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
BEDROOMS
5
BATHROOMS
4
SQFT
3594
YEAR BUILT
1913
PARKING SPOTS
2
MLS #
12461553
FULL ADDRESS
2216 2216 Greenleaf Avenue
CITY
Chicago, IL
ZIP
60645

Listing Details

Listing Office
Exit Strategy Realty / EMA Management
Listing Agent
Wayne Beals
Contact
312-767-0572
Last Data Update
2025-10-21T13:38:10Z

Interior

BATHROOMS
4 Full Bathrooms

Schools

School District
299
Elementary School
High School

Buy This Home With a Local Expert

22 years. 600+ Chicago closings. Individual, hands-on representation from first tour through close. Ken can be your buyer's agent on this property. Call 773.398.5585 or drop your details below.

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