OFF MARKET

Off Market Jun 2018 for $278K

$485,798

Est. refi paymentEst. refi $2,162/mo

•

3.5 ba

•

1,976

sq ft

224 Chicago Rd, Oswego, IL 60543

About this home

One of a kind prominent Oswego home that has stood on this site for over 100 years. Arts & Crafts design with new windows, new boiler and new central air system all installed in November, 2016! Roof and water heater were also replaced within the last two years. Formerly known as the Wal-Oak Bed & Breakfast, the name was derived from the walnut and oak trees that stand tall and proud on the approximately half-acre naturally landscaped grounds. This stunning home features beautiful leaded glass windows, hardwood floors, charming built-in buffet in the dining room, updated kitchen, huge living room and three en suite bedrooms. Located within the Transitional Use Zoning District just steps to charming downtown Oswego! This stately home would be ideal for professional offices, therapist offices, boutique shops or studios, antique shops and multiple other retail uses or a wonderful family home. Outstanding opportunity for your home or a great location for your business!

Single-familyProperty Type

1900Year Built

0.73 acresLot Size

$246Est. Price/Sq.Ft.

10 spacesParking

Listed by Craig Caffarello • Your Place Realty Group

Bought with Craig Caffarello • Your Place Realty Group

Redfin checked: a minute ago

•Source:MRED as Distributed by MLS Grid #09952817

Redfin Estimate

$485,798

$208K since sold in June 2018$10K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12% higher than the average sale price ($434K) of 6 comparable homes.

SOLD JUN 9, 2026
$515,000
A
4 beds3 baths2,268 sq ft
55 N Madison St, Oswego, IL 60543
SOLD MAY 11, 2026
$360,500
B
3 beds2.5 baths1,932 sq ft
105 Wilson Pl, Oswego, IL 60543
SOLD JUL 13, 2026
$432,500
C
4 beds3 baths2,000 sq ft
46 Ashlawn Ave, Oswego, IL 60543
SOLD MAY 1, 2026
$445,000
D
4 beds3 baths2,242 sq ft
371 S Madison St, Oswego, IL 60543
SOLD DEC 19, 2025
$440,000
E
4 beds3 baths2,147 sq ft
5161 US Highway 34, Oswego, IL 60543
SOLD FEB 20, 2026
$410,000
F
4 beds2.5 baths1,800 sq ft
82 Ashlawn Ave, Oswego, IL 60543

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Earn from this home

Sell

$276,708

Est. take-home

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Refinance

Est. cash available

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Rent

$2,334/mo

Redfin rental estimate

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Market trends in 60543, IL

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

99.9%

+0.3% MoM

Median sale price

$448K

$23K MoM

Avg. days on market

66d

1 days MoM

Recently sold homes

229

37 MoM

New listings for sale

NEW 20 HRS AGO
$275,000
2 beds2.5 baths1,672 sq ft
131 Springbrook Trl S, Oswego, IL 60543
NEW
$625,000
5 beds3.5 baths3,939 sq ft
233 Willington Way, Oswego, IL 60543
$534,900
4 beds2.5 baths2,861 sq ft
612 Belmont Ave, Oswego, IL 60543
$494,900
4 beds2.5 baths2,802 sq ft
223 Paradise Pkwy, Oswego, IL 60543
$389,900
4 beds3 baths1,395 sq ft
710 Cornell Dr, Oswego, IL 60543
$269,900
2 beds2.5 baths1,392 sq ft
209 Oxford Ct, Oswego, IL 60543
$620,000
6 beds3.5 baths3,193 sq ft
705 Wilmore Dr, Oswego, IL 60543
OPEN TODAY, 11AM TO 1PM
$529,000
4 beds2.5 baths2,289 sq ft
134 Piper Glen Ave, Oswego, IL 60543
3D WALKTHROUGH
$499,000
4 beds2.5 baths2,378 sq ft
502 Crystal Ct, Oswego, IL 60543
OPEN TODAY, 2PM TO 4PM
$535,000
5 beds3.5 baths2,998 sq ft
318 Winthrop Dr, Oswego, IL 60543
See all

Provided by Redfin

Sale history for 224 Chicago Rd

Date

Event

Price

MRED as Distributed by MLS Grid #09952817

Jun 18, 2018

Sold (MLS) (Closed Sale)

$278,000

$141/sq ft

May 16, 2018

Listed (Contingent)

—

May 16, 2018

Listed

$329,900

$167/sq ft

MRED as Distributed by MLS Grid #09874685

Mar 6, 2018

Listing Removed

—

Mar 6, 2018

Listed (Contingent)

—

Mar 5, 2018

Listed

MRED as Distributed by MLS Grid #09702810

Sep 17, 2017

Listing Removed

—

Sep 5, 2017

Price Changed

Jul 27, 2017

Listed (New)

MRED as Distributed by MLS Grid #09394760

May 31, 2017

Listing Removed

—

Apr 29, 2017

Price Changed

Mar 23, 2017

Price Changed

Nov 27, 2016

Listed (New)

