2019 W Greenleaf Avenue
Chicago, IL, 60645
$1,199,900
4 Beds
3 Baths
2,457 SqFt
0.2 Acres
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$1,199,900
2019 W Greenleaf Avenue
Chicago, IL, 60645
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Rare opportunity to own a meticulously maintained and thoughtfully updated Rogers Park home featured in a magazine! This special residence, perfect for the most discerning buyer, blends timeless architectural charm with magical indoor and outdoor spaces, including a welcoming covered front porch. Generous living and dining areas with pristine hardwood flooring lead to a sun-filled kitchen in the back of the home. Kitchen is the heart of this home with a plentiful cabinetry, generous countertops and high end appliances including a Fisher and Paykel oven and Miele dishwasher. Upstairs, please find four true bedrooms, all with ample closets (one cedar), and a balcony overlooking your backyard which is an urban oasis. Enjoy the expansive brick paver patio surrounded by lush landscaping, mature trees, colorful plantings, and multiple areas for relaxing or entertaining. A charming side path with arbor leads to the private backyard retreat, creating a serene setting on a 172×50 lot rarely found in the city. A complete irrigation system exists for ease! Lower level is the perfect guest suite with a bedroom, full bathroom, second kitchen and more. Enjoy the vintage charm in this suite. Many smart home features with robust wifi access throughout the home. Ideally located on a picturesque tree-lined street in the heart of Rogers Park, this one-of-a-kind home offers easy access to parks, the lakefront, restaurants, shopping, public transportation, Loyola University, and all that this vibrant neighborhood has to offer. Freshly painted and perfectly maintained by A+ owners, all you need to do is move right in and be proud to call this home.

Property Details

Price:
$1,199,900
MLS #:
MRD12471949
Status:
Active Under Contract
Beds:
4
Baths:
3
Type:
Single Family
Subdivision:
Rogers Park
Neighborhood:
chirogerspark
Listed Date:
Apr 17, 2026
Finished Sq Ft:
2,457
Year Built:
1888
VictorianChi – Rogers ParkChirogersparkRogers Park

Schools

School District:
299

Interior

Appliances
Range, Dishwasher, Refrigerator, Washer, Dryer, Cooktop
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Fireplaces Total
1
Flooring
Hardwood
Heating
Steam
Interior Features
In-Law Floorplan, 1st Floor Full Bath, Walk-In Closet(s), Historic/Period Mlwk, Separate Dining Room, Workshop
Laundry Features
In Kitchen, Sink

Exterior

Architectural Style
Victorian
Community Features
Park, Curbs, Sidewalks, Street Paved
Construction Materials
Stucco
Exterior Features
Balcony
Fencing
Fenced
Garage Spaces
2
Lot Features
Mature Trees
Parking Features
Off Alley, Garage Door Opener, Garage, Yes, Garage Owned, Detached, Owned
Parking Spots
4
Parking Total
4
Patio And Porch Features
Deck, Patio, Porch
Roof
Asphalt
Window Features
Screens

Financial

HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2024
Taxes
$9,130
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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 Apr 22, 2026
2,772
Single Family Listed
70
Avg DOM
232
Avg $ / SqFt
$566,417
Avg List Price

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Property Summary

    Located in the Rogers Park subdivision, 2019 W Greenleaf Avenue Chicago IL is a Single Family for sale in Chicago, IL, 60645. It is listed for $1,199,900 and features 4 beds, 3 baths, and has approximately 2,457 square feet of living space, and was originally constructed in 1888. The current price per square foot is $488. The average price per square foot for Single Family listings in Chicago is $232. The average listing price for Single Family in Chicago is $566,417. To schedule a showing of MLS#mrd12471949 at 2019 W Greenleaf Avenue in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.
2019 W Greenleaf Avenue
Chicago, IL