Condo popularity depends on a lot of things. First, and most important, is location. If it's a great location where people want to live, it tends to hold its value. Second, is quality. There is an extraordinary diversity in the quality of construction from one development to the next. For instance, in Midtown, The Dakota is recognized as being well-built whereas condos built as apartments during the Olympics were cheaply made and that shows. So while The Dakota has held its value and units in it still tend to sell quickly, other buildings have tons of units for sale that sit on the market. If the condo you're looking at was built well, that's another point in its favor. Third, you have floorplan and amenities. People want certain things when they are buying a home -- kitchens and baths are very important, a master suite is very important, closet space is very important. Amenities -- if they are of high quality and good design -- are also important, as is parking. Just because something is 20-30 years old doesn't mean that it's worse than something that's newly built. You need to evaluate each property to determine its strengths and weaknesses. Things to look for before you buy -- how many units in this complex are currently for sale? What's the average days on market for a unit in this complex to sell? Are prices staying level, trending upward, or trending downward? What other options are available in the same price range in that neighborhood? How are these other options selling in relation to the complex you're looking at? If you don't already have one, find a really good buyer's agent who can help you assess all the variables and assist you in the process to get the best deal possible. Good luck!