A few months ago, Stuart Leaf was sitting in his Brooklyn Heights apartment when he got a call from his wife asking when he’d be home. It turned out “we’d both been home for three hours,” he said—their roughly 11,000-square-foot condo is so large that neither one realized the other was there.
After that, it was clear to the couple that it was time to sell, especially since they are about to become empty-nesters. The apartment is “just a little bit too spread out” for just for the two them, said Mr. Leaf, the 53-year-old founder of Cadogan Management, a fund of hedge funds that merged with Cantor Fitzgerald in 2011.