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$514,999 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,268 Sq. Ft.
  • 3 Car Garage
  • Updated 1 day ago
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Welcome to a one of a kind home where timeless character meets everyday comfort, hardwood floors, stunning architectural details, crown molding, and soaring ceilings set the tone the moment you walk in. This spacious 4 bedroom, 3 bath home offers room to live, work, and entertain, including a flexible first floor bedroom that can easily serve as a den or office, along with a three season porch and a beautiful brick paver patio perfect for relaxing or hosting. Set on a half acre waterfront lot along Waubonsie Creek, you will love the privacy of no neighbors while still being just steps from downtown Oswego restaurants, shopping, the library, parks, and the Fox River. A large 3 car garage with dual sided access adds both convenience and functionality. Enjoy the perfect balance of peaceful surroundings and everyday accessibility with Rush Copley Hospital just 5 miles away. This is where character, space, and location all come together.

Full Property Details for 55 N Madison St

General

  • Price: $514,999
  • Taxes: $8,532 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12601720
  • Updated: 3/27/2026
  • Added to Site: 2 day(s) ago

Interior

  • Basement: Partially
  • Interior Features: 1st-Floor Bedroom, 1st-Floor Bath
  • Appliances: Microwave, Dishwasher
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Total Spaces: 3
  • Parking Features: Yes, Other, Detached, Garage

Location

  • Area: Oswego
  • County: Kendall
  • Township: Oswego
  • Driving Directions: Rt. 25 to N. Madison

School Information

  • School District: 308
  • Elem School District: 308
  • Midd School District: 308
  • High School District: 308

Community

  • Assoc. Fees Include: None

Heating & Cooling

  • Cooling Type: Window Unit(s)
  • Heating Type: Steam

Utilities

  • Sewer: Septic Tank
  • Water: Public

Structural Information

  • Construction: Frame
  • Exterior Const.: Frame
  • Basement: Yes
  • Basement Desc.: Partially Finished, Full
  • Sub-Flooring: Hardwood
  • Square Feet: 2,268
  • Sq. Ft. Source: Estimated
  • Year Built: 1904
  • Built Before 1978: Yes

Additional Structures

  • Other Structures: Shed(s)

Lot Features

  • Lot Size Range: .50 to .99 Acre
  • Lot Dimensions: 41 x 168 x 52 x 16

Water Features

  • Water Front: Yes
  • Water Front View: Back of Property

Financial Considerations

  • Assessment Year: 1904
  • Tax Amount: $8,532
  • Tax Year: 2024
  • Pays Sewer: Septic Tank

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 317180003

Listed by Keller Williams Infinity

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Listing agents

— 55 N Madison St —

  • Keller Williams Infinity

  • Keller Williams Infinity

(630) 277-0569

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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 55 N Madison St

School District:Oswego Community Unit School District 308
NameGradesDistance
Old Post Elementary School
100 Old Post Road, Oswego, IL 60543
K-51.7 mi
Thompson Jr High School
440 Boulder Hill Pass, Oswego, IL 60543
6-81 mi
Oswego High School
4250 State Route 71, Oswego, IL 60543
9-120.5 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 55 N Madison St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/27/2026
Listed
$514,999
2475%
MLS
2/15/2008
Sold
$20,000
—
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 55 N Madison St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,532
6%
$112,025
14%
2023
$8,081
100%
$98,268
10%
2022
-100%
$89,335
2%
2021
$7,633
1%
$87,583
2%
2020
$7,547
-1%
$85,866
1%
2019
$7,596
7%
$85,130
10%
2018
$7,113
7%
$77,159
8%
2017
$6,675
5%
$71,115
5%
2016
$6,387
—
$67,408
4%
2015
$6,416
-1%
$64,815
4%
2014
$6,511
-3%
$62,322
-4%
2013
$6,728
2%
$64,918
-5%
2012
$6,623
—
$68,335
—
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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55 N Madison Street, Oswego, IL 60543 (MLS# 12601720) is a Single Family property with 4 bedrooms and 3 full bathrooms. 55 N Madison Street is currently listed for $514,999 and was received on March 27, 2026. Want to learn more about 55 N Madison Street? 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.

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