'm being honest I didn't miss playing. That in itself tells me it's time to let some go.