This is a photograph of the Ann Arbor Railroad engine, believed to be taken in Howell, Livingston, Michigan.
Through a quick Google maps reference, using the center home, now McDonald's funeral home, and the extremely characteristic stone block house at the foot of Higgins, this photo was taken from the general area of the foot of Walnut Street, either on or near the Ann Arbor Railroad Depot grounds or where the parking lot now resides. The subject is Ann Arbor No. 1, ordered in 1941 and the first diesel locomotive of the Ann Arbor railroad. The nature of the locomotive paint has me thinking that this photo was taken in the 1940s or very early 1950s, and as No. 1 was almost exclusively used as the dedicated switcher for the Owosso Yard, this photo could be of either a special move, or the delivery of the locomotive itself from another interchange to the Owosso Yard as by all indications, the unit with caboose is facing north in that direction.