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This is a question that only a 500E/E500 owner can respond to...as the entry fee (as you mentioned) is a bit higher than what it takes to get a standard W124 series.
From what I've read regarding the driving experience, few have questioned their decision to take the plunge.
Not sure of what issues may plague that particular type of vehicle, but the M119 engine (standard V-8 on the R129 models) is pretty robust (owned a 95 500SL with that engine configuration...bulletproof!).
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2009 ML350 (106K) - Family vehicle
2001 CLK430 Cabriolet (80K) - Wife's car
2005 BMW 645CI (138K) - My daily driver
2016 Mustang (32K) - Daughter's car
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