Turning Area Size

Depends on a lot of different variables.... my truck wouldn't stand a chance, but its a 7 axle setup. A day cab with a pup trailer could do it all day long.

 

Got a google satellite view?
I would say it's not possible with your standard 5 axle, 53' trailer with a sleeper. At least so difficult that anything outside those dimensions will be damaged eventually.

 

Look for what's been hit before. It'll clue you into what to watchout for. Good luck.

 

You shouldn't have any problems in a regular truck. I have a 230" wheelbase, and a 48' trailer. Here is a pic of my driveway. I pull in, and I back out. Now, I do have to use my dump valve to make it possible, but it's way less room than you have. Unless you have something really stretched, or lots of axles, you shouldn't have any trouble.


Here's what I'd do in your shoes:

 

Yes, no problem.

I just recently did it at a receiver..sight side back.

 

Most of your local construction trucks will be straight trucks...boom trucks, box trucks etc.

If they do show up with a semi, most likely they’ll have a Moffit.

 

That's fine. But depending on the road base, you might want to have a dozer handy if it rains. @Concorde is right about the rest.

Edit: If that road is asphalt, then ignore what I said.