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

$310,200

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,493 sqft

586 Chestnut Dr, Oswego, IL 60543

Deerpath Creek
Est. Refi. Payment $2,331/mo*
Refinance Your Home
Currently Off Market - Sold Jul 17, 2026 for $309,000 (3% above list price)

Home Value

Trulia Estimate
$310K
Since last month
Increased$900 (+0.3%)
Since last year
Decreased$41K (-11.5%)
Since last sale
Increased$2K (+0.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +62% in the last 10 years
MonthEstimated value
2026
September 2026$311K
August 2026$310K
July 2026$309K
June 2026$310K
May 2026$312K
April 2026$314K
March 2026$351K
February 2026$356K
January 2026$350K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
554 Chestnut Dr, Oswego, IL
0.11
Multi-Family Home
$330,000
09/04/26
3
2.5
1,515
538 Sudbury Cir, Oswego, IL
0.33
Multi-Family Home
$410,000
02/23/26
2
2
1,600
515 Sudbury Cir, Oswego, IL
0.36
Multi-Family Home
$395,000
08/20/26
2
2
1,603
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

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
606 Chestnut Dr, Oswego, IL 60543
0.08
$324,000
2
2
1,331
Off Market
555 Chestnut Dr, Oswego, IL 60543
0.07
$344,400
3
2.5
1,700
Off Market
291 Morgan Valley Dr, Oswego, IL 60543
0.12
$539,000
5
3.5
2,524
Recently Sold
609 Chestnut Dr, Oswego, IL 60543
0.11
$295,000
3
2
1,453
Recently Sold
611 Chestnut Dr, Oswego, IL 60543
0.12
$328,000
2
3
1,288
Off Market
554 Chestnut Dr, Oswego, IL 60543
0.11
$330,000
3
2.5
1,515
Recently Sold
428 Sudbury Cir, Oswego, IL 60543
0.10
-
5
3
3,200
Off Market
406 Windsor Dr, Oswego, IL 60543
0.16
$380,000
3
3
2,024
Recently Sold
544 Chestnut Dr, Oswego, IL 60543
0.14
$322,100
3
2
1,430
Off Market
426 Sudbury Cir, Oswego, IL 60543
0.12
$503,600
5
3
2,588
Off Market
450 Sudbury Cir, Oswego, IL 60543
0.14
$593,900
6
3
2,412
Off Market

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

Multi-Family
Built in 2000
1,493 sqft
$207/sqft
2 Car Garage
HOA $37/mo

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). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $310,200, with a rent estimate of $2,326/month.
Last check for updates: about 2 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

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

Price and Tax history

DateEventPrice
Jul 17, 2026
Source: MRED as distributed by MLS GRID #12632530
Sold
$309,000
May 3, 2026
Source: MRED as distributed by MLS GRID #12632530
Contingent
$300,000
Apr 29, 2026
Source: MRED as distributed by MLS GRID #12632530
Listed For Sale
$300,000
Oct 16, 2001
Source: N/A
Sold
$146,500

Market trends in Oswego

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$410K
$23.5KMoM
Sale-to-List Price
100.1%
Price per sq ft
$197
$6MoM
Available listings
122
9MoM

Around this home

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

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

Frequently asked questions about 586 Chestnut Dr

  • What is 586 Chestnut Dr estimated to be worth?
    Trulia's estimated value for 586 Chestnut Dr in Oswego, IL is $310,200.
  • What is the price history for 586 Chestnut Dr?
    586 Chestnut Dr in Oswego, IL last sold for $309,000 in July 2026.
  • Is Oswego a buyer's or seller's market?
    Oswego is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Oswego?
    The median sale price in Oswego is $410K. That is up $23.5K from the prior month.
  • Does 586 Chestnut Dr have air conditioning?
    Yes, 586 Chestnut Dr in Oswego, IL has air conditioning.
  • Does 586 Chestnut Dr have laundry facilities?
    Yes, 586 Chestnut Dr in Oswego, IL has laundry facilities.

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