:agree2:
Really, you can't bid a big job like that on description alone. I would ask the property manager how they wanted the bid: sometimes they only want a "one-price" quote, and maybe they are expecting a table of rates.
There is huge risk involved with doing a big job on a one-price basis.
It could be that they are waiting for your response to see if you know what you are doing.
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Cape: check out the Bobcat A300. You will not be undersized for almost anything, and you won't be fixing lawns everywhere you go. It will make your monthly payments just in lawn repair not needed and jobs done that you could not do otherwise. It easily picks up a 3000lb log and sets it in your truck. Furthermore, the 4 wheel steer has twice as much traction as in skid steer mode, so it won't get stuck nearly as easy as any other skid steer. You won't need tracks for an A300 unless you are headed for the swamp.
Switchable to 4 wheel steer from skid steer with a push of a button, it simply does not tear up the ground. Cheaper to own (for it's size), since it doesn't wear out tires and drivelines as much. I have almost 3 years on mine, and I am still using the original tires. I bought a set of traction and a set of floatation tire, and I still haven't worn any of them out.
They are pretty pricey though; the all-wheel steer adds about $8k-9k to the price of an S300.