Usually as a development starts to age, the cost to maintain it goes up because you start to run into major expenses (new roof, sidewalks, common areas, etc).  

Oh one other thing is that there are some roads on Five Mile with no sidewalks, and a lot of people still drive really fast up there because they're still used to it being rural.

We developed a 48 lot residential/multi family subdivision, where we handled the subdivision map, and once recorded, had all the excavation done, utilities, roads, curb gutter and sidewalk put in, and then buildout of the houses, marketing and sales of the houses.

This is the quote I got from his contractor'Repair Soffit $2,395.49Tear out side walk and re-pour with broom finish $ 1,350.27 I live far away from pensacola, but looking at the pictures, at the max 10 soffits need to be replaced (they are available in Lowes for 15$ a piece) and I don't think it will take more than 8 hrs to fix it. 

Most likely somewhere between $1-5M, depending on a lot of things:- Size of building- Size of units- Level of finishes- Lot size- Specific location- Surveys, engineering required- Utility work required- Road, parking lot, sidewalk, walkway work required- Sediment control required- Types of contractors used- GC or no GC- Your negotiating ability

I need someone to pour two concrete sidewalk squares.

As I'm standing there in shock, looking at a mound of rocks, a sidewalk dirty that hasn't been power washed, and piles of debris and dirt, I look at him expecting him to say "ha, just joking".  

While not so much in residential work (except for sidewalks), very often control joints are added to the concrete to essentially "control" where the concrete cracks (i.e., attempting to force the shrinkage cracking to follow the control joint to it looks orderly and straight).  

There are also many local town and city ordinances which likewise obligate property owners to keep snow and ice off their property and sidewalks.

On a big enough project, TIF can be part of the package sold to the lender to fund the remainder, but if you're talking coming with no funds, TIF is usually restricted to public or quasi-public goods - i.e. fixing streets, sidewalks, upgrading water lines, building facades, etc.