1053 N Winchester Avenue, Chicago IL 60622
$1,450,000

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Property Description

Beautifully renovated four-unit property in the heart of Wicker Park / East Ukrainian Village, offering an exceptional opportunity for an owner-occupant or investor. Comprehensively gut-renovated in 2017, the building features two one-bedroom/one-bath apartments and two two-bedroom/two- bath apartments with condominium-quality finishes throughout. Each residence offers soaring 11-foot ceilings, beautiful hardwood floors, quartz countertops, stainless steel Maytag appliances, high-end cabinetry, dishwashers, in-unit laundry, and glass-tile bathrooms. Individual basement storage lockers, a furnished shared rooftop deck with a gas grill, and a detached two- car garage enhance the property s appeal. Extensive building improvements include replacement windows, copper plumbing throughout, 400-amp electrical service with individual in-unit panels, individual furnaces and air conditioning, tuckpointing, and blown-in insulation. The TPO roof is approximately nine years old, and the pitched roof is approximately three to four years old. Three water heaters were installed in 2017, with the fourth replaced in 2025. A large unfinished attic offers potential for duplex or an in-law arrangement. Ideally situated steps from Division Street; dining and nightlife and convenient to public transportation, this well-maintained property combines beautifully finished living spaces with rental income and significant upside through bringing rents to market.

Features & Information

Key Details

  • List Price $1,450,000
  • Property Taxes $17,609
  • Status Contingent
  • List Market Time 12

Units

  • Unit 1

  • Floor 1
  • Rooms 5
  • Beds 2
  • Baths 2
  • Appliances Stove, Refrigerator, Washer, Dryer, Dishwasher
  • Rent $2,675/mo
  • Tenant Pays All
  • Lease Expires 05/27
  • Unit 2

  • Floor 1
  • Rooms 3
  • Beds 1
  • Baths 1
  • Appliances Stove, Refrigerator, Washer, Dryer, Dishwasher
  • Rent $2,034/mo
  • Tenant Pays All
  • Lease Expires 08/27
  • Unit 3

  • Floor 2
  • Rooms 3
  • Beds 1
  • Baths 1
  • Appliances Stove, Refrigerator, Washer, Dryer, Dishwasher
  • Rent $2,040/mo
  • Tenant Pays All
  • Lease Expires 08/27
  • Unit 4

  • Floor 2
  • Rooms 5
  • Beds 2
  • Baths 2
  • Appliances Stove, Refrigerator, Washer, Dryer, Dishwasher
  • Rent $2,950/mo
  • Tenant Pays All
  • Lease Expires 05/27

Exterior Features

  • Parking

  • # of Cars:  2

Building Information

  • Number of Units 4
  • Age of Building 71-80 Years

Location

  • County Cook
  • Township West Chicago
  • Corporate Limits Chicago
  • Directions to Property Chicago Ave To Winchester North To Property
  • Schools

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

  • Tax 17609
  • Tax Year 2025
  • Tax Exemptions Homeowner
  • Parcel Identification Number 17064140030000

Listed by Adam Max for Compass | Source: MRED as distributed by MLS GRID

Based on information submitted to the MLS GRID as of 11/12/2026 10:32 PM. 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 East Village

East Village is a charming, charismatic west side neighborhood that seamlessly blends old brownstones with new buildings, and Eastern European residents with new inhabitants. Modern townhomes and condominium developments have been built next to 100-year-old, vintage walkups, encouraging a fresh generation of Chicagoans to move to the area and make this Old World neighborhood home. Foodies will find the East Village lacks nothing in the way of culinary supremacy and the nightlife is just as full with hip clubs, lovable dives and even a hookah bar. East Villlage shopping should not be overlooked — music, fashion, gift items and any offbeat accessory you could want are all right down the street from your front door.

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