5033 Winona Street, Forest Glen, Chicago, Illinois 60630


$950,000

For Sale
Status: New
Sqft: 3,300
Cost/Sqft: $288
Beds: 4
Baths: 4
Year Built: 2017
Property Taxes: $11,792
Days On Market: 1
Lot Size: 0,09
Map
Street View

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

Property Specifics

Single Family
2017
No
0.09
Cook
0 / Not Applicable
12608944
13094060090000

Nearby Schools

NAME: DISTRICT: DISTANCE:
Grade School
Beaubien Elementary School
299
High School
William Howard Taft High School
299 Not in DB

Property History

DATE: EVENT: PRICE: SOURCE:
22 Apr, 2020 Sold $691,000 MRED MLS
18 Feb, 2020 Under contract $725,000 MRED MLS
27 Jan, 2020 Listed for sale $725,000 MRED MLS
8 Apr, 2026 Listed for sale $950,000 MRED MLS

Room Specifics

All Bedroom Info:
Total Bedrooms: 5
Bedrooms Above Ground: 4
Bedrooms Below Ground: 1
Second Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Third Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Fourth Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Fifth Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Bathroom Info:
Full Bathrooms: 4
Partial Bathrooms: 0
Bathroom Amenities: Separate Shower,Double Sink
Bathroom in Basement: 1
Additional Rooms Info:
Rooms: —
Basement: —
Basement Description: —

Other Specifics

2
31.75 X 126
Not in DB

Tax History

Year Property Taxes
2020 $10,883
2026 $11,792

Nearby Similar Homes

4944 Winona Street, Chicago, Illinois 60630
For Sale
$475,000
3 beds / 2.0 baths / 1,481 ft2
Single Family / Built: 1951
49

5229 Carmen Avenue, Chicago, Illinois 60630
For Sale
$485,000
3 beds / 2.0 baths / 1,394 ft2
Single Family / Built: 1889
28

4855 Argyle Street, Chicago, Illinois 60630
For Sale
$619,000
4 beds / 3.0 baths / 2,062 ft2
Single Family / Built: 1923
29

5009 Catalpa Avenue, Chicago, Illinois 60630
For Sale
$1,150,000
5 beds / 5.0 baths / 5,000 ft2
Single Family / Built: 1912
13

4828 Berwyn Avenue, Chicago, Illinois 60630
For Sale
$635,000
2 beds / 2.0 baths / 2,416 ft2
Single Family / Built: 1953
10

4910 Catalpa Avenue, Chicago, Illinois 60630
For Sale
$997,500
4 beds / 3.1 baths / 3,500 ft2
Single Family / Built: 1947
13

Nearby Sold Comparables

5033 Winona Street, Chicago, Illinois 60630
Sold
$725,000
4 beds / 4.0 baths / 3,300 ft2
Single Family / Built: 2017
2264

5028 Winona Street, Chicago, Illinois 60630
Sold
$189,900
3 beds / 2.0 baths / 1,060 ft2
Single Family / Built: 1976
5439

5042 Carmen, Chicago, Illinois 60630
Sold
$469,000
4 beds / 3.1 baths / 0 ft2
Single Family / Built: 2010
5390

5026 Carmen Avenue, Chicago, Illinois 60630
Sold
$549,000
5 beds / 3.1 baths / 4,300 ft2
Single Family / Built: 2006
6167

5040 Carmen Avenue, Chicago, Illinois 60630
Sold
$115,000
1 beds / 1.1 baths / 604 ft2
Single Family / Built: 1918
4785

5034 Carmen Avenue, Chicago, Illinois 60630
Sold
$154,900
3 beds / 2.0 baths / 1,144 ft2
Single Family / Built: 1930
4425


Contact Agent

Listing Provided By

Century 21 Circle