Can I get some help with the reminders app?

I positively love the reminders app from Apple, it works with Siri, and has lists and everything. One of the neatest sounding features is the remind based on location alerts, but I cannot seem to use it.

See, this is home for me, standing right at my door. I live in an apartment.
http://i.imgur.com/ZWaJm.png
The private road leading to my house is to the left.

My problem is it never triggers. I've tried setting my home location to the street leading to my private road, but it will only register if I go home the back way. I can't seem to make the private road, either.

Can anyone think of a solution? As a side note, how large is the radius of where reminders are triggers?