586 Chestnut Dr, Oswego, IL 60543
Property image
Property image
SOLD
JUL 17, 2026

586 Chestnut Dr
Oswego, IL 60543

Deerpath Creek
  • 3 Beds
  • 2 Baths
  • 1,493 sqft

$309,000

Last Sold: Jul 17, 2026
3% over list $300K
$207/sqft
Est. Refi. Payment $2,247/mo*
Refinance Your Home

$309,000

Last Sold: Jul 17, 2026
3% over list $300K
$207/sqft
Est. Refi. Payment $2,247/mo*
Refinance Your Home
3 Beds
2 Baths
1,493 sqft

Local Information

  • Map ViewExplore the area around 586 Chestnut Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
2000
Living Area
1,493 sqft
Price/Sqft
$207/sqft
Parking
2 Car Garage
HOA
$37/Monthly

About this House

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.
586 Chestnut Dr, Oswego, IL 60543 is a 3 bedroom, 2 bathroom, 1,493 sqft multi-family in Deerpath Creek, built in 2000. It last sold for $309,000 on Jul 17, 2026 (3% above the $300,000 asking price). It is currently off market. The Trulia Estimate is $309,100, with a rent estimate of $2,486/month.

Home Details for 586 Chestnut Dr

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Partially Finished,Crawl Space,PartialNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bar Entertainment, Dining Room, Family Room, Foyer, Kitchen, Laundry, Living Room, Office, Recreation Room, Walk In Closet
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1493 Square Feet
Appliances & Utilities
Appliances: Range, Microwave, Dishwasher, RefrigeratorDishwasherMicrowaveRefrigerator
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Family RoomHas a FireplaceNo Spa
Levels, Entrance, & Accessibility
Number of Stories: 1Accessibility: No Disability Access
View
No View

Exterior Features

Exterior Home Features
Patio / Porch: PatioFencing: Fenced
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Asphalt,Garage Door Opener,Yes,Garage Owned,Attached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 2000
Property Type / Style
Property Type: ResidentialProperty Subtype: Duplex, Single Family Residence
Building
Construction Materials: Vinyl SidingNot a New Construction
Property Information
Parcel Number: 0329254066

Price & Status

Price
List Price: $300,000Price Per Sqft: $207/sqft
Status Change & Dates
Off Market Date: Sat May 02 2026Possession Timing: Close Of Escrow

Location

Direction & Address
City: OswegoCommunity: Morgan Crossing
School Information
Elementary School: Prairie Point Elementary SchoolElementary School District: 308Jr High / Middle School: Traughber Junior High SchoolJr High / Middle School District: 308High School: Oswego High SchoolHigh School District: 308

Building

Building Area
Building Area: 2224 Square Feet

HOA

HOA Fee Includes: InsuranceHas an HOAHOA Fee: $110/Quarterly

Listing Info

Special Conditions: None

Offer

Listing Terms: FHA

Business

Business Information
Ownership: Fee Simple w/ HO Assn.

Miscellaneous

BasementMls Number: 12632530Attribution Contact: (630) 632-5787

Additional Information

Source Internet Entire Listing DisplayMRD IDX Comments Reviews: NoMRD Listing On IDX Display: YesMRD Address On VOW Display: YesMRD AVM On IDX Display: NoMRD Price History On IDX Display: YesMRD Market Time On IDX Display: YesMRD REMARKSINTERNET: YesSource Internet Address DisplayMRD Remarks On VOW Display: Yes
Last check for updates: about 3 hours ago
Listed by Meredith DeLeo, (630) 632-5787
Keller Williams Infinity
Joseph DeLeo, (630) 802-3708
Keller Williams Infinity
Bought with: Patricia Rambo, ABR,CNC,GRI,PSA, (630) 399-1572, Coldwell Banker Real Estate Group
Source: MRED as distributed by MLS GRID, MLS#12632530

Price History for 586 Chestnut Dr

DatePriceEventSource
07/17/2026$309,000Sold
MRED as distributed by MLS GRID #12632530
05/03/2026$300,000ContingentMRED as distributed by MLS GRID #12632530
04/29/2026$300,000Listed For SaleMRED as distributed by MLS GRID #12632530
10/16/2001$146,500Sold
N/A

Market trends in Oswego

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$385K
$21.67KMoM
Sale-to-List Price
100.1%
0.2%MoM
Price per sq ft
$199
$5MoM
Available listings
132
4MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax$6,771
Assessment$270,432
Home facts updated by county records

Comparable Sales for 586 Chestnut Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
538 Sudbury Cir, Oswego, IL
0.33
Multi-Family Home
$410,000
02/23/26
2
2
1,600
561 Sudbury Cir, Oswego, IL
0.41
Multi-Family Home
$422,500
09/19/25
3
3
1,613
565 Sudbury Cir #0, Oswego, IL
0.46
Multi-Family Home
$369,900
09/24/25
2
2
1,603
539 Sudbury Cir, Oswego, IL
0.46
Multi-Family Home
$385,000
05/22/26
2
2
1,603
524 Sudbury Cir, Oswego, IL
0.41
Multi-Family Home
$340,000
02/25/26
2
2.5
1,819
420 Prairieview Dr, Oswego, IL
1.14
Multi-Family Home
$315,000
05/20/26
2
2
1,352
413 Carriage Ct, Oswego, IL
1.23
Multi-Family Home
$307,500
07/17/26
2
2
1,346
429 Prairieview Dr, Oswego, IL
1.20
Multi-Family Home
$280,000
05/05/26
2
2
1,346
527 Northgate Cir, Oswego, IL
1.26
Multi-Family Home
$320,000
07/23/26
2
2.5
1,350

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 586 Chestnut Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Deerpath Creek
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Deerpath Creek

At least 9 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 100 % Say there are sidewalks

  • 100 % Say parking is easy

  • 100 % Say yards are well-kept

  • 100 % Say it's quiet

  • 80 % Say it's dog friendly

  • 78 % Say there's holiday spirit

  • 68 % Say neighbors are friendly

  • 67 % Say streets are well-lit

  • 67 % Say people would walk alone at night

  • 58 % Say kids play outside

  • 56 % Say there's wildlife

  • 50 % Say they plan to stay for at least 5 years

  • 40 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Alex33hales
    "I have a very short commute to work, shopping and dining. My children have never been more than a few minutes from school; elementary, junior high and high school. "
    1
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

25 pet-friendly rentals in Oswego, IL

Explore by feature - Garage

34 rentals with a garage in Oswego, IL

Explore by feature - Air Conditioning

36 rentals with air conditioning in Oswego, IL

Explore by feature - Pool

14 rentals with a pool in Oswego, IL

Explore by feature - Washer/dryer

34 rentals with a washer/dryer in Oswego, IL

Explore by feature - Outdoor Space

6 rentals with an outdoor space in Oswego, IL

Homes for sale near 586 Chestnut Dr

Skip to last item
Skip to first item

Off Market Homes Near 586 Chestnut Dr

Skip to last item
Skip to first item
Based on information submitted to the MLS GRID as of 2026. 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. Click here for more information