From Time Magazine:

When To Sell The Empty Nest

If you’re an empty nester looking to downsize, don’t let the weak housing market stop you. You may be working with less equity today than you had a year ago–but it could be more than you will have a year from now. And swapping your McMansion for something smaller today leaves you less exposed in a falling market.

Say you sell your big home for $600,000 and immediately buy a condo for $300,000, and housing prices drop 10% over the next 12 months, as some economists forecast. In the condo, you would lose just $30,000 on paper; in the house, you would lose $60,000. The condo savings, however, don’t include expenses, which you incur whenever you move.

Even so, things are rarely this simple. If you need to take on debt to complete the swap, you may be better off sitting tight because mortgage rates have risen. Moreover, home prices move unevenly. In many markets, big homes are holding up better than small ones–another reason to consider delaying. But not too long. Ultimately, the high and low ends track. By downsizing now, you could sell your McMansion before the decline hits that end of the market.

Pulling the trigger on a real estate deal hasn’t felt this dicey in a decade. The inventory of unsold homes on the market is at its highest level since the last bust. New homes are selling at a slower pace, and prices have fallen. Buyers are walking away from signed deals (and their deposits) at twice last year’s rate.

Independent economists take a dimmer view, but even if housing prices edge lower over the next few years, the most important question you need to answer is this: Are you truly ready to downsize? It’s not easy giving up the place where your kids grew up. “But it’s always a profitable decision in a strict financial sense,” says Phil Storm, a financial planner in Denver. He argues that living in a house that’s too big ties up capital and imposes unnecessary taxes and upkeep costs. “I advise making the move as soon as those bedrooms are empty,” Storm says.