Date
Details
Price
Change
Source
9/15/2025
Listed
$3,100,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$3,100,000 Contingent
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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.
Full Property Details
Full Property Details for 5638 S Woodlawn Ave
General
- Price: $3,100,000
- Taxes: (2023)
- Status: Contingent
- Type: Single Family
- Source: MRED
- MLS ID: 12446282
- Updated: 10/23/2025
- Added to Site: 125 day(s) ago
Interior
- Basement: Partially
- Fireplace: Yes
- Number of Fireplaces: 3
- Fireplace(s): Living Room, Den/Library, Dining Room, Decorative
Rooms
Bathrooms
- Total Bathrooms: 9
- Full Bathrooms: 6
- Half Bathrooms: 3
- Basement Baths: Yes
Bedrooms
- Total Bedrooms: 6
Parking
- Total Spaces: 3
- Parking Features: Off-Alley, On Site, Owned
- Parking On-Site: Yes
Location
- Area: CHI - Hyde Park
- County: Cook
- Township: Hyde Park
- Driving 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.
School Information
- School District: 299
- Elem School District: 299
- Midd School District: 299
- High School District: 299
- Elementary School: Ray Elementary School
- Middle School: Canter Middle School
- High School: Kenwood Academy High School
- Private School: Kenwood Academy High School
Community
- Assoc. Fees Include: None
Heating & Cooling
- Cooling Type: Wall Unit(s)
- Heating Type: Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Lake Michigan
Structural Information
- Architectural Info: Traditional
- Architectural Style: Traditional
- Construction: Brick
- Exterior Const.: Brick
- Basement: Yes
- Basement Desc.: Partially Finished, Full
- Square Feet: 8,000
- Sq. Ft. Source: Plans
- Year Built: 1911
- Built Before 1978: Yes
- Remodeled/Updated: 2015
Lot Features
- Lot Size Range: Oversized Chicago Lot
- Lot Dimensions: 61 x 178
- Lot Features: Irregular Lot
Financial Considerations
- Parking Included: Yes
- Assessment Year: 1911
- Tax Year: 2023
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: List Broker Must Accompany
- Property ID: 20141120170000
Listed by Berkshire Hathaway HomeServices Chicago
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Schools
Schools serving 5638 S Woodlawn Ave
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
Ray Elementary School 5631 South Kimbark Avenue, Chicago, IL 60637 | 7-8 | 0.1 mi |
Kenwood Academy High School 5015 South Blackstone Avenue, Chicago, IL 60615 | 9-12 | 0.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5638 S Woodlawn Ave
Estimate the Cost
Estimate the Cost for 5638 S Woodlawn Ave
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- Single Family
- Active
- Updated 1 day ago
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- 2Total Baths
- 1,700Sq. Ft.
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5638 S Woodlawn Avenue, Chicago, IL 60637 (MLS# 12446282) is a Single Family property with 6 bedrooms, 6 full bathrooms and 3 partial bathrooms. 5638 S Woodlawn Avenue is currently listed for $3,100,000 and was received on September 15, 2025. Want to learn more about 5638 S Woodlawn Avenue? Do you have questions about finding other Single Family real estate for sale in Hyde Park? You can browse all Hyde Park real estate or contact a Coldwell Banker agent to request more information.