2216 W Greenleaf Avenue
Chicago, IL, 60645
$1,090,000
5 Beds
4 Baths
3,594 SqFt
0 Acres
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$1,090,000
2216 W Greenleaf Avenue
Chicago, IL, 60645
MLS #MRD12461553 image #0MLS #MRD12461553 image #1MLS #MRD12461553 image #2MLS #MRD12461553 image #3MLS #MRD12461553 image #4MLS #MRD12461553 image #5MLS #MRD12461553 image #6MLS #MRD12461553 image #7MLS #MRD12461553 image #8MLS #MRD12461553 image #9MLS #MRD12461553 image #10MLS #MRD12461553 image #11MLS #MRD12461553 image #12MLS #MRD12461553 image #13MLS #MRD12461553 image #14MLS #MRD12461553 image #15MLS #MRD12461553 image #16MLS #MRD12461553 image #17MLS #MRD12461553 image #18MLS #MRD12461553 image #19MLS #MRD12461553 image #20MLS #MRD12461553 image #21MLS #MRD12461553 image #22MLS #MRD12461553 image #23MLS #MRD12461553 image #24MLS #MRD12461553 image #25MLS #MRD12461553 image #26MLS #MRD12461553 image #27MLS #MRD12461553 image #28MLS #MRD12461553 image #29MLS #MRD12461553 image #30MLS #MRD12461553 image #31MLS #MRD12461553 image #32MLS #MRD12461553 image #33MLS #MRD12461553 image #34
Step into a piece of Chicago history with this meticulously updated residence, circa 1910. Originally built by a discerning homeowner who chose the beloved bungalow style for this expansive, extra-wide lot, the updates seamlessly blend historic charm with modern luxury. A generous setback from the street creates a sense of privacy and grandeur, offering a welcoming approach to the home. Similarly, the oversized rear yard provides a rare urban oasis with ample space for outdoor activities, gardening, and entertaining. A welcoming feature of this home is the expansive front porch, subtly screened by a mature Japanese maple. It’s perfect for entertaining guests or simply relaxing on a sunny spring afternoon while you enjoy the neighborhood’s charm and substantial front yard. Inside, the home has been thoughtfully reimagined while preserving its original character. The main level boasts a high-end, open kitchen featuring custom white and walnut cabinetry with functional, high-end drawer and pantry pull-out hardware. Built-in appliances include a Sub-Zero refrigerator, a perfect combination of form and function for culinary enthusiasts and entertaining. Make dinner while taking in a view of the rear yard. Hardwood floors flow throughout the home, leading to a spacious living room centered by a fireplace. Original details, including beautifully preserved wood windows, doors, a staircase, trim, and moldings, add to the home’s unique appeal. The main level also features two generously sized Jack and Jill bedrooms and a tastefully appointed full bath, offering comfortable living spaces. Ascend the original hardwood terraced staircase to find three spacious bedrooms, including a luxurious primary suite with a perfected layout. This suite is a true sanctuary, featuring a modern freestanding tub, dual vanities, gorgeous tile work, and a glass-walled tiled shower. A conveniently located laundry area and ample closet space enhance the suite’s functionality. A large family bath on the second floor with dual vanities, a separate tub, and shower caters to family and guests alike. The extra-deep, finished basement provides even more living space, featuring a massive family room, a fourth full bathroom, an office, and a workshop, along with an exit to the rear yard. This space offers endless possibilities for recreation and storage. Modern comforts and efficiency are paramount. The home boasts updated mechanical systems, including a zoned high-efficiency HVAC system, ensuring year-round comfort and energy efficiency. Out back, a brick two-car garage and oversized rear yard, complete with a covered patio, are ideal for outdoor gatherings and relaxation. More than just a home, this is a piece of Chicago’s architectural legacy, thoughtfully updated for modern living. Don’t miss the opportunity to own this exceptional property.

Property Details

Price:
$1,090,000
MLS #:
MRD12461553
Status:
Active Under Contract
Beds:
5
Baths:
4
Type:
Single Family
Neighborhood:
chiwestridge
Listed Date:
Sep 2, 2025
Finished Sq Ft:
3,594
Year Built:
1913
Chi – West RidgeChiwestridge

Schools

School District:
299

Interior

Appliances
Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Cooktop, Oven, Range Hood
Bathrooms
4 Full Bathrooms
Cooling
Central Air, Zoned
Fireplaces Total
1
Flooring
Hardwood
Heating
Natural Gas
Laundry Features
Upper Level, Gas Dryer Hookup

Exterior

Architectural Style
Bungalow
Construction Materials
Brick
Parking Features
Off Alley, On Site, Garage Owned, Detached, Garage
Parking Spots
2

Financial

HOA Frequency
Not Applicable
HOA Includes
None
Tax Year
2023
Taxes
$10,284
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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 18, 2025
3,100
Single Family Listed
68
Avg DOM
226
Avg $ / SqFt
$547,057
Avg List Price

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Property Summary

    2216 W Greenleaf Avenue Chicago IL is a Single Family for sale in Chicago, IL, 60645. It is listed for $1,090,000 and features 5 beds, 4 baths, and has approximately 3,594 square feet of living space, and was originally constructed in 1913. The current price per square foot is $303. The average price per square foot for Single Family listings in Chicago is $226. The average listing price for Single Family in Chicago is $547,057. To schedule a showing of MLS#mrd12461553 at 2216 W Greenleaf Avenue in Chicago, IL, contact your Compass / The Debra Dobbs Group agent at 3123074909.
2216 W Greenleaf Avenue
Chicago, IL