$559,000
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.
Estimated monthly cost for this home
$3,457/mo
Estimate only, not a quote or offer of credit. Rate starts from today's market rate (6.66%, 2026-08-27). Taxes from the listing's MRED record. Talk to a lender for real numbers; a Subdiview agent can introduce you to a good one.
| Listed Aug 31, 2026 | $559,000 |
| 2024 property taxes | $5,039/yr |
From the listing's MRED record. MRED does not publish per-change dates through IDX, so price changes are shown without one rather than guessed.
MRED Broker ReciprocityThis listing is part of the MRED data exchange program provided courtesy of Blue Door Dave Inc, listed by David Thomas.
Information last updated Aug 31, 2026, 11:28 AM.
6642 Drexel Avenue
Chicago, IL 60637

Talk to a Subdiview agent.
Local. They live in the area and know what’s behind these floor plans, not someone who paid for a lead.
Get the full disclosure packet, recent comps, and a private showing within 24 hours.
Call 224-385-8779Sourced from the MRED MLS feed. Last updated when the listing was modified.