Back to search
Active

5136 Winona Street

Chicago, IL 60630
Directions
$689,000
3beds
2baths
1,653sqft
Anything from "is it priced right?" to "what's the catch?"

About this home

Welcome to 5136 Winona St, an exceptional Chicago bungalow that seamlessly blends timeless character with thoughtful modern updates, ideally positioned on a quiet, tree-lined street in the heart of Jefferson Park. Situated on an extra-wide lot, this residence offers an expansive and highly functional layout across three beautifully finished levels. The main level showcases sun-drenched living and dining spaces, designed for both everyday living and effortless entertaining. The updated kitchen is appointed with stainless steel appliances and flows seamlessly into the heart of the home. Two bedrooms and a well-appointed full bath complete this level, along with a charming enclosed three-season room-perfectly suited for a private office, wellness space, or creative retreat. Upstairs, the second level offers a tranquil escape with an additional bedroom and dedicated office or dormer space, ideal for today's flexible lifestyle. The fully finished basement, renovated in 2021 and featuring rare 10-foot ceilings, delivers an impressive extension of living space. This level includes a generous family room, oversized bedroom with a walk-in closet, and a second full bathroom. Outdoor living is equally compelling, with a fully fenced yard, private patio, expansive side yard, two-car garage, and additional parking pad-an uncommon convenience in the city. Located just moments away from the Jefferson Park Blue Line, Metra, and I-90/94. This home is a commuter's dream. You are within walking distance to local favorites, top-rated schools, and the sprawling greenery of Gladstone and Jefferson Parks. Don't miss out! This home offers the perfect blend of suburban comfort in the city!
MLS Description — as provided by the listing brokerage.

The facts

Property typeResidential
Year built1914
Age band100+ Years
Garage spaces2
Total parking3
Fireplaces0
Lot dimensions37.5X125
AreaCHI - Jefferson Park
Bedrooms (total)4
Bedrooms below grade1
Annual tax$8,115.66
First listedMay 14, 2026
Parcel #13094000280000
CountyCook
MLS #MRD12638398
Days on market1
Photos35

Schools

ElementaryBeaubien Elementary School

Features

Heating
Natural GasForced Air
Cooling
Central Air
Parking
YesGarage OwnedDetachedOwnedGarage
Construction
Frame
Sewer
Public Sewer
Listed by
Keller Williams Premiere Properties
Maria Montes De Oca

Listing courtesy of mred MLS as distributed by MLS GRID.

Based on information submitted to the MLS GRID as of 5/14/2026, 5:44:03 PM. All data should be independently verified.

$689,000
3 bd · 2 ba · 1,653 sqft
You + your agent

What do you think?

React below so your dwello agent knows how you feel. Leave a note to start a conversation about this home.

Loading…