1021 N Winchester Avenue 1, Chicago, IL

$725,000

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3

Beds

Baths

2,400

Square feet

About 1021 N Winchester Avenue 1

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!

Features of 1021 N Winchester Avenue 1

MLS® # 12752000
Price $725,000
Bedrooms 3
Bathrooms 2.50
Full Baths 2
Half Baths 1
Square Footage 2,400
Year Built 1998
Type Residential
Sub-Type Attached Single
Status Contingent

Community Information

Address 1021 N Winchester Avenue 1
Area CHI - West Town
City Chicago
County Cook
State IL
Zip Code 60622

Amenities

Amenities Storage
Parking Spaces 1
Parking Yes, Garage Owned, Detached, Garage
# of Garages 1
Is Waterfront No
Has Pool No

Interior

Interior Features Storage
Appliances Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Humidifier
Heating Natural Gas, Forced Air
Cooling Central Air
Fireplace Yes
# of Fireplaces 2
Fireplaces Wood Burning, Gas Starter
# of Stories 3
Has Basement Yes
Basement Finished, Full

Exterior

Exterior Brick, Block
Foundation Concrete Perimeter

School Information

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

Additional Information

Days on Market 9
Foreclosure No
Short Sale No
RE / Bank Owned No
HOA Fees 200
HOA Fees Freq. Not Applicable

Listing Details

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Listing information last updated on September 21st, 2026 at 2:37am CDT.