Cynthia Tobin has real estate in her blood. “I’m Greek, so it’s not unusual to have real estate in the genes!” she jokes. Her grandparents, parents, aunts, and uncles have all owned rental property, and she purchased her first condo in the mid-90s—one she still rents out today. “My grandfather came from Greece at 15 years old in 1913. He started in the restaurant business, of course, then began building spec homes in the Chicago area in the 1940s and 1950s.