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$260,000 Contingent

  • For Sale
  • Contingent
  • Condo
  • 2 Beds
  • 2 Full Baths
  • 1,108 Sq. Ft.
  • 2 Car Garage
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Bright and airy second-floor ranch condo in Fairway Home Windcrest of Oswego! This unit has a private entrance from the attached two-car garage and in-unit laundry on the lower level. The main level features an open area comprising the kitchen, living room and dining area. There are plenty of windows to let the sun shine in, plus a private covered balcony and front porch for some outdoor relaxation. The entire main level features low-maintenance wood-look ceramic tile and nine-foot ceilings. In the kitchen you will find stainless appliances and plenty of storage space. The spacious master suite has a large walk-in closet and bathroom with dual sinks and walk-in shower. The second bedroom and full bath round out the rooms. Conveniently located close to ample shopping plus a short drive from downtown Oswego, this home is in highly-rated Oswego school district 308 - Oswego High School. Move right in and make this your home sweet home!

Full Property Details for 420 Chesterfield Ct #420

General

  • Price: $260,000
  • HOA FEE: $230/month
  • Taxes: $4,494 (2024)
  • Status: Contingent
  • Type: Condo
  • Source: MRED
  • MLS ID: 12519175
  • Updated: 12/28/2025
  • Added to Site: 48 day(s) ago

Interior

  • Basement: None
  • Interior Features: Walk-In Closet(s), High Ceilings
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Living Room, Heatilator
  • Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Bathroom Features: Double Sink

Bedrooms

  • Total Bedrooms: 2

Additional Information

  • Equipment: Carbon Monoxide Detectors, Ceiling Fan(s)
  • Other Features: School Bus Service

Exterior

  • Exterior Features: Balcony

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Asphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage

Location

  • Area: Oswego
  • County: Kendall
  • Township: Oswego
  • Subdivision: Fairway Home Windcrest
  • Driving Directions: Route 34 west of Douglas, North on Chesterfield, first right, building is to the left.

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: Insurance, Exterior Maintenance, Lawn Care, Snow Removal
  • Pets Allowed: Yes
  • Pets: Cats OK, Dogs OK
  • Pet Restrictions: Cats OK, Dogs OK, / 999lbs.
  • Mgmt. Company: Associates Management

Heating & Cooling

  • Cooling Type: Central Air Conditioning
  • Heating Type: Natural Gas, Forced Air

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Structure Type: Condo
  • Construction: Vinyl Siding, Brick
  • Exterior Const.: Vinyl Siding, Brick
  • Basement Desc.: None
  • Foundation: Concrete Perimeter
  • Roof: Asphalt
  • Common Walls: End Unit
  • Windows: Skylight(s)
  • Entry Floor Number: 2
  • Stories/Levels: 1
  • Square Feet: 1,108
  • Sq. Ft. Source: Assessor
  • Year Built: 1995

Unit Information

  • Units in Building: 6

Lot Features

  • Lot Dimensions: Common
  • Lot Features: Common Grounds

Animals

  • Animals Allowed: Cats OK, Dogs OK

Financial Considerations

  • Association Fee: $230
  • Assoc Fee Freq.: Monthly
  • Parking Included: Yes
  • Assessment Year: 1995
  • Tax Amount: $4,494
  • Tax Year: 2024
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Condo
  • Property ID: 309453019

Listed by Baird & Warner

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Listing agents

— 420 Chesterfield Ct #420 —

  • Baird & Warner

  • Baird & Warner

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NMLS#: 1598647

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Save up to an additional 20% by bundling your home and auto together!

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 420 Chesterfield Ct #420

School District:Oswego Community Unit School District 308
NameGradesDistance
Old Post Elementary School
100 Old Post Road, Oswego, IL 60543
K-50.7 mi
Thompson Jr High School
440 Boulder Hill Pass, Oswego, IL 60543
6-80.4 mi
Oswego High School
4250 State Route 71, Oswego, IL 60543
9-121 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 420 Chesterfield Ct #420 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/02/2025
Listed
$260,000
57.58%
MLS
12/17/2020
Sold
$165,000
—
Public Record
Get Price Alerts and Save Property
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 for 420 Chesterfield Ct #420

Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,494
7%
$61,848
15%
2023
$4,185
100%
$53,781
6%
2022
-100%
$50,737
10%
2021
$3,754
8%
$46,124
8%
2020
$3,468
5%
$42,707
6%
2019
$3,301
19%
$40,385
20%
2018
$2,764
-13%
$33,654
9%
2017
$3,165
2%
$30,875
3%
2016
$3,118
-5%
$29,975
—
2015
$3,270
-3%
$29,975
3%
2014
$3,364
-9%
$29,102
-10%
2013
$3,692
-9%
$32,335
-15%
2012
$4,041
—
$38,040
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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420 Chesterfield Court #420, Oswego, IL 60543 (MLS# 12519175) is a Condo property with 2 bedrooms and 2 full bathrooms. 420 Chesterfield Court #420 is currently listed for $260,000 and was received on December 02, 2025. Want to learn more about 420 Chesterfield Court #420? Do you have questions about finding other Condo real estate for sale in Oswego? You can browse all Oswego real estate or contact a Coldwell Banker agent to request more information.

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