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    1 home
      1 home available
      586 Chestnut Drive, Oswego, IL 60543
      NEW 2 hrs agoOpen Thu 5:00 PM-7:00 PM
      586 Chestnut Drive, Oswego, IL 60543
      $300,000
      3beds
      2bath
      1,493sqft
      acres
      Duplex for Sale

      586 Chestnut Drive, Oswego, IL 60543

      Listing by: Keller Williams Infinity
      1 - 1 of 1 results
      © 2026 Mainstreet REALTORS® All Rights Reserved.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      Chicagoland Homes
      586 Chestnut Drive, Oswego, IL 60543
      586 Chestnut Drive, Oswego, IL 60543
      586 Chestnut Drive, Oswego, IL 60543
      586 Chestnut Drive, Oswego, IL 60543
      586 Chestnut Drive, Oswego, IL 60543
      586 Chestnut Drive, Oswego, IL 60543
      586 Chestnut Drive, Oswego, IL 60543
      586 Chestnut Drive, Oswego, IL 60543
      586 Chestnut Drive, Oswego, IL 60543
      586 Chestnut Drive, Oswego, IL 60543
      586 Chestnut Drive, Oswego, IL 60543
      586 Chestnut Drive, Oswego, IL 60543
      586 Chestnut Drive, Oswego, IL 60543
      NEW 2 hrs ago
      Open Thu 5:00 PM-7:00 PM
      $300,000
      3beds
      2full,half bath
      1,493sqft
      acres

      586 Chestnut Drive, Oswego, IL 60543

      Duplex for Sale by Meredith DeLeoKeller Williams Infinity.

      Data checked -. Listing last updated 49 mins ago.
      1. Overview
      2. Details
      3. More 

      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.

      Internet Serviceability
      Details
        Property type
      Residential
        Year built
      2000
        Heating
      Natural Gas, Forced Air
        Cooling
      Central Air
        Total rooms
      8
        Garage
      Yes (2 space)
        Parking spots
      2
      MRD12632530
      MLS ID
      Active
      Status
      04-28-2026
      On market date
        Laundry features
        Fireplace
      Yes
        Pets allowed
      Cats OK, Dogs OK
        Architectural Style
        Basement
      Partially Finished, Crawl Space, Partial
      Interior features
      Vaulted Ceiling(s)
      Exterior features
      Lot features
      Appliances included
      Range, Microwave, Dishwasher, Refrigerator
      Construction materials
      Vinyl Siding
      Monthly taxes
      $564
      Yearly taxes
      $6,771
      School district
      Oswego Comm Unit School Dist 308
      Schools
      Prairie Point Elementary School, Traughber Junior High School, Oswego High School
      Senior community
      No
      Common Charges
      $110/Quarterly
      Maintenance
      -
      Additional Fees
      -
      HOA Fees Include
      Insurance
      Open Houses
      In-Person
      Thu, Apr 30
      05:00 PM - 07:00 PM
      Central Time
      First Look Open House is open to the public and agents. No showings until the Open House.
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Listing By:
      Meredith DeLeo
      Meredith DeLeo
      JD
      Joseph DeLeo
      Meredith DeLeo
      Meredith DeLeo
      Direct 
       
      JD
      Joseph DeLeo
      Direct 
       
      Location
      Grove to Collins to Buckskin to Chestnut
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      586 Chestnut Drive, Oswego, IL 60543, is a 3 bedroom, 2 bathroom, 1493 sqft. Duplex built in 2000. This property is currently available for sale and was listed on Mainstreet REALTORS® on 4-28-2026. The MLS# for this Duplex is MLS# MRD12632530.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Copyright ©2026 Mainstreet REALTORS®