2237 W Winona Street, Chicago IL 60625
$1,595,000

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Property 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.

Features & Information

Key Details

  • List Price $1,595,000
  • Property Taxes $28,546
  • Square Feet 3068
  • Status Active
  • Market Time 8

Rooms

  • Total Rooms 9
  • Number of Bedrooms 3
  • Number of Bathrooms 3.1
  • Primary Bedroom

  • Room Size 22X17
  • Floor Level Second
  • Flooring Hardwood
  • Primary Bathroom Full,Double Sink,Tub & Separate Shwr
  • Bedroom 2

  • Room Size 14X13
  • Floor Level Second
  • Flooring Hardwood
  • Bedroom 3

  • Room Size 16X13
  • Floor Level Second
  • Flooring Hardwood
  • Bedroom 4

  • Room Size 10X12
  • Floor Level Basement
  • Bedroom 5

  • Room Size 10X11
  • Floor Level Basement
  • Living Room

  • Room Size 17X17
  • Floor Level Main
  • Flooring Hardwood
  • Family Room

  • Room Size 16X14
  • Floor Level Main
  • Flooring Hardwood
  • Dining Room

  • Room Size 13X14
  • Floor Level Main
  • Flooring Hardwood
  • Kitchen

  • Room Size 21X16
  • Floor Level Main
  • Flooring Hardwood

Additional Rooms

  • Mud Room

  • Room Size 5X10
  • Floor Level Main
  • Second Laundry

  • Room Size 8X16
  • Floor Level Basement
  • Laundry

  • Room Size 8X4
  • Floor Level Second

Interior Features

  • Appliances

  • Appliances Included Range, Microwave, Dishwasher, High End Refrigerator, Disposal, Stainless Steel Appliance(s), Range Hood
  • Heating & Cooling

  • Heating Type Natural Gas, Forced Air
  • Air Conditioning Central Air
  • Fireplace

  • # of Fireplaces 1
  • Type of Fireplace Living Room

Exterior Features

  • Building Information

  • Age of Building Unknown
  • Recent Rehab Yes
  • Rehab Year 2016
  • Parking

  • # of Cars 2

Location

  • County Cook
  • Township Lake View
  • Corporate Limits Chicago
  • Directions to Property North On Leavitt To Winona, West To Property.
  • Schools

  • Elementary School District 299
  • Junior High District 299
  • High School District: 299
  • School Name Amundsen High School
  • Property Taxes

  • Tax 28545.91
  • Tax Year 2024
  • Tax Exemptions Homeowner
  • Parcel Identification Number 14073050150000
  • Lot Information

  • Lot Size Oversized Chicago Lot

Listed by Mary Medill for Compass | Source: MRED as distributed by MLS GRID

Based on information submitted to the MLS GRID as of 8/3/2026 8:02 AM. 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.

Explore Ravenswood

Filled with gigantic trees, spacious lawns, and old renovated homes, the Ravenswood neighborhood is a lovely place to get away from hectic city life, while remaining in the middle of a thriving community that has it all. One of Ravenswood's (or Lincoln Square's, depending on who you ask) crowning glories is the Old Town School of Folk Music. It originated in Old Town, but the performance venue (which has hosted the likes of Joni Mitchell) was moved up to Ravenswood in recent years and continues to produce great folk shows. A slew of Ravenswood cafés and taverns also welcome live music and the occasional comedy act, in addition to supplying the bulk of neighborhood nightlife. On the dining front, a long list of excellent restaurants has made a blip on Chicago's culinary radar. Romantic French bistros, trendy sushi bars, unforgettable Italian pasterias, and satisfying American diners cover any mood or craving with style and masterfully prepared meals.

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