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586 Chestnut Drive
Oswego IL 60543 US

$300,000

Active Under Contract Listing ID 12632530
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3 bed
bath icon
2.00 Bath (2 Full)
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Townhouse

$300,000

Active Under Contract Listing ID 12632530
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586 Chestnut Drive Opportunity is knocking for the buyer who sees potential. This ranch duplex has been tenant-occupied for the past 9 years and is ready for its next chapter. Not move-in ready, but absolutely ready for it's glow up. If you're looking for a "Handyman Special" or just searching for a project with strong upside, this is it! The home offers solid bones and a functional layout, featuring vaulted ceilings in the kitchen, family room, and all bedrooms, creating an open and airy feel throughout. The main level includes a primary suite with private bath and a spacious walk-in closet, plus two additional bedrooms, a full hall bath, and convenient main living spaces. The family room centers around a fireplace and flows into the kitchen, where you'll also find a pantry and generous storage, including a large coat and linen closet. Downstairs, the partially finished basement expands the possibilities with space for a potential fourth bedroom, a wet bar, and additional storage with a crawl space. Outside, enjoy a private patio and fenced yard, along with the convenience of a 2-car attached garage. The home will require cosmetic improvements including full interior painting ( with new taping on vaulted ceilings, ) wood floor refinishing, and new carpet, but presents a valuable opportunity for investors, rehabbers, or buyers looking to build equity. ******This is a limited window opportunity. If not sold, the property will be updated and reintroduced to the market at a higher price point reflecting the completed improvements. Located in a highly desirable school district 308; including Prairie Point Elementary, Traughber Junior High, and Oswego High School, with easy access to local amenities, this is a chance to create something truly special.

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Property Features

  • Facts
  • Property Type: Residential
  • Property Sub-type: Townhouse
  • Features
  • Full Bathrooms: 2
  • Cooling System: Central Air
  • Floor Covering: Laminate, Hardwood, Carpet, Tile - Ceramic
  • Heating Fuels: Natural Gas, Forced Air
  • Additional Features
  • Basement
  • Fireplace
  • Patio

School Information

  • School
  • Prairie Point Elementary School(Elementary)
  • Traughber Junior High School(MiddleSchool)
  • Oswego High School(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Townhouse
  • listprice: 300000
  • unparsedaddress: 586 Chestnut Drive
  • postalcity: Oswego
  • stateorprovince: IL
  • country: US
  • postalcode: 60543
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeunits: Acres
  • livingarea: 1493
  • livingareaunits: Square Feet
  • latitude: 41.658627
  • longitude: -88.346435
  • listagentfullname: Meredith DeLeo
  • listagentemail: meredith@deleogroup.com
  • listagentkey: 3yd-MREDIL-255144
  • listagentmlsid: 255144
  • listagentpreferredphone: (630) 778-5800
  • listagentofficephone: 6306325787
  • listofficekey: 3yd-MREDIL-24695
  • listofficemlsid: 24695
  • 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: 2000
  • listingcontractdate: 2026-04-28
  • listagenturl: http://www.napervillekw.com
  • countyorparish: Kendall
  • parcelnumber: 0329254066
  • elementaryschool: Prairie Point Elementary School
  • highschool: Oswego High School
  • elementaryschooldistrict: 308
  • middleorjuniorschooldistrict: 308
  • highschooldistrict: 308
  • appliances: Range, Microwave, Dishwasher, Refrigerator
  • cooling: Central Air
  • constructionmaterials: Vinyl Siding
  • flooring: Laminate, Hardwood, Carpet, Tile - Ceramic
  • heating: Natural Gas, Forced Air
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 1
  • parkingtotal: 2
  • parkingfeatures: Garage, Open
  • waterfrontyn: False
  • franchiseaffiliation: Keller Williams Realty
  • interiorfeatures: Vaulted Ceiling(s)
  • rooms: Game Room, Bedroom 1, Family Room, Dining Room, Laundry Room, Bedroom 3, Bathroom 1, Laundry Room, Basement, Bathroom 2, Bedroom 2
  • patioandporchfeatures: Patio
  • basement: Partial, Crawl Space, Partially Finished
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -88.346436, 41.658627
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-MREDIL-12632530", "OpenHouseEndTime": "2026-04-30 19:00:00", "OpenHouseId": "3681214", "OpenHouseRemarks": "First Look Open House is open to the public and agents. No showings until the Open House.", "OpenHouseStartTime": "2026-04-30 17:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Keller Williams Realty Infinity", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"meredith@deleogroup.com", "ListBrokerageCity":"Naperville", "ListBrokerageCountry":"US", "ListBrokerageEmail":"recptn55@kw.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MREDIL/3ad553c0a0c811e49fe826eb0cddeaaa/20150406195444514.png", "ListBrokerageName":"Keller Williams Realty Infinity", "ListBrokeragePhone":"(630) 778-5800", "ListBrokeragePostalCode":"60540", "ListBrokerageStateOrProvince":"IL", "ListBrokerageUnitNumber":"Suite 100", "ListBrokerageUnparsedAddress":"608 S. Washington Street", "ListBrokerageWebsiteUrl":"http://www.napervillekw.com", "ListOfficeAddress1":"608 S Washington Suite 100 ", "ListOfficeAddress2":"Suite 100", "ListOfficeBrokerMlsId":"24695", "ListOfficeCity":"Naperville", "ListOfficeCountry":"US", "ListOfficeEmail":"klrw55@kw.com", "ListOfficePostalCode":"60540", "ListOfficeStateOrProvince":"IL", "ListPriceCurrencyType":"USD", "ListingTitle":"TOWNHOME - Oswego, IL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/586-Chestnut-Dr_Oswego_IL_60543_M78501-84056?f=listhub&s=MREDIL&m=12632530&c=rexren", "MLSModificationTimestamp":"2026-05-03 22:17:02", "Neighborhoods":[{"Description":null, "Name":"Morgan Crossing"}], "PostalCode":null, "RoomCount":8, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":6771, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/3/2026 10:25:48 PM GMT
Source Updated Date: 5/4/2026 6:54:04 PM GMT

Courtesy of: Meredith DeLeo, Keller Williams Infinity, meredith@deleogroup.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.