I had the same problem with my 27 pd, after closer inspection I had lost 2 bolts that hold on the bottom pan, right by the oil filter. I bought a gasket and 2 bolts, when I took the motor apart to change the gasket found 2 hairline cracks in the block running vertical from the gasket face up to the top right behind the oil filter. I hate to be the bearer of bad news but sound like what you desribed.

I do have the brand new gasket unopened if you want to buy it pm me with a phone number.