Occasionally you may have the homeless guy zig zagging down the sidewalk pushing his shopping cart next to the lady jogging with her baby in a stroller. 

My background is a GC vendor for managements in NYC, mostly roofing, exterior renovation, sidewalk repair, and some interior renovation (bathrooms & kitchens).

Glass block windows are good.Looks like there is central air.Someone may have to deal with sidewalk out front. concrete is missing in front of the treeDriveway needs a look, looks like the asphalt need repaired/replaced.Roof needs a closer look.

Don't go trespassing just to find out about the trash cans, toys, flowers, etc, but my understanding is that if you are standing on the public street or on the public sidewalk, anything you can see from that location is knowledge you can use. 

Plumbing, sidewalks, window replacement on the 2nd floor (picture: big scary ladder), and roof repair? 

Curb and gutter , water and sewer , electric , paving , possible sewage pump station , fire hydrants , street lighting , sidewalks , storm drains and storm water management pits .

Like "switch plate cover in bathroom is cracked"  or "sidewalk should slope at 12 degrees and it only slopes 9 degrees".   

Before you for utilities and if you happen to be the last empty parcel on the street you’ve just invited the curbing, sidewalks, sewers to be built and assessed to you and your neighbors, welcome to the area.

First, the tenants were less than diligent with pulling cans out, and worst in retrieving it, cans roll around the sidewalk for days.

Well, assuming you do it the way you are supposed to and pull a permit, you can add $10k to your cost because you are going to have to put in a sidewalk now.