Mark Dougherty wanted to buy a reasonably priced condominium in Minneapolis or St. Paul, Minn. He was willing to do some renovation work and preferred a two-bedroom, although he was open to a one-bedroom. Jenn Ackerman for The New York Times

Mark Dougherty spent years living in a condominium he bought from his mother in suburban Lilydale, Minn., outside the Twin Cities of Minneapolis and St. Paul. He liked the place and was proud of his renovation efforts, but as he entered retirement he decided he wanted a less expensive home in a more active neighborhood.

“I need to shake up my life,” said Mr. Dougherty, 66, who spent a varied career in radio journalism, home remodeling and retail. He had lived for many years in and around the Twin Cities and their suburbs, but was especially drawn to Minneapolis, where he felt energized by the unique neighborhoods and vibrant gay culture.

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His home search played out in fits and starts over a few years, but it ramped up last winter, after his retirement became official. With a budget of up to about $180,000, Mr. Dougherty hoped to find a relatively small condo that was in decent shape, but he was willing to remodel and customize it. A two-bedroom apartment was preferable, although he was open to a one-bedroom, and he hoped for a place that had parking and a balcony.