5626 S Woodlawn Avenue
Chicago, IL, 60637
$4,100,000
5 Beds
5 Baths
6,300 SqFt
0.22 Acres
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$4,100,000
5626 S Woodlawn Avenue
Chicago, IL, 60637
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Welcome to 5626 South Woodlawn Avenue – a gracious and architecturally significant residence nested within the University of Chicago campus in Hyde Park, one of Chicago’s most historic and vibrant communities. One of two houses designed in 1911 by the esteemed firm of Riddle & Riddle – this was personal home of architect Herbert Riddle. Crafted with a distinctly French elegance, the remarkable entrance canopy evokes Hector Guimard’s iconic Paris Metro stations. Gracefully arched windows and Art Nouveau railings further enrich the home’s refined facade. Offering over 6,000 square feet of living space, the layout reflects the influence of European sensibilities on Riddle’s work. The Living Room overlooks the garden and provides a tranquil retreat in the French tradition, while the formal Dining Room is positioned at the front of the home in the practice of 18th-century English custom. Now thoroughly renovated, the home seamlessly blends its architectural heritage with modern sophistication. In 2019 the current owners undertook a project that was comprehensive: it included a structural renovation for a new kitchen, new spa-inspired baths, updated lighting, new and refinished hardwood floors, and modern essentials like updated electrical, waterproofed basement, a new boiler, and water filtration system. At the heart of the floor plan, the dramatic, high-end kitchen anchors the home and features top-of-the-line appliances and sophisticated finishes, offering both style and functionality. The kitchen connects seamlessly to the adjacent bar, dining, and entertaining areas – complemented by a gallery, den, and private office. On the upper levels are a lavish Primary Suite that spans the width of the house, four additional bedrooms, a stunning two-story sitting room and a spacious Great Room designed with flexible options for living, working, or recreation. The partially finished lower level allows ample space for a gym, game room, laundry, mechanicals and storage. Set on an oversized lot, 5626 South Woodlawn is a rare opportunity to own an architecturally significant home that unites historic charm with modern sophistication – in the heart of one of Chicago’s most beloved neighborhoods.

Property Details

Price:
$4,100,000
MLS #:
MRD12355933
Status:
Active Under Contract
Beds:
5
Baths:
5
Type:
Single Family
Neighborhood:
CHI – Hyde Park
Listed Date:
May 6, 2025
Finished Sq Ft:
6,300
Year Built:
1911
TennisChi – Hyde ParkChi – Hyde ParkRay Elementary School

Schools

School District:
299
Elementary School:
Ray Elementary School

Interior

Appliances
Range, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Range Hood
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Small Duct High Velocity
Fireplaces Total
3
Heating
Natural Gas

Exterior

Architectural Style
Traditional
Community Features
Park, Tennis Court(s), Curbs, Sidewalks, Street Lights, Street Paved
Construction Materials
Brick, Limestone
Parking Features
Off Alley, On Site, Garage Owned, Detached, Garage
Parking Spots
2
Roof
Slate

Financial

HOA Frequency
Not Applicable
HOA Includes
None
Tax Year
2023
Taxes
$25,087
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Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.

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Current real estate data for Single Family in Chicago as of Sep 02, 2025
3,019
Single Family Listed
73
Avg DOM
225
Avg $ / SqFt
$547,571
Avg List Price

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Property Summary

    5626 S Woodlawn Avenue Chicago IL is a Single Family for sale in Chicago, IL, 60637. It is listed for $4,100,000 and features 5 beds, 5 baths, and has approximately 6,300 square feet of living space, and was originally constructed in 1911. The current price per square foot is $651. The average price per square foot for Single Family listings in Chicago is $225. The average listing price for Single Family in Chicago is $547,571. To schedule a showing of MLS#mrd12355933 at 5626 S Woodlawn Avenue in Chicago, IL, contact your Compass / The Debra Dobbs Group agent at 3123074909.
5626 S Woodlawn Avenue
Chicago, IL