Just Won't Give Up, Will I?

I find myself at the beginning of my own race year. It starts in October for me - at the same race I've run for 3 years - that was also my first race that I ran since high school.
That is when I feel the urge to try that marathon dream again. I get that mental aching that won't subside to reach that goal once and for all.

Here we go again.....

If I pull this off, it would go in this order:
5k in October
10k in November
15k in December
Half Marathon in February
.....then if I'm still on track, I would want to run a marathon in April or early May - at the lastest.

Hmmmm.....can I do it?
Should I do it?
Are my shins/ankles/legs just not strong enough run a whole marathon just once?