Phoebe

If you take a map of the USA and draw lines straight east and south off of the Dakotas that chunk if Eastern Phoebe territory. Now maybe they're only there in summer, maybe even only in winter, but if you're real lucky you might find yourself in year round phoebe-land.
That just happens to be where I am, in the thin phoebe belt, I will get to hear their sweet raspy song all year long.
Phoebes are small songbirds that look rather squat with round puffy heads. Their under side is light colored with dark grey head, back, tail, and wings (though they have small white markings on the wings). Phoebe's have dark grey legs and beaks as well.
They prefer open woodlands, fields, and shrubbed areas where there are lots of tasty bugs for them to eat. They might eat some fruits or small animals (like frogs) in the absence of enough bugs.

Phoebes are flycatchers and are in the same family as the Scissortail.