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555 Cherry Street
Winnetka IL 60093 US

$1,725,000

Active Listing ID 12711173
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5 bed
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5.00 Bath (4 Full , 1 Half)
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Lot: 0.27 Acres
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Other

$1,725,000

Active Listing ID 12711173
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555 Cherry Street Beautifully restored idyllic Victorian home expanded for today's living features a flexible floorplan with easy flow, generously sized rooms, dramatic ceiling heights, detailed millwork and plaster moldings, inlaid floors and an abundance of tall oversized windows. The lushly landscaped property highlighted by majestic oak trees is ideally located on a favorite east Winnetka street near lakefront beaches, shopping, restaurants, Metra, Greeley and New Trier East. The quintessential front porch welcomes you to sit and enjoy the view of the park-like lawn. The front entry opens to the foyer connecting the first floor rooms and a striking staircase. Grandly scaled great room sets the tone for the rest of the home, and offers a wonderful space for gathering and relaxing. The formal living and dining rooms echo the same gracious, comfortable style. An updated white kitchen with granite countertops has top appliances and opens to the family room with doors to the deck and paver patio. Second floor includes a stunning primary suite featuring a gorgeous bedroom filled with light, soaring ceilings, two walk-in closets, a luxurious spa bath and a lofted office above. Three additional bedrooms and two renovated baths complete this level. The third floor has treetop views, a bedroom, office and full bath. The lower level features a laundry room, playroom and storage. Very private back yard with two level deck and separate paver patio. Attached heated garage. Property sold "As- Is".

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Property Features

  • Facts
  • Lot Size: 0.27 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Floor Covering: Hardwood
  • Roof Type: Asphalt
  • Heating Fuels: Steam, Natural Gas
  • Additional Features
  • Basement
  • Fireplace
  • Patio

School Information

  • School
  • Greeley Elementary School(Elementary)
  • The Skokie School(MiddleSchool)
  • New Trier Twp H.S. Northfield/Wi(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 1725000
  • unparsedaddress: 555 Cherry Street
  • postalcity: Winnetka
  • stateorprovince: IL
  • country: US
  • postalcode: 60093
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.265
  • lotsizeunits: Acres
  • lotsizearea: 0.265
  • livingarea: 6580
  • livingareaunits: Square Feet
  • latitude: 42.103544
  • longitude: -87.725482
  • listagentfullname: Howard Meyers
  • listagentemail: hsmeyers813@gmail.com
  • listagentkey: 3yd-MREDIL-35549
  • listagentmlsid: 35549
  • listagentofficephone: 8477781394
  • listofficekey: 3yd-MREDIL-6147
  • listofficemlsid: 6147
  • 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: 1892
  • listingcontractdate: 2026-07-23
  • listagenturl: https://www.compass.com/
  • countyorparish: Cook
  • parcelnumber: 05211180100000
  • elementaryschool: Greeley Elementary School
  • highschool: New Trier Twp H.S. Northfield/Wi
  • elementaryschooldistrict: 36
  • middleorjuniorschooldistrict: 36
  • highschooldistrict: 203
  • cooling: Central Air
  • constructionmaterials: Cedar
  • flooring: Hardwood
  • heating: Steam, Natural Gas
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 3
  • parkingtotal: 2
  • parkingfeatures: Garage
  • roof: Asphalt
  • waterfrontyn: False
  • franchiseaffiliation: None
  • architecturalstyle: Victorian
  • rooms: Bedroom 3, Basement, Family Room, Bedroom 2, Bathroom 2, Bedroom 4, Bathroom 3, Bathroom 4, Bathroom 5, Laundry Room, Dining Room, Bedroom 5, Great Room, Bathroom 1, Bedroom 1
  • patioandporchfeatures: Patio
  • basement: Partially Finished, Partial
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -87.72548, 42.103542
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Compass", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"hsmeyers813@gmail.com", "ListBrokerageCity":"Chicago", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Compass", "ListBrokeragePhone":null, "ListBrokeragePostalCode":"60657", "ListBrokerageStateOrProvince":"IL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"3033 N Clark St", "ListBrokerageWebsiteUrl":"https://www.compass.com/", "ListOfficeAddress1":"568 Lincoln Ave ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"6147", "ListOfficeCity":"Winnetka", "ListOfficeCountry":"US", "ListOfficeEmail":null, "ListOfficePostalCode":"60093", "ListOfficeStateOrProvince":"IL", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Victorian - Winnetka, IL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/555-Cherry-St_Winnetka_IL_60093_M94060-80219?f=listhub&s=MREDIL&m=12711173&c=rexren", "MLSModificationTimestamp":"2026-07-23 21:19:04", "Neighborhoods":[{"Description":null, "Name":"Winnetka"}], "PostalCode":null, "RoomCount":12, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":25644, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 7/23/2026 9:28:34 PM GMT
Source Updated Date: 7/24/2026 12:56:16 PM GMT

Courtesy of: Howard Meyers, Compass, hsmeyers813@gmail.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.