This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/1
$445,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/1
Property 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.
Full Property Details
Full Property Details for 371 S Madison St
General
- Sold For: $445,000
- Taxes: $7,054 (2024)
- Status: Closed
- Type: Single Family
- Source: MRED
- MLS ID: 12560609
Interior
- Interior Features: 1st-Floor Bedroom, 1st-Floor Bath, Open Floorplan
- Appliances: Microwave, Dishwasher, Refrigerator, Disposal
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Bathroom Features: Double Sink
Bedrooms
- Total Bedrooms: 4
Additional Information
- Other Features: School Bus Service
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 4
- Parking Features: Yes, Garage Owned, Detached, Owned, Garage
Location
- Area: Oswego
- County: Kendall
- Driving Directions: Route 25 to Madison (rte 34)
School Information
- School District: 308
- Midd School District: 308
- Elementary School: Southbury Elementary School
- Middle School: Traughber Junior High School
- High School: Oswego High School
- Private School: Oswego High School
Community
- Assoc. Fees Include: None
Heating & Cooling
- Cooling Type: Central Air Conditioning
- Heating Type: Natural Gas, Electric, Steam
Utilities
- Water: Public
Structural Information
- Construction: Aluminum Siding, Cedar
- Exterior Const.: Aluminum Siding, Cedar
- Basement Desc.: Unfinished, Full
- Foundation: Block
- Roof: Asphalt
- Sub-Flooring: Hardwood
- Square Feet: 2,242
- Sq. Ft. Source: Estimated
- Year Built: 1900
- Built Before 1978: Yes
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Lot Size (Acres): 0.2729
- Lot Size Range: .25 to .49 Acre
- Lot Dimensions: 75 x 160
Financial Considerations
- Assessment Year: 1900
- Tax Amount: $7,054
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: Standard
- Property ID: 320103004
Listed by Keller Williams ONEChicago
Sold by Century 21 Coleman-Hornsby
Listing agent
— 371 S Madison St —
Keller Williams ONEChicago
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 371 S Madison St
School District:Oswego Community Unit School District 308
| Name | Grades | Distance |
|---|---|---|
Southbury Elementary School 820 Preston Lane, Oswego, IL 60543 | K-5 | 1.6 mi |
Traughber Jr High School 570 Colchester Drive, Oswego, IL 60543 | 6-8 | 1.4 mi |
Oswego High School 4250 State Route 71, Oswego, IL 60543 | 9-12 | 0.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 3Total Baths
- 1,953Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,687Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 1 day ago
- 5Beds
- 4Total Baths
- 2,911Sq. Ft.
Listed by Barb and Sam Jones (630) 768-5239
- Single Family
- Active
- Updated 5 hours ago
- 4Beds
- 4Total Baths
- 2,608Sq. Ft.
Listed by Dimpi Mittal (630) 730-5768
- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 3Total Baths
- 2,088Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 5Beds
- 5Total Baths
- 6,243Sq. Ft.
Listed by The Kohler Group (630) 673-4586
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Condo / Townhouse
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,240Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,600Sq. Ft.
- Single Family
- Active
- Updated 5 hours ago
- 4Beds
- 4Total Baths
- 2,608Sq. Ft.
Listed by Dimpi Mittal (630) 730-5768
- Single Family
- Active
- Updated 21 hours ago
- 5Beds
- 3Total Baths
- 3,100Sq. Ft.
Listed by Dimpi Mittal (630) 730-5768
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Closed
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,285Sq. Ft.
- Single Family
- Closed
- Updated 4 days ago
- 2Beds
- 3Total Baths
- 1,828Sq. Ft.
- Single Family
- Closed
- Updated 7 days ago
- 3Beds
- 4Total Baths
- 1,817Sq. Ft.
371 S Madison Street, Oswego, IL 60543 (MLS# 12560609) is a Single Family property that was sold at $445,000 on May 01, 2026. Want to learn more about 371 S Madison Street? Do you have questions about finding other Single Family real estate for sale in Oswego? You can browse all Oswego real estate or contact a Coldwell Banker agent to request more information.