Contact
photo of Nikki Mayer
Nikki Mayer
Hometown Real Estate
7700 W. Belmont Ave
Chicago , IL 60634
Phone:
888 317 9983
Fax:
773 664 0013
Mobile:
708 268 2313
infohometown@gmail.com

»Request more details

You might also like...
property photo property photo
$39,900.00 listing calculator
4 Beds/ 1 Baths
8623 Colfax Avenue
Chicago, IL 60617
property photo property photo
113
photos
$229,900.00
$218,000.00 listing calculator
2 Beds/ 1 Baths
5349 Delphia Avenue 150
Chicago, IL 60656
property photo property photo
13
photos
$219,900.00 listing calculator
2 Beds/ 2 Baths
6033 sheridan Road
Chicago, IL 60660
property photo property photo
14
photos
$98,000.00
$79,900.00 listing calculator
2 Beds/ 1 Baths
7859 South Shore Drive B
Chicago, IL 60649
property photo property photo
31
photos
$349,900.00 listing calculator
3 Beds/ 2 Baths
6338 HERMIONE Street
Chicago, IL 60646
5638 WOODLAWN Avenue
Chicago, IL 60637
Cook, US
$3,100,000.00 listing calculator
Status: Contingent (For Sale)
Type: Residential
Size: 8,000 Sq. Ft.
Year Built: 1911
Bedrooms: 6
Bathrooms: 9
MLS ID: 12446282


Overview
Photos (49)
Request Showing

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.

Courtesy Of: Berkshire Hathaway HomeServices Chicago


Feature Highlights


  • Built Before 1978
  • Basement Bathrooms

General Features


List Date:
09/15/2025

Public Schools


Elementary School:
Ray Elementary Schoo
High School:
Kenwood Academy High

Interior Features


Living Area Source:
Plans
Bedrooms Possible:
6
Bathrooms Full:
6
Rooms Total:
15
Aprox. Total Finished Sq Ft:
8282

Exterior Features and Amenities


Lot Size Dimensions:
61 x 178
Parking Total:
3

Financial


Purchase Contract Date:
2025-10-22
Days On Market:
39
Tax Year:
2023

Other Features


Elementary School District:
299
High School District:
299
Middle Or Junior School District:
299
Age:
100+ Years


Directions


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 take a right and the house will be about 2 blocks north on your left. Street parking, but that is more interesting when school is in session.

Availability Calendar


- Available - Unavailable

Rental Rates


Inquire about this property


The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of MRED LLC. Real Estate listings held by brokerage firms other than Hometown Real Estate are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is 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 last updated: 2025-12-19
.

Copyright 2025 MRED LLC

The information presented here is deemed reliable, though not guaranteed.
Illinois License 478101578
Corporate Office 7700 W. Belmont Ave, Chicago, IL 60634
An Equal Opportunity Company. Equal Housing Opportunity.
All rights reserved.
Copyright© 2025 Hometown Real Estate
Some parts Copyright© 2025 Zealder.com
Powered by: Zealder Real Estate Website