1021 N Winchester Ave #1 Chicago, IL 60622
1021 N Winchester Ave #1 Chicago, IL 60622 | MLS 12752000 Photo 1
1021 N Winchester Ave #1 Chicago, IL 60622 | MLS 12752000 Photo 2
1021 N Winchester Ave #1 Chicago, IL 60622 | MLS 12752000 Photo 3
1021 N Winchester Ave #1 Chicago, IL 60622 | MLS 12752000 Photo 4
1021 N Winchester Ave #1 Chicago, IL 60622 | MLS 12752000 Photo 5
For more information on this listing, contact us at: (773) 998-2401
Pending - Under Contract
$725,000

1021 N Winchester Ave #1 Chicago, IL 60622

Attached Single Property Type
3 Beds
2 Full 1 Half Baths
2,400 Sq. Ft.
1998 Year Built
Cook County
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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!
MLS # 12752000
Monthly HOA $200
On Site 9 Days
Last Updated 9/17/2026

Location

Contact Agent

Property Rocks

Property Rocks

(773) 998-2401

Property Details

Community Information

Address 1021 N Winchester Ave #1, Chicago, IL 60622
Area West Town
County Cook
City Chicago
Township West Chicago
Zip Code 60622

School Information

School District 299
High School Wells Community Academy Senior H
Middle School Pritzker Elementary School
Elementary School Pritzker Elementary School

Architecture

Unit Number #1
Bedrooms 3
Bathrooms 2 Full / 1 Half
Year Built 1998
Stories 3
Construction Materials Brick, Block
Total # Units in Building 3
Age Range 26-30 Years
Foundation Concrete Perimeter
Basement Type Finished, Full
Parking Features Yes, Garage Owned, Detached, Garage

Features / Amenities

Interior Features Storage
Appliances Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Humidifier
Equipment TV-Cable, Intercom, CO Detectors, Ceiling Fan(s)
Fireplace Features Wood Burning, Gas Starter
Fireplaces Total 2
Flooring Hardwood
Laundry In Unit
Rooms Deck, Terrace
Entry Level 1
Patio And Porch Deck, Patio
Parking Total 1
Garage Spaces 1
Air Conditioning Central Air
Heat Source / Type Natural Gas, Forced Air
Fireplace(s) Family Room, Living Room
Total Rooms 7

Property Features

Lot Dimensions COMMON
Sewer Public Sewer
Water Lake Michigan, Public
Open House Count 2
Open House Update 2026-09-17T20:06:40
Directions Augusta (1000 north) to Winchester (1950 west), North to 1021.

Tax and Financial Info

Tax Year 2025
Tax Annual Amount $13,111.24
Ownership Condo
Contingency Attorney/Inspection
Association Fee $200 (paid Not Applicable)
Association Fee Includes Water
Association Amenities Storage
Pets Allowed Cats OK, Dogs OK

Rooms

Level
TerraceLower
Bedroom 2Lower
Bedroom 3Lower
Family RoomLower
LaundryLower
DeckMain
Dining RoomMain
KitchenMain
Living RoomMain
Master BedroomMain
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N/A
N/A
Bedroom 4N/A

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1021 N Winchester Ave #1 Chicago, IL 60622 | MLS 12752000
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Listing provided courtesy of Compass.

Listings courtesy of MRED MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of September 18, 2026 12:15 PM CST. 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.

Properties displayed may be listed or sold by various participants in the MLS

(773) 998-2401
1021 N Winchester Ave #1 Chicago, IL 60622
  • $725,000
  • 3 beds
  • 2 full  1 half baths
  • 2,400 Sq. Ft.