Yucatan - You should do whatever you're most comfortable doing and ensure it's financially feasible for you as well. Having two homes at the same time adds to the complexity of your life - more things to have to deal with........upkeep and so forth as well as the financial implications.
Some people are the "go for broke" types, throwing much caution to the wind and dealing with whatever happens as they go. Others are ultra-conservative, planning/preparing/allowing for just about every contingency that could possibly happen. And there are those who are in between the two ends of the spectrum. You know yourselves better than anybody - decide on whatever makes you sleep well at night and head down that path. That'll be the best decision for you!
Bill