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$389,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,482 Sq. Ft.
  • 3 Car Garage
  • Updated 22 hours ago
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Welcome to this home in desirable Keeneland Estates! Conveniently located near I-90, major hospital and restaurants. Mature landscaping and a timeless brick front create a warm and inviting first impression. A stunning 2 story foyer welcomes you inside with abundant natural light throughout. The main level features formal living and dining rooms plus a spacious family room with a brick fireplace that opens to the fully remodeled beautiful kitchen. The luxurious primary suite offers a gas fireplace, new flooring, and an incredible bath that must be seen to appreciate. 2 additional bedrooms and a full bath complete the 2nd floor. Custom window treatments throughout, whole house surround system, new water softener, and home warranty. 3 car heated garage for the toys and tools. A large deck and patio make it easy to entertain and family fun. The basement is unfinished waiting for your ideas.

Full Property Details for 5331 Winners Cir

General

  • Price: $389,900
  • Taxes: $7,974 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12775917
  • Updated: 10/5/2026
  • Added to Site: 4 day(s) ago

Interior

  • Basement: Unfinished

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Other Features: School Bus Service

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Total Spaces: 3
  • Parking Features: Yes, Garage Owned, Attached, Garage

Location

  • Area: Argyle / Caledonia
  • County: Winnebago
  • Township: CALEDONIA
  • Driving Directions: HARLEM RD EAST TO KEENLAND, RIGHT ON WINNERS CIRCLE

School Information

  • School District: 205
  • Elem School District: 205
  • Midd School District: 205
  • High School District: 205

Community

  • Assoc. Fees Include: None

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Construction: Brick, Vinyl Siding
  • Exterior Const.: Brick, Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Unfinished, Full
  • Square Feet: 2,482
  • Sq. Ft. Source: Assessor
  • Year Built: 1998

Lot Features

  • Lot Size (Acres): 0.29
  • Lot Size Range: .25 to .49 Acre
  • Lot Dimensions: 92 x 140

Financial Considerations

  • Assessment Year: 1998
  • Tax Amount: $7,974
  • Tax Year: 2025
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 835202011

Listed by Dickerson & Nieman Realtors - Rockford

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— 5331 Winners Cir —

  • Dickerson & Nieman Realtors - Rockford

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NMLS#: 1598647

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NMLS#: 1598647

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

Schools serving 5331 Winners Cir

School District:Rockford School District 205
NameGradesDistance
Spring Creek Elementary School
5222 Spring Creek Road, Rockford, IL 61114
K-53.7 mi
Eisenhower Middle School
3525 Spring Creek Road, Rockford, IL 61107
6-85 mi
Guilford High School
5620 Spring Creek Rd, Rockford, IL 61114
9-123.5 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 5331 Winners Cir Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/02/2026
Listed
$389,900
130.03%
MLS
11/25/1998
Sold
$169,500
—
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 5331 Winners Cir

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,976
4%
$122,548
10%
2024
$7,661
5%
$111,448
13%
2023
$7,302
100%
$98,977
10%
2022
-100%
$90,274
8%
2021
$7,324
—
$83,960
5%
2021
$7,324
2%
$79,977
4%
2019
$7,205
16%
$76,606
25%
2017
$6,235
1%
$61,451
2%
2016
$6,199
—
$60,228
-5%
2018
$6,199
1%
$63,184
7%
2015
$6,163
2%
$59,175
—
2014
$6,045
2%
$59,175
-4%
2013
$5,921
2%
$61,680
-6%
2012
$5,831
—
$65,415
—
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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Listed by Dickerson & Nieman Realtors - Rockford

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5331 Winners Circle, Caledonia, IL 61011 (MLS# 12775917) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 5331 Winners Circle is currently listed for $389,900 and was received on October 02, 2026. Want to learn more about 5331 Winners Circle? Do you have questions about finding other Single Family real estate for sale in Caledonia? You can browse all Caledonia real estate or contact a Coldwell Banker agent to request more information.

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