Tree shaded street with wide flagstone sidewalks.  

So we (landlord) received fines of $255 for our tenants failing to shovel the sidewalk.  

and tub refinishedHardwood screened and two coats of polyTwo new security/storm doorsTwo sections of broken/collapsed sidewalk in the front replacedNew alarm systemMinor haul offThorough cleaning (regular crew)Carpet cleaningNew door handles and deadboltsTotal cost was $7K and change, maybe $7,200 total.  

It has no garage (cars have to be parked in the sidewalk).

The building is part of an association and the common areas is only outside the building such as sidewalk and grass.So currently, I'm attempting to refinance it through HARP.

What happens if someone slips and falls because he didn't clear the sidewalk or entryway of snow / ice?

Here, we have a City Ordinance making the owner responsible for snow removal from sidewalks, you can get fined, so that is something I never trusted a tenant with as I'd have to hammer them.

For SFH the lease states tenants are responsible for keeping the sidewalks and yards neat and clean.

If they needed to go under the front porch or out toward the sidewalk tack on another $7 to $12k.

Add a faux set of railing from the main posts to the sidewalk edge to give it more of a front porch look on the first floor, this will also help to obscure the recycling bins.