For SaleHistoric · 122 yrs
55 N Madison St
Oswego, IL, 60543 • 60543 • Kendall County
$514,999
$227/sqft
Down payment assistance available
4Beds
3Baths
2,268Sqft
1904Built
Property DNA
Waterfront Property
Direct water access
Back of Property Views
Back of Property
Character Home
Built 1904 · 122 years of history
Shed(s)
Shed(s)
3-Car Garage
Yes · Other · Detached · Garage
Hardwood Floors
Quality flooring throughout
Just Listed
Listed Mar 27, 2026
Market activity
Demand and pricing signals for this listing
57 views
People checking out this listing
5 saves
Buyers have saved this home
$227/sqft
Price per square foot
About this home
Single Family · Built 1904 · Historic
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.
Standout features identified
Our analysis highlights flexible first floor bedroom, soaring ceilings, and stunning architectural details as key attractions of this home.
Estimated monthly payment
Based on current rates
$3,212/month
Principal & Interest$2,526
Property Tax$515
Insurance$172
Down payment20% ($103,000)
3%50%
Est. 6.21% rate · 30yr fixed · $411,999 loan
Full calculator →At a glance
Key facts and listing details
TypeSingle Family Residence
Year Built1904
HeatingSteam
CoolingWindow Unit(s)
Parking3 Garage spaces
Days on Zillow0
Price/sqft$227
Property
Home typeSingle Family
Sub-typeSingle Family Residence
Year built1904
Stories2
Systems
HeatingSteam
CoolingWindow Unit(s)
ConstructionFrame
Water / SewerPublic / Septic Tank
Parking & Outdoor
ParkingYes, Other, Detached, Garage
Garage3 spaces
BasementPartially Finished,Full
Location & Tax
Neighborhood60543
Annual tax$8,532
Parcel0317180003
Bathrooms & Fees
Full baths3
Features & details
10 categories of property features
Interior Features
Interior
1st Floor Bedroom
1st Floor Full Bath
Appliances
Microwave
Dishwasher
Flooring
Hardwood
Heating
Steam
Cooling
Window Unit(s)
Accessibility
No Disability Access
Exterior Features
Parking
Yes
Other
Detached
Garage
Construction
Frame
Views
Back of Property
Other Structures
Shed(s)
Room details
19 rooms detailed
Master Bedroom
Second16×11 ft176 sqft
Flooring (Carpet)Bathroom (Full)
Bedroom2
Second15×13 ft195 sqft
Flooring (Hardwood)
Bedroom3
Second14×13 ft182 sqft
Flooring (Hardwood)
Bedroom4
Main11×11 ft121 sqft
Flooring (Hardwood)
Other
Other
Listing insights
Market data and value estimates
StatusFor Sale
Tax rate2.29%
Price/sqft$227
On marketMar 27, 2026
PostedMar 27, 2026
Last sold$20,000
MLS statusNew
MLS updatedMar 27, 2026
Tour days9
Views57
Favorites5
How are the schools in Oswego?
3 schools rated nearby
Location
Oswego, IL, 60543
Price history
4 events
DateEventPrice$/sqftSource
Mar 27, 2026Listed For Sale$514,999$227MRED as distributed by MLS GRID
Apr 22, 2008Sold$20,000$9Public Record
Jul 8, 2002Sold$206,500$91Public Record
Nov 10, 1997Sold$150,000$66Public Record
Listed For Sale$514,999
Mar 27, 2026•$227/sqft•MRED as distributed by MLS GRID
Sold$20,000
Apr 22, 2008•$9/sqft•Public Record
Sold$206,500
Jul 8, 2002•$91/sqft•Public Record
Sold$150,000
Nov 10, 1997•$66/sqft•Public Record
Tax history
25 years of records
YearTax paidAssessed value
Mar 27, 2024$8,532$112,025
Mar 27, 2023$8,081$98,268
Mar 27, 2022$7,525$89,335
Mar 27, 2021$7,633$87,583
Mar 27, 2020$7,547$85,866
Mar 27, 2019$7,113$85,130
Mar 27, 2018$7,113$77,159
Mar 27, 2017$6,675$71,115
Mar 27, 2016$6,387$67,408
Mar 27, 2015$6,416$64,815
Mar 27, 2014$6,416$62,322
Mar 27, 2013—$64,918
Mar 27, 2012—$67,658
Mar 27, 2011—$74,349
Mar 27, 2010—$78,262
Mar 27, 2009—$84,532
Mar 27, 2008—$78,808
Mar 27, 2007—$76,512
Mar 27, 2006$5,095$76,512
Mar 27, 2005—$71,708
Mar 27, 2004$4,514$67,330
Mar 27, 2003$4,073$64,840
Mar 27, 2002$4,073$55,920
Mar 27, 2001$3,857$54,344
Mar 27, 2000$3,745$51,511
Nearby homes
Neighborhood details
Local context around this listing
Oswego, IL • Kendall County
Nearby neighborhoods
AshcroftDeerpath CreekFarmington LakeKendall PointLakeviewWindcrest
Nearby cities
BristolMillbrookMinookaMontgomeryNewarkOswegoPlainfieldPlano
Nearby zip codes
60543
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Based on information submitted to the MLS GRID as of 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. [Click here for more information](/mls-disclaimers/#17)
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