5638 South Woodlawn, Chicago IL 60637
Property Description
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.
Features & Information
Key Details
- List Price $3,100,000
- Property Taxes $0
- Square Feet 8000
- Price/ Sq. Ft. $387.50
- Year Built 1911
- Parking Type Space/s
- Status New
Rooms
- Total Rooms 15
- Basement F
-
Master Bedroom
- Master Bath F
- Room Size 12X17
-
Bedroom 2
- Room Size 15X21
- Floor Level 2nd Level
- Flooring Hardwood
-
Bedroom 3
- Room Size 15X20
- Floor Level 2nd Level
- Flooring Hardwood
-
Bedroom 4
- Room Size 13X16
- Floor Level 2nd Level
- Flooring Hardwood
-
Living Room
- Room Size 17X31
- Floor Level Main Level
- Flooring Hardwood
-
Family Room
- Room Size 16X17
- Floor Level 3rd Level
-
Dining Room
- Room Size 22X17
- Floor Level Main Level
- Flooring Hardwood
-
Kitchen
- Room Size 17X16
- Kitchen Type Island,Pantry-Butler,Breakfast Room
- Floor Level Main Level
- Flooring Hardwood
-
Basement
- Basement Description Partially Finished
- Bathroom(s) in Basement Y
Additional Rooms
-
Additional Room 1
- Additional Room 1 Name 5th Bdrm
- Additional Room Size 15X20
- Additional Room Level 3rd Level
- Additional Room Flooring Hardwood
-
Additional Room 2
- Additional Room 2 Name 6th Bdrm
- Additional Room Size 13X22
- Additional Room Level 3rd Level
- Additional Room Flooring Hardwood
Interior Features
-
Heating & Cooling
- Heating Type Gas
- Air Conditioning Wall Unit(s)
-
Fireplace
- # of Fireplaces 3
- Type of Fireplace Decorative Only
Exterior Features
-
Building Information
- Age of Building 100+ Years
- Exterior Construction Brick
-
Parking
- Parking Space/s
- # of Cars 3
- Parking Details Off Alley
Location
- County Cook
- Township Hyde Park
- Corporate Limits Chicago
- Directions to Property From Dusable Lake Shore Drive Take The Exit At The Museum Of Science And Industry - 57th Drive. Proceed Along 57th As It Merges Into Cornell. Continue Through The Stoplight At Stony Island, West On The Midway Plaisance To Woodlawn Avenue. At That Light
-
Schools
- Elementary School District 299
- School Name Ray Elementary School
- Junior High District 299
- School Name Canter Middle School
- High School District: 299
- School Name Kenwood Academy High Scho
-
Property Taxes
- Tax 0
- Tax Year 2023
- Tax Exemptions Other
- Parcel Identification Number 20141120170000
-
Lot Information
- Dimensions 61 x 178
- Acreage 0
Utilities
- Sewer Sewer-Publ
Listed by: Berkshire Hathaway HomeServices Chicago | Phone: 312.944.8900
Source: MRED as distributed by MLS GRID
Based on information submitted to the MLS GRID as of 9/16/2025 3:02 AM. 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.

Explore Hyde Park
Hyde Park is home of the prestigious University of Chicago and the Museum of Science and Industry. This once prosperous hotel and lakeside resort area on Chicago's south side is quickly returning to its former glory with new residential development and scenic waterfront landscapes. The breathtaking sliver of shoreline along Lake Michigan is usually speckled with walkers, joggers, bikers and stroller-pushers, while the museum grounds teem with visitors from around the world. The rest of Hyde Park accommodates residents and students with a diverse mix of restaurants, bookshops, historic landmarks and several seasonal events, bike tours and neighborhood street festivals. Throughout Hyde Park are stunning vintage buildings and treasured architectural gems, some designed by famous architects such as Frank Lloyd Wright and Mies van der Rohe.
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