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.