2237 W Winona Street, Chicago, IL

$1,575,000

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3

Beds

Baths

3,068

Square feet

About 2237 W Winona Street

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. Quick close possible.

Open House

Fri, Sep 25th, 2026 @ 5pm - 6:30pm

Features of 2237 W Winona Street

MLS® # 12765309
Price $1,575,000
Bedrooms 3
Bathrooms 3.50
Full Baths 3
Half Baths 1
Square Footage 3,068
Type Residential
Sub-Type Detached Single
Status New

Community Information

Address 2237 W Winona Street
Area CHI - Lincoln Square
City Chicago
County Cook
State IL
Zip Code 60625

Amenities

Parking Spaces 2
Parking Garage Door Opener, Yes, Garage Owned, Detached, Garage
# of Garages 2
Is Waterfront No
Has Pool No

Interior

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
Heating Natural Gas, Forced Air
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
Stories 2 Stories
Has Basement Yes
Basement Finished, Full

Exterior

Exterior Vinyl Siding, Brick

School Information

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

Additional Information

Days on Market 2
Foreclosure No
Short Sale No
RE / Bank Owned No
HOA Fees Freq. Not Applicable

Listing Details

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Listing information last updated on September 23rd, 2026 at 1:09pm CDT.