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$3,100,000
28 Days On Site

5638 S WOODLAWN Avenue
Chicago, IL 60637

For Sale|Single Family Residence|Active
6
Beds
9
Total Baths
6
Full Baths
3
Partial Baths
8,000
SqFt
$388
/SqFt
1911
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of Berkshire Hathaway HomeServices Chicago

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5638 S WOODLAWN Avenue5638 S WOODLAWN Avenue5638 S WOODLAWN Avenue5638 S WOODLAWN Avenue
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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.

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Listing Snapshot
Price 
$3,100,000
Days On Site 
28 Days
Bedrooms 
6
Inside Area (SqFt) 
8,000 sqft
Total Baths 
9
Full Baths 
6
Partial Baths 
3
Lot Size 
N/A
Year Built 
1911
MLS® Number 
12446282
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Plans
Friends & Family
Recent Activity
4 days agoListing updated with changes from the MLS®
3 weeks agoStatus changed to Active
4 weeks agoListing first seen on site
General Features
Direction Faces 
East
Parking 
On Site
Parking Spaces 
3
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Below 
1323
Style 
Traditional
Interior Features
Basement 
Partially FinishedFull
Cooling 
Wall Unit(s)
Electric 
Circuit Breakers200+ Amp Service
Fireplace 
Yes
Fireplace Features 
Living RoomDecorative
Fireplaces 
3
Heating 
Natural Gas
Interior 
Walk-In Closet(s)Pantry
Laundry Features 
In UnitLaundry ChuteSink
Bedroom 2 
Dimensions - 15X21Level - Second
Bedroom 3 
Dimensions - 15X20Level - Second
Bedroom 4 
Dimensions - 13X16Level - Second
Bedroom 5 
Dimensions - 15X20Level - Third
Bedroom 6 
Dimensions - 13X22Level - Third
Dining Room 
Dimensions - 22X17Level - Main
Exercise Room 
Dimensions - 27X15Level - Basement
Family Room 
Dimensions - 16X17Level - Third
Great Room 
Dimensions - 35X32Level - Third
Kitchen 
Dimensions - 17X16Level - MainDescription - Island,Pantry-Butler,Breakfast Room
Laundry 
Dimensions - 7X16Level - Second
Library 
Dimensions - 18X19Level - Main
Living Room 
Dimensions - 17X31Level - Main
Master Bedroom 
Dimensions - 12X17Level - Second
Office 
Dimensions - 12X11Level - Main
Pantry 
Dimensions - 6X11Level - Main
Sitting Room 
Dimensions - 15X14Level - Second
Terrace 
Dimensions - 14X18Level - Third
Walk In Closet 
Dimensions - 10X10Level - Second
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Exterior Features
Construction Details 
Brick
Lot Features 
Irregular Lot
Community Features
MLS Area 
CHI - Hyde Park
School District 
Kenwood Academy High School
Township 
Hyde Park
Schools
School District
Kenwood Academy High School
Elementary School
Ray Elementary School
Middle School
Canter Middle School
High School
Kenwood Academy High School
Listing Courtesy of MRED as distributed by MLS Grid of Berkshire Hathaway HomeServices Chicago



Based on information submitted to the MLS GRID as of 2025-10-14 07:26 AM UTC. 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.
Last checked: 2025-10-14 07:26 AM UTC
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