Building the Arch and Windows

In side view I selected the front two buildings and combined them. Using the cut faces tool I cut two edges into the two buildings. I adjusted the edges to the height I wanted the arch to be. In the front view I used cut faces again, this time cutting two vertical lines into the buildings. With my view in the middle of the alley, I deleted the middle faces on the two buildings so I could then make a bridge to form the arch. I used bridge to make the arch with the divisions set to 6. I adjusted the curve of the arch and then snapped the top vertices to a grid to make the top of the arch flat. I added two edges to the top of arch. In vertex mode I selected the vertices in the sides of the arch's top and moved them down to round off the top of the arch. In front view I selected all the vertices attached to the arch and moved them up slightly.

After adjusting the bottom vertices a bit I added two edges using the insert edge loop tool and then selected the middle face and hit extract. After hitting extract I moved the face back slightly to create my window pane for later.

Using the edge loop tool I added some edges to the back left building marking where I wanted to make another window. I selected the faces for the window and extruded them inward.

 

 I selected the back alley facing edge of the rear left building and beveled it.

After deleting the unnecessary back faces of the two rear buildings I added some edges to make more windows. I selected four faces on the front of the left building and extracted them inward to create a ledge and I also extracted the four faces.

I selected the edges around the window on the arch and extruded the edges back. Also on the window on the building right under the arch, I extracted it's face as well.

I created a pipe primitive, reduced the divisions to 4 and rotated the shape and adjusted it until it fit the shape of my window. I then used the cut faces tool to create the start of the posts. I added an edge so the posts would start in the middle of the windowsill. I deleted the faces in the center of both the windowsill and the cuts so I could bridge the two sides of the pane with the bridge tool. After bridging the sides to get the posts I created a cube to create a windowsill to stick out from the building slightly. I combined the window pane, frame and windowsill into one item and duplicated it for the 3 other windows. I adjusted the edges in the building itself as needed.

I duplicated the window frame and pane and moved the duplicate over to the window on my bridge. I re-sized it to fit the space width wise and then duplicated the frame and pane again and moved them under the other pane so they overlapped.

On the large window facing the alley I added an edge to the ledge. I selected the inside faces of the ledge and extruded them to create frame detail. I duplicated the sill of one window and dragged it down to my large window to create a windowsill there. I added some edges. I duplicated the windowsill and moved the duplicate to the top of the window. Going back to all the windows I selected their panes and duplicated them and moved them back behind the window pieces so I have somewhere to apply a UV map to later.

I created a pipe, set the subdivisions to 4  and made it into a rectangular shape to start the base of the shutters. I brought in a cube and reduced it down to the size and shape of a shutter and rotated it slightly so it sat in the frame at an angle. I used duplicate special to make the rest of the slats. After combining the slats and the frame I re-sized the shutter so it would be half the size of the window. I moved the pivot to the top corner of the shutter so it would move more like a regular shutter would. I duplicated the shutter and moved the pivot point on that shutter to the opposite corner of the original shutter. I moved both shutters into position at the sides of the window.