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$269,900 Just Listed
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Property Description
Selling as-is. EM to be held at Title Underwriters https://titleunderwriters.paymints.io/create-account. Dimensions are approximate, buyer to verify. Some photos have been virtually staged. Exceptionally cared for by its original owner, this 3 bedroom, 2 bath ranch was built in 2000 and has an easy layout that's filled with natural light. You'll love the main floor laundry, an eat in kitchen, freestanding gas fireplace, and cozy 3 season room that opens to the deck overlooking a spacious backyard with plenty of room to make it your own. The home is also wheelchair accessible, featuring wider doorways. The full basement is stubbed for a future bathroom, giving you room to expand. Major updates include a new roof (2023), furnace (approx. 3-4 years old), and central air (2025). Located in a desirable Roscoe neighborhood and just around the corner from the paved bike path and a short walk to Leland Park, this home has been well cared for and is ready for its next owner. Some photos have been virtually staged.
Full Property Details
Full Property Details for 5939 Chestnut St
General
- Price: $269,900
- Taxes: $5,075 (2025)
- Status: Active
- Type: Single Family
- Source: 2606
- MLS ID: 202604165
- Updated: 7/9/2026
- Added to Site: 2 day(s) ago
Interior
- Interior Features: Walk-In Closet, Window Treatments
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Gas
- Appliances: Disposal, Dishwasher, Dryer, Refrigerator, Stove/Cooktop, Washer, Water Softener
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Parking
- Attached garage: Yes
- Garage Spaces: 2
- Garage Description: Attached
Location
- Area: Winnebago County
- County: Winnebago
- Subdivision: IL
School Information
- School District: Hononegah 207
- Elementary School: Kinnikinnick
- Middle School: Roscoe Middle
- High School: Hononegah High
Heating & Cooling
- Cooling Type: Central Air
- Water Heater: Gas
Utilities
- Sewer: City/Community
- Water: City/Community
Structural Information
- Architectural Style: Ranch
- Exterior Const.: Vinyl
- Basement: Yes
- Roof: Shingle
- Square Feet: 2,026
- Year Built: 2000
Lot Features
- Frontage: City/Town
Water Features
- Water Front Desc.: City/Community
Financial Considerations
- Price Per Sq. Ft.: $133.22
- For Sale/Rent/Lease: For Sale
- Tax Amount: $5,075
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Legal Description: ROSCOE SQUARE PT SE1/4 SEC 33-46-2 LOT 6
- Flood plain: Yes
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Schools
Schools serving 5939 Chestnut St
School Districts:Kinnikinnick Community Consolidated School District 131, Hononegah Community High School District 207
| Name | Grades | Distance |
|---|---|---|
Kinnikinnick School 5410 Pine Lane, Roscoe, IL 61073 | 4-5 | 0.6 mi |
Stone Creek School 11633 S Gate Rd, Roscoe, IL 61073 | 2-3 | 1.7 mi |
Ledgewood Elementary School 11685 S Gate Rd, Roscoe, IL 61073 | PK-1 | 1.7 mi |
Roscoe Middle School 6121 Elevator Road, Roscoe, IL 61073 | 6-8 | 0.6 mi |
Hononegah High School 307 Salem Street, Rockton, IL 61072 | 9-12 | 4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5939 Chestnut St
Date
Details
Price
Change
Source
7/09/2026
Listed
$269,900
1535.76%
MLS
1/25/1999
Sold
$16,500
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5939 Chestnut St
Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,828
9%
$65,223
11%
2023
$4,428
100%
$58,533
9%
2022
-100%
$53,508
6%
2021
$3,929
—
$50,266
4%
2021
$3,929
27%
$48,440
5%
2019
$3,086
-12%
$46,270
8%
2017
$3,512
5%
$42,883
2%
2016
$3,360
5%
$42,195
3%
2015
$3,197
—
$40,990
-8%
2018
$3,203
6%
$44,461
10%
2014
$3,027
2%
$40,472
-1%
2013
$2,960
-2%
$41,043
-4%
2012
$3,009
—
$42,571
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5939 Chestnut St
5939 Chestnut Street, Roscoe, IL 61073 (MLS# 202604165) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5939 Chestnut Street is currently listed for $269,900 and was received on July 09, 2026. Want to learn more about 5939 Chestnut Street? Do you have questions about finding other Single Family real estate for sale in Roscoe? You can browse all Roscoe real estate or contact a Coldwell Banker agent to request more information.

