5638 S Woodlawn Avenue, Chicago, IL 60637

Chicago
Local realty services provided by:Better Homes and Gardens Real Estate Connections
5638 S Woodlawn Avenue,Chicago, IL 60637
$3,100,000
  • 6 Beds
  • 9 Baths
  • 8,000 sq. ft.
  • Single family
  • Pending
Listed by: susan o'connor
Office: berkshire hathaway homeservices chicago
MLS#:12446282
Source:MLSNI

Price summary

  • Price:$3,100,000
  • Price per sq. ft.:$387.5

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,...

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Home facts

  • Year built:1911
  • Listing ID #:12446282
  • Added:194 day(s) ago
  • Updated:March 29, 2026 at 07:57 AM

Rooms and interior

  • Bedrooms:6
  • Total bathrooms:9
  • Full bathrooms:6
  • Half bathrooms:3
  • Rooms Total:15
  • Dining Description:Separate Dining Room
  • Basement:Yes
  • Basement Description:Full, Partially Finished
  • Living area:8,000 sq. ft.

Heating and cooling

  • Heating:Natural Gas

Structure and exterior

  • Year built:1911
  • Building area:8,000 sq. ft.
  • Lot Features:Irregular Lot
  • Architectural Style:Traditional
  • Levels:3 Story

Schools

  • High school:Kenwood Academy High School
  • Middle school:Canter Middle School
  • Elementary school:Ray Elementary School

Utilities

  • Water:Lake Michigan
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$3,100,000
  • Price per sq. ft.:$387.5

Parking

  • Total parking spaces:3
  • Parking description:Off Alley
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