[[Ignoring the ethics of LO discussion, and back to the main question]]
It's hard to say what you should do here because there are a lot of things that you know, that we don't (and are probably none of our business). So, I'll make a couple assumptions about the house.
I'll say you paid 240K, financed 95%+, and got two mortgages - one at 6.5% and a second at 12%. Insofar that this is true, i think the first goal should be to get rid of the 12% rate, regardless of how you do it, or what happens to the house.
Assumption 1: You're Rock'n it.
I'll assume that you make a solid six-figures at your stable job. I'll assume that you are in this for retirement, that is still 15 years out - but that you are also investing in other ways. I'll assume that this is not your only rental, but that you will keep your number of properties lower - less than 5. I'll assume that you have cash - enough to pay around 40K AND still have a safety net (6-months of expenses).
If this is the case, I would try and find a way to hold the property. This is probably paying off the second and getting rid of the CMI. Even without your second mortgage and CMI, you will probably still have a negative cashflow for several years, of around $3000/year. But, once you factor in principle paydown and taxes, you are likely to be increasing your total net worth each year by a few K (maybe $2000 - after the $3000 negative cashflow). Given that you have zero equity in the house right now, that net worth increase only costs you a minor negative cashflow. This is a form of forced investing, and one that requires you to be financially secure enough to stomach negative cashflow and future volatility. On paper, this is probably the option that results in you having the most money long-term. and in the best shape in retirement.
Assumption 2: Outlook is unclear.
However, if your income is not solid, you are not easily making your monthly requirements, you have consumer debt, etc., or if you are simply losing sleep over the house - I think you need to get rid of the house. In these situations, you probably can't continue to absorb the negative cash-flow. Obviously you're right that you will need to bring a lot of money to the closing table if you sell it....
Alternatives
- *I would only consider a short sale if your credit score is already below about 600, and you will not need credit for the next 5+ years.
- *An alternative to option 1 is to simply refi. Speak with a lender about this - within 5 minutes, they can tell you, about how much you would need to bring to the closing table to do this, and how much your monthly payment would be. Given that you're 10 years into a 30 year mortgage, this would not be my first plan. This would cost you a lot of money - including several K in closing costs.
- *I would not go the 'fix it up until it's profitable' route.
- *No one knows what will happen to prices. But, if the house is in the part of town that you expect to have prices drop over the next 20 years, I would consider parting ways with the house.
- *I've never done a LO deal, but I encourage you to speak with a lawyer before going this route.
All told, this is a bad situation with no great alternatives. Still, I think if you can absorb the negative cashflow and some big expenses, it may be worth holding.
Let us know what you decide and how it goes.