Hi,
If I remember correctly, that hole with a pin in it is a drain hole for the bell housing . The bell housing is the chamber that contains the clutch and it doesn't contain oil, but the engine and gearbox on either side do. I suspect that the fluid you're seeing is gearbox oil, but could be engine oil. To check, find the engine dipstick and the gearbox dipstick and check the oil colour. The gearbox dipstick should be on the rhs of the gearbox under the seat area. Gearbox oil should be clear and honey colour, engine oil starts out the same and is black after some use.
If the fluid is water contaminated oil, then either the rear engine or front gearbox oil seal has failed and will need replacing. The oil colour should tell you which seal has failed. I believe this requires "splitting" the tractor to replace them.
And as an aside, I had water contaminated oil in my 35 gearbox and it damaged the hydraulic pump, so well worth changing it before it does any damage. Also the gearbox, hydraulic pump and differential all share the same oil and have around 500ml / 1 pint residual after draining which contaminated the new oil for me. I resolved it by a second change and mopping it out when I removed the top cover of the gearbox to fix the hydraulic pump. Suction to clear the residual oil via the access hatch on rhs could work too.
Best of luck.