337 W 2nd St

Oconomowoc sits along the shores of several connected lakes in Waukesha County, about 30 miles west of Milwaukee, making it one of the few Wisconsin cities where a kayak is almost as practical as a car. The city carries a small-town rhythm while drawing on a surprisingly strong economic foundation, anchored by corporate names like Generac Power Systems and a growing healthcare and light-industrial sector that keeps the local job market steady year-round. Neighborhoods range from historic streets lined with late-19th-century architecture near downtown to newer subdivisions spreading out toward the surrounding countryside.

The housing mix reflects that range, with traditional single-family homes sitting alongside a growing number of apartment communities, from smaller two- and three-story buildings tucked into established blocks to newer communities offering contemporary finishes near major commuter corridors.