Date
Details
Price
Change
Source
2/05/2026
Listed
$450,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/26
$450,000 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/26
Property Description
Welcome to 135 Chesterfield Drive! This spacious 4-bedroom, 2.5-bath home offers comfortable living in one of Oswego's most desirable locations. This home has been well cared for and is clean, move-in ready, and full of potential for its next owner. The main level features a traditional layout with living and dining rooms, a cozy family room with fireplace, and a functional kitchen with ample storage. Upstairs, you'll find four generously sized bedrooms including a primary suite with private bath. The partially finished basement adds additional living space and a workshop with air compressor. Step outside to enjoy the backyard deck with awning-great for relaxing or entertaining. The property backs to a maintained green space with direct access to a bike and walking path, and it's just steps from the neighborhood park. The driveway has a 3rd car pad for extra space. With solid bones, inviting outdoor spaces, and a prime location, this home is a wonderful opportunity to enjoy the best of Oswego living!
Full Property Details
Full Property Details for 135 Chesterfield Dr
General
- Price: $450,000
- Taxes: $9,496 (2024)
- Status: Active
- Type: Single Family
- Source: MRED
- MLS ID: 12520249
- Updated: 2/11/2026
- Added to Site: 6 day(s) ago
Rental Information
- Complex Features: Curbs, Sidewalks, Street Lights, Park
Interior
- Basement: Finished, F
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Family Room, Wood-Burning, Gas Starter
- Appliances: Range, Microwave, Dishwasher, Refrigerator, Disposal, Indoor Grill
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Additional Information
- Equipment: Sump Pump, Radon Mitigation System
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2.5
- Total Spaces: 2
- Parking Features: Asphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage
Location
- Area: Oswego
- County: Kendall
- Township: Oswego
- Subdivision: Windcrest
- Driving Directions: Rt 34 to boulder hill pass to Chesterfield Dr to home
School Information
- School District: 308
- Elem School District: 308
- Midd School District: 308
- High School District: 308
- Elementary School: Old Post Elementary School
- Middle School: Thompson Junior High School
- High School: Oswego High School
- Private School: Oswego High School
Community
- Assoc. Fees Include: None
Heating & Cooling
- Cooling Type: Central Air Conditioning
- Heating Type: Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Info: Traditional
- Architectural Style: Traditional
- Model: 2 story
- Construction: Vinyl Siding
- Exterior Const.: Vinyl Siding
- Basement: Yes
- Basement Desc.: Finished, Full
- Foundation: Concrete Perimeter
- Roof: Asphalt
- Windows: Screens
- Square Feet: 2,436
- Sq. Ft. Source: Assessor
- Year Built: 1992
Manufactured Home
- Model: 2 story
Additional Structures
- Other Structures: Workshop, Shed(s)
Lot Features
- Lot Size (Acres): 0.29
- Lot Size Range: .25 to .49 Acre
- Lot Dimensions: 79.7 x 144.23 x 109.53 x 131.91
- Lot Features: Backs to Open Grnd
Financial Considerations
- Parking Included: Yes
- Assessment Year: 1992
- Tax Amount: $9,496.18
- Tax Year: 2024
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 309377015
Listed by eXp Realty
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agents
— 135 Chesterfield Dr —
eXp Realty
eXp Realty
(630) 669-6318
NMLS#: 1598647
Get Pre-Approved Today
Get a Great Insurance Rate
Schools
Schools serving 135 Chesterfield Dr
School District:Oswego Community Unit School District 308
| Name | Grades | Distance |
|---|---|---|
Old Post Elementary School 100 Old Post Road, Oswego, IL 60543 | K-5 | 0.6 mi |
Thompson Jr High School 440 Boulder Hill Pass, Oswego, IL 60543 | 6-8 | 0.2 mi |
Oswego High School 4250 State Route 71, Oswego, IL 60543 | 9-12 | 1.1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 135 Chesterfield Dr
Tax History
Tax History for 135 Chesterfield Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$9,496
5%
$129,005
13%
2023
$9,035
100%
$114,164
9%
2022
-100%
$104,738
7%
2021
$8,130
8%
$97,886
8%
2020
$7,525
—
$90,636
2%
2019
$7,512
1%
$89,258
5%
2018
$7,406
2%
$85,088
4%
2017
$7,260
2%
$81,816
3%
2016
$7,118
-9%
$79,433
2%
2015
$7,841
-2%
$77,875
4%
2014
$7,962
—
$74,880
-1%
2013
$7,952
3%
$75,636
-4%
2012
$7,733
—
$78,788
—
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 135 Chesterfield Dr
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 4 hours ago
- 4Beds
- 3Total Baths
- 1,953Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,472Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 20 hours ago
- 4Beds
- 3Total Baths
- 2,356Sq. Ft.
- Single Family
- Active
- Updated 22 hours ago
- 4Beds
- 3Total Baths
- 2,356Sq. Ft.
- Single Family
- Active
- Updated 23 hours ago
- 3Beds
- 3Total Baths
- 2,439Sq. Ft.
- Single Family
- Active
- Updated 13 hours ago
- 4Beds
- 3Total Baths
- 2,356Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,576Sq. Ft.
- Condo / Townhouse
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 1,729Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
135 Chesterfield Drive, Oswego, IL 60543 (MLS# 12520249) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 135 Chesterfield Drive is currently listed for $450,000 and was received on February 05, 2026. Want to learn more about 135 Chesterfield Drive? Do you have questions about finding other Single Family real estate for sale in Oswego? You can browse all Oswego real estate or contact a Coldwell Banker agent to request more information.