Timing the market is like gambling. 

I'd get a good handle on risk tolerance so you're investing rather than gambling.   

This is a 1 bedroom condo that does not make sense to rent out.Purchase price: 390kRehab: 30kCurrent value: 485kWhen I say 485k, I mean that if I put it on the market for that price today then it would have 10 offers for that price within a day.So the main question is:Do I sell it now and pay the higher taxes on the sale, or do I gamble with waiting till October to avoid paying capital gains taxes?

I know of quite a few.Johnny yo can't 1031 into a REIT the IRS doesn't recognize it as like kind.

It can be done at a the US Embassy or with the use of an Apostille, which is basically an internationally recognized notary for countries that participate in the Hague Convention of 1961. 

Do your homework on the company, analyze the deal, recognize its the right fit, then move forward with it. 

investing in real estate should not be as hard as investing in the oil and gas industry, when folks digging a new oil well, everyone knows they are gambling 100%. real estate investing has to be seamless and everyone should work together, including the buyer and seller, you're not buying a gold mine here so the reward/risk ratio is not there, and you may see only the pain.

If you consistently analyze properties, it will be much easier to recognize a good deal when it shows up.

@Shiloh Lundahl Yup, all for market inefficiency at time 0 :)  not gambling etc. 

If your property is in cook county and I recogn in the state of Illinois property valuations assessment values are often time inaccurate to the detriment to the owner.