Save
Ask
Tour
Hide
Share
$2,899,900
2 Days On Site

1029 N Winchester Avenue
Chicago, IL 60612

For Sale|Multi Family|Active
7
Beds
7
Total Baths
2025
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of Compass
Call Now: 312-767-7744
Is this the listing for you? We can help make it yours.
312-767-7744
1029 N Winchester Avenue1029 N Winchester Avenue1029 N Winchester Avenue1029 N Winchester Avenue
Save
Ask
Tour
Hide
Share

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.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$2,899,900
Days On Site 
2 Days
Bedrooms 
7
Inside Area (SqFt) 
N/A
Total Baths 
7
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
2025
MLS® Number 
12534356
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
21 hours agoListing updated with changes from the MLS®
2 days agoListing first seen on site
General Features
Garage 
Yes
Garage Spaces 
3
Parking 
DetachedGarage
Parking Spaces 
3
Property Condition 
New Construction
Property Sub Type 
Multi Family
Sewer 
Public Sewer
Utilities 
Cable Available
Interior Features
Appliances 
Humidifier
Basement 
None
Heating 
Natural GasForced Air
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
Brick
Patio And Porch 
Deck
Community Features
MLS Area 
CHI - West Town
School District 
299
Township 
West Chicago
Schools
School District
299
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing Courtesy of MRED as distributed by MLS Grid of Compass



Based on information submitted to the MLS GRID as of 2025-12-21 06:12 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Last checked: 2025-12-21 06:12 AM UTC
MRED DMCA Copyright Information Copyright © 2025 Midwest Real Estate Data LLC. All rights reserved.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share