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Rosie O’Donnell

Location: Chicago
Price: Nearly $2.5 million
Bedrooms: 5
Bathrooms: 5-plus
Square Footage: 6,000

When Rosie O’ Donnell was preparing to host her new show on Oprah Winfrey’s OWN network last fall, the longtime New Yorker moved to Oprah’s windy city. “The Rosie Show” has gone over better than “Rosie Live,” so she may be staying put in this Chicago Lakeview home, which she purchased from an executive at the OWN network.

The “Riding the Bus With My Sister” star’s new digs came fully furnished, and includes a home security and audio/visual system, a heated three-car garage, and 2,000-square-foot roof deck.

Realtor.com || Rosie O’Donnell: Getty Images