Lakefront Winnetka property listed for $16M

A century-old lakefront home in Winnetka has hit the market asking $15.85 million.

The Mediterranean-style villa at 445 Sheridan Road is the second-highest priced property in the Chicago area, Crain’s reported. The most expensive listing is for a Gold Coast mansion that has been on the market for $18.75 million since November 2020.

The 6,174-square-foot white stucco house with more than a dozen roof peaks sits on more than two acres and has 165 feet of Lake Michigan beach. Jena Radnay with @properties Christie’s International Real Estate is representing the property.

Topped with red clay tiles, the home has ornately carved columns, ornamental plasterwork on the ceiling and walls and wrought iron accents. The home has five bedrooms and seven bathrooms as well as a two-bedroom cabana house.

The basement of the home features an at-home “speakeasy” complete with a unique and intricately painted wavy ceiling, seating area, bar and mirrored wall.

Directly across from the front door, the home’s pool, which is lined by evergreen trees, stretches the length of the two-story cabana house. On the backside of the home, a small patio porch leads down to a blufftop lawn via a stone staircase. Along the edge of the bluff there is a tiled patio area overlooking the lake below. More stairs lead down from the bluff to the private beach.

The seller, Randy Abrahams, bought the property in 2006 for $8.1 million. The home had been owned by the estate of Jessie Stone, the widow of insurance magnate W. Clement Stone who died in 2002.

The house, which was built in 1912, has been home to other big-name executives in addition to Stone and Abrahams. Owners included the head of the Albert Pick hotel and restaurant supply company and Ovaltine exec James McMillan.

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— Victoria Pruitt