1224 W WINONA Street #3E
Chicago, IL, 60640
$595,000
2 Beds
2 Baths
2,100 SqFt
0 Acres
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$595,000
1224 W WINONA Street #3E
Chicago, IL, 60640
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Live the dream in Andersonville in this extra-wide, 2 bedroom + Office duplex-up penthouse condo offering over 2,100 sq ft of sun-filled living space. The open layout features an island kitchen with white cabinets, granite countertops, and a mosaic tile backsplash, flowing into a spacious living room with hardwood floors and a gas fireplace. A dramatic wall of south-facing windows fills the home with light and overlooks the beautiful, tree-lined Winona Street. Upstairs, enjoy an enormous open loft area – perfect for a home office or family room. Meticulously maintained, this home includes numerous updates: new roof (2019), reinforced masonry (2020), skylight (2022), washer & dryer (2022), and newer appliances – oven (’22), dishwasher (’20), refrigerator (’25). The building is pet friendly with no special assessments planned and approx. $18K in reserves. Unit also has extra storage is in the basement. The deck was sealed in 2024. The six-unit building is self-managed, rentals are allowed, and the association has been extremely well cared for. Enjoy Andersonville’s best just steps away – cafes, boutiques, and award-winning dining on Clark Street, plus nearby Argyle’s “Little Saigon” and the Argyle Red Line stop. Experience bright, beautiful living in one of Chicago’s most beloved neighborhoods.

Property Details

Price:
$595,000
MLS #:
MRD12494166
Status:
Active Under Contract
Beds:
2
Baths:
2
Type:
Condo
Neighborhood:
chiuptown
Listed Date:
Oct 14, 2025
Finished Sq Ft:
2,100
Year Built:
2000
Parking TotalChi – UptownChiuptownMccutcheon Elementary SchoolMccutcheon Elementary SchoolSenn High School

Schools

School District:
299
Elementary School:
Mccutcheon Elementary School
Middle School:
Mccutcheon Elementary School
High School:
Senn High School

Interior

Appliances
Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Humidifier
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Fireplaces Total
1
Flooring
Hardwood
Heating
Natural Gas, Forced Air
Laundry Features
Washer Hookup

Exterior

Association Amenities
Storage
Construction Materials
Brick, Block
Parking Features
Concrete, Assigned, Off Alley, On Site, Owned
Parking Spots
1

Financial

HOA Fee
$291
HOA Frequency
Monthly
HOA Includes
Water, Parking, Insurance, Exterior Maintenance, Scavenger
Tax Year
2023
Taxes
$8,226
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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 Condo in Chicago as of Oct 20, 2025
3,702
Condo Listed
62
Avg DOM
365
Avg $ / SqFt
$605,096
Avg List Price

Community

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Property Summary

    1224 W WINONA Street #3E Chicago IL is a Condo for sale in Chicago, IL, 60640. It is listed for $595,000 and features 2 beds, 2 baths, and has approximately 2,100 square feet of living space, and was originally constructed in 2000. The current price per square foot is $283. The average price per square foot for Condo listings in Chicago is $365. The average listing price for Condo in Chicago is $605,096. To schedule a showing of MLS#mrd12494166 at 1224 W WINONA Street #3E in Chicago, IL, contact your Compass / The Debra Dobbs Group agent at 3123074909.
1224 W WINONA Street #3E
Chicago, IL