What do you think about these two cars that I'm interested in.
1987 300D
130,000 miles
sun roof and rear passenger window not working
asking $3800
no repair history

1995 300D
330,000 miles
sun roof not working
has some repair records like replace transmission assembly for $790 at 292,000 miles, front struts, rear shocks, various fuel injectors, differential mounts, drive shaft front flex disc, AC aux. fan, cruise control handle

I have not driven either one yet since its out of state. Last time I drove a 95 300D, it felt a little sluggish for me. So I'm leaning towards something with a turbo to see if its a little faster. Maybe the 87 300D or the 93 300D with the 2.5L. Here are some photos of the 87.

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1982 240D 4spd 232k (deceased)

Not enough info. '87 looks repainted. Rear window is likely bad wiring if the window diagonally across doesn't work either or bad regulator. Sunroof could need anything from fresh sliding pads and lube to a complete overhaul. What's the cylinder head casting number? Low miles is a plus but not enough to warrant more than $3000 without service records. $2500 if it passes a PPI without major dings. Age will have taken its toll on suspension rubber, etc. so you'll be throwing money at it for a while to chase down squeaks and creaks.

I don't know what $790 buys in terms of transmission service but that's typically get you back on the road money rather than you're good for another 100-200K miles money. Sounds like a $2000 car if everything works and there's proof of an upgraded engine wiring harness. Revised side cladding on later 124s hides rust. Look behind the jack point covers to see if there are usable jack points back there. An E300 has to be revved to get going or sometimes to keep up. No one would have paid $50K for it in 1995 if it were sluggish. It's not as quick as an '87 but it shouldn't remind you of your 240D. Could be the manifold flaps aren't working which could mean the harness is failing.

Sixto
87 300D