Own a piece of history! The "Italian Motif" design of this home won 2nd place in the Chicago Tribune's Small Home Competition in 1927. In addition, the City of Highland Park, to celebrate 150 years of the town's existence, designated this house as one of the 200 historical homes of "significant and noteworthy" interest. From the inviting curves of the arched main entrance, to the Juliette balcony off the master bedroom, this home is all grace and charm. The 1st floor features an oak paneled foyer, living room with large stone fireplace and French windows, separate dining room, 1/2 bath, eat-in kitchen and den with built-ins and radiant heat. The second floor features 3 bedrooms, hallway with built-ins and full bath. There is original hardwood under all carpeting except the den. Unfinished basement with washer/dryer and sump pump. Gas powered generator. Home needs TLC. Prime location 1/2 block from Mooney Park. Deerfield schools with choice of HP/DFLD high school. Home sold "AS IS".
Year
Property tax
Land + Additions
Assessment*
2025
$11,115 (+40.1%)
$36,387 + $103,936
$140,323
2024
$7,936 (+2.0%)
$36,387 + $103,936
$140,323
2023
$7,783 (+17.1%)
$34,707 + $67,141
$101,848
2022
$6,644 (+6.4%)
$33,308 + $64,435
$97,743
2021
$6,246 (+3.6%)
$35,629 + $46,141
$81,770
2020
$6,029 (+11.0%)
$34,351 + $44,486
$78,837
2019
$5,431 (+49.4%)
$34,365 + $44,504
$78,869
2018
$3,636 (+2.0%)
$36,424 + $21,644
$58,068
2017
$3,566 (+3.7%)
$36,424 + $21,644
$58,068
2016
$3,437 (+3.7%)
$36,308 + $21,575
$57,883
2015
$3,314 (−38.5%)
$34,935 + $20,759
$55,694
2013
$5,390 (+0.8%)
$33,060 + $43,572
$76,632
2012
$5,345 (+1.2%)
$33,505 + $44,159
$77,664
2011
$5,281 (−17.5%)
$35,157 + $46,337
$81,494
2010
$6,402 (+1.3%)
$38,600 + $69,623
$108,223
2008
$6,322 (+5.5%)
$40,899 + $73,769
$114,668
2007
$5,994
$40,704 + $73,419
$114,123
Tax history for 1990 Castlewood Rd
Year
Property tax
Land + Additions
Assessment*
2025
$11,115 (+40.1%)
$36,387 + $103,936
$140,323
2024
$7,936 (+2.0%)
$36,387 + $103,936
$140,323
2023
$7,783 (+17.1%)
$34,707 + $67,141
$101,848
2022
$6,644 (+6.4%)
$33,308 + $64,435
$97,743
2021
$6,246 (+3.6%)
$35,629 + $46,141
$81,770
2020
$6,029 (+11.0%)
$34,351 + $44,486
$78,837
2019
$5,431 (+49.4%)
$34,365 + $44,504
$78,869
2018
$3,636 (+2.0%)
$36,424 + $21,644
$58,068
2017
$3,566 (+3.7%)
$36,424 + $21,644
$58,068
2016
$3,437 (+3.7%)
$36,308 + $21,575
$57,883
2015
$3,314 (−38.5%)
$34,935 + $20,759
$55,694
2013
$5,390 (+0.8%)
$33,060 + $43,572
$76,632
2012
$5,345 (+1.2%)
$33,505 + $44,159
$77,664
2011
$5,281 (−17.5%)
$35,157 + $46,337
$81,494
2010
$6,402 (+1.3%)
$38,600 + $69,623
$108,223
2008
$6,322 (+5.5%)
$40,899 + $73,769
$114,668
2007
$5,994
$40,704 + $73,419
$114,123
*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
Permits
Beds
3
Baths
1.5
Stories
2
Lot width
51 ft.
Lot depth
125 ft.
Lot size
6,373 Sq. Ft.
Year renovated
1975
Sq. Ft.
1,732
Year built
1929
Style
Single Family Residential
County
Lake County
APN
16-28-405-009
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 23, 2026.
R3
Low Density Residential District
This zoning district provides for low density residential and normal accessory uses. It is not intended to allow commercial, industrial, governmental, recreational, or like uses in this district; however, certain facilities required to serve educational, religious, or other needs of the area may be allowed within the district as conditional uses subject to restrictions intended to preserve and protect the residential character.
Permitted uses
Include but are not limited to:
Day care facility
Housing-Group
Housing-Single unit
Educational/school
Golf related
Park & open space
Oct 23, 2025 • Final
Watershed development
Resurface an existing driveway.
Grading
Sep 16, 2025 • Final
Exterior work - driveway / patio / stoop / walkway
Resurface the existing driveway and extend it with new asphalt.
Grading
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.