5037 W Winona Street, Chicago, IL 60630
5037 W Winona Street, Chicago, IL 60630,Video Tour
5037 W Winona Street, Chicago, IL 60630
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Listed by Cory Tanzerof Option Premier LLC
$594,999
Est. payment /mo
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3 Beds
Open 5/16 11AM-1PM

5037 W Winona Street Chicago, IL 60630

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Patrick Clarke

Patrick Clarke

+1(708) 691-4052

Open House

Sat May 16, 11:00am - 1:00pm

UPDATED:

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 12649714

Bedrooms 3

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. Significant exterior improvements include a newer roof, windows, siding, 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.

Location

State IL

County Cook

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

Zoning MULTI

Rooms

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

Interior

Heating Natural Gas, Forced Air

Fireplace N

Exterior

Exterior Feature Breezeway, Lighting

Garage Spaces 2.0

View Y/N true

Roof Type Asphalt

Building

Foundation Concrete Perimeter

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/7a88709f-4b5d-4cdd-939b-8271ec5693d8?wl=true&setAttribution=mls&initialViewType=pano

Midwest Real Estate Data (MRED) VOW
© 2026 Listings courtesy of MRED as distributed by MLS GRID. All Rights Reserved.

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5037 W Winona Street

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Patrick Clarke
Patrick Clarke

Broker | License ID: 471.007683

+1(708) 691-4052

9755 W. 143rd St., Park, IL., 60462

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