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!
Closed
$435,000
135 Chesterfield Dr, Oswego, IL 60543
4beds
2,436sqft
Single Family Residence
Built in 1992
0.29 Acres Lot
$440,600 Zestimate®
$179/sqft
$3,154 Estimated rent
Home value
$440,600
$419,000 - $463,000
$3,154/mo
Zestimate® history
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$3,177/mo
Est. payment
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$3,177/mo
Est. payment
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List your homeWhat's special
Workshop with air compressorFour generously sized bedroomsInviting outdoor spaces
Zillow last checked:
Listing updated:
Listed by:
Traci Kearns (630)669-6318,
eXp Realty,
Kris Kearns,
eXp Realty
Bought with:
Basia Caire
Real People Realty
Source: MRED as distributed by MLS GRID,MLS#: 12520249
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Breakfast Room, Game Room, Storage
Primary bedroom
- Features: Flooring (Carpet), Bathroom (Full)
- Level: Second
- Area: 252 Square Feet
- Dimensions: 14X18
Bedroom 2
- Features: Flooring (Carpet)
- Level: Second
- Area: 154 Square Feet
- Dimensions: 11X14
Bedroom 3
- Features: Flooring (Carpet)
- Level: Second
- Area: 144 Square Feet
- Dimensions: 12X12
Bedroom 4
- Features: Flooring (Carpet)
- Level: Second
- Area: 144 Square Feet
- Dimensions: 12X12
Breakfast room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 104 Square Feet
- Dimensions: 8X13
Dining room
- Features: Flooring (Carpet)
- Level: Main
- Area: 182 Square Feet
- Dimensions: 13X14
Family room
- Features: Flooring (Carpet)
- Level: Main
- Area: 221 Square Feet
- Dimensions: 13X17
Game room
- Features: Flooring (Carpet)
- Level: Basement
- Area: 572 Square Feet
- Dimensions: 22X26
Kitchen
- Features: Kitchen (Pantry-Closet), Flooring (Hardwood)
- Level: Main
- Area: 143 Square Feet
- Dimensions: 11X13
Laundry
- Features: Flooring (Vinyl)
- Level: Main
- Area: 112 Square Feet
- Dimensions: 8X14
Living room
- Features: Flooring (Carpet)
- Level: Main
- Area: 182 Square Feet
- Dimensions: 13X14
Storage
- Level: Basement
- Area: 275 Square Feet
- Dimensions: 11X25
Heating
- Natural Gas
Cooling
- Central Air
Appliances
- Included: Range, Microwave, Dishwasher, Refrigerator, Disposal, Indoor Grill
Features
- Windows: Screens
- Basement: Finished,Full
- Number of fireplaces: 1
- Fireplace features: Wood Burning, Gas Starter, Family Room
Interior area
- Total structure area: 0
- Total interior livable area: 2,436 sqft
Property
Parking
- Total spaces: 2.5
- Parking features: Asphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage
- Attached garage spaces: 2.5
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 2
- Patio & porch: Deck
Lot
- Size: 0.29 Acres
- Dimensions: 79.7 x 144.23 x 109.53 x 131.91
- Features: Backs to Open Grnd
Details
- Additional structures: Workshop, Shed(s)
- Parcel number: 0309377015
- Special conditions: None
- Other equipment: Sump Pump, Radon Mitigation System
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1992
Details
- Builder model: 2 story
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Curbs, Sidewalks, Street Lights, Park
- Subdivision: Windcrest
HOA
- Services included: None
Location
- Region: Oswego
Financial & listing details
- Price per square foot: $179/sqft
- Tax assessed value: $387,015
- Annual tax amount: $9,496
- Date on market: 2/5/2026
- Listing terms: Conventional
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 4/16/2026 | Sold | $435,000-2.2%$179/sqft |
Source:  MRED as distributed by MLS GRID #12520249 Report a problem | ||
| 3/13/2026 | Contingent | $445,000$183/sqft |
Source: MRED as distributed by MLS GRID #12520249 Report a problem | ||
| 3/5/2026 | Price change | $445,000-1.1%$183/sqft |
Source: MRED as distributed by MLS GRID #12520249 Report a problem | ||
| 2/5/2026 | Listed for sale | $450,000$185/sqft |
Source: MRED as distributed by MLS GRID #12520249 Report a problem | ||
| 11/18/2025 | Listing removed | $450,000$185/sqft |
Source: MRED as distributed by MLS GRID #12472672 Report a problem | ||
| 10/31/2025 | Listed for sale | $450,000$185/sqft |
Source: MRED as distributed by MLS GRID #12472672 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $9,496 +5.1% | $129,005 +13% |
| 2023 | $9,035 +6.7% | $114,164 +9% |
| 2022 | $8,465 +4.1% | $104,738 +7% |
| 2021 | $8,130 +8% | $97,886 +8% |
| 2020 | $7,525 +1.6% | $90,636 +1.5% |
| 2019 | $7,406 | $89,258 +4.9% |
| 2018 | $7,406 +2% | $85,088 +4% |
| 2017 | $7,260 +2% | $81,816 +3% |
| 2016 | $7,118 -9.2% | $79,433 +2% |
| 2015 | $7,841 | $77,875 +4% |
| 2014 | $7,841 | $74,880 -1% |
| 2013 | -- | $75,636 -3% |
| 2012 | -- | $78,008 -8% |
| 2011 | -- | $84,791 -5% |
| 2010 | -- | $89,253 -3.8% |
| 2009 | -- | $92,822 +7.3% |
| 2008 | -- | $86,537 -5.2% |
| 2007 | -- | $91,322 |
| 2006 | $6,502 | $91,322 +6.7% |
| 2005 | -- | $85,588 +6.5% |
| 2004 | $5,816 +10.7% | $80,364 +4.1% |
| 2003 | $5,254 | $77,173 +8.5% |
| 2002 | $5,254 +5.5% | $71,127 +2.9% |
| 2001 | $4,979 +2.9% | $69,123 +5.5% |
| 2000 | $4,838 | $65,519 |
Find assessor info on the county website
Neighborhood: Windcrest
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Nearby schools
GreatSchools rating
- 6/10Old Post Elementary SchoolGrades: K-5Distance: 0.6 mi
- 5/10Thompson Jr High SchoolGrades: 6-8Distance: 0.2 mi
- 8/10Oswego High SchoolGrades: 9-12Distance: 1.1 mi
Schools provided by the listing agent
- Elementary: Old Post Elementary School
- Middle: Thompson 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.
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Estimated market value
$440,600
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Estimated market value
$440,600
- Illinois
- Kendall County
- Oswego
- 60543
- Windcrest
- 135 Chesterfield Dr
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