For $22k you could get a:
1999 W140 S320, S420, S500 with 50k-70k miles and a warranty.
For a few grand more you could get a 2000 S430 or S500 with 70k+ on it.
If I were looking for a daily driver for $22k I would consider a newer S class.
If that car is really a 37k mile car it can't be driven much or you will be killed in resale. 5 years of daily use and you have a nice $4k car.