Public Records

Mar 20, 2017

Sold

$210,000

$106/sq ft

MRED as Distributed by MLS Grid #09158602

Aug 19, 2016

Listing Removed

—

Jul 29, 2016

Relisted (Reactivated)

—

Apr 25, 2016

Pending (Contingent (Do Not Show))

—

Mar 7, 2016

Listed (New)

MRED as Distributed by MLS Grid #08745205

Oct 8, 2015

Listing Removed

—

Aug 13, 2015

Relisted (Reactivated)

—

Jul 11, 2015

Listing Removed

—

Jun 5, 2015

Price Changed

Oct 4, 2014

Listed (New)

Public Records

Nov 9, 1998

Sold

$210,000

$106/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$7,861 (+9.0%)

$27,928 + $82,065

$109,993

2024

$7,214 (+5.7%)

$24,285 + $71,361

$95,646

2023

$6,823 (+7.5%)

$21,303 + $62,597

$83,900

2022

$6,346 (−1.4%)

$19,366 + $56,906

$76,272

2021

$6,435 (+1.2%)

$18,986 + $55,790

$74,776

2020

$6,360 (−0.8%)

$18,614 + $54,696

$73,310

2019

$6,409 (−2.8%)

$18,614 + $54,154

$72,768

2018

$6,593 (+5.8%)

$16,871 + $49,084

$65,955

2017

$6,232 (+4.0%)

$16,871 + $49,084

$65,955

2016

$5,993 (−0.8%)

$14,738 + $42,881

$57,619

2015

$6,043 (+6.9%)

$14,738 + $42,881

$57,619

2013

$5,651 (+1.5%)

$14,194 + $41,298

$55,492

2012

$5,569 (−32.0%)

$14,941 + $43,472

$58,413

2011

$8,184 (+6.3%)

$16,256 + $74,218

$90,474

2010

$7,702 (+6.3%)

$17,112 + $78,124

$95,236

2008

$7,249 (+13.4%)

$18,112 + $82,697

$100,809

2006

$6,392

$16,144 + $73,710

$89,854

Tax history for 224 Chicago Rd

Year

Property tax

Land + Additions

Assessment*

2025

$7,861 (+9.0%)

$27,928 + $82,065

$109,993

2024

$7,214 (+5.7%)

$24,285 + $71,361

$95,646

2023

$6,823 (+7.5%)

$21,303 + $62,597

$83,900

2022

$6,346 (−1.4%)

$19,366 + $56,906

$76,272

2021

$6,435 (+1.2%)

$18,986 + $55,790

$74,776

2020

$6,360 (−0.8%)

$18,614 + $54,696

$73,310

2019

$6,409 (−2.8%)

$18,614 + $54,154

$72,768

2018

$6,593 (+5.8%)

$16,871 + $49,084

$65,955

2017

$6,232 (+4.0%)

$16,871 + $49,084

$65,955

2016

$5,993 (−0.8%)

$14,738 + $42,881

$57,619

2015

$6,043 (+6.9%)

$14,738 + $42,881

$57,619

2013

$5,651 (+1.5%)

$14,194 + $41,298

$55,492

2012

$5,569 (−32.0%)

$14,941 + $43,472

$58,413

2011

$8,184 (+6.3%)

$16,256 + $74,218

$90,474

2010

$7,702 (+6.3%)

$17,112 + $78,124

$95,236

2008

$7,249 (+13.4%)

$18,112 + $82,697

$100,809

2006

$6,392

$16,144 + $73,710

$89,854

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

0.44 Acres

Year renovated

—

Sq. Ft.

1,976

Year built

1900

Style

Single Family Residential

County

Kendall County

APN

0317252029

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 22, 2026.

R-2

Single-Unit Dwelling District

The R-2 Single-Unit Dwelling District is established to accommodate moderate density residential development. The R-2 District allows single-unit dwellings, other residential uses, and limited non-residential uses that are compatible with surrounding residential neighborhoods.

Permitted uses

Include but are not limited to:

Garden center
Housing-Group
Housing-Single unit
Public service
Educational/school
Park & open space

Property details

Parking

Parking Information
# of Cars: 10
# of Garage Spaces: 2
# of Exterior Parking Spaces: 8
Garage Parking, Parking Space(s)
Off-Street Parking
Parking On-Site
Parking Ownership: Owned Parking
Detached Garage
Garage On-Site
Owned Garage
Asphalt Driveway, Circular Driveway

Interior

Virtual Tour
Additional Media Type 1: 3D Tour

Bedroom Information
# of Bedrooms: 3
# of Bedrooms (Above Grade): 3

Master Bedroom Information
Size: 12X14
On 2nd Level
Carpet Flooring
All Window Treatments

Bedroom #2 Information
Size: 12X13
On 2nd Level
Carpet Flooring
All Window Treatments

Bedroom #3 Information
Size: 10X14
On 2nd Level
Carpet Flooring

Bathroom Information
# of Baths (Full): 3
# of Baths (1/2): 1
Master Bath
Separate Shower, Handicap Shower

