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
Address:
2216 W Greenleaf Avenue
Type:
Single Family
Neighborhood:
chiwestridge
City:
Chicago
Listed Date:
Sep 2, 2025
State:
IL
Finished Sq Ft:
3,594
ZIP:
60645
Year Built:
1913
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
Listing Agent & Office
Wayne Beals
Exit Strategy Realty / EMA Management
Mortgage Calculator
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2216 W Greenleaf Avenue
Chicago, IL
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