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Single family home for sale at 2237 W Winona St, Chicago, IL 60625 | MLS# 12765309 | Listing updated on 2026-10-16
Photo 1 of Single family home for sale at 2237 W Winona St, Chicago, IL 60625 | MLS# 12765309 | Listing updated on 2026-10-16
Photo 2 of Single family home for sale at 2237 W Winona St, Chicago, IL 60625 | MLS# 12765309 | Listing updated on 2026-10-16
Photo 3 of Single family home for sale at 2237 W Winona St, Chicago, IL 60625 | MLS# 12765309 | Listing updated on 2026-10-16
Photo 4 of Single family home for sale at 2237 W Winona St, Chicago, IL 60625 | MLS# 12765309 | Listing updated on 2026-10-16
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$1,575,000

Monthly Est:$7,839

  • Beds Icon3 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,068sqft

2237 W Winona St, Chicago, IL 60625

$7,839/moEst:

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  • Single Family Residence

  • Built in -

  • $-- HOA

  • -- sqft lot

  • $513/sq.ft

Description

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.

  • Houzeo last checked: 0 minutes ago
  • Listing updated: October 16, 2026 at 10:25 pm
  • Listing Provided by: Mary Medill | Compass (312) 733-7201
  • Source: MRED MLS-IL | MLS#: 12765309 MRED MLS-IL

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Cook County

  • City

    Chicago

  • Neighborhood

    Lincoln Square

  • Year Built

    -

  • HOA Fees

    -

  • Finished Area

    3,068 sqft

  • Lot Size

    -- sqft lot

  • Basement Area

    - sqft

  • MLS Name

    MRED MLS

  • MLS Number

    12765309

  • MLS Status

    Contingent

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 4

  • Bedroom 5

    Level: Basement

    Area: 110.00 Square Feet

    Dimensions: 10X11

  • Mud Room

    Level: Main

    Area: 50.00 Square Feet

    Dimensions: 5X10

  • Second Laundry

    Level: Basement

    Area: 128.00 Square Feet

    Dimensions: 8X16

  • Bedroom 2

    Level: Second

    Area: 182.00 Square Feet

    Dimensions: 14X13

  • Bedroom 3

    Level: Second

    Area: 208.00 Square Feet

    Dimensions: 16X13

  • Bedroom 4

    Level: Basement

    Area: 120.00 Square Feet

    Dimensions: 10X12

  • Dining Room

    Level: Main

    Area: 182.00 Square Feet

    Dimensions: 13X14

  • Family Room

    Level: Main

    Area: 224.00 Square Feet

    Dimensions: 16X14

  • Kitchen

    Level: Main

    Area: 336.00 Square Feet

    Dimensions: 21X16

  • Laundry

    Level: Second

    Area: 32.00 Square Feet

    Dimensions: 8X4

  • Living Room

    Level: Main

    Area: 289.00 Square Feet

    Dimensions: 17X17

  • Master Bedroom

    Level: Second

    Area: 374.00 Square Feet

    Dimensions: 22X17

Interior

  • Sewer

    Public Sewer

  • Flooring

    Hardwood

  • Interior Features

    Wet Bar, Built In Features, Walk In Closet(s), Coffered Ceiling(s), Open Floorplan, Special Millwork, Pantry, Quartz Counters

  • Cooling

    Central Air

  • Appliances

    Range, Microwave, Dishwasher, High End Refrigerator, Disposal, Stainless Steel Appliance(s), Range Hood

  • Heating

    Natural Gas, Forced Air

Construction

  • Year Built

    -

  • Home type

    Single Family Residence

  • Construction Materials

    Vinyl Siding, Brick

Utilities & Energy

  • Parking Features

    Garage Door Opener, Yes, Garage Owned, Detached, Garage

  • Water Source

    Lake Michigan

  • Laundry Features

    Upper Level, Multiple Locations

  • Basement

    Finished, Full

Other Features

  • Community Features

    Park, Tennis Court(s), Sidewalks, Street Lights

  • Patio And Porch Features

    Deck

Price History

DateEventPrice

10/16/2026

Source: mls_logoMRED MLS-IL #MRD12765309

Contingent (Active Under Contract)

$1,575,000 -1.25%

$513/sqft

09/21/2026

Source: mls_logoMRED MLS-IL #MRD12709262

Listing Removed

$1,595,000

$520/sqft

07/23/2026

Source: mls_logoMRED MLS-IL #MRD12709262

Listed for Sale

$1,595,000 +60.30%

$520/sqft

06/20/2017

Source: mls_logoMRED MLS-IL #MRD09368859

Price Increased

$995,000 +2.84%

$324/sqft

06/20/2017

Source: mls_logoMRED MLS-IL #MRD09368859

Price Increased

$967,500 +122.41%

$315/sqft

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This representation is based in whole or in part on data supplied by Midwest Real Estate Data, LLC through Oct 30, 2026, 10:45AM. Midwest Real Estate Data, LLC does not guarantee nor is it in any way responsible for its accuracy. Data maintained by Midwest Real Estate Data LLC may not reflect all real estate activity in the market.

Based on information submitted to the MLS GRID as of Oct 30, 2026, 10:45AM. All data is obtained from various sources and has not been, and will not be, 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. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. Some IDX listings have been excluded from this website. Information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID, MRED or Houzeo. The use of the MLS GRID Data may be subject to an end user license agreement. Properties displayed may be listed or sold by various participants in the MLS,

Listings courtesy of MRED as distributed by MLS GRID. ©2026 Midwest Real Estate Data LLC. All Rights Reserved

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