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  • $2,800,000

    1029 N Winchester Ave, Chicago, IL 60622

    8beds
    --sqft
    Multi Family
    Built in 2025
    -- sqft lot
    $2,851,100 Zestimate®
    $--/sqft
    $4,988 Estimated rent

    Home value

    $2,851,100

    $2.57M - $3.16M

    $4,988/mo

    Zestimate® history
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    $16,481/mo

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    What's special

    All-brick buildingPremium finishesPrivate garage rooftop deckPrivate terraceFloor-to-ceiling west-facing windowsSoaring ceiling heightsAbundant natural light
    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Melanie Giglio 773-466-7150,

    Compass

    Bought with:

    Linda Levin

    Jameson Sotheby's Intl Realty

    Source: MRED as distributed by MLS GRID,MLS#: 12534356MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 8
    • Bathrooms: 6
    • Full bathrooms: 6
    • 1/2 bathrooms: 1
    Bathroom
    • Features: Separate Shower, Steam Shower, Double Sink, Soaking Tub
    Heating
    • Natural Gas, Forced Air
    Appliances
    • Included: Humidifier
    Features
    • Basement: None

    Property

    Parking
    • Total spaces: 3
    • Parking features: Yes, Detached, Garage
    • Garage spaces: 3
    Features
    • Patio & porch: Roof Deck, Deck
    Lot
    • Size: 3,125 Square Feet
    • Dimensions: 25X125
    Details
    • Parcel number: 17064140130000
    • Special conditions: None
    • Other equipment: TV-Cable

    Construction

    Type & style
    • Home type: MultiFamily
    • Property subtype: Multi Family
    Materials
    • Brick
    Condition
    • New Construction
    • New construction: Yes
    • Year built: 2025

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Lake Michigan

    Community & HOA

    Community
    • Security: Carbon Monoxide Detector(s)
    Location
    • Region: Chicago

    Financial & listing details

    • Date on market: 12/19/2025
    • Listing terms: Cash
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    3/27/2026Sold$2,800,000-3.4%
    Source: MRED as distributed by MLS GRID #12534356 Report a problem
    3/7/2026Pending sale$2,899,900
    Source: MRED as distributed by MLS GRID #12534356 Report a problem
    2/19/2026Contingent$2,899,900
    Source: MRED as distributed by MLS GRID #12534356 Report a problem
    12/19/2025Listed for sale$2,899,900+353.1%
    Source: MRED as distributed by MLS GRID #12534356 Report a problem
    12/25/2023Listing removed--
    Source: Zillow Rentals Report a problem
    11/7/2023Listed for rent$1,900-2.6%
    Source: Zillow Rentals Report a problem
    4/12/2023Listing removed--
    Source: Zillow Rentals Report a problem
    4/3/2023Listed for rent$1,950+8.3%
    Source: Zillow Rentals Report a problem
    4/18/2019Listing removed$1,800
    Source: Zillow Rental Manager Report a problem
    4/15/2019Listed for rent$1,800
    Source: Zillow Rental Manager Report a problem
    10/27/2007Sold$640,000
    Source: MRED as distributed by MLS GRID #06631069 Report a problem

    Public tax history

    Tax history is unavailable.

    Neighborhood: East Ukrainian Village

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • District: 299

    Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $2,851,100
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $2,851,100