Twitter
Facebook
Email
|
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.
| DAYS ON MARKET | 1 | LAST UPDATED | 9/15/2025 |
|---|---|---|---|
| YEAR BUILT | 1911 | COMMUNITY | CHI - Hyde Park |
| COUNTY | Cook | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| School District | Kenwood Academy High School |
|---|---|
| Elementary School | Ray Elementary School |
| Jr. High School | Canter Middle School |
| High School | Kenwood Academy High School |
| ADDITIONAL DETAILS | |
| AIR | Wall Unit(s) |
|---|---|
| AIR CONDITIONING | Yes |
| AREA | CHI - Hyde Park |
| BASEMENT | Full, Partially Finished, Yes |
| CONSTRUCTION | Brick |
| FIREPLACE | Yes |
| HEAT | Natural Gas |
| INTERIOR | Pantry, Walk-In Closet(s) |
| LOT | 0 |
| LOT DESCRIPTION | Irregular Lot |
| LOT DIMENSIONS | 61 x 178 |
| PARKING | On Site |
| SEWER | Public Sewer |
| STYLE | Traditional |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
0
P
I
*Estimate only
| SATELLITE VIEW |
| / | |
We respect your online privacy and will never spam you. By submitting this form with your telephone number
you are consenting for Pearce
Lashmett to contact you even if your name is on a Federal or State
"Do not call List".
Listed with Berkshire Hathaway HomeServices Chicago
The data relating to real estate for sale on this web site comes in part from the Broker ReciprocitySM Program of MRED. All real estate listings are marked with the Broker ReciprocitySM logo or the MRED Broker ReciprocitySM thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers.
The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2025 MRED. All rights reserved.
The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2025 MRED. All rights reserved.
This IDX solution is (c) Diverse Solutions 2025.
