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371 S Madison Street, 
Oswego, IL 60543

$437,500


4

Beds


3

Baths


2,242

Sq Ft


Single Family

Active

Listed by

Moriah Carson

Keller Williams Onechicago

Last updated:

January 19, 2026, 08:45 PM

MLS#

12537278

Source:

MLSNI

About This Home

371 S Madison Street

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.

Home Facts

Single Family

3 Baths

4 Bedrooms

Built in 1900

Price Summary

437,500

$195 per Sq. Ft.

MLS #:

12537278

Last Updated:

January 19, 2026, 08:45 PM

Added:

24 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

2,242 Sq. Ft.


Structure

Structure

Building Area:

2,242 Sq. Ft.

Year Built:

1900


Lot

Lot Size (Sq. Ft):

11,887


Finances & Disclosures

Finances

Price:

$437,500

Price per Sq. Ft:

$195 per Sq. Ft.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.