Roof replaced 2 years ago, HVAC replaced last year, new SS appliances 2 years ago, new wired shed, renovated bathrooms with everything new except shower and floor, new kitchen counters and sink. 

My second floor bathroom is leaking into the ceiling of my kitchen as showed in this picture.

We can take the tub out of the upstairs bathroom and install a shower to put a stand up washer and dryer next to it or should we keep the tub and continue with the shared laundry?

To divide the building, I'll need to split electrical, get new HVAC, build second ADA bathroom, new entrance, etc.

:)now I'm looking at my possible second deal.it's an older one. 4 bedrooms 1 bathroom, will need painting, furniture.. might be able to keep the kitchen, but it's old looking. will probably be renting to students and truth be told. they don't have options. very few places to rent in the city. 45k + repairs, rents for 125/bedroom/month (around 500). now the cool thing it actually brings an attic that already has water and electricity, and an old bathroom in it. would have to fully restore this attic but I would be able to make a 1bedroom apartment there. won't probably rent it for much more than a bedroom on the actual apartment though as it's a descending ceiling on both sides.

Each unit needs an updated kitchen and bathroom. 

When there's an exception to that, it usually involves kitchens or bathrooms, or a house that was so beat up no one could get a mortgage on it at all (eg, a flip) and someone had to pay cash.

@Josh E. you need to locate exactly what is leaking. is the bathroom directly above the leaky ceiling?

Do a little clean up too- There are paint flecks or such on the floors in bathroom and bedroom, smudges on the bathroom mirror. 

Moved a few walls around making a 2nd bathroom and added a laundry room.