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342 Rosewood Avenue
Winnetka IL 60093 US

$1,995,000

Active Under Contract Listing ID 12488803
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4 bed
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5.00 Bath (4 Full , 1 Half)
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Single Family Residence

$1,995,000

Active Under Contract Listing ID 12488803
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342 Rosewood Avenue Sophisticated perfection on an extra wide lot in one of Winnetka's most picturesque neighborhoods! Breathtaking 5BR/4.1BA beauty immediately captivates with its stately facade, grand walk-up entrance and exceptional curb appeal. A seamless blend of comfortable elegance and contemporary refinement, every detail reflects thoughtful design and superior craftsmanship.A bold designer palette complemented by crown moldings, French doors, arched entryways, expansive windows, rich hardwood floors, custom wall coverings, and stunning light fixtures- all contributing to an effortlessly flowing layout. An elegant dining room flows into the butler's pantry and an exceptionally scaled eat-in kitchen/family room with a large center island, walk-in pantry and top of the line appliances. A sunlit breakfast area opens directly to the backyard and adjoins the "heart of the home" great room, anchored by a cozy, gas burning fireplace. The framed French doors lead to everyone's favorite : a newly installed spacious "outdoor room" and a gorgeous Red Spade backyard redesign. Upstairs, the serene primary suite serves as a luxurious retreat with a lofted ceiling, custom built-ins, a balcony, generous walk-in closet and beautiful spa bath with double sink vanity, Toto bidet, steam shower and radiant heated floors. Three additional bedrooms and two handsome baths plus second floor laundry provides ultimate convenience. An additional layer of living space in the lower level with an oversized recreation room, custom wet bar with sink, dishwasher and refrigeration, fabulous temperature-controlled wine cellar, exercise room/fifth bedroom and full bath - making this area ideal for entertaining or unwinding in style. Outside, the picturesque and private setting with exterior lighting, blue stone patios, grey composite decking, elegant brick paver accents, thoughtfully constructed field stone retaining walls and elevated landscape beds - all highlight the gorgeous and professionally curated landscape with mature trees and blooming perennials. Flawlessly maintained and thoughtfully upgraded with many incredible recent updates: furnace, AC, hot water heater, attic insulation, sump pump, whole house filtration system, plant watering system, outdoor lighting, fresh paint, restained hardwood floors and many more.... This spectacular, turnkey home in a fabulous walk to everything location - including town, train, schools and parks - truly, leaves nothing to be desired in this don't miss opportunity. Home not in the floor plain -see property disclosure and FEMA attachment explaining.

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Property Features

  • Facts
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Balcony
  • Floor Covering: Carpet, Hardwood, Tile, Tile - Ceramic
  • Roof Type: Asphalt
  • Heating Fuels: Fireplace(s), Forced Air, Natural Gas, Radiant, Radiant Floor
  • Additional Features
  • Fireplace

School Information

  • School
  • Crow Island Elementary School(Elementary)
  • Carleton W Washburne School(MiddleSchool)
  • New Trier Twp H.S. Northfield/Wi(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1995000
  • unparsedaddress: 342 Rosewood Avenue
  • postalcity: Winnetka
  • stateorprovince: IL
  • country: US
  • postalcode: 60093
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeunits: Acres
  • livingarea: 4585
  • livingareaunits: Square Feet
  • listagentfullname: Paige Dooley
  • listagentemail: paige.dooley@compass.com
  • listagentkey: 3yd-MREDIL-39577
  • listagentmlsid: 39577
  • listagentpreferredphone: 8476090963
  • listagentofficephone: 8474469600
  • listofficekey: 3yd-MREDIL-6147
  • listagentstatelicense: 475131775
  • listofficemlsid: 6147
  • 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: 2011
  • listingcontractdate: 2025-10-12
  • listagenturl: https://www.compass.com/
  • countyorparish: Cook
  • parcelnumber: 05203040120000
  • elementaryschool: Crow Island Elementary School
  • highschool: New Trier Twp H.S. Northfield/Wi
  • elementaryschooldistrict: 203
  • middleorjuniorschooldistrict: 203
  • highschooldistrict: 203
  • appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Range, Refrigerator, Refrigerator - Wine Storage, Washer
  • cooling: Central Air
  • flooring: Carpet, Hardwood, Tile, Tile - Ceramic
  • heating: Fireplace(s), Forced Air, Natural Gas, Radiant, Radiant Floor
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 2
  • roof: Asphalt
  • waterfrontyn: False
  • interiorfeatures: Vaulted Ceiling(s), Wet Bar, Walk-in Closet(s)
  • exteriorfeatures: Balcony
  • architecturalstyle: French
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Game Room, Office
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Compass", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"paige.dooley@compass.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":"32634", "ListOfficeCity":"Winnetka", "ListOfficeCountry":"US", "ListOfficeEmail":null, "ListOfficePostalCode":"60093", "ListOfficeStateOrProvince":"IL", "ListPriceCurrencyType":"USD", "ListingTitle":"2 Stories, French Provincial - Winnetka, IL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/342-Rosewood-Ave_Winnetka_IL_60093_M71094-42926?f=listhub&s=MREDIL&m=12488803&c=rexren", "MLSModificationTimestamp":"2025-10-18T16:32:01Z", "Neighborhoods":[{"Description":null, "Name":"Winnetka"}], "PostalCode":null, "RawPropertySubType":"2 Stories", "RawPropertyType":"Residential", "RoomCount":12, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":25014, "TaxDescription":null, "TaxYear":"2023"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/19/2025 2:08:53 AM GMT
Source Updated Date: 12/6/2025 6:55:43 PM GMT

Courtesy of: Paige Dooley, Compass, paige.dooley@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.