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.
Contingent
$300,000
586 Chestnut Dr, Oswego, IL 60543
3beds
1,493sqft
Duplex, Single Family Residence
Built in 2000
-- sqft lot
$-- Zestimate®
$201/sqft
$37/mo HOA
What's special
Partially finished basementFenced yardPrivate patioPantry and generous storageSpacious walk-in closet
- 67 days |
- 91 |
- 0 |
Zillow last checked:
Listing updated:
Listed by:
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
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Office, Recreation Room, Foyer, Walk In Closet
Primary bedroom
- Features: Flooring (Carpet), Bathroom (Full)
- Level: Main
- Area: 221 Square Feet
- Dimensions: 17X13
Bedroom 2
- Features: Flooring (Carpet)
- Level: Main
- Area: 121 Square Feet
- Dimensions: 11X11
Bedroom 3
- Features: Flooring (Laminate)
- Level: Main
- Area: 120 Square Feet
- Dimensions: 12X10
Bar entertainment
- Level: Basement
- Area: 49 Square Feet
- Dimensions: 7X7
Dining room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 126 Square Feet
- Dimensions: 14X9
Family room
- Features: Flooring (Ceramic Tile)
- Level: Main
- Area: 182 Square Feet
- Dimensions: 14X13
Foyer
- Features: Flooring (Hardwood)
- Level: Main
- Area: 72 Square Feet
- Dimensions: 12X6
Kitchen
- Features: Kitchen (Eating Area-Breakfast Bar), Flooring (Hardwood)
- Level: Main
- Area: 154 Square Feet
- Dimensions: 14X11
Laundry
- Level: Main
- Area: 15 Square Feet
- Dimensions: 5X3
Office
- Level: Basement
- Area: 81 Square Feet
- Dimensions: 9X9
Recreation room
- Level: Basement
- Area: 420 Square Feet
- Dimensions: 30X14
Walk in closet
- Features: Flooring (Hardwood)
- Level: Main
- Area: 20 Square Feet
- Dimensions: 5X4
Heating
- Natural Gas, Forced Air
Cooling
- Central Air
Appliances
- Included: Range, Microwave, Dishwasher, Refrigerator
Features
- Vaulted Ceiling(s)
- Basement: Partially Finished,Crawl Space,Partial
- Number of fireplaces: 1
- Fireplace features: Family Room
Interior area
- Total structure area: 2,224
- Total interior livable area: 1,493 sqft
Property
Parking
- Total spaces: 2
- Parking features: Asphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Patio & porch: Patio
- Fencing: Fenced
Lot
- Dimensions: 176 x 111 x 141 x 16
Details
- Parcel number: 0329254066
- Special conditions: None
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Duplex, Single Family Residence
Materials
- Vinyl Siding
Condition
- New construction: No
- Year built: 2000
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Morgan Crossing
HOA
- Has HOA: Yes
- Services included: Insurance
- HOA fee: $110 quarterly
Location
- Region: Oswego
Financial & listing details
- Price per square foot: $201/sqft
- Tax assessed value: $270,432
- Annual tax amount: $6,771
- Date on market: 4/29/2026
- Ownership: Fee Simple w/ HO Assn.
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/3/2026 | Contingent | $300,000$201/sqft |
Source:  MRED as distributed by MLS GRID #12632530 Report a problem | ||
| 4/29/2026 | Listed for sale | $300,000+104.8%$201/sqft |
Source: MRED as distributed by MLS GRID #12632530 Report a problem | ||
| 10/16/2001 | Sold | $146,500$98/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $6,771 +4.7% | $90,144 +13% |
| 2023 | $6,469 +7.6% | $79,774 +10% |
| 2022 | $6,015 +3.9% | $72,522 +7% |
| 2021 | $5,788 +4.5% | $67,777 +5% |
| 2020 | $5,540 +4.5% | $64,549 +7.4% |
| 2019 | $5,304 | $60,112 +1.9% |
| 2018 | $5,304 +1.9% | $58,985 +4% |
| 2017 | $5,207 +3.1% | $56,716 +4% |
| 2016 | $5,048 +2.9% | $54,535 +7% |
| 2015 | $4,905 | $50,967 +6% |
| 2014 | $4,905 | $48,082 +3% |
| 2013 | -- | $46,681 -5.1% |
| 2012 | -- | $49,170 -11% |
| 2011 | -- | $55,247 -8% |
| 2010 | -- | $60,051 -5.1% |
| 2009 | -- | $63,268 +7.3% |
| 2008 | -- | $58,985 +3% |
| 2007 | -- | $57,267 |
| 2006 | $3,934 | $57,267 +6.7% |
| 2005 | -- | $53,671 +0.1% |
| 2004 | $3,751 +9.6% | $53,612 +3.9% |
| 2003 | $3,423 | $51,597 +8.5% |
| 2002 | $3,423 | $47,555 |
| 2001 | -- | -- |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: Deerpath Creek
Nearby schools
GreatSchools rating
- 7/10Prairie Point Elementary SchoolGrades: K-5Distance: 0.8 mi
- 6/10Traughber Jr High SchoolGrades: 6-8Distance: 1.2 mi
- 8/10Oswego High SchoolGrades: 9-12Distance: 1.7 mi
Schools provided by the listing agent
- Elementary: Prairie Point Elementary School
- Middle: Traughber Junior High School
- High: Oswego High School
- District: 308
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Illinois
- Kendall County
- Oswego
- 60543
- Deerpath Creek
- 586 Chestnut Dr
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