5638 S WOODLAWN Avenue Chicago, IL $ 3,100,000
5638 S WOODLAWN Avenue
$ 3,100,000
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5638 S WOODLAWN Avenue

Chicago, IL, 60637
$ 3,100,000
Bedrooms6 Baths6.3 Sq 8,000

Monthly Estimate*

$ 19,340

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Single Family Home for sale in Chicago, IL

for $3,100,000 with 6 bedrooms and 6 full baths, 3 half baths. This 8,000 square foot home was built in 1911.

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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Single Family Contingent

Price

$ 3,100,000

Bedrooms

6

Full Bath

6

Half Bath

3

Property Type

Single Family

Taxes

$ 0

Style

Traditional

Year Built

1911

Town/City

Chicago

County/Region

Cook

MLS | Web ID

12446282

Features
General
Living Area 8000
Sewer Public Sewer
Heating Natural Gas
Cooling Wall Unit(s)
Possession Closing
HOA Fee 0
Association Fee Includes None
Architectural Style Traditional
Construction Materials Brick
Year Built 1911
Electric Circuit Breakers 200+ Amp Service
Township Hyde Park
Tax Year 2023
Ownership Fee Simple
Assoc Fee Paid Per Not Applicable
County Cook
New Construction N
Property Type Residential Detached Single
Contingency Attorney/Inspection
Total Rooms 15
Full Baths 6
Status Contingent
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
High School Kenwood Academy High School
City Chicago
High School District 299
MLS Area CHI - Hyde Park
Elementary School Ray Elementary School
Tax Annual Amount 0
Middle/Junior High School Canter Middle School
Additional Parcels Y/N N
Standard Status Active Under Contract
Middle/Junior School District 299
Elementary School District 299
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Interior
Basement Partially Finished Full
Total Fireplaces 3
Fireplace Features Decorative
Half Baths 3
Laundry Features In Unit Laundry Chute Sink
Total Bedrooms 6
Below Grade Finished Area 1323
Room Type Bedroom 5 Bedroom 6 Exercise Room Great Room Library Office Pantry Sitting Room Terrace Walk In Closet
Total Baths 9
Bedrooms Possible 6
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Exterior
Parking Features Off Alley On Site Owned
Lot Features Irregular Lot
Water Source Lake Michigan
Total Parking 3
Lot Dimensions 61 x 178
Lot Size Acres 0
Waterfront Y/N N
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* Excluded Features
List By
Berkshire Hathaway Homeservices Chicago

Broker

soconnor@bhhschicago.com

Email

Affordability Calculator

$19,340
Per Month
100%
0%
0%
Monthly Principal & Interest
$19,340
Monthly Property Taxes
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Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
565578 Elementary School
2188595 Middle School
Kenwood Academy High School High School
Pricing History
DatePricePrice ChangeDescription
9/15/2025$3,100,000 Listed Price

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5638 S WOODLAWN Avenue, Chicago, IL, 60637 is a Single Family Home for sale at $3,100,000 with 8,000 sqft. 5638 S WOODLAWN Avenue has 6 bedrooms, 6.3 baths, and was built in 1911. The property's zip code is 60637 which is in Chicago, IL