Harvest Moon: A Wonderful Life Special Edition

In order to play Territory Capture you'll have to talk to Kassey while both him and his brother are inside their house and sitting down. They live in the tower that you access via rope, down the hill from Romana's Villa.

In order to win, I found it easiest to first build a diamond-shaped strucure in the middle of the board and then build outwards from there. It won't work every single time, but I won 10 out of 13 games that way.