Login

5638 S Woodlawn Avenue, Chicago, IL 60637

Chicago
Local realty services provided by:CENTURY 21 Circle
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,...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an independent agent affiliated with the CENTURY 21®  brand to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an independent agent affiliated with the CENTURY 21®  brand is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1911
  • Listing ID #:12446282
  • Updated:April 07, 2026 at 07:59 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
MLS LogoCopyright 2026 Midwest Real Estate Data LLC. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Midwest Real Estate Data LLC. Listing information is deemed reliable but not guaranteed.

New listings near 5638 S Woodlawn Avenue