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Mar.March 24, 2022 12:13 PM

Meet the North Shore’s most spectacular new listing

Image: VHT Studios

A rare beachfront listing in Winnetka will soon hit the market, and it’s a doozy. At a cool $16 million listing price, it could be one of the most expensive home sales in Chicagoland history. Built around 1902, most of the Sheridan Road home is still relatively intact to its historical roots — and luxurious digs they are. Of note is fantastic woodwork that still appears brand new, classic bathroom tiling, and ornate finishes throughout.

Image: VHT Studios

Over 5,000 square feet of interior space includes six bedrooms, many with lake views, and four bathrooms. Outside, one finds a coach house, greenhouse, and ample green space and parking across 1.75 total acres. The exterior of the white clapboard home itself, built in the Classic Revival style, features a pillared front porch that feels both intimate and grand.

Image: VHT Studios

The location, though, might be its truly unbeatable feature — 151 feet of private shoreline on one side, walking distance to downtown Winnetka and the Village Green Park on the other. How does watching a summer sunrise from your private shoreline followed by walking into town for a coffee sound?

Image: VHT Studios

Long owned by the Challenger family, Baird & Warner agent Annie Challenger is now representing the family for the listing. While speaking of the home being a fabulous place to grow up, host guests, and explore hobbies — both of her parents were collectors, and the home provides plenty of room for such expression — Challenger is making prospective buyers aware that it is not a turnkey home. The buyer will need to make improvements on the existing home, or tear it down and start anew on the unique plot of land.


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