$2,750,000

5638 S WOODLAWN Avenue, Chicago IL, 60637

Price per sqft$343.75

Built in1911

Property size8,000 sqft

Property typeResidential

Bought with David Porter with Porter Group Real Estate and Listed by Susan O'Connor with Berkshire Hathaway HomeServices Chicago 312-944-8900

Overview

Sold

Closed

Listed Sep 15, 2025

Updated Aug 16

5638 South Woodlawn Avenue represents a unique opportunity to own a piece of Chicago's architectural heritage. Designed in 1911 by celebrated architect Howard Van Doren Shaw for publishing executive Henry Hoyt Hilton and his wife Charlotte, this three-story Federal-style residence embodies timeless elegance and thoughtful design. Shaw, later honored with the American Institute of Architects' Gold Medal, was renowned for his refined use of symmetry, proportion, and classical detail-hallmarks clearly evident here. Meticulously restored and updated, the massive 8,000-square-foot home blends original grandeur with modern luxury. Historic details - majestic fireplaces, gleaming hardwood detailing, and an elegant main staircase-are complemented by a new chef's kitchen, renovated baths, a reimagined third-floor great room, as well as the practical including a spacious laundry. The lower level adds a workout room, media room, and abundant storage. With six bedrooms, five full ensuite baths, and three half baths, this residence offers both scale and versatility for modern living. Set in the heart of the University of Chicago community, this historic property is as livable as it is significant - a piece of architectural history, seamlessly blending Shaw's timeless vision with contemporary elegance in one of Chicago's most celebrated neighborhoods.

Additional information

MLS^® ID: 12446282

Interior Features

Bedrooms: 6
Bathrooms: 9
Fireplace: Yes
Cooling: Yes
Heating: Yes
Basement: Yes

Bought with David Porter with Porter Group Real Estate and Listed by Susan O'Connor with Berkshire Hathaway HomeServices Chicago 312-944-8900

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity^SM Program of Midwest Real Estate Data. Real estate listings held by brokerage firms other than Blue Door Dave Real Estate are marked with the Broker Reciprocity^SM logo or the Broker Reciprocity^SM thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers.

Based on information submitted to the MLS GRID for MRED 8/16/2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed by MTP or MRED. The use of the MRED Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. Properties displayed may be listed or sold by various participants in the MLS. Properties displayed may be listed or sold by various participants in the MLS.

Data is refreshed every 3 hours. Listing last updated 3:14 AM UTC on 8/16/2026.

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