2042 N Winchester Avenue 2e

Chicago, IL 60614
  • $475,000

    Price
  • 2

    Bed
  • 2

    Bath

About the Listing 18705 - 185209,882312,152529

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!

Listing Highlights for 2042 N Winchester Avenue 2e

Status Pending
Days on Site 8
Property Type Condo/Townhome
MLS ® 12758906
Year Built
Lot/Acreage COMMON
County Cook
Neighborhood Bucktown
HOA Dues 195/Monthly
School District 299

Interior Details

  • Bedrooms: 2
  • Bathrooms: 2 Full
  • Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, CO Detectors,Ceiling Fan(s)
  • Air Cond: Central Air
  • Heating: Natural Gas,Forced Air
  • Fireplaces:
  • Floor: Hardwood
  • Basement:
  • Other: Vaulted Ceiling(s),Storage,Cats OK,Dogs OK
  • Water: Lake Michigan

Exterior Details

  • Garage Capacity: N/A
  • Parking Spaces: 1
  • Lot Dimensions: COMMON
  • Roof: Asphalt
  • Others:
  • Sewer: Public Sewer
  • Parking Features: Assigned,Off Alley,Yes,Owned

Financial Details

  • Tax Amount: $6,441
  • Taxes w/Assessments: N/A
  • Tax/Property ID: 14312130461005
  • Tax Year: 2025

Payment Calculator

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Listing Location

Questions About..

2042 N Winchester Avenue 2e Chicago, IL 60614

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Originating MLS: mred

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Puneet "Pete" Kapoor - CPA, ABR, PSA, SRS, CIPS, ACP

CPA, SRS, PSA, CIPS, ACP, GROUP LEAD, REALTOR | PRINCIPAL CO-OWNER | The Sterling Group Global | Keller Williams Infinity

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