$559,000
6642 S Drexel Avenue
Chicago, IL, 60637
Welcome to 6642 S. Drexel Avenue, a beautifully restored historic residence in the heart of Woodlawn that has been thoughtfully deconverted from a two-flat into a stunning single-family home. Combining timeless character with modern luxury, this home underwent an extensive renovation and restoration completed in 2026. From the moment you enter, you’ll appreciate the beautiful hardwood floors that flow throughout the home and the expansive open-concept main level designed for both everyday living and entertaining. The spacious floor plan offers generous living and dining areas, creating the perfect setting for gatherings of any size. The kitchen is truly the heart of the home, featuring backlit cabinetry, abundant storage, and ample space for a large eat-in dining area. Whether hosting guests or enjoying a quiet evening at home, this thoughtfully designed space provides both functionality and style. One of the home’s most remarkable features is found on the second level, where you’ll discover three spacious ensuite bedrooms-a rare and highly desirable layout seldom found in homes of this caliber. Each suite offers privacy, comfort, and its own dedicated bathroom, creating the ultimate retreat for family members and guests alike. The fully finished basement expands the living space even further, offering two additional bedrooms, a full bathroom, and endless possibilities for recreation, a home office, fitness area, or extended living arrangements. Additional features include a detached two-car garage and countless updates throughout the home that blend historic charm with contemporary finishes. Located in the rapidly growing Woodlawn community near Jackson Park, the University of Chicago, the Obama Presidential Center, and public transportation, this exceptional home offers a unique opportunity to own a piece of Chicago history reimagined for modern living. Zone B for Homegrown program up to $50k downpayment assistance available.
Property Details
Price:
$559,000
MLS #:
MRD12746791
Status:
Active Under Contract
Beds:
3
Baths:
5
Type:
Single Family
Neighborhood:
chiwoodlawn
Listed Date:
Aug 31, 2026
Finished Sq Ft:
4,000
Year Built:
1897
Schools
School District:
299
Interior
Appliances
Range, Microwave, Dishwasher, Refrigerator, Stainless Steel Appliance(s), Gas Oven
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
1300
Cooling
Central Air, Zoned
Fireplaces Total
1
Flooring
Hardwood
Heating
Natural Gas, Forced Air, Sep Heating Systems – 2+, Indv Controls, Zoned
Laundry Features
Upper Level, Multiple Locations
Exterior
Architectural Style
Brownstone
Community Features
Park, Curbs, Sidewalks, Street Lights, Street Paved
Construction Materials
Brick
Exterior Features
Lighting
Fencing
Fenced
Garage Spaces
2.5
Parking Features
Concrete, Off Alley, Yes, Garage Owned, Detached, Garage
Parking Spots
25
Parking Total
2.5
Patio And Porch Features
Deck
Roof
Rubber
Financial
HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2024
Taxes
$5,039
Debra Dobbs is one of Chicago’s top realtors with more than 42 years in the real estate business.
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Current real estate data for Single Family in Chicago as of Nov 08, 2026
2,670
Single Family Listed
68
Avg DOM
245
Avg $ / SqFt
$544,991
Avg List Price
Community
- Address6642 S Drexel Avenue Chicago IL
- CityChicago
- CountyCook
- Zip Code60637
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Property Summary
- 6642 S Drexel Avenue Chicago IL is a Single Family for sale in Chicago, IL, 60637. It is listed for $559,000 and features 3 beds, 5 baths, and has approximately 4,000 square feet of living space, and was originally constructed in 1897. The current price per square foot is $140. The average price per square foot for Single Family listings in Chicago is $245. The average listing price for Single Family in Chicago is $544,991. To schedule a showing of MLS#mrd12746791 at 6642 S Drexel Avenue in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.

Copyright 2026. All rights reserved.
6642 S Drexel Avenue
Chicago, IL





