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Colonizing mainland Florida from the West Indies, the Gray Kingbird remains restricted to coastal and Neotropical climates. In the West Indies, its habitats are open and dry, but generally associated with water, usually coastal. In the United States, it breeds along the Atlantic Coast as far north as Fort Caswell, North Carolina, and along the Gulf Coast to Biloxi, Mississippi.
I took the photos thinking it was a Loggerhead Shrike (often seen around my neighborhood) but once I got it in the viewfinder, it did not appear to be a shrike, and it wasn't a mockingbird (the other neighborhood gray bird) so I was a bit confused having forgotten about this regional species of kingbird that is not listed on some north american ID guides.