371 Madison Street, Oswego, Illinois 60543


$450,000

For Sale
Status: Contingent
Sqft: 2,242
Cost/Sqft: $201
Beds: 4
Baths: 3
Year Built: 1900
Property Taxes: $7,054
Days On Market: 7
Lot Size: 0,27
Map
Street View

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.

Property Specifics

Single Family
1900
No
0.27
Kendall
— / Not Applicable
12560609
0320103004

Nearby Schools

NAME: DISTRICT: DISTANCE:
Grade School
Southbury Elementary School
308
Middle School
Traughber Junior High School
308 Not in DB
High School
Oswego High School
308 Not in DB

Property History

DATE: EVENT: PRICE: SOURCE:
14 Dec, 2022 Sold $350,000 MRED MLS
13 Oct, 2022 Under contract $339,000 MRED MLS
25 Sep, 2022 Listed for sale $339,000 MRED MLS
1 Mar, 2026 Under contract $450,000 MRED MLS
26 Feb, 2026 Listed for sale $450,000 MRED MLS

Room Specifics

All Bedroom Info:
Total Bedrooms: 4
Bedrooms Above Ground: 4
Bedrooms Below Ground: 0
Second Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Third Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Fourth Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Bathroom Info:
Full Bathrooms: 3
Partial Bathrooms: 0
Bathroom Amenities: Double Sink
Bathroom in Basement: 0
Additional Rooms Info:
Rooms: —
Basement: —
Basement Description: —

Other Specifics

2
75x160
Not in DB

Tax History

Year Property Taxes
2022 $4,951
2026 $7,054

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Contact Agent

Listing Provided By

Keller Williams ONEChicago