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$300,000
New Listing

586 Chestnut Drive
Oswego, IL 60543

For Sale|Townhouse|Active
3
Beds
2
Total Baths
2
Full Baths
1,493
SqFt
$201
/SqFt
2000
Built
Subdivision:
Morgan Crossing
County:
Kendall
Listing Courtesy of MRED as distributed by MLS Grid of Keller Williams Infinity
Upcoming Open Houses
Thu, Apr 30, 5:00 PM - 7:00 PM
586 Chestnut Drive586 Chestnut Drive586 Chestnut Drive586 Chestnut Drive
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Monthly Payment (Est.)

$1,369
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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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Listing Snapshot
Price 
$300,000
Days On Site 
0 Days
Bedrooms 
3
Inside Area (SqFt) 
1,493 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
2000
MLS® Number 
12632530
Status 
Active
Property Tax 
$6,771
HOA/Condo/Coop Fees 
$36.67 monthly
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
6 hours agoListing updated with changes from the MLS®
7 hours agoListing first seen on site
General Features
Attached Garage 
Yes
Garage 
Yes
Garage Spaces 
2
Number Of Stories 
1
Parking 
AsphaltGarage Door OpenerAttachedGarage
Parking Spaces 
2
Pets 
Cats OKDogs OK
Property Sub Type 
Townhouse
Sewer 
Public Sewer
SqFt Total 
1493
Water Source 
Public
Interior Features
Appliances 
RangeMicrowaveDishwasherRefrigerator
Basement 
Partially FinishedCrawl SpacePartial
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family Room
Fireplaces 
1
Heating 
Natural GasForced Air
Interior 
Walk-In Closet(s)Entrance FoyerVaulted Ceiling(s)
Bar/Entertainment 
Dimensions - 7X7Level - Basement
Bedroom 2 
Dimensions - 11X11Level - Main
Bedroom 3 
Dimensions - 12X10Level - Main
Bedroom 4 
Dining Room 
Dimensions - 14X9Level - Main
Family Room 
Dimensions - 14X13Level - Main
Foyer 
Dimensions - 12X6Level - Main
Kitchen 
Dimensions - 14X11Level - MainDescription - Eating Area-Breakfast Bar
Laundry 
Dimensions - 5X3Level - Main
Living Room 
Master Bedroom 
Dimensions - 17X13Level - Main
Office 
Dimensions - 9X9Level - Basement
Recreation Room 
Dimensions - 30X14Level - Basement
Walk In Closet 
Dimensions - 5X4Level - Main
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Exterior Features
Construction Details 
Vinyl Siding
Fencing 
Fenced
Patio And Porch 
Patio
Community Features
Association Dues 
110
HOA Fee Frequency 
Quarterly
MLS Area 
Oswego
School District 
Oswego High School
Township 
Oswego
Schools
School District
Oswego High School
Elementary School
Prairie Point Elementary School
Middle School
Traughber Junior High School
High School
Oswego High School
Listing Courtesy of MRED as distributed by MLS Grid of Keller Williams Infinity



Based on information submitted to the MLS GRID as of 2026-04-29 07:09 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Last checked: 2026-04-29 07:09 AM UTC
MRED DMCA Copyright Information Copyright © 2026 Midwest Real Estate Data LLC. All rights reserved.

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Source: Walkscore
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