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It seems that a big part of the answer to your question is "what will the house sell for now?". That - seems to me - would be the one factor guiding a lot of your decisions. Putting the $5k and labor into finishing the upstairs might not get you any ROI, but I bet would make the house much easier to sell.
I've bought and sold four houses in the last 8 years (two in Alabama and two in TN) and the one thing that I found is that in this buyers market, everything on the house has to be absolutely perfect and even then they are going to beat you to death. To me, it's almost like owning a Porsche - don't look at the receipts, just enjoy the car. In your situation, I would get out of where you're at and into where you want to be and don't fret the $$ because most likely it won't be pretty.
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Mike
1976 Euro 911
3.2 w/10.3 compression & SSIs
22/29 torsions, 22/22 adjustable sways, Carrera brakes
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