2042 N Winchester Avenue 2e, Chicago, IL

$475,000

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2

Beds

2

Baths

About 2042 N Winchester Avenue 2e

SHORT TERM RENTAL AND AIRBNB FRIENDLY - RARE OPPORTUNITY! Sun-filled and full of character, this 2-bedroom, 2-bathroom duplex-up blends vintage Chicago charm with modern loft-style living in the heart of Bucktown. Soaring ceilings, exposed brick and beautiful hardwood floors create a warm, airy backdrop, while oversized windows and skylights fill the home with natural light. The updated kitchen features crisp white cabinetry, granite countertops, stainless steel appliances and a breakfast island that flows seamlessly into the living and dining space. A dramatic spiral staircase leads to the spacious lofted primary suite with vaulted ceilings and skylights. The second bedroom offers wonderful flexibility for guests or a home office, while two full baths and in-unit laundry add everyday convenience. Outside, a large private deck creates your own urban retreat. Central air, additional storage and deeded exterior parking complete this distinctive home in a prime Bucktown location steps from local retail shopping, restaurants, and the 606 trail. This fantastic home is perfect not only for owner-occupants but also presents an incredible investment opportunity, as this HOA allows short term and nightly vacation rentals. Ask for details and schedule your showing today!

Open House

Sun, Oct 11th, 2026 @ 11am - 1pm

Features of 2042 N Winchester Avenue 2e

MLS® # 12758906
Price $475,000
Bedrooms 2
Bathrooms 2.00
Full Baths 2
Type Residential
Sub-Type Attached Single
MRD Type Condo,Condo-Duplex,Condo-Loft
Status New
HOA Fees $195
HOA Fees Freq. Monthly
Taxes $6,441

Community Information

Address 2042 N Winchester Avenue 2e
Area CHI - Logan Square
Subdivision Bucktown
City Chicago
County Cook
State IL
Zip Code 60614

Amenities

Parking Spaces 1
Parking Assigned, Off Alley, Yes, Owned
Is Waterfront No
New Construction No
Has Pool No

Interior

Interior Features Vaulted Ceiling(s), Storage
Appliances Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal
Heating Natural Gas, Forced Air
Cooling Central Air
Fireplace No
# of Stories 3
Has Basement No
Basement None

Exterior

Exterior Brick
Roof Asphalt

School Information

District 299

Additional Information

Days on Market 1
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeRedfin Corporation

Listing Map

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