leave it- don't have to deal with taking it down (touch up paint, time to go out and get it), but obviously costs $300 or so when I have to buy a new onetake it- saves the money but I have to take the time to go get it and if the paint peels off when taking it down, I have to touch it up or get someone to come and touch it up

Just wanted to check back in here...So one section of these browned areas, when I inspected it more closely, the grass is literally peeling away from the ground.

Glue down/ peel and stick. 

It is very difficult to find a proper paint that adhere to granulated roofing AND will not peel for some time due to weather.

I'm wondering whether you were speaking to a seller or another wholesaler.A lot of times when we market our properties, as you may already know, we mask ourselves in a way to appear as FSBO's to draw a bigger buyer pool.

It doesn't peel like paint, it's more just like little flakes.

It will likely peel in 2-5 years, but you can do it again.

A couple minutes gently trying to lift one will tell the story.This is a viable option as well as long as the shingles can be peeled back enough not to crack.

I remember the owners always complaining that they had to repaint every so often and the paint would peel off.I would never paint bricks unless they were pink or orange.

Depending on the windows and doors, you may want to remove or mask appropriately.