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My advice: rent, unless the rent levels are absurdly high.
Buying a condo has high risks. You have poor diversification. All of your investments will be in one bucket, yet you are 100% certain you have to pay back the mortgage. What if there is a water leak that leads to a mold problem? If you become allergic to mold, you may find your investment uninhabitable. That does not excuse you for paying back the mortgage.
I’m personally comfortable with a loan level that’s 2.5 times my income from which I have subtracted taxes. Sure, you might eventually want to pay back that loan. And that loan level includes all loans: student loan, car loan, mortgage. You didn’t specify if you make 100k before or after taxes. You also didn’t specify what other loans you have. Anyway, even if it’s after taxes and there are no other loans, I would advise you not to take a mortgage of over 250k. That means you’re limited to condos of 450k at most.
Usually, stock market long term returns are far better than the returns of not renting your home but instead buying it. Not only that, but also a well-diversified stock portfolio has lower risks in the long term than an investment into one poorly diversified condo. What if the area where your condo is goes out of fashion? What if there is a mold problem?
So, to repeat my advice: invest those 200k into stocks (sans perhaps a small emergency fund), rent, do your job to get paid, and invest extra money you’re going to get into stocks. If all goes well, perhaps someday your stocks have increased in value (and paid dividends) so that expensive condos are affordable for you. However, if you do that, you might realize it is a better option to wait for the stocks to increase in value and pay dividend even more, and continue renting. At that income level, it’s not long until you become a millionaire.
Here’s how to figure out how much you can afford:
Use any of the plethora of mortgage calculators out there, plug in how much you can afford to spend out of your take-home pay now, what interest rate you expect (4.5% is a decent estimate for someone with good credit these days), and how long you want to be paying the mortgage (10 years? 15 years? 30 years?).
Some other variables to consider:
The monthly payment on a 4.5% mortgage over 30 years (which is a long time) on $640k (80% of $800k) is $3,243, which will be VERY hard to do on a $100k income, especially after adding taxes, insurance, and other fees.
A more realistic goal would be to keep your payment at 25% of your take-home pay, which would be about $1,700, which would be a mortgage of about $330K,
which would be a $425K condo after a ~20% down payment of $90k.
Note that the fact you are in NYC is largely irrelevant. The mortgage payment would be the same on an $800K condo in lower Manhattan as a $800K ranch in rural Montana. Just because that’s what the prices are doesn’t mean that you can magically afford it on a $100K salary.
If I were you, I would find a way to make this more affordable:
Your other questions will need to be answered by the bank or broker that gets you the loan, but the more irregular your earnings are, the more risky you will be considered, which may disqualify you for the loan or raise your interest rate.