In my real world situation here our turbines are about 300 feet up the field drive from the house. It is near the tree line with open fields for several hundred yards towards the prevailing wind [NW]. I know it is less than ideal but it is what we have to work with.
The drive has trees along its length but is a bit of a tunnel running SE from the turbines. I often see the low turbine [30 feet tall] pointing directly down the drive when we have an easterly wind. The tall [65 foot] turbine will be getting wind over the trees and pointing an entirely different direction. If it wasn't for the drive funneling wind that lower turbine would not see much wind.
So, I guess my point in this diatribe is:
Yes, it can work. I would not suggest it as a ground up plan but if you are working with what is there it may be an option.
We like to work with the environment rather than in opposition to it here so others may not see it the same.
Just my experience here.
Tom