We do this kind of stuff almost daily. We have moved the EL with just 2 guys, but I would make sure you had lift straps, an anchor rope that somebody at the top could hold and an extra guy at either end in case somebody has to break. it should not be that hard. We moved a DC4 (Summa) up a steep staircase with a landing and having to pass it over a railing...that was fun.
If you do the come along/winch idea, you could just plywood sheet the path up, 400 lbs will be easy to handle and you don't really need to create a track, which could be displaced anyways.
The biggest hurdle is to measure corners and doorways right, but since the EL is not too tall, you should be fine.
craig