Oswego, IL 60543 586 Chestnut Drive

586 Chestnut Drive Oswego, IL - Image 1586 Chestnut Drive Oswego, IL - Image 2586 Chestnut Drive Oswego, IL - Image 3
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586 Chestnut Drive Oswego, IL - Image 4586 Chestnut Drive Oswego, IL - Image 5586 Chestnut Drive Oswego, IL - Image 6586 Chestnut Drive Oswego, IL - Image 7586 Chestnut Drive Oswego, IL - Image 8586 Chestnut Drive Oswego, IL - Image 9586 Chestnut Drive Oswego, IL - Image 10586 Chestnut Drive Oswego, IL - Image 11586 Chestnut Drive Oswego, IL - Image 12
Presented By: Keller Williams Infinity
  • MLS# 12632530
  • 04/28/2026
  • Request Tour
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  • Beds • 3
  • Baths • 2
  • SQFT • 1,493
  • Garage • 2

Home Details

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.
Presented By: Keller Williams Infinity

Interior Features for 586 Chestnut Drive

Bedrooms

Bedrooms Possible3
Total Bedrooms3

Bathrooms

BathroomDouble Sink
Half Baths
Total Baths2

Other Interior Features

LivingAreaSourceAssessor
BasementPartially Finished, Crawl Space, Partial
Interior AmenitiesVaulted Ceiling(s)
Total Fireplaces1
Total Number of Units2
Total Stories1

Other Rooms

Room TypeOffice, Recreation Room, Foyer, Walk In Closet

General for 586 Chestnut Drive

AppliancesRange, Microwave, Dishwasher, Refrigerator
Assoc Fee Paid PerQuarterly
Association Fee IncludesInsurance
CityOswego
Construction MaterialsVinyl Siding
ContingencyAttorney/Inspection
CoolingCentral Air
CountyKendall
DirectionsGrove to Collins to Buckskin to Chestnut
Elementary SchoolPrairie Point Elementary School
Elementary School District308
Full Baths2
Garage Spaces2
HOA Fee$110
HeatingNatural Gas, Forced Air
High SchoolOswego High School
High School District308
Living Area1493
MLS AreaOswego
Middle/Junior High SchoolTraughber Junior High School
Middle/Junior School District308
New ConstructionNo
OwnershipFee Simple w/ HO Assn.
Pets AllowedCats OK, Dogs OK
PossessionClosing
Property TypeResidential
Property TypeAttached Single
SewerPublic Sewer
Standard StatusActive Under Contract
StatusContingent
Sub Type1/2 Duplex
Subdivision NameMorgan Crossing
Tax Annual Amount6771
Tax Year2024
Total Rooms8
TownshipOswego
Year Built2000

Exterior for 586 Chestnut Drive

BuyerOfficeFax(630) 232-6918
Lot Dimensions176 x 111 x 141 x 16
Parking FeaturesAsphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage
Total Parking2
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Schools

High School Oswego High School
Elementary School Prairie Point Elementary School
Middle School Traughber Junior High School

Client Care

Price $300,000
MLS#12632530
List Date 04/28/2026
Property Type Contingent
Phone 847.485.2500
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