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2042 N Winchester Avenue Chicago IL 60614 Unit 2E

MLS #12787211

For Sale
$475,000
October 16th, 2026

Description

SHORT TERM RENTAL FRIENDLY HOA WITH NO RENTAL CAP OR MINIMUM LEASE REQUIREMENTS - 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, flexible investment opportunity, as this HOA allows short term rentals. Ask for details and schedule your showing today!

Property Info

2 Bedrooms
2 Bathrooms
1 Day on Market
0 Sq Ft
PIN: 14312130461005

Tax & HOA Information

Tax Year 2025: $6,441
HOA: $195/month
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Schools

GreatSchools Rating: N/A
Elementary School
District 299
GreatSchools Rating: N/A
Middle School
District 299
GreatSchools Rating: N/A
High School
District 299

Property Location

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

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