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The problem with real estate right now is that it is a sellers' market. With interest rates so low right now and looking to climb, it may not be the right time to invest. (Keep this in mind, buy investment Real Estate when the rates are high and soon to drop, not the other way around) Rental rates are high right now, and those rates have also been factored into the price of investment property.
I would say the stock market is the way to go, mutual funds if you don't have that much experience. As far as the Roth is concerned, I would say that doesn't quite match your needs. If you are looking to start making money with money, can we assume that you want this extra cash to increase you standard of living? A Roth will only increase your standard of retirement. On the other hand, if you are planning to buy your first house in the next few years, the Roth would be a good idea, since the investments will grow tax free, and you can use them for that purchase without penalty.
Finally, look for new Mutual Funds that have high dividends, with the new dividend tax rates, it might be perfect for an added income plan.
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