MONOPOLY Streets

Since this is a luck based achievement, it can be pretty frustrating to get. However, I have figured out a really easy to get it. Here is how:

1- Create a custom game and make the following changes in the set up rules:
* Starting Properties: All
* Starting Property Distribution: Random Dealt
* Use Speed Die: On

2- Start the game with your boosting partner.

3- After the first player takes his turn, have your partner trade all his properties to you EXCEPT Mediterranean Ave. If you happen to have it trade it to him. He has to end up with only Mediterranean Ave and you have to own the rest of the properties.

4- Now all you have to do it roll the dice, and hope to get the Monopoly Man as the red die. It can take several turns, but it shouldn't take too long.

When you roll the Monopoly man, you will be advanced to the next property that you don't own. Since the only property you don't own on the whole board is Mediterranean Ave, then that's where you'll end up. Pay the rent and the achievement is yours.

EDIT: Apparently the walkthrough already mentions this method. I was not aware of it. I will keep this solution up here for those people who do not check the walkthrough.
I just wanted to note that, although I came up with this solution on my own since I was unaware of it's existence in the walkthrough, it does pre-date my solution.

Difficulty: 2/5
Time Needed: 2/5
This can be tricky but not that hard. You can either have someone help you online or grab a second controller and play offline. You are your helper will need to select a custom game with all the property and with the speed die. Have one player get the Mediterranean Ave and trade it to the other player for everything they have. Now the player with more properties will have to land on Mediterranean Ave and pay the rent. Now do the same thing as before as one player trades everything for just Mediterranean Ave. Now one the player with the properties rolls a Mr. Monopoly the achievement will unlock.