$725,000

beds

baths

half bath

2,400

square ft

1021 N Winchester Avenue #1

Chicago, Illinois 60622

Name: 1021 N Winchester Avenue #1, Chicago, IL 60622
Price: 725000 USD
Availability: InStock

New / MLS #12752000 / Condo / West Town

Listing information updated 9/10/2026 at 2:23pm

Tucked away on one of Wicker Park's most charming tree-lined streets, this stunning duplex down checks every box. Rich espresso hardwood floors flow throughout both levels, creating a cohesive and sophisticated feel from the moment you step inside. The main level welcomes you with an inviting seating area anchored by a cozy fireplace, which flows seamlessly into a sleek, open-concept white kitchen. Outfitted with stainless steel appliances, granite countertops, and a large island with a breakfast bar, it's a space designed for both daily life and effortless entertaining. Just off the kitchen, you'll find a convenient powder room. Down the hall is a king-sized primary suite, featuring a spacious walk-in closet and an ensuite bathroom complete with a double vanity, soaking tub, and a separate step-in shower. A private patio off the primary bedroom offers a quiet outdoor retreat. Head downstairs to the lower level to find tall ceilings that allow for an abundance of natural light. A second living area, complete with its own fireplace, opens onto an additional outdoor space fronting Winchester Avenue. Also on this level, you'll find two additional bedrooms, a second full bathroom, and a laundry room with side-by-side in-unit washer and dryer. Additional conveniences include a storage locker and garage parking-both INCLUDED in the price. Located just moments from the vibrant hotspots along Division Street and Chicago Avenue, and offering easy access to I-90/94 and public transit, this home is the perfect blend of modern comfort in an unbeatable location!

See it in person

Open House

10:00am - 12:00pm Saturday, September 12th, 2026 9/12/26

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10:00am - 12:00pm Sunday, September 13th, 2026 9/13/26

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Full Features

Exterior Type:

Brick,Block

Basement:

Finished,Full

Beds Above Grade:

Cooling System:

Central Air

Heating System:

Natural Gas, Forced Air

Appliances:

Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Humidifier

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Age:

26-30 Years

Parking Type:

Garage - Yes,Garage Owned,Detached,Garage

Parking Spaces:

Garage:

Detached

Room Count:

Water Front:

Square Feet:

2,400

Pet Information:

Cats OK, Dogs OK

Common Area Amenities:

Storage

Internal Features:

Storage

External Features:

Patio/Porch

Room Information

Living Room:

18x17 - Main

Dining Room:

9x17 - Main

Kitchen:

10x17 - Main

Family Room:

26x17 - Lower

Primary Bedroom:

13x17 - Main Level

2nd Bedroom:

13x12 - Lower

3rd Bedroom:

13x8 - Lower

4th Bedroom:

N/A

Deck:

12x10 - Main Level

Terrace:

7x12 - Lower Level

Laundry:

7x5 - Lower Level

Taxes & Assessments

Tax Amount:

$13,111

Tax Year:

2025

Assessments:

$200

Location

Zip Code:

60622

City:

Chicago

County:

Cook

Schools

School District(s):

299

Elementary School:

Pritzker Elementary School

Middle School:

Pritzker Elementary School

High School:

Wells Community Academy Senior H

Exterior Type:

Brick,Block

Basement:

Finished,Full

Beds Above Grade:

Cooling System:

Central Air

Heating System:

Natural Gas, Forced Air

Appliances:

Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Humidifier

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Age:

26-30 Years

Parking Type:

Garage - Yes,Garage Owned,Detached,Garage

Parking Spaces:

Garage:

Detached

Room Count:

Water Front:

Square Feet:

2,400

Pet Information:

Cats OK, Dogs OK

Common Area Amenities:

Storage

Internal Features:

Storage

External Features:

Patio/Porch

Living Room:

18x17 - Main

Dining Room:

9x17 - Main

Kitchen:

10x17 - Main

Family Room:

26x17 - Lower

Primary Bedroom:

13x17 - Main Level

2nd Bedroom:

13x12 - Lower

3rd Bedroom:

13x8 - Lower

4th Bedroom:

N/A

Deck:

12x10 - Main Level

Terrace:

7x12 - Lower Level

Laundry:

7x5 - Lower Level

Tax Amount:

$13,111

Tax Year:

2025

Assessments:

$200

Zip Code:

60622

City:

Chicago

County:

Cook

School District(s):

299

Elementary School:

Pritzker Elementary School

Middle School:

Pritzker Elementary School

High School:

Wells Community Academy Senior H

Listing Office: Compass

Listing Office Phone: 773.466.7150

Disclaimer: The data relating to real estate for sale on this website comes courtesy of Midwest Real Estate Data, LLC as distributed by MLS GRID. Real estate listings held by brokerage firms other than @properties are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 9/10/2026 at 2:23pm. 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. Some listings have been excluded from this website.

1021 N Winchester Avenue #1

Chicago, Illinois 60622