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1029 N Winchester Ave, Chicago, IL

Real Estate

For Sale

Listed price in listed location currency (USD).
$2,899,900

773

MLS® 12534356

  • Key Facts
  • Description
  • Map

Key Facts

Type Multi Family
Levels Residential Income
Size -
Garage Yes
Taxes 
Days Active 0
Lot Size 
Approx. Age 2025
MLS® Number 12534356

Property Address: 1029 N Winchester Ave, Chicago, IL, 60622-3734

Average square foot calculated using Size range provided by listing agent.

Description

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.
MLS® Number12534356
Laundry Level
Central VacNo
FireplaceNo
Acreage0
Exterior
GarageYes
Approx. Age2025
BasementNone
DrivewayYes, Detached, Garage
Garage Spaces3
Heat
A/C
Heating Fuel

Extras

Similar Listings

Price History

-End Date
Not Sold YetSold Price

For Sale

Dec 19, 2025List Date
$2,899,900List Price
  • Commute

Commute

Starting Address
Destination Address
1029 N Winchester Ave, Chicago, IL

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