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$1,110,000
5
beds
3
baths

1657 W Winona Street
Chicago, Illinois 60640

Closed / MLS #12619438 / Multiple Unit (2-4) / Uptown
Listing information updated 6/11/2026 at 6:03am
Gorgeous, well-maintained red brick 3 flat in amazing Andersonville location. 3 large, updated and legal units. First and second floor units are 2 bed 1 bath with generous room sizes, separate living and dining plus front sunroom with large windows that allow plenty of light to stream through. Updated kitchens feature 42" shaker style cabinets, loads of counter space and stainless appliances. Beautiful vintage features and hardwood floors throughout units 1 and 2 along with modern conveniences of updated kitchens and baths, and individual gas forced HVAC. Rear, enclosed mudroom leading to shared yard completes each of the above grade units. 1 bed 1 bath garden unit fully updated in 2022 features nicely upgraded kitchen with white shaker style cabinets, granite tops and stainless appliances. Open floorplan to living room and large bedroom with huge walk in closet. Common laundry in lower level, plus 2 car garage. All units and parking fully rented. Keep as arm-chair, income producing property or great owner occupant option. Beautiful and quiet, one-way street with close proximity to public transport, the lakeshore and all the vibrant restaurants, shops and nightlife of Andersonville and Ravenswood.
Exterior Type:
Brick
Basement:
Finished,Full
Beds Above Grade:
5
Heating System:
Natural Gas
Pool:
No
Age:
100+ Years
Parking Type:
Garage - Yes,Garage Owned,Detached,Garage
Parking Spaces:
2
Garage:
Detached
Room Count:
10
Water Front:
No
Square Feet:
N/A
Lot Size:
Less Than .25 Acre
Acreage:
0.06
Tax Amount:
$14,589
Tax Year:
2024
Zip Code:
60640
City:
Chicago
County:
Cook
School District(s):
299
Elementary School:
N/A
Middle School:
N/A
High School:
N/A

Listing Office: CL3 Property Management

Listing Office Phone: 773.227.2388

Disclaimer: The data relating to real estate for sale on this website comes courtesy of Midwest Real Estate Data, LLC as distributed by MLS GRID. Real estate listings held by brokerage firms other than @properties are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 6/11/2026 at 6:03am. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.

Uptown

Uptown, IL

Uptown has a glamorous past as the stomping grounds of Charlie Chaplin, Gloria Swanson and Al Capone. Today it shines as a place to call home for Chicagoans seeking incredible access to the lakefront, public transportation and a vibrant entertainment scene. Uptown’s early glamour is still reflecte...

CTA

CTA
Brown line at Damen
CTA
Red line at Argyle

Metra

Metra
Union Pacific North line at Ravenswood Metra
$459,544
Average Sale Price
31
Average Days On The Market
102%
Sales Prices VS. List Price
Data represents the community area’s average over the past 12 months. All information deemed reliable, but not guaranteed.
Map of 1657 W Winona Street, Chicago, IL 60640
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1657 W Winona Street, Chicago, IL 60640 is a multiple unit (2-4) which sold for $1,110,000. 1657 W Winona Street features 5 Beds, 3 Baths. This multiple unit (2-4) has been listed on @properties Christie's International Real Estate since April 15th, 2026 and was built in 1917. The nearest transit stops include Damen CTA Brown line and Ravenswood Metra Metra Union Pacific North line.

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@properties Christie’s International Real Estate, the @properties Christie’s International Real Estate’s logo, and other various trademarks, logos, designs, and slogans herein are the registered and unregistered trademarks of At World Properties, LLC d/b/a @properties Christie’s International Real Estate.
Because At World Properties, LLC d/b/a @properties Christie’s International Real Estate and/or its owners have an interest in Proper Title, LLC, OriginPoint, A Rate Company, Christie’s International Real Estate, LLC, and Suburban Jungle, LLC, a referral to any of these entities may provide @properties Christie’s International Real Estate with a financial or other benefit. Working with @properties does not require you to use the services of any of these entities.
At World Properties, LLC and its subsidiaries do not discriminate against the use of Housing Choice Vouchers. Se Aceptan Vales de Elección de Vivienda.
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