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1252 W Winona Street 1
Chicago IL 60640 US

$650,000

Active Under Contract Listing ID 12781698
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2 bed
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2,100 square feet
bath icon
3.00 Bath (2 Full , 1 Half)
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Condominium

$650,000

Active Under Contract Listing ID 12781698
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1252 W Winona Street 1 Meticulously appointed duplex down in an intimate six unit building in a prime Andersonville location. Set on a quiet, tree lined street this two bedroom & 2.5 bath unit features high ceilings, hardwood floors, crown molding throughout. The main level offers a spacious living room anchored by a gas fireplace with built-ins on either side that flows in to the sunroom with windows on two sides that provides the perfect spot to relax. The separate dining room is just off the the fully renovated kitchen (2019), featuring two-tone cabinetry, a stone tile backsplash, and upgraded appliances. An office nook just off the kitchen offers a convenient work from home space and leads directly to a large deck. Both bedrooms are located on the main level, including a primary suite with a private en suite featuring dual sinks and a soaking tub. The spacious second bedroom and full hall bath complete the main floor. The lower level adds more living space with a family room, half bath, and laundry room with utility sink. Originally configured with a third bedroom, the lower level was opened up to create additional common living space, offering flexibility for a future owner to reimagine the layout. One exterior parking space is included in the price. Additional highlights include a newer furnace (2023) and a well run self managed association. Enjoy easy access to the lakefront, beaches, shopping, and dining along Clark & Argyle with buses, the Red Line and Lake Shore Drive blocks away. A wonderful blend of character & convenience in one of Chicago's most sought after neighborhoods!

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Property Features

  • Facts
  • Property Type: Residential
  • Property Sub-type: Condominium
  • Features
  • Full Bathrooms: 2
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Floor Covering: Hardwood
  • Roof Type: Asphalt
  • Heating Fuels: Radiant Floor, Natural Gas, Forced Air, Radiant
  • Additional Features
  • Basement
  • Fireplace
  • Patio

School Information

  • School
  • Mccutcheon Elementary School(Elementary)
  • Mccutcheon Elementary School(MiddleSchool)
  • Senn High School(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Condominium
  • listprice: 650000
  • unparsedaddress: 1252 W Winona Street
  • unitnumber: 1
  • postalcity: Chicago
  • stateorprovince: IL
  • country: US
  • postalcode: 60640
  • bathroomsfull: 2
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeunits: Acres
  • livingarea: 2100
  • livingareaunits: Square Feet
  • latitude: 41.975653
  • longitude: -87.662005
  • listagentfullname: Tara Leinenweber
  • listagentemail: tara.leinenweber@redfin.com
  • listagentkey: 3yd-MREDIL-141159
  • listagentmlsid: 141159
  • listagentpreferredphone: (773) 308-4896
  • listagentofficephone: 7739831230
  • listofficekey: 3yd-MREDIL-18705
  • listofficemlsid: 18705
  • disclaimer: Copyright © 2026 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: 1919
  • listingcontractdate: 2026-10-15
  • listagenturl: http://www.redfin.com
  • countyorparish: Cook
  • parcelnumber: 14083020721001
  • elementaryschool: Mccutcheon Elementary School
  • highschool: Senn High School
  • elementaryschooldistrict: 299
  • middleorjuniorschooldistrict: 299
  • highschooldistrict: 299
  • appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer
  • cooling: Central Air
  • constructionmaterials: Brick
  • flooring: Hardwood
  • heating: Radiant Floor, Natural Gas, Forced Air, Radiant
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 3
  • parkingtotal: 1
  • parkingfeatures: Off Alley, Assigned
  • roof: Asphalt
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Built-in Features, Walk-In Closet(s), Separate Dining Room
  • rooms: Bedroom 1, Basement, Laundry Room, Bathroom 3, Bathroom 2, Bedroom 2, Dining Room, Laundry Room, Bathroom 1, Family Room
  • patioandporchfeatures: Deck
  • basement: Full, Finished
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -87.662, 41.975655
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-MREDIL-12781698", "OpenHouseEndTime": "2026-10-17 14:00:00", "OpenHouseId": "12084834", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-10-17 12:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Redfin Corporation", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"tara.leinenweber@redfin.com", "ListBrokerageCity":"Des Plaines", "ListBrokerageCountry":"US", "ListBrokerageEmail":"mark.reitman@redfin.com", "ListBrokerageLogoUrl":"http://lh.rdcpix.com/22fc5eb1a10411df8de400219b9aa4d8k-c3608668646r.jpg", "ListBrokerageName":"Redfin Corporation", "ListBrokeragePhone":"(773) 308-4896", "ListBrokeragePostalCode":"60018", "ListBrokerageStateOrProvince":"IL", "ListBrokerageUnitNumber":"Suite 180", "ListBrokerageUnparsedAddress":"2860 S River Road", "ListBrokerageWebsiteUrl":"http://www.redfin.com", "ListOfficeAddress1":"112 S. Sangamon St Ste 400 ", "ListOfficeAddress2":"Suite 180", "ListOfficeBrokerMlsId":"18705", "ListOfficeCity":"Chicago", "ListOfficeCountry":"US", "ListOfficeEmail":"mark.reitman@redfin.com", "ListOfficePostalCode":"60607", "ListOfficeStateOrProvince":"IL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential, Chicago, IL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1252-W-Winona-St-Apt-1E_Chicago_IL_60640_M73624-48286?f=listhub&s=MREDIL&m=12781698&c=rexren", "MLSModificationTimestamp":"2026-10-21 15:52:03", "Neighborhoods":[{"Description":null, "Name":"CHI - Uptown"}], "PostalCode":null, "RoomCount":7, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":9428, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/24/2026 1:39:05 PM GMT
Source Updated Date: 11/5/2026 12:58:06 AM GMT

Courtesy of: Tara Leinenweber, Redfin Corporation, tara.leinenweber@redfin.com

Copyright © 2026 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.