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$3,100,000

5638 WOODLAWN Avenue, Chicago, IL 60637
6 Beds9 Baths8,282 sqft38 days
5638 WOODLAWN Avenue·Chicago, IL 60637
6Bedrooms
9Bathrooms
8,282Sq Ft
1911Year Built
About This Home

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.

MLS# 12446282Listed September 15, 2025ResidentialTraditional
Property Details

Beds & Baths

Total Bedrooms6
Total Bathrooms9
Full Baths6
Half Baths3
Total Rooms15

Size & Structure

Living Area8,282 sqft
Fireplaces3
Year Built1911
Lot Size61 x 178

Location

CountyCook
TownshipHyde Park
Zip Code60637

Financial

List Price$3,100,000
Price / Sq Ft$374
Parcel #20141120170000
Interior Features

Heating

Natural Gas

Cooling

Wall Unit(s)

Basement

Partially FinishedFull

Laundry

In UnitLaundry ChuteSink

Fireplace

Decorative
Exterior & Lot

Construction

Brick

Lot Features

Irregular Lot
Utilities & Parking

Sewer

Public Sewer

Water Source

Lake Michigan

Electric

Circuit Breakers200+ Amp Service

Parking

Off AlleyYesOwned
HOA & Community
HOA Fee
$0
Not Applicable

HOA Includes

None
Schools
Elementary
Ray Elementary School
District: 299
Middle School
Canter Middle School
District: 299
High School
Kenwood Academy High School
District: 299
Property Location

5638 WOODLAWN Avenue, Chicago, IL 60637 — Cook County

$3,100,000
$374 / sqft
5638 WOODLAWN Avenue
6 bd9 ba8,282 sqft
VL
Vittoria Logli
Top Glenview Agent

IL License 475.178467 · (847) 810-8438

Quick Facts
38 days on market
3 fireplaces
61 x 178
$0 HOA (not applicable)
$16,292
estimated monthly payment
Principal & Interest
$16,292/mo
$3,100,000
20% — $620,000
3%50%
6.875%
3%12%
Loan Amount
$2,480,000
Down Payment
$620,000

* Estimated payment only. Actual rates, taxes, and insurance may vary. Contact a lender for a personalized quote.

Listed by
Berkshire Hathaway HomeServices Chicago
Agent: Susan O'Connor
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