I just looked at a 1998 S420 with 75k miles listed for $17k. It looked and smelled like a new car. Their were like 2 stone chips on the hood and slight wear on the drivers seat. Well it was more like dirt/wear the interior was light gray. They also had a very nice 300SE on the lot for $9995. You can get a lot of W140 for your money these days. For almost $20k I would look for a late 90's example.

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2016 Corvette Stingray 2LT
1969 280SE
2023 Ram 1500
2007 Tiara 3200