To get this achievement with no hassles, play a game with 2 players using the "1 controller for all" option. When the game starts, make sure you main profile gets at least one of each property on the board. I chose to auction every time I landed on a property with both players to buy them for a far cheaper price by withdrawing the 2nd player from bidding and only bidding with my main profile player. Achievement will pop once you have 1 of each colored properties, 1 railroad, and 1 utility property.