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I guess it goes on a state-by-state basis. It was so in NJ - I was given no option in the matter.
Learn something new every day, I suppose... though I find it interesting that a lender would not insist on it because if you fail to pay the tax and the property is seized, the lender could be SOL. I suppose those risks may also be state dependent, but I know in several states such improperly seized properties go up for little more than the taxes owed and I cannot imagine that in all cases such properties are mortgage-free.
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There is only one correct way: freedom. All other solutions are non-solutions.
It appears that artificial intelligence is at least slightly superior to natural stupidity.
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Here is what I would do. Without a doubt, I would first pay the mortgage down to an 80% LTV or whatever the stipulations are in your loan to remove the PMI. The PMI you pay is not deductible, while the mortgage interest is deductible. Other than for "peace of mind" reasons, it doesn't make sense to me to pay down your residence at a 3% interest instead of your $140k investment property loan at 4.5%. Take the extra profit from the increased NOI from the investment property and put it as extra toward your residence if that gives you a better peace of mind. That is what I would do in regards to the housing portion. You said you had $55k to get rid of the PMI and $140k to payoff the investment property. The remaining $80k of the $275k you can invest how you best see fit that will produce a reasonable return without too much risk. If you are young and you and your wife don't already max out an IRA, then that would probably be part of my strategy. You don't mention your age, so I don't know how risk averse you should be at this stage of your life?
If you (and your wife) are near a retirement age, then I might totally restructure everything I just said since I sure wouldn't want that high of a mortgage payment on my residence near retirement age when that $22/hour goes away and my wife's income goes away.
"You can easily judge the character of a man by how he treats those who can do nothing for him." - James D. Miles"
I would pay off the mortgage. But all this advice is subjective depending on our situations, goals, and state laws. I saved up until I could pay cash for my house and I don't want a mortgage on it. So then under this circmstance and my state laws they cannot take away my property under the homestead act if I fall on hard times and go bankrupt.
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