2237 W Winona Street Chicago, IL $ 1,595,000
2237 W Winona Street
$ 1,595,000
Recently Listed
Open House 7/25 11am - 1pm
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2237 W Winona Street

Chicago, IL, 60625
$ 1,595,000
Bedrooms5 Baths3.1 Sq 3,068

Monthly Estimate*

$ 10,071

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Single Family Home for sale in Chicago, IL

for $1,595,000 with 5 bedrooms and 3 full baths, 1 half bath. This home is 3,068 square feet.

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.

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Open House

7/25/2026 11:00 AM - 1:00 PM
7/26/2026 11:00 AM - 1:00 PM
2237 W Winona Street Chicago, IL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,595,000

Bedrooms

5

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 28,545

Style

Town/City

Chicago

County/Region

Cook

MLS | Web ID

12709262

Features
General
Living Area 3068
Sewer Public Sewer
Heating Natural Gas Forced Air
Cooling Central Air
Possession Closing
Appliances Range Microwave Dishwasher High End Refrigerator Disposal Stainless Steel Appliance(s) Range Hood
Garage Spaces 2
Association Fee Includes None
Construction Materials Vinyl Siding Brick
Township Lake View
Tax Year 2024
Ownership Fee Simple
Community Features Park Tennis Court(s) Sidewalks Street Lights
Assoc Fee Paid Per Not Applicable
County Cook
New Construction N
Property Type Residential Detached Single
Total Rooms 9
Full Baths 3
Status New
Directions North on Leavitt to Winona West to Property.
High School Amundsen High School
City Chicago
High School District 299
MLS Area CHI - Lincoln Square
Elementary School Chappell Elementary School
Tax Annual Amount 28545.91
Middle/Junior High School Chappell Elementary School
Virtual Tour https://real.vision/2237-west-winona-street?o=u
Standard Status Active
Middle/Junior School District 299
Elementary School District 299
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Interior
Interior Amenities Wet Bar Built-in Features Walk-In Closet(s) Coffered Ceiling(s) Open Floorplan Special Millwork Pantry Quartz Counters
Basement Finished Full
Flooring Hardwood
Total Fireplaces 1
Half Baths 1
Laundry Features Upper Level Multiple Locations
Total Bedrooms 3
Below Grade Finished Area 1192
Room Type Bedroom 5 Mud Room
Total Baths 4
Bedrooms Possible 5
Bathroom Separate Shower Double Sink Garden Tub
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Exterior
Parking Features Garage Door Opener Yes Garage Owned Detached Garage
Water Source Lake Michigan
Total Parking 2
Lot Dimensions 3878
Waterfront Y/N N
Other Equipment Sump Pump
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* Excluded Features
List By
Compass

Broker

mary.medill@compass.com

Email

Affordability Calculator

$12,450
Per Month
81%
19%
0%
Monthly Principal & Interest
$10,071
Monthly Property Taxes
$2,379
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
564982 Elementary School
564982 Middle School
Amundsen High School High School
Pricing History
DatePricePrice ChangeDescription
7/23/2026$1,595,000 Listed Price

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2237 W Winona Street, Chicago, IL, 60625 is a Single Family Home for sale at $1,595,000 with 3,068 sqft. 2237 W Winona Street has 5 bedrooms and 3.1 baths. The property's zip code is 60625 which is in Chicago, IL