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2 Beds
2 Baths

$475,000

2042 N Winchester Avenue Unit: 2E, Chicago IL, 60614

Property typeCondominium
Listed by Daniel Close with Redfin Corporation 312-836-4263

Overview

Active

New

Listed Oct 7, 2026

Updated 2 days ago

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!

$3,160/mo

Est. mortgage payment based on a $475,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
12758906

Interior Features

Bedrooms
2
Bathrooms
2
Cooling
Yes
Heating
Yes
Basement
No

Other Property Details

Taxes
$6,441
Tax Frequency
Annually
Association Fee Frequency
Monthly
Pets Allowed
Yes
MLS provider logo

Listed by Daniel Close with Redfin Corporation 312-836-4263

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Data is refreshed every 3 hours. Listing last updated 6:54 AM UTC on 10/8/2026. 

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