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.
New
$559,000
6642 S Drexel Ave, Chicago, IL 60637
5beds
4,000sqft
Single Family Residence
Built in 1897
3,136 Square Feet Lot
$555,700 Zestimate®
$140/sqft
$-- HOA
What's special
Detached two-car garage
- 1 day
- 132
- 9
Zillow last checked:
Listing updated:
Listed by:
David Thomas 773-301-7966,
Blue Door Dave Inc
Source: MRED as distributed by MLS GRID,MLS#: 12746791
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Bedroom 5, Mud Room, Pantry, Recreation Room, Storage, Utility Room-Lower Level, Walk In Closet
Primary bedroom
- Features: Flooring (Hardwood), Bathroom (Full)
- Level: Second
- Area: 255 Square Feet
- Dimensions: 17X15
Bedroom 2
- Features: Flooring (Hardwood)
- Level: Second
- Area: 100 Square Feet
- Dimensions: 10X10
Bedroom 3
- Features: Flooring (Hardwood)
- Level: Second
- Area: 180 Square Feet
- Dimensions: 15X12
Bedroom 4
- Features: Flooring (Luxury Vinyl)
- Level: Basement
- Area: 120 Square Feet
- Dimensions: 12X10
Bedroom 5
- Features: Flooring (Luxury Vinyl)
- Level: Basement
- Area: 110 Square Feet
- Dimensions: 11X10
Dining room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 264 Square Feet
- Dimensions: 22X12
Family room
- Features: Flooring (Luxury Vinyl)
- Level: Basement
- Area: 324 Square Feet
- Dimensions: 18X18
Kitchen
- Features: Kitchen (Eating Area-Table Space, Island, Pantry-Closet, SolidSurfaceCounter, Updated Kitchen), Flooring (Hardwood)
- Level: Main
- Area: 364 Square Feet
- Dimensions: 26X14
Laundry
- Features: Flooring (Hardwood)
- Level: Second
- Area: 55 Square Feet
- Dimensions: 11X5
Living room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 288 Square Feet
- Dimensions: 18X16
Mud room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 24 Square Feet
- Dimensions: 6X4
Pantry
- Features: Flooring (Hardwood)
- Level: Main
- Area: 40 Square Feet
- Dimensions: 8X5
Recreation room
- Features: Flooring (Other)
- Level: Basement
- Area: 306 Square Feet
- Dimensions: 18X17
Storage
- Features: Flooring (Hardwood)
- Level: Second
- Area: 25 Square Feet
- Dimensions: 5X5
Other
- Features: Flooring (Stone)
- Level: Basement
- Area: 96 Square Feet
- Dimensions: 16X6
Walk in closet
- Features: Flooring (Hardwood)
- Level: Second
- Area: 49 Square Feet
- Dimensions: 7X7
Heating
- Natural Gas, Forced Air, Sep Heating Systems - 2+, Indv Controls, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Range, Microwave, Dishwasher, Refrigerator, Stainless Steel Appliance(s), Gas Oven, Gas Water Heater
- Laundry: Upper Level, Multiple Locations
Features
- Flooring: Hardwood
- Basement: Finished,Full
- Number of fireplaces: 1
- Fireplace features: Electric, Living Room
Interior area
- Total structure area: 4,000
- Total interior livable area: 4,000 sqft
- Finished area below ground: 1,300
Property
Parking
- Total spaces: 2.5
- Parking features: Concrete, Off Alley, Yes, Garage Owned, Detached, Garage
- Garage spaces: 2.5
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 2
- Patio & porch: Deck
- Exterior features: Lighting
- Fencing: Fenced
Lot
- Size: 3,136 Square Feet
- Dimensions: 25X125
Details
- Parcel number: 20231210380000
- Special conditions: None
- Other equipment: Ceiling Fan(s)
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Brownstone
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Concrete Perimeter
- Roof: Rubber
Condition
- New construction: No
- Year built: 1897
- Major remodel year: 2026
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Lake Michigan, Public
Community & HOA
Community
- Features: Park, Curbs, Sidewalks, Street Lights, Street Paved
- Security: Carbon Monoxide Detector(s)
HOA
- Services included: None
Location
- Region: Chicago
Financial & listing details
- Price per square foot: $140/sqft
- Tax assessed value: $250,010
- Annual tax amount: $5,038
- Date on market: 8/31/2026
- Ownership: Fee Simple
Estimated market value
$555,700
$528,000 - $583,000
$4,725/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/31/2026 | Listed for sale | $559,000-4.4%$140/sqft |
Source:  MRED as distributed by MLS GRID #12746791 Report a problem | ||
| 8/21/2026 | Listing removed | $585,000$146/sqft |
Source: MRED as distributed by MLS GRID #12668277 Report a problem | ||
| 7/6/2026 | Price change | $585,000-1.7%$146/sqft |
