5033 W Winona ST, Chicago, IL 60630
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5033 W Winona ST, Chicago, IL 60630
5033 W Winona ST, Chicago, IL 60630
5033 W Winona ST, Chicago, IL 60630
5033 W Winona ST, Chicago, IL 60630
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$ 950,000
Est. payment /mo
Active Under Contract

5033 W Winona ST Chicago, IL 60630

5 Beds

4 Baths

3,300 SqFt


UPDATED:

Key Details

Property Type Single Family Home

Sub Type Detached Single

Listing Status Active Under Contract

Purchase Type For Sale

Square Footage 3,300 sqft

Price per Sqft $287

MLS Listing ID 12608944

Bedrooms 5

Full Baths 4

Year Built 2017

Annual Tax Amount $11,792

Tax Year 2023

Lot Size 4,007 Sqft

Lot Dimensions 31.75 X 126

Property Sub-Type Detached Single

Property Description

Welcome to this beautifully appointed 5bedroom, 4fullbath home offering exceptional space, timeless design, and modern technology, all perfectly situated on a quiet, low traffic cul-de-sac in sought after Jefferson Park. Designed for both comfort and style, this sun filled residence features a gorgeous open concept main floor highlighted by warm hardwood floors, a gas fireplace with custom mantel, designer lighting, and an open staircase that creates a seamless flow ideal for everyday living and entertaining. The chef's kitchen is truly the heart of the home, showcasing Bosch stainless steel appliances, classic shaker cabinetry, quartz countertops, a mosaic tile backsplash, and a generous center island with breakfast bar seating-perfect for casual meals or hosting gatherings. A main floor guest bedroom and full bath add flexibility, ideal for visitors, multigenerational living, or a home office. Upstairs, the sunny primary suite offers a private retreat with a spa bath featuring a frameless glass shower, designer tile, dual vanities, and a skylight. Two additional bedrooms, a full bath with tub, and a dedicated laundry room complete the upper level. The finished lower level elevates the home even further with impressive 13' ceiling heights, a spacious recreation room with wet bar and wine fridge, plus a fifth bedroom and full bath-perfect for guests, teens, or extended living. Outdoors, enjoy your own private patio, ideal for relaxing or entertaining. Additional highlights include a custom built, auto enthusiast's dream garage with epoxy flooring, abundant storage, and upgraded lighting. State-of-the-art security system, custom closets throughout, automatic shades in the family room, two zone HVAC with smart thermostats, and expandable smart Hue lighting in bedrooms and exterior-making this a truly move-in-ready, meticulously maintained home. Everyday convenience is unmatched, with nearby grocery stores, cafes, and locally loved restaurants along Foster and Lawrence Avenues, plus multiple neighborhood parks and green spaces just minutes away. The area is notably walkable for a residential setting and offers easy access to CTA bus routes and the Jefferson Park Transit Center, providing both Blue Line and Metra service for effortless commuting downtown or to O'Hare. Families will appreciate the home's close proximity to Beaubien Elementary School (PK8), located just a short walk away and widely regarded for its strong academics, active parent community, and welcoming neighborhood environment. High school students are typically served by William Howard Taft High School, rated in the upper tier of Chicago Public Schools A rare opportunity to own a thoughtfully designed, technology forward home offering exceptional space, natural light, privacy, and connectivity-this Jefferson Park gem truly checks every box. Check out the 3-D Tour and FACT SHEET (5033 WINONA AT A GLANCE) 1st showings 4/11/2026

Location

State IL

County Cook

Area Chi - Forest Glen

Rooms

Basement Finished, Full

Interior

Interior Features Wet Bar, 1st Floor Bedroom, 1st Floor Full Bath, Walk-In Closet(s)

Heating Natural Gas, Forced Air, Zoned

Cooling Central Air, Zoned

Flooring Hardwood

Fireplaces Number 1

Fireplaces Type Gas Log, Gas Starter

Equipment Security System, CO Detectors, Ceiling Fan(s), Sump Pump

Fireplace Y

Appliance Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Wine Refrigerator

Laundry Upper Level

Exterior

Garage Spaces 2.0

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

Roof Type Asphalt

Building

Dwelling Type Detached Single

Building Description Other, No

Sewer Public Sewer

Water Public

Level or Stories 2 Stories

Structure Type Other

New Construction false

Schools

Elementary Schools Beaubien Elementary School

High Schools William Howard Taft High School

School District 299 , 299, 299

Others

HOA Fee Include None

Ownership Fee Simple

Special Listing Condition None

Virtual Tour https://perfectview3d.com/3d-model/5033-winona/fullscreen-nobrand/


Midwest Real Estate Data (MRED) IDX
Listed by Robert Teverbaugh of  Century 21 Circle 

NEARBY SCHOOLS & PROPERTIES

Kelly Mead

Kelly Mead

Real Estate Advisor

+1(773) 320-0605

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5033 W Winona ST