I keep the bookkeeping separate for each property.

I haven't heard of major mechanicals being located on a separate parcel before and that either triggering a purchase of that parcel or relocating of the mechanicals.

OR sell rental, combine profit with inheritance equaling roughly 140k altogether, and make 4 or 5 separate down payments on multiple properties?

instead of paving 2 separate driveways. 

I would wait and send a separate email reminding them their lease is almost up.  

Selling/buying/flipping/renting is an emotional process that can only be checked by numbers.

My main issue is I'm now facing necessary replacements for large items that can no longer be repaired (back deck, portions of our front porch, wiring we discovered was unsafe, joists separating from the headers). 

Selling/buying/flipping/renting is an emotional process that can only be checked by numbers.

Perfect duplex situation with separate entrance for lower level.I fixed up the basement and house hacked.

Perfect duplex situation with separate entrance for lower level.We lived in one room and we rented out the rest.