5037 W Winona ST, Chicago, IL 60630
5037 W Winona ST, Chicago, IL 60630,Video Tour
5037 W Winona ST, Chicago, IL 60630
5037 W Winona ST, Chicago, IL 60630
5037 W Winona ST, Chicago, IL 60630
5037 W Winona ST, Chicago, IL 60630
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Michael Bempah

Michael Bempah

The Bempah Group

+1(630) 206-9116
$ 594,888
Est. payment | /mo

4 Beds

3 Baths

Save Virtual Tour
$ 594,888
Est. payment | /mo
Save Virtual Tour

4 Beds

3 Baths

Open House

Wed Jul 08, 10:00am - 12:00pm

Fri Jul 10, 10:00am - 12:00pm

Sat Jul 11, 10:00am - 12:00pm

Key Details

Property Type Multi-Family

Sub Type Two to Four Units

Listing Status Active

Purchase Type For Sale

Subdivision Forest Glen

MLS Listing ID 12688970

Bedrooms 4

Year Built 1917

Annual Tax Amount $6,756

Tax Year 2023

Lot Dimensions 31X126

Property Sub-Type Two to Four Units

Property Description

Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2 bedrooms and 1 bathroom with hardwood floors throughout, a bright and spacious living room that flows into a separate dining room, and a well-appointed kitchen with an eat-in breakfast area. This unit also includes central heating and air conditioning, providing year-round comfort. The second-floor unit features 1 bedroom and 1 bathroom with 9-foot ceilings. All wood floors throughout the first/Second floor. The layout includes a large living room, separate dining room, and a spacious kitchen with a walk-in pantry, along with a generous bedroom featuring a large walk-in closet. The finished basement offers additional living, recreation, or storage space and includes shared laundry and mechanicals, including the furnace, A/C, and water heater. Basement features full bedroom and bathroom. Significant exterior improvements include a newer roof, windows, siding, 2 car garage, concrete patio, and privacy fence, creating a low-maintenance investment with appealing outdoor space. Located in the heart of Jefferson Park, the property offers exceptional access to transportation and neighborhood amenities, including nearby **CTA Blue Line stations and multiple Metra lines for easy commuting to downtown Chicago. Residents are also within walking distance to everyday conveniences such as Mariano's, Target, and Starbucks, with quick access to Interstate 90 and Interstate 94. Jefferson Park is known for its strong rental demand, neighborhood charm, and unmatched transit connectivity, making this property an excellent choice for investors seeking steady income or buyers looking to live in one unit while generating rental income from the other. Home has a 2 car garage and parking pad next to garage. Fully fenced in yard. Click on 3d tour to walk though unit.

Location

State IL

County Cook

Area Chi - Forest Glen

Zoning MULTI

Rooms

Basement Finished, Exterior Entry, Concrete, Sleeping Area, Storage Space, Full

Interior

Heating Natural Gas, Forced Air

Equipment CO Detectors, Ceiling Fan(s)

Fireplace N

Exterior

Exterior Feature Breezeway, Lighting

Garage Spaces 2.0

Community Features Park, Curbs, Sidewalks, Street Lights, Street Paved

Roof Type Asphalt

Building

Dwelling Type Two to Four Units

Building Description Aluminum Siding, No

Sewer Public Sewer

Water Lake Michigan

Structure Type Aluminum Siding

New Construction false

Schools

School District 299 , 299, 299

Others

Ownership Fee Simple

Special Listing Condition List Broker Must Accompany

Virtual Tour https://www.zillow.com/view-imx/08dc2720-6fda-49d8-b718-a8754d502aa2?wl=true&setAttribution=mls&initialViewType=pano

Midwest Real Estate Data (MRED) IDX
© 2026 Listings courtesy of MRED as distributed by MLS GRID. All Rights Reserved.
Listed by Cory Tanzer of  Option Premier LLC 
NEARBY SCHOOL & BUSINESS
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Michael Bempah
Michael Bempah

Broker | License ID: 475.175881

+1(630) 206-9116

50 S Main St, Naperville, IL, 60540, USA

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5037 W Winona ST

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