Afraid to lose my career identity and too comfortable where I am.I can't tell you what is right for your situation, but if you wait until the time is right, you will be waiting forever.

The seller has not addressed these issues and presently has $60,000 in fines from the city.I have viewed the property and I have estimated the repair costs to be around $125,000 as it needs a new roof, foundation work, windows and doors throughout, ceilings replaced, kitchen, bathrooms etc etc. but the ARV based on an identical property 5 doors down selling a few months ago I estimate to be around $575,000.I spoke with the owner and they presently have a cash offer of $270k minus the fine balance at closing.

Identical layouts. 

The house looks and like a duplex, has two identical sides (2 br / 1 ba ea).

From experience my condo rents are lower because you are competing with other owners with identical properties that can drive down rent prices to keep units occupied.

My wife and I looked at a property on Saturday that sounds almost identical, just curious...We passed as we had a tough time evaluating comps.  

Zillow estimated the duplexes in the area (all almost identical to the one I'm looking at) at about $100k - $110k.

We've had 2 instances of tenants' doors being broken down - one by the police in a case of mistaken address-identity (the city later reimbursed us for the repair), and one by an alleged robber.

Nothing to that extent, I know someone who has an identical lot on the same street who is regularly getting offers for 15k-20k, so when I won the auction for 4700 I figured even if I run into minor problems ill make a decent return.

My investment thesis, needs, preferences, tax situation, is never going to be identical to yours.