Living Room Information
Size: 14X28
On Main Level
Hardwood Flooring
All Window Treatments

Family Room Information
Size: 16X18
In Basement
Carpet Flooring

Dining Room Information
Separate Dining Room
Size: 14X14
On Main Level
Hardwood Flooring
All Window Treatments

Kitchen Information
Size: 14X12
Eating Area (Breakfast Bar), Island
On Main Level
Ceramic/Porcelain Tile Flooring
All Window Treatments

Laundry Room Information
Size: 13X23
In Basement
Vinyl Flooring

Additional Rooms Information
Enclosed Balcony, Foyer, Storage Room
Full Basement
Partially Finished Basement
Dormer, Full Attic, Interior Stair to Attic, Unfinished Attic

Additional Room #1 Information
Foyer
Size: 14X16
On 2nd Level
Carpet Flooring
All Window Treatments

Additional Room #2 Information
Storage
Size: 8X10
In Basement
Other Flooring

Additional Room #3 Information
Enclosed Balcony
Size: 8X10
On Main Level
Other Flooring

Equipment
Oven/Range, Dishwasher, Refrigerator, Washer, Dryer, Disposal

Fireplace Information
# of Fireplaces: 1
Gas Logs, Gas Starter

Interior Features
Hardwood Flooring, Wood Laminate Flooring

Heating & Cooling
Hot Water/Steam Heating, Radiators
Central Air Conditioning

Exterior

Building Information
Sq. Ft. Source: Assessor
Built Before 1978
Recent Rehab (Y/N): Yes
Age: 100+ Years
Stucco Exterior
Asphalt/Glass Roof (Shingles)

Property Features
Balcony, Porch, Screened Deck

Lot Information
Dimensions: 105 X 303
.50-.99 Acre
Corner

Property Information
# of Rooms: 7
Ownership: Fee Simple
Basement Sq. Ft.: 988
Unfinished Basement Sq. Ft.: 100
Finished Basement Sq. Ft.: 888
Aprox. Total Finished Sq. Ft.: 888
Rehab Year: 2016
Model: ARTS AND CRAFTS
School Bus Service
Parcel Identification Number: 0317252029

Financial

Financial Information
Tax: $5,993
Tax Year: 2016
Special Service Area: N
Finance Code: FHA

Utilities

Utility Information
Water: Public
Sewer (Public)
Circuit Breakers

Location

Community Information
Curbs/Gutters, Sidewalks, Street Lights, Paved Street

School Information
Elementary School District: 308
Junior High District: 308
High School: Oswego High School
High School District: 308

Location Information
Township: OSWEGO
Corporate Limits: OSWEGO
Directions: Route 34 (Chicago Road) to the northeast corner of Chicago Road and Penn Court

Public facts

Beds: 4
Baths: 1.5
Sq. Ft.: 1,976
Stories: 2.0
Lot Size: 0.44 acres
Style: Single Family Residential
Year Built: 1900
Year Renovated: —
County: Kendall County
APN: 0317252029

Home facts updated by county records on Jul 22, 2026

Other

Listing Information
Sale Price Includes Parking
Possession: Closing
Holds Earnest Money: No
Seller Concessions: Yes
Seller Concessions Amount/Points: 3850

Around this home

Schools

Old Post Elementary School

Public K-5 • Assigned • 1.6mi

6/10

Thompson Junior High School

Public 6-8 • Assigned • 0.9mi

5/10

Oswego High School

Public 9-12 • Assigned • 0.3mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 103° expected this year, 15 days in 30 years

2/10 Wind Factor

1% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Oswego, IL • 60543

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 10.2 hours in June and 3.5 hours in December, placing it below the U.S. average for solar exposure.

10.2 hrs

3.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$462,000 – $559,000

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Home values near 224 Chicago Rd

Data from public records.

Address	Redfin Estimate
281 Chicago Rd, Oswego, IL 3 Beds \| 1 Baths \| 988 Sq. Ft.	$325,534
256 Chicago Rd, Oswego, IL 4 Beds \| 2 Baths \| 2700 Sq. Ft.	$475,340

Address	Redfin Estimate
278 Chicago Rd, Oswego, IL 4 Beds \| 3 Baths \| 2224 Sq. Ft.	$418,847
238 Chicago Rd, Oswego, IL 3 Beds \| 1 Baths \| 1144 Sq. Ft.	$334,619

Address	Redfin Estimate
270 Chicago Rd, Oswego, IL 4 Beds \| 3 Baths \| 2224 Sq. Ft.	$405,007
265 Chicago Rd, Oswego, IL 6 Beds \| 4 Baths \| - Sq. Ft.	—

Property information provided by MRED as Distributed by MLS Grid when last listed in 2018. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 60543, IL

Sale history for 224 Chicago Rd

Tax history for 224 Chicago Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 60543

Home values near 224 Chicago Rd

More real estate resources