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1029 N Winchester Avenue
Chicago IL 60612 US

$2,899,900

Active Listing ID 12534356
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7 bed
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7.00 Bath (6 Full , 1 Half)
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Other

$2,899,900

Active Listing ID 12534356
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1029 N Winchester Avenue 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.

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Property Features

  • Facts
  • Property Type: Residential Multi Family
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 6
  • 1/2 Bathrooms: 1
  • Exterior Finish: Roof Deck
  • Heating Fuels: Forced Air, Natural Gas
  • Additional Features
  • Patio

Property

  • propertytype: Residential Multi Family
  • propertysubtype: Other
  • listprice: 2899900
  • unparsedaddress: 1029 N Winchester Avenue
  • postalcity: Chicago
  • stateorprovince: IL
  • country: US
  • postalcode: 60612
  • bathroomsfull: 6
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeunits: Acres
  • livingarea: 0
  • livingareaunits: Square Feet
  • latitude: 41.900452
  • longitude: -87.67572
  • listagentfullname: Melanie Giglio
  • listagentemail: teammvp@compass.com
  • listagentkey: 3yd-MREDIL-114206
  • listagentmlsid: 114206
  • listagentofficephone: 3129534998
  • listofficekey: 3yd-MREDIL-87121
  • listofficemlsid: 87121
  • disclaimer: Copyright © 2025 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MREDIL
  • yearbuilt: 2025
  • listingcontractdate: 2025-12-17
  • listagenturl: https://www.compass.com/
  • countyorparish: Cook
  • parcelnumber: 17064140130000
  • elementaryschooldistrict: 299
  • middleorjuniorschooldistrict: 299
  • highschooldistrict: 299
  • appliances: Humidifier
  • constructionmaterials: Brick
  • heating: Forced Air, Natural Gas
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 3
  • parkingfeatures: Garage
  • waterfrontyn: False
  • franchiseaffiliation: None
  • exteriorfeatures: Roof Deck
  • rooms: Bedroom 6, Bedroom 4, Bathroom 7, Bedroom 1, Bedroom 5, Bathroom 5, Bathroom 6, Bedroom 7, Bathroom 4, Bedroom 2, Bedroom 3, Bathroom 2, Bathroom 3, Bathroom 1
  • patioandporchfeatures: Deck
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -87.67572, 41.90045
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Compass Real Estate", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"teammvp@compass.com", "ListBrokerageCity":null, "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Compass Real Estate", "ListBrokeragePhone":null, "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"IL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":null, "ListBrokerageWebsiteUrl":"https://www.compass.com/", "ListOfficeAddress1":"1643 N Milwaukee Ave ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"87121", "ListOfficeCity":"Chicago", "ListOfficeCountry":"USA", "ListOfficeEmail":null, "ListOfficePostalCode":"60647", "ListOfficeStateOrProvince":"IL", "ListPriceCurrencyType":"USD", "ListingTitle":"MULTI_FAMILY - Chicago, IL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1029-N-Winchester-Ave_Chicago_IL_60622_M99578-48964?f=listhub&s=MREDIL&m=12534356&c=rexren", "MLSModificationTimestamp":"2025-12-19 11:14:02", "Neighborhoods":[{"Description":null, "Name":"CHI - West Town"}], "PostalCode":null, "RoomCount":14, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":null, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 12/19/2025 11:19:11 AM GMT
Source Updated Date: 12/20/2025 6:51:54 AM GMT

Courtesy of: Melanie Giglio, Compass, teammvp@compass.com

Copyright © 2025 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.