Siding, windows, roofing, heat systems, exterior, Interior painting, landscaping, parking lot, new appliances, etc. 

That's assuming the house appreciates in value, the market doesn't take a turn for the worse, or your rental landscape/situation stays good the entire time.

I like not having to worry about the exterior of the building, landscaping etc. as the HOA does that. 

Exterior landscape and paint.

So he created holes in the pool by nailing black homasote expansion board to the concrete in the pool with masonry nails and then had to fill in those holes ( hope he did ). not to professional, when he chipped the old tile out it should have left a ledge to work off of. he could have used tile edging and nailed it with short nails and it would be under the tile, most times the tile will stay in place even without a support. or even created a temporary support that hung from the top of the pool edge.

The water leak was actually caused by two sources - one was the landscaping in the rear of the house sloped toward the house and the second was a active spring close to the side of the house.  

Yeah, kitchen, baths, flooring, painting, door knobs, landscape, electrical plates, but, that's just me.

The house is being flipped and the rest of the landscaping is also going to be done.  

(Does that sound like probable market expansion?)

(These "little things" will make an older house look and feel new easily and with a very small investment of your capital)Landscaping and exterior paint/pressure washing.