2237 W Winona St Chicago, IL 60625
2237 W Winona St Chicago, IL 60625 | MLS 12709262 Photo 1
2237 W Winona St Chicago, IL 60625 | MLS 12709262 Photo 2
2237 W Winona St Chicago, IL 60625 | MLS 12709262 Photo 3
2237 W Winona St Chicago, IL 60625 | MLS 12709262 Photo 4
2237 W Winona St Chicago, IL 60625 | MLS 12709262 Photo 5
For more information on this listing, contact us at: (773) 998-2401
Active
$1,595,000

2237 W Winona St Chicago, IL 60625

Detached Single Property Type
3 Beds
3 Full 1 Half Baths
3,068 Sq. Ft.
Cook County
View All Property Details
Space, character, and exceptional functionality come together in this stunning 5-bedroom, 3.5-bath home in the heart of Lincoln Square. Thoughtfully redesigned in a complete 2016 gut renovation, this home sits on an oversized lot and offers the perfect balance of everyday comfort and effortless entertaining. The main level features a bright, open floor plan where the living and dining areas flow seamlessly into the chef's kitchen and family room. Designed for gathering, the eat-in kitchen showcases quartz countertops, premium Thermador appliances, a generous island, and a wet bar. Rich hardwood floors, custom millwork, and elegant coffered ceilings add timeless sophistication throughout the space, while a convenient mudroom and French-style sliding doors leading to the deck complete the main floor.Upstairs, retreat to the spacious primary suite featuring a large walk-in closet and a spa-inspired bath with a freestanding soaking tub, separate glass-enclosed shower, and radiant heated floors. Two additional generously sized bedrooms, a full bath, and one of the home's two laundry areas complete the second level. The finished lower level offers incredible flexibility with a spacious recreation room, two additional bedrooms, a full bath, and a second laundry room, making it ideal for guests, a home office, gym, or playroom. Perfectly located just steps from Winnemac Park and within walking distance of Lincoln Square's beloved restaurants, cafes, and boutiques, this exceptional home offers the space, style, and location you've been waiting for.
MLS # 12709262
Monthly HOA N/A
On Site Not Available
Last Updated 7/30/2026

Location

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Property Rocks

Property Rocks

(773) 998-2401

Property Details

Community Information

Address 2237 W Winona St, Chicago, IL 60625
County Cook
City Chicago
Township Lake View
Zip Code 60625

School Information

School District 299
High School Amundsen High School
Elementary School Chappell Elementary School

Architecture

Bedrooms 3
Bathrooms 3 Full / 1 Half
Construction Materials Vinyl Siding, Brick
Type Detached 2 Stories
Basement Type Finished, Full
Parking Features Garage Door Opener, Yes, Garage Owned, Detached, Garage

Features / Amenities

Interior Features Wet Bar, Built-in Features, Walk-In Closet(s), Coffered Ceiling(s), Open Floorplan, Special Millwork, Pantry, Quartz Counters
Appliances Range, Microwave, Dishwasher, High End Refrigerator, Disposal, Stainless Steel Appliance(s), Range Hood
Equipment Sump Pump
Fireplaces Total 1
Flooring Hardwood
Laundry Upper Level, Multiple Locations
Rooms Bedroom 5, Mud Room
Patio And Porch Deck
Parking Total 2
Garage Spaces 2
Air Conditioning Central Air
Heat Source / Type Natural Gas, Forced Air
Fireplace(s) Living Room
Total Rooms 9

Square Footage Finished Sq. Ft.

Below Grade 1192
Total 1192

Property Features

Lot Dimensions Oversized Chicago Lot
Sewer Public Sewer
Water Lake Michigan
Transportation Commuter Bus
Open House Count 3
Open House Update 2026-07-29T20:13:45
Directions North on Leavitt to Winona, West to Property.

Tax and Financial Info

Tax Year 2024
Tax Annual Amount $28,545.91
Ownership Fee Simple

Rooms

Level
Bedroom 5Basement
Bedroom 4Basement
Second LaundryBasement
Dining RoomMain
Family RoomMain
KitchenMain
Living RoomMain
Mud RoomMain
N/A
N/A
N/A
N/A
N/A
N/A
N/A
Bedroom 2Second
Bedroom 3Second
LaundrySecond
Master BedroomSecond

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2237 W Winona St Chicago, IL 60625 | MLS 12709262
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Listing provided courtesy of Compass.

Listings courtesy of MRED MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of September 18, 2026 10:45 AM CST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Properties displayed may be listed or sold by various participants in the MLS

(773) 998-2401
2237 W Winona St Chicago, IL 60625
  • $1,595,000
  • 3 beds
  • 3 full  1 half baths
  • 3,068 Sq. Ft.