371 S Madison Street Oswego, IL 60543
Listing Courtesy of: MLS LogoMidwest Real Estate Data as distributed by MLS GRID / Keller Williams Onechicago

  371 S Madison Street Oswego, IL 60543

Contingent (48 Days)
$450,000 (USD)
4
BED
3
BATH
2,242
SQFT

Description

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 showcases rich hardwood floors, formal living and dining rooms, and a beautifully updated kitchen with stainless steel appliances, granite countertops, and a new dishwasher (2025). A main-level bedroom with a built-in Murphy bed provides flexible space for guests, a home office, or everyday convenience. Upstairs, the newly added primary suite offers a private retreat complete with a spa-inspired en-suite bath featuring heated floors for year-round comfort. Major updates include a new roof and siding (2024) and a new hot water heater (2024). An unfinished basement provides excellent storage or future finishing potential. 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.

MLS #:
12560609
Taxes
$7,054(2024)
Lot Size
0.27 acres
Type
Single-Family Home
Year Built
1900
School District
308
County
Kendall County

Listed By

Moriah Carson, Keller Williams Onechicago
Source
Midwest Real Estate Data
Last checked Apr 14 2026 at 9:23 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 3
Interior Features
  • 1st Floor Bedroom
  • 1st Floor Full Bath
  • Open Floorplan
  • Appliance: Refrigerator
  • Appliance: Dishwasher
  • Appliance: Disposal
  • Appliance: Microwave
Property Features
  • Shed(s)
  • Foundation: Block
Heating and Cooling
  • Electric
  • Steam
  • Natural Gas
  • Central Air
Basement Information
  • Unfinished
  • Full
Exterior Features
  • Roof: Asphalt
Utility Information
  • Utilities: Water Source: Public
  • Sewer: Public Sewer
School Information
  • Elementary School: Southbury Elementary School
  • Middle School: Traughber Junior High School
  • High School: Oswego High School
Parking
  • Garage Owned
  • Garage
  • Owned
  • Detached
  • Yes
Living Area
  • 2,242 sqft
Location
   
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Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

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Disclaimer: Square footage is based on information available to agent, including County records. Information has not been verified by agent and should be verified by buyer.
Based on information submitted to the MLS GRID as of 4/14/2026 21:23. 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.