2237 W Winona St
Chicago, IL 60625
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
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
Contact Agent
Property Rocks
(773) 998-2401Property Details
Community Information
Address
2237 W Winona St, Chicago, IL 60625
Area
Lincoln Square
County
Cook
City
Chicago
Township
Lake View
Zip Code
60625
School Information
School District
299
High School
Amundsen High School
Middle School
Chappell Elementary 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 5 | Basement |
| Bedroom 4 | Basement |
| Second Laundry | Basement |
| Dining Room | Main |
| Family Room | Main |
| Kitchen | Main |
| Living Room | Main |
| Mud Room | Main |
| N/A | |
| N/A | |
| N/A | |
| N/A | |
| N/A | |
| N/A | |
| N/A | |
| Bedroom 2 | Second |
| Bedroom 3 | Second |
| Laundry | Second |
| Master Bedroom | Second |
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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