Is a car needed in Deerpath Creek, Oswego, IL?

As of early 2026, 100% of users say car is needed

Does Deerpath Creek, Oswego, IL have sidewalks?

As of early 2026, 100% of users say there are sidewalks

Is parking easy in Deerpath Creek, Oswego, IL?

As of early 2026, 100% of users say parking is easy

Are yards well-kept in Deerpath Creek, Oswego, IL?

As of early 2026, 100% of users say yards are well-kept

Is Deerpath Creek, Oswego, IL quiet?

As of early 2026, 100% of users say it's quiet

Is Deerpath Creek, Oswego, IL dog-friendly?

As of early 2026, 80% of users say it's dog friendly

Does Deerpath Creek, Oswego, IL show holiday spirit?

As of early 2026, 78% of users say there's holiday spirit

Are neighbors friendly in Deerpath Creek, Oswego, IL?

As of early 2026, 68% of users say neighbors are friendly

Are the streets well-lit in Deerpath Creek, Oswego, IL?

As of early 2026, 67% of users say streets are well-lit

Would people walk alone at night in Deerpath Creek, Oswego, IL?

As of early 2026, 67% of users say people would walk alone at night

Do kids play outside in Deerpath Creek, Oswego, IL?

As of early 2026, 58% of users say kids play outside

Is there wildlife in Deerpath Creek, Oswego, IL?

As of early 2026, 56% of users say there's wildlife

Do residents of Deerpath Creek, Oswego, IL plan to stay at least 5 years?

As of early 2026, 56% of users say they plan to stay for at least 5 years

Are there community events in Deerpath Creek, Oswego, IL?

As of early 2026, 40% of users say there are community events

UNDER CONTRACT

586 Chestnut Dr
Oswego, IL 60543

Deerpath Creek

3 Beds
2 Baths
1,493 sqft

$300,000

Est. Mortgage $2,178/mo*

Get Pre-Qualified

$300,000

Est. Mortgage $2,178/mo*

Get Pre-Qualified

3 Beds

2 Baths

1,493 sqft

Local Information

-- mins to

Commute Destination

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.

Home Highlights

Parking

2 Car Garage

Outdoor

Patio

A/C

Heating & Cooling

HOA

$37/Monthly

Price/Sqft

$201

Listed

49 days ago

Home Details for 586 Chestnut Dr

Active Status
MLS Status: Contingent

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

Days on Market
Days on Market: 49

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: $201
Status Change & Dates Possession 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

Agent Information
Listing Agent Listing ID: 12632530

Building
Building Area Building Area: 2224 Square Feet

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

Listing Info
Special Conditions: None

Offer
Contingencies: Attorney/Inspection

Business
Business Information Ownership: Fee Simple w/ HO Assn.

Miscellaneous
BasementMls Number: 12632530Zillow Contingency Status: Under ContractAttribution 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: YesSource Internet Address DisplayMRD REMARKSINTERNET: YesMRD Remarks On VOW Display: Yes

Last check for updates: about 6 hours ago

Listing courtesy of: Meredith DeLeo, (630) 632-5787

Keller Williams Infinity

Joseph DeLeo, (630) 802-3708

Keller Williams Infinity

Source: MRED as distributed by MLS GRID, MLS#12632530

Also Listed on MRED as distributed by MLS GRID, MRED as distributed by MLS GRID.

Market trends in Oswego

Last updated May 2026

Avg. sale price

$365K

$4.33KMoM

Sale-to-List Price

99.9%

0.6%MoM

Price per sq ft

$202

$3MoM

Available listings

128

14MoM

Price History for 586 Chestnut Dr

Date	Price	Event	Source
05/03/2026	$300,000	Contingent	MRED as distributed by MLS GRID #12632530

04/29/2026	$300,000	Listed For Sale	MRED as distributed by MLS GRID #12632530

10/16/2001	$146,500	Sold	N/A
Recording Date 10/16/2001 Contract Date 09/17/2001 County Transfer Tax $73 Total Transfer Tax $147

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Property Tax and Assessment

Year	2024
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
544 Chestnut Dr, Oswego, IL	0.14	Multi-Family Home	$315,000	08/01/25	3	2	1,430
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
570 Sudbury Cir, Oswego, IL	0.44	Multi-Family Home	$399,000	07/02/25	2	2	1,600
565 Sudbury Cir #0, Oswego, IL	0.46	Multi-Family Home	$369,900	09/24/25	2	2	1,603
534 Sudbury Cir, Oswego, IL	0.45	Multi-Family Home	$400,973	06/23/25	2	2	1,600
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
595 Sudbury Cir, Oswego, IL	0.33	Multi-Family Home	$377,000	07/29/25	4	3	2,785
420 Prairieview Dr, Oswego, IL	1.14	Multi-Family Home	$315,000	05/20/26	2	2	1,352

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Skip to first item

Additional Cost

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

19 Homes For You
Buy: $300k - $916k

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
56 % 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
Resident
6y ago
"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

Meredith DeLeo, Keller Williams Infinity

Agent Phone: (630) 632-5787

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

586 Chestnut Dr, Oswego, IL 60543 is a 3 bedroom, 2 bathroom, 1,493 sqft multi-family built in 2000. 586 Chestnut Dr is located in Deerpath Creek, Oswego. This property is currently available for sale and was listed by MRED as distributed by MLS GRID on Apr 29, 2026. The MLS # for this home is MLS# 12632530.

586 Chestnut Dr Oswego, IL 60543

$300,000

$300,000

Local Information

Description

Home Highlights

Home Details for 586 Chestnut Dr

Active Status

Interior Features

Exterior Features

Days on Market

Property Information

Price & Status

Location

Agent Information

Building

HOA

Listing Info

Offer

Business

Miscellaneous

Additional Information

Market trends in Oswego

Price History for 586 Chestnut Dr

Similar Homes You May Like

New Listings near 586 Chestnut Dr

Property Tax and Assessment

Comparable Sales for 586 Chestnut Dr

Nearby homes

Additional Cost

Assigned Schools

Neighborhood Overview

What Locals Say about Deerpath Creek

LGBTQ Local Legal Protections

Housing

Employment

Public accommodations

586 Chestnut Dr
Oswego, IL 60543