Every item from a roof to a dryer has a depreciation schedule that is fairly standard.One income property is really easy to track if you associate it with one bank account. 

I ended up replacing a tar roof on front because it looked too shabby after the full rehab.

After swallowing some lumps thanks to one thread I posted back in April, I should (crossed fingers, no blown furnaces or sheard off roofs) be in a good position next year to reinvest.This is hopefully not a beat the dead horse, "where is the best cash flow in X" post, more of a strategy question for anyone who knows the market in CT.Here is what my limited knowledge/intuition tells me: Waterbury, Bridgeport, parts of Hartford cash flow best because of the inherent risk, lower fairfield county cash flows worst (today) because of NYC effect on price/rent, and there is an in-between SOMEWHERE.I think that somewhere is in the central part of the state between route 8 and 91 north of new haven, east of waterbury.

On another occasion I had them inspect the property after purchase and they informed me that due to the condition of the roof they were raising my deductible on any roof damage to $5K instead of the $2.5K for the rest of the property until I installed a new roof.   

You need a place to live, so find something that provides a roof over your head and the potential for a return.I know a guy that buys fixer-uppers, lives in them for a couple years, renovates along the way, then sells for a profit.

They are willing to sell, but it would need to be at a good price because it needs things that my side already had done (roof update, windows). 

Roofs may not get full replacement cost if they are older than 10 years. 

I'm okay going even for a few months if there is upside, but with an old asset, things will continue to break down.We bought a 71 asset three years ago, and did a complete rehab, units, parking lot, roofs, etc.

Lots of pressure washing, trimming trees off the roof, lower branches to help with mowing.

Build a small 10x10 tin roof shed.