the transmission dipstick tube is bolted (1bolt) to the left rear of the transmission bell housing. Remove bolt and pull up on the dipstick housing to remove it from the Transmission Fluid pan.
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Yes
4 Qt of ATF 4
A 1999 Jeep transmission does not have a modulator valve.
Two sensors in the same part, yes.
Most automatic transmissions are serviced by putting the fluid where the dip stick goes. You can get a transmission funnel from any parts store.