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Beautifully updated 1887 Kenwood mansion and coach house wants $1.6M

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The home was designed by notable architect Joseph Lyman Silsbee

By Jay Koziarz
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A white-walled living room with high ceilings and a fireplace. The doors leads to a sunroom on the left.
High ceilings, multiple fireplaces, and lots of natural light.
Photos by Steven Hutton of Perfect 3D, courtesy of Lilianna Sekula-Lark of Berkshire Hathaway HomeServices KoenigRubloff Realty Group

The South Side neighborhood of Kenwood is known for its impressive collection of historic homes designed by prominent architects. Take, for example, this thoughtfully restored mansion built in 1887 for wealthy grain merchant by architect Joseph Lyman Silsbee—best known in Chicago for designing the Lincoln Park Conservatory.

The five-bedroom home at 4729 S. Woodlawn Avenue features a handsome mix of colonial and Queen Anne elements on its exterior. Inside, things really shine. Historic details—intricate woodwork, leaded glass windows, original fireplaces, and a grand staircase—combine with modern upgrades like an oversized designer kitchen.

If that wasn’t enough, the home sits on an extra-large landscaped lot with a spacious deck and a three-car garage topped by a two-bedroom coach house. The latter is perfect for visiting family members or can be used to generate revenue as a rental property.

This stately South Side beauty recently listed with an asking price of $1,595,000—reduced from $1,860,000.

A wood-paneled room with a fireplace and staircase.
The foyer oozes with old-school touches: wood panelling, an ornate staircase, fireplace, and leaded glass windows.
A living room with white moldings and colorful rug topped by a coffee table, surrounded by a chair and sofa.
The bright, art-filled living room has dentil moldings and an eclectic mix of of classic and contemporary decor.
A traditional looking dining area with white wainscoting and floral paper on the walls. In the center of the room is a long wood table surrounded by chairs.
You’ll find white wainscoting and floral wallpaper in the formal dining room.
A window-lined sun room with a circular table, chairs, house plants, and a black and white patterned floor.
A striking checkerboard floor in the sunroom next to the front porch.
A stone kitchen island faces a wall with window and shelves full of books. Double doors lead to a porch.
The renovation kitchen has a central island surrounded by built-in storage and bookshelves.
A long kitchen space with cabinets and drawers on both sides. There is a multicolored rug and stainless appliances and cooking hood.
The is also plenty of counter space and high-end appliances.

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