Source: MRED as distributed by MLS GRID #12668277 Report a problem | ||
| 6/7/2026 | Listed for sale | $595,000+67.6%$149/sqft |
Source: MRED as distributed by MLS GRID #12668277 Report a problem | ||
| 2/23/2026 | Sold | $355,000-38.3%$89/sqft |
Source: MRED as distributed by MLS GRID #12535636 Report a problem | ||
| 11/1/2024 | Listing removed | $575,000$144/sqft |
Source: MRED as distributed by MLS GRID #12167176 Report a problem | ||
| 10/15/2024 | Price change | $575,000-1.7%$144/sqft |
Source: MRED as distributed by MLS GRID #12167176 Report a problem | ||
| 9/18/2024 | Listed for sale | $585,000-4.1%$146/sqft |
Source: MRED as distributed by MLS GRID #12167176 Report a problem | ||
| 8/28/2024 | Listing removed | $610,000$153/sqft |
Source: MRED as distributed by MLS GRID #12019146 Report a problem | ||
| 8/22/2024 | Price change | $610,000-1.6%$153/sqft |
Source: MRED as distributed by MLS GRID #12019146 Report a problem | ||
| 8/9/2024 | Price change | $620,000-0.8%$155/sqft |
Source: MRED as distributed by MLS GRID #12019146 Report a problem | ||
| 7/13/2024 | Price change | $625,000-3.8%$156/sqft |
Source: MRED as distributed by MLS GRID #12019146 Report a problem | ||
| 4/2/2024 | Listed for sale | $650,000$163/sqft |
Source: MRED as distributed by MLS GRID #12019146 Report a problem | ||
| 3/14/2024 | Listing removed | -- |
Source: MRED as distributed by MLS GRID #11987854 Report a problem | ||
| 2/23/2024 | Listed for sale | $650,000-5.1%$163/sqft |
Source: MRED as distributed by MLS GRID #11987854 Report a problem | ||
| 2/23/2024 | Listing removed | -- |
Source: MRED as distributed by MLS GRID #11972453 Report a problem | ||
| 2/2/2024 | Listed for sale | $685,000-6.2%$171/sqft |
Source: MRED as distributed by MLS GRID #11972453 Report a problem | ||
| 2/2/2024 | Listing removed | -- |
Source: MRED as distributed by MLS GRID #11952198 Report a problem | ||
| 12/28/2023 | Listed for sale | $730,000-2.7%$183/sqft |
Source: MRED as distributed by MLS GRID #11952198 Report a problem | ||
| 12/28/2023 | Listing removed | -- |
Source: MRED as distributed by MLS GRID #11914312 Report a problem | ||
| 11/29/2023 | Price change | $750,000-9.1%$188/sqft |
Source: MRED as distributed by MLS GRID #11914312 Report a problem | ||
| 11/21/2023 | Listed for sale | $825,000+230%$206/sqft |
Source: MRED as distributed by MLS GRID #11914312 Report a problem | ||
| 11/23/2021 | Sold | $250,000-9.1%$63/sqft |
Source: MRED as distributed by MLS GRID #11278911 Report a problem | ||
| 1/19/2021 | Listing removed | -- |
Source:  MRED as distributed by MLS GRID Report a problem | ||
| 12/30/2020 | Contingent | $275,000$69/sqft |
Source: MRED as distributed by MLS GRID #10956894 Report a problem | ||
| 12/30/2020 | Pending sale | $275,000$69/sqft |
Source: Intellectual Real Estate Services and Investments #10956894 Report a problem | ||
| 12/21/2020 | Listed for sale | $275,000+49.5%$69/sqft |
Source: Intellectual Real Estate Services and Investments #10956894 Report a problem | ||
| 9/16/2004 | Sold | $184,000+363.9%$46/sqft |
Source: Public Record Report a problem | ||
| 3/25/1994 | Sold | $39,666$10/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $5,039 +48.7% | $25,001 +56.3% |
| 2023 | $3,388 +2.9% | $15,999 |
| 2022 | $3,291 +29.2% | $15,999 |
| 2021 | $2,548 -7.5% | $15,999 +3.5% |
| 2020 | $2,753 -1.7% | $15,459 -11% |
| 2019 | $2,801 +1.8% | $17,370 |
| 2018 | $2,753 -12.4% | $17,370 -3.4% |
| 2017 | $3,143 +1.4% | $17,978 |
| 2016 | $3,101 +10.2% | $17,978 |
| 2015 | $2,814 +33.5% | $17,978 +29.1% |
| 2014 | $2,107 +2.6% | $13,925 |
| 2013 | $2,054 +0.2% | $13,925 |
| 2012 | $2,051 -16.7% | $13,925 -19.1% |
| 2011 | $2,462 +17.9% | $17,215 |
| 2010 | $2,088 +14% | $17,215 |
| 2009 | $1,831 -14.4% | $17,215 -20.4% |
| 2008 | $2,139 +20.6% | $21,626 |
| 2007 | $1,773 -42.9% | $21,626 |
| 2006 | $3,105 +51.4% | $21,626 +72.3% |
| 2005 | $2,050 +1% | $12,548 |
| 2004 | $2,030 +43.2% | $12,548 |
| 2003 | $1,417 -5.4% | $12,548 +23.5% |
| 2002 | $1,498 -14.9% | $10,163 |
| 2001 | $1,760 +44% | $10,163 |
| 2000 | $1,222 -0.7% | $10,163 +59.8% |
| 1999 | $1,230 | $6,360 |
Find assessor info on the county website
Monthly payment
Est. payment
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Neighborhood: Woodlawn
Nearby schools
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