586 Chestnut Drive Oswego, IL 60543
Listing Courtesy of: MLS LogoMidwest Real Estate Data as distributed by MLS GRID / Listed By: Keller Williams Infinity

  586 Chestnut Drive Oswego, IL 60543

Contingent (50 Days)
$300,000 (USD)
3
BED
2
BATH
1,493
SQFT

Description

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.

MLS #:
12632530
Taxes
$6,771(2024)
Type
Single-Family Home
Year Built
2000
School District
308
County
Kendall County
Community
Morgan Crossing

Listed By

Meredith Deleo, Keller Williams Infinity
Source
Midwest Real Estate Data
Last checked Jun 16 2026 at 8:07 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 2
Interior Features
  • Appliance: Range
  • Appliance: Refrigerator
  • Appliance: Dishwasher
  • Appliance: Microwave
  • Vaulted Ceiling(s)
Subdivision
  • Morgan Crossing
Property Features
  • Fireplace: 1
  • Fireplace: Family Room
Heating and Cooling
  • Forced Air
  • Natural Gas
  • Central Air
Basement Information
  • Partially Finished
  • Partial
  • Crawl Space
Homeowners Association Information
  • Dues: $110/Quarterly
Utility Information
  • Utilities: Water Source: Public
  • Sewer: Public Sewer
School Information
  • Elementary School: Prairie Point Elementary School
  • Middle School: Traughber Junior High School
  • High School: Oswego High School
Parking
  • Garage Door Opener
  • Garage Owned
  • Attached
  • Garage
  • Asphalt
  • Yes
Stories
  • 1
Living Area
  • 1,493 sqft
Location
   
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Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

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Disclaimer: Square footage is based on information available to agent, including County records. Information has not been verified by agent and should be verified by buyer.
Based on information submitted to the MLS GRID as of 6/16/2026 08:07. 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.