371 S Madison Street Oswego, IL $ 449,000
371 S Madison Street
$ 449,000
Recently Listed
Share Save

371 S Madison Street

Oswego, IL, 60543
$ 449,000
Bedrooms4 Baths3.0 Sq 2,242

Monthly Estimate*

$ 2,801

371 S Madison Street, Oswego, IL 60543 - Image 1
371 S Madison Street, Oswego, IL 60543 - Image 2
371 S Madison Street, Oswego, IL 60543 - Image 3
371 S Madison Street, Oswego, IL 60543 - Image 4
371 S Madison Street, Oswego, IL 60543 - Image 5
371 S Madison Street, Oswego, IL 60543 - Image 6
371 S Madison Street, Oswego, IL 60543 - Image 7
371 S Madison Street, Oswego, IL 60543 - Image 8
371 S Madison Street, Oswego, IL 60543 - Image 9
371 S Madison Street, Oswego, IL 60543 - Image 10
371 S Madison Street, Oswego, IL 60543 - Image 11
371 S Madison Street, Oswego, IL 60543 - Image 12
371 S Madison Street, Oswego, IL 60543 - Image 13
371 S Madison Street, Oswego, IL 60543 - Image 14
371 S Madison Street, Oswego, IL 60543 - Image 15
371 S Madison Street, Oswego, IL 60543 - Image 16
371 S Madison Street, Oswego, IL 60543 - Image 17
371 S Madison Street, Oswego, IL 60543 - Image 18
371 S Madison Street, Oswego, IL 60543 - Image 19
371 S Madison Street, Oswego, IL 60543 - Image 20
371 S Madison Street, Oswego, IL 60543 - Image 21
371 S Madison Street, Oswego, IL 60543 - Image 22
371 S Madison Street, Oswego, IL 60543 - Image 23
371 S Madison Street, Oswego, IL 60543 - Image 24
371 S Madison Street, Oswego, IL 60543 - Image 25
371 S Madison Street, Oswego, IL 60543 - Image 26
371 S Madison Street, Oswego, IL 60543 - Image 27
371 S Madison Street, Oswego, IL 60543 - Image 28
371 S Madison Street, Oswego, IL 60543 - Image 29

Single Family Home for sale in Oswego, IL

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.

See more

Single Family Active

Price

$ 449,000

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 7,054

Style

Lot Size

0.2729

Year Built

1900

Town/City

Oswego

County/Region

Kendall

MLS | Web ID

12532322

Features
General
Living 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
See more
Interior
Interior 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
See more
Exterior
Parking 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
See more
* Excluded Features
List By
Keller Williams Onechicago

Broker

moriahlfischer@gmail.com

Email

Affordability Calculator

$3,389
Per Month
83%
17%
0%
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

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
1540476 Elementary School
1540506 Middle School
Oswego High School High School
Pricing History
DatePricePrice ChangeDescription
12/14/2025$449,000 Listed Price

Map


See all

371 S Madison Street, Oswego, IL, 60543 is a Single Family Home for sale at $449,000 with 2,242 sqft and a lot size of 0.2729. 371 S Madison Street has 4 bedrooms, 3.0 baths, and was built in 1900. The property's zip code is 60543 which is in Oswego, IL