I just discovered this thread and thought I'd mention that if I'm reading your description correctly and your friend's house is one of the ones at the base of the hills at the top right, the Harper's woodcut below could very well be of a battery located on the near left side of that hill, so it might have been on your friend's property.
Your photo is taken from the Old Courthouse looking north but just slightly to the right down Cherry and Monroe street, and Walnut to the left of those two. If I'm correct, the wood cut view of the Old Courthouse is looking south, but the angle is slightly more severe (to be looking directly back at the photographer in the Courthouse tower, the woodcut artist would have to be 30-50 yards to his right. You can also use the road in the woodcut that leads up the hill to the left of St. Paul's Church - it would have to be Walnut street. There are also a couple of houses in front of the Courthouse that seem to match up: the tallest one (dark with two porticos and three chimneys on this side) could be the tall one to the lower right of the Courthouse in the woodcut. The one on the lower far-right of your pic could be the one directly in front of the Courthouse in the woodcut.
View attachment 82626 All of the batteries in that hill area were manned by the 1st Tennessee, but I'm not sure how many there were - some Civil War-era maps show quite a few emplacements in those hills.