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Melanie Giglio-Vakos

1029 N Winchester Avenue

$2,899,900 1029 N Winchester Avenue, Chicago, IL 60612
Introducing a rare opportunity to own an exceptional, brand-new three-unit all-brick building in the heart of Wicker Park offering a total of 7 bedrooms + office, unmatched outdoor spaces, premium finishes, and an A+ location. Thoughtfully designed with cohesive high-end aesthetics throughout, each residence features custom Scandinavian-inspired cabinetry, quartz countertops, designer lighting, and top-tier Thermador appliances, creating a seamless blend of luxury and modern functionality. The duplex-down (Unit 1) offers 3 bedrooms and 2.5 baths with all bedrooms on one level, an expansive main floor with floor-to-ceiling west-facing windows, a large family room that opens directly to a private terrace, and an additional private garage rooftop deck or you can give it to the middle unit because it already has massive outdoor space right off the living room. The simplex (Unit 2) features 2 bedrooms and 2 baths, an open-concept living space, abundant natural light, and impressive private outdoor space ideal for entertaining or relaxing. The duplex-up penthouse (Unit 3) includes 2 bedrooms, 2 baths, plus a dedicated office, soaring ceiling heights, and a private rooftop deck with breathtaking city views, an incredible extension of your living space. Perfectly positioned just steps from everything Wicker Park and Division Street have to offer: boutique shopping, award-winning dining, vibrant nightlife, and the Ashland Blue Line (0.6 miles). Situated in the coveted Pritzker School District with low assessments, this building is an exceptional opportunity for owners, investors, or those seeking a live-plus-rent lifestyle. Delivery expected end of Dec 2025. Urban luxury living at its finest.
  • For Sale
    Status
  • 7
    Bedrooms
  • 7
    Bathrooms
  • 2025
    Year Built

Features & Amenities

Area & Lot

  • Status: For Sale
  • MLS® ID: 12534356
  • Type: Multi-Family
  • Year Built: 2025
  • School District: 299

Interior

  • Total Bedrooms: 7
  • Total Bathrooms: 7
  • Appliances: Humidifier

Exterior & Building

  • Garage Space: 3.0
  • Water Source: Lake Michigan
  • Parking: Yes, Detached, Garage
  • Heat Type: Natural Gas, Forced Air
  • Sewer: Public Sewer
  • Other Exterior Features: Roof Deck

Financial

  • Sales Price: $2,899,900

1029 N Winchester Avenue

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