Recently Listed Open House 12/20 10am - 12pm
371 S Madison Street
Oswego, IL, 60543 $ 449,000
Bedrooms4 Baths3.0 Sq 2,242 Monthly Estimate*
$ 2,801
for $449,000 with 4 bedrooms and 3 full baths. This 2,242 square foot home was built in 1900 on a lot size of 0.2729.
This darling piece of Oswego architectural history has been lovingly restored with exceptional care and timeless style. Ideally located just blocks from everything downtown Oswego has to offer, this home is a true community staple. Originally built in 1900, the residence now features a completely renovated interior paired with a spacious family room addition, blending historic charm with modern living. The open and airy main level flows seamlessly, while the second floor showcases a newly added primary suite, creating a comfortable and functional layout. Offering approximately 2,200 square feet of living space, the home includes four spacious bedrooms and three full bathrooms. Highlights include a beautifully renovated kitchen with stainless steel appliances, granite countertops, and a new dishwasher (2025), formal living and dining rooms, rich hardwood floors, and an unfinished basement for additional storage or future potential. Major recent updates provide peace of mind, including a new roof and siding (2024) and a new hot water heater (2024). Outside, enjoy an updated backyard oasis perfect for hosting, featuring an enormous yard ideal for entertaining, along with a detached two-car garage and a charming she-shed for hobbies or relaxation. This one-of-a-kind home delivers historic character, thoughtful updates, and an unbeatable location in the heart of Oswego.
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Open House
12/20/2025 10:00 AM - 12:00 PM
371 S Madison Street Oswego, IL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralLiving Area 2242
Sewer Public Sewer
Heating Natural Gas Electric Steam
Cooling Central Air
Possession Closing
Roof Asphalt
Appliances Microwave Dishwasher Refrigerator Disposal
Garage Spaces 2
Association Fee Includes None
Construction Materials Aluminum Siding Cedar
Year Built 1900
Electric Fuses
Township Oswego
Tax Year 2024
Ownership Fee Simple
Community Features Street Paved
Assoc Fee Paid Per Not Applicable
County Kendall
New Construction N
Property Type Residential Detached Single
Other Structures Shed(s)
Total Rooms 7
Full Baths 3
Status New
Directions Route 25 to Madison (rte 34)
High School Oswego High School
City Oswego
High School District 308
MLS Area Oswego
Elementary School Southbury Elementary School
Tax Annual Amount 7054
Middle/Junior High School Traughber Junior High School
Standard Status Active
Middle/Junior School District 308
Elementary School District 308
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InteriorInterior Amenities 1st Floor Bedroom 1st Floor Full Bath Open Floorplan
Basement Unfinished Full
Flooring Hardwood
Half Baths 0
Total Bedrooms 4
Room Type No additional rooms
Total Baths 3
Bedrooms Possible 4
Bathroom Double Sink
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ExteriorParking Features Yes Garage Owned Detached Garage
Water Source Public
Total Parking 4
Foundation Details Block
Lot Dimensions 75x160
Lot Size Acres 0.2729
Waterfront Y/N N
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* Excluded FeaturesList ByKeller Williams OnechicagoBroker
moriahlfischer@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $2,801
- Monthly Property Taxes
- $588
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Oswego, IL
Average List Price $530,982
Percent of Sale Price 18%
About Oswego, IL 31,545 Population
130% Since 2002
$ 94,639 Median Income
36.59 Median Age
44% Households with Children
Trends Information provided by ATTOM Data Solutions.
1540476 Elementary School
1540506 Middle School
Oswego High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 12/14/2025 | $449,000 | | Listed Price |