$449,000

beds

baths

2,242

square ft

371 S Madison Street

Oswego, Illinois 60543

New / MLS #12532322 / Single Family / Oswego

Listing information updated 12/14/2025 at 2:23pm

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.

Full Features

Exterior Type:

Aluminum Siding,Cedar

Basement:

Unfinished,Full

Beds Above Grade:

Cooling System:

Central Air

Heating System:

Natural Gas, Electric, Steam

Appliances:

Microwave, Dishwasher, Refrigerator, Disposal

Main Level Primary Bedroom:

Pool:

Age:

100+ Years

Roof Type:

Asphalt

Parking Type:

Garage - Yes,Garage Owned,Detached,Garage

Parking Spaces:

Garage:

Detached

Room Count:

Water Front:

Square Feet:

2,242

Lot Size:

.25-.49 Acre

Acreage:

0.2729

Internal Features:

1st Floor Bedroom, 1st Floor Full Bath, Open Floorplan

External Features:

Patio/Porch

Room Information

Living Room:

12x12 - Main

Dining Room:

14x12 - Main

Kitchen:

10x10 - Main

Family Room:

N/A

Primary Bedroom:

13x11 - Second Level

2nd Bedroom:

12x10 - Second

3rd Bedroom:

14x8 - Second

4th Bedroom:

12x11 - Second

Laundry:

N/A Level

Taxes & Assessments

Tax Amount:

$7,054

Tax Year:

2024

Location

Zip Code:

60543

City:

Oswego

County:

Kendall

Schools

School District(s):

308

Elementary School:

Southbury Elementary School

Middle School:

Traughber Junior High School

High School:

Oswego High School

Exterior Type:

Aluminum Siding,Cedar

Basement:

Unfinished,Full

Beds Above Grade:

Cooling System:

Central Air

Heating System:

Natural Gas, Electric, Steam

Appliances:

Microwave, Dishwasher, Refrigerator, Disposal

Main Level Primary Bedroom:

Pool:

Age:

100+ Years

Roof Type:

Asphalt

Parking Type:

Garage - Yes,Garage Owned,Detached,Garage

Parking Spaces:

Garage:

Detached

Room Count:

Water Front:

Square Feet:

2,242

Lot Size:

.25-.49 Acre

Acreage:

0.2729

Internal Features:

1st Floor Bedroom, 1st Floor Full Bath, Open Floorplan

External Features:

Patio/Porch

Living Room:

12x12 - Main

Dining Room:

14x12 - Main

Kitchen:

10x10 - Main

Family Room:

N/A

Primary Bedroom:

13x11 - Second Level

2nd Bedroom:

12x10 - Second

3rd Bedroom:

14x8 - Second

4th Bedroom:

12x11 - Second

Laundry:

N/A Level

Tax Amount:

$7,054

Tax Year:

2024

Zip Code:

60543

City:

Oswego

County:

Kendall

School District(s):

308

Elementary School:

Southbury Elementary School

Middle School:

Traughber Junior High School

High School:

Oswego High School

Listing Office: Keller Williams ONEChicago

Listing Office Phone: 312.216.2422

Disclaimer: The data relating to real estate for sale on this website comes courtesy of Midwest Real Estate Data, LLC as distributed by MLS GRID. Real estate listings held by brokerage firms other than @properties are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 12/14/2025 at 2:23pm. 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. Some listings have been excluded from this website.