I'll start out by saying I know little of real estate. It's basically just a math problem. First of all, no offense, but the comment about it potentially being better than the employer match is silly. The worst employer match I've seen is fifty percent, which, of course, handily beats twenty percent. It seems from your comment thought that you aren't going below the match which is good. Other than that you'd just have to do the math. The stock market typically brings 10% over time. If your tax bracket is super high (30+%), it's more significant, but either way it's essentially increasing your investment in a more or less guaranteed fashion by reducing taxes. How reliable the real estate is at 20%, if that takes into account all costs and it's pure profit, and the tax status of real estate are items you would know better than me. Just my 2 cents.