While you have a bidding war to lose, you also could potentially lose a good bit of upside if the market drops between now and Spring.If gambling and trying to time the market is something you want to try, I recommend you hold off until next winter after the election, hope that there is a major change in which parties are elected, and then take advantage of the influx of new politicians and their staffs to DC (who will be looking for places to live).Of course, I believe that's a bad decision as well.

Living in a humbler home (i.e. cheaper with less thrills) will give you a better long term investment.

@Nathan - putting your money with Fedelity is a gamble and you could loose it like many have.

Then you are gambling on getting the other $2k.

I am thinking about taking a gamble on this property and taking it with the liens.

I am absolutely thrilled that so many of you full time investors chose to chime in and tell us your story.

It is very difficult to say which area will appreciate more and its more like gambling to me.

For years I had a few builders that specialized in in-filling, sometimes the adjacent lot owner was a good prospect because it increased the options to that owner, sometimes I was able to use the lot as a down payment on something else or able to have that owner use it to buy something else, so if you can get an option for $10 at a good price it's a cheap gamble.

By no means am i trying to be a hero, but your thinking has created a challenge and opportunity that doesnt outweigh the reward- Ive always been a risk taker, not for some "thrilling feeling", but because i know that no matter what happens, absolutely anything, EVERYTHING, EVERYTHING will be OK.

New casinos seem to popping up across the country and instead of just gambling they are massive entertainment, dining, and retail centers.