The 300 series look great and seem pretty plentiful, but from what I've seen they all have a slushbox, and don't get as good of fuel mileage as the 240s - which is why I was leaning towards the 240 with the manual tranny. Though I have read/heard they aren't much for performance. The oil squirters info is good to know - guess that pretty much squelches the idea of a turbo.
FWIW, the 300D was never sold in the U.S. with a manual tranny...they're all slushboxes. There ARE some Euro-spec 300D's floating around with 4 speeds (and the VERY rare 5 speed manual), but these are generally non-turbo engines, and they usually command a considerable premium due to the rarity.
And...yeah, because of the oil squirters, it's generally not recommended to try and graft a turbo onto an n/a M-B block, and there was never a factory turbo 240D. Some people HAVE taken a 240D 4 speed and swapped in a 5-cylinder turbo and were very happy with the results.
One 300 series I'd definitely consider is a 300CD - either turbo OR non-turbo. They only get a tiny bit better mileage than the other 300 series - due to the decrease in weight - but they are SOOOO damn good looking. Do you even know if there were any 300CDs produced with a manual tranny?
No, no 300CD's with a manual tranny sold in the U.S. market. I don't think I've ever seen a Euro 300CD manual either. IIRC the rear window regulators on the coupe chassis are even more trouble-prone than on the sedan chassis.
The 190 is my ideal. I'd LOVE to find one in decent shape for a reasonable price. I notice you recommend the 2.5, is it that much better than the 2.2? The reason I ask is that the 2.2 seems to be a lot more common.
The 2.2l's a 4-cylinder while the 2.5l is a 5 cylinder. Other than the extra cylinder, they're the same basic engine, so one's as reliable as the other. The real difference is in power. I haven't driven either one, so I can't comment on how drastic the difference is. FWIW, the 2.2l and 2.5l engines have aluminum heads; the 240D and 300D's are all cast-iron.
My opinion...try and drive every flavor you can, and see what you like and/or can tolerate. I've never driven a n/a 300D with a slusher, but I've driven 240D's with autos and manuals, a Euro 300D 4 speed that a friend owns, and a few different 300D turbos. Other than the 240D slusher, I never had any power complaints about any of them, and I could even tolerate the 240D slusher from a power perspective. Even that had far more power and acceleration than my old IH Scout did
Probably, the most economical car to own would be a 240D 4 speed. It's got the fewest options (manual tranny, manual-crank windows, manual climate control, and the vacuum system really only works the brake booster and the door locks), so there's less stuff to break. A turbo 300D is a bit more complicated; auto climate control and power everything (except seats) and a considerably more complicated vacuum system.
I actually think that these cars
can be very economical to own. If you want every last little component to function as it would from the factory, these cars will nickel-and-dime you to death, but if that isn't a concern, and if the car wasn't abused by a previous owner, they can be cheap to maintain (if you do your own maintenance and shop somewhat carefully for parts) and operate. That said, if the suspension's worn and in need of repair, the cost of ownership's going to rise considerably. I sold my first M-B, and will be selling my second soon, because of suspension problems...it'll cost more to repair than the car's worth. That said, I had my old '85 300D for about 60K miles and only spent about $800 in maintenance over the course of about 4 years. That's about $0.02 per mile for maintenance ($0.10 per mile total, including fuel)...I don't have much to compare it to, but that doesn't seem too bad to me.
Just some disorganized thoughts on it...