1029 N Winchester Ave Chicago, IL 60622
East Village NeighborhoodEstimated payment $16,111/month
Highlights
- New Construction
- Rooftop Deck
- 3 Car Detached Garage
- A.N. Pritzker School Rated A-
- Steam Shower
- 4-minute walk to Bertha Honoré Palmer Park
About This Home
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.
Property Details
Home Type
- Multi-Family
Year Built
- Built in 2025 | New Construction
Parking
- 3 Car Detached Garage
- Parking Available
Home Design
- Brick Exterior Construction
Bedrooms and Bathrooms
- 7 Bedrooms
- 7 Potential Bedrooms
- 7 Bathrooms
- Dual Sinks
- Soaking Tub
- Steam Shower
- Separate Shower
Utilities
- Humidifier
- Forced Air Heating System
- Heating System Uses Natural Gas
- Lake Michigan Water
- Cable TV Available
Additional Features
- Rooftop Deck
- Lot Dimensions are 25x125
Community Details
- 3 Units
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $14,245 | $44,644 | $27,188 | $17,456 |
| 2024 | $14,245 | $69,952 | $27,188 | $42,764 |
| 2023 | $13,845 | $67,312 | $21,875 | $45,437 |
| 2022 | $13,845 | $67,312 | $21,875 | $45,437 |
| 2021 | $13,536 | $67,312 | $21,875 | $45,437 |
| 2020 | $11,142 | $50,017 | $10,625 | $39,392 |
| 2019 | $11,166 | $55,575 | $10,625 | $44,950 |
| 2018 | $10,978 | $55,575 | $10,625 | $44,950 |
| 2017 | $9,772 | $45,396 | $9,375 | $36,021 |
| 2016 | $10,657 | $53,210 | $9,375 | $43,835 |
| 2015 | $9,751 | $53,210 | $9,375 | $43,835 |
| 2014 | $7,893 | $42,540 | $7,812 | $34,728 |
| 2013 | $7,737 | $42,540 | $7,812 | $34,728 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 02/18/2026 02/18/26 | Pending | -- | -- | -- |
| 12/17/2025 12/17/25 | For Sale | $2,899,900 | -- | -- |
Source: Midwest Real Estate Data (MRED)
MLS Number: 12534356
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Ask me questions while you tour the home.