Google street view image for 1027 Windsor Rd, Highland Park, IL 60035

Sold

$414,592

Est. refi paymentEst. refi $1,495/mo

•

1 ba

•

2,146

sq ft

1027 Windsor Rd, Highland Park, IL 60035

About this home

Amazingly Priced Highland Pk ranch! ready 4personalization/updates! Wow Location! 3Bedrooms+Den/office! Walk 2Restaurants/Stores/Starbucks! Large Kitchen! Hardwood floors! New roof in 2006! New A/C! Attached Garage! Wood burning fireplace! Built-in shelving in Master Closet! Full basement semi-finished with rec room, laundry area, workroom/storage area! Full attic w/floors! Great potential for rehabbers and builders!

Single-familyProperty Type

1951Year Built

7,553 sq ftLot Size

$193Est. Price/Sq.Ft.

1 car garageParking

Source:Public Records

Redfin Estimate

$414,592

$230K since sold in July 2009$0 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.7% lower than the average sale price ($497K) of 6 comparable homes.

BOUGHT WITH REDFIN MAY 7, 2026
$410,000
A
3 beds2 baths1,320 sq ft
943 Lilac Ln, Highland Park, IL 60035
SOLD AUG 17, 2026
$525,000
B
3 beds2 baths1,700 sq ft
1324 Golf Ave, Highland Park, IL 60035
SOLD SEP 23, 2026
$560,000
C
3 beds2 baths1,591 sq ft
1269 Eastwood Ave, Highland Park, IL 60035
SOLD MAR 12, 2026
$440,500
D
3 beds2 baths1,373 sq ft
971 Windsor Rd, Highland Park, IL 60035
SOLD SEP 16, 2026
$509,000
E
3 beds2 baths1,190 sq ft
1230 Ferndale Ave, Highland Park, IL 60035
SOLD JUL 16, 2026
$540,000
F
3 beds2 baths1,534 sq ft
1804 Winthrop Rd, Highland Park, IL 60035

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Earn from this home

Sell

$393,813

Est. take-home

List your home with Redfin and save $2,073

Refinance

Est. cash available

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Rent

$3,202/mo

Redfin rental estimate

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Market trends in 60035, IL

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

102.4%

0.2% MoM

Median sale price

$784K

$51K MoM

Avg. days on market

48d

1 days MoM

Recently sold homes

121

10 MoM

New listings for sale

NEW 6 HRS AGO
$560,000
2 beds2 baths1,856 sq ft
286 Leonard Wood South #103, Highland Park, IL 60035
NEW 14 HRS AGO
$425,000
3 beds2 baths1,700 sq ft
619 Glenview Ave #202, Highland Park, IL 60035
$599,000
3 beds2 baths1,759 sq ft
632 Hill St, Highland Park, IL 60035
OPEN SUN, 11AM TO 1PM
$310,000
2 beds2 baths1,100 sq ft
1220 Park Ave W #132, Highland Park, IL 60035
$679,900
4 beds2.5 baths1,800 sq ft
227 Sumac Rd, Highland Park, IL 60035
$640,000
2 beds2 baths2,000 sq ft
940 Augusta Way #312, Highland Park, IL 60035
$799,000
4 beds3.5 baths3,675 sq ft
572 Vine Ave, Highland Park, IL 60035
$429,000
3 beds2 baths2,049 sq ft
1534 Mcdaniels Ave Unit 3E, Highland Park, IL 60035
EARLY ACCESS
$1,641,600
2 beds2 baths1,051 sq ft
844 Laurel Ave #303, Highland Park, IL 60035
OPEN SAT, 1PM TO 3PM
$925,000
4 beds4.5 baths3,631 sq ft
3223 Dato Ave, Highland Park, IL 60035
See all

Provided by Redfin

Sale history for 1027 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2025

$9,682 (+5.7%)

$42,278 + $78,456

$120,734

2024

$9,157 (+9.3%)

$42,278 + $78,456

$120,734

2023

$8,374 (+1.6%)

$39,859 + $73,966

$113,825

2022

$8,239 (+6.0%)

$35,928 + $66,672

$102,600

2021

$7,775 (+3.8%)

$39,468 + $58,573

$98,041

2020

$7,488 (+3.7%)

$38,152 + $56,620

$94,772

2019

$7,218 (+7.9%)

$37,974 + $56,355

$94,329

2018

$6,691 (+2.2%)

$41,880 + $48,774

$90,654

2017

$6,543 (+8.6%)

$41,880 + $48,774

$90,654

2016

$6,024 (+3.8%)

$41,638 + $48,493

$90,131

2015

$5,805 (+27.5%)

$39,640 + $42,910

$82,550

2013

$4,552 (+2.8%)

$31,610 + $27,576

$59,186

2012

$4,426 (+5.0%)

$41,205 + $19,518

$60,723

2011

$4,216 (+11.0%)

$41,841 + $49,701

$91,542

2010

$3,796 (−47.6%)

$62,468 + $57,577

$120,045

2008

$7,244 (+9.2%)

$66,202 + $61,018

$127,220

2007

$6,635

$63,839 + $58,839

$122,678

Tax history for 1027 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2025

$9,682 (+5.7%)

$42,278 + $78,456

$120,734

2024

$9,157 (+9.3%)

$42,278 + $78,456

$120,734

2023

$8,374 (+1.6%)

$39,859 + $73,966

$113,825

2022

$8,239 (+6.0%)

$35,928 + $66,672

$102,600

2021

$7,775 (+3.8%)

$39,468 + $58,573

$98,041

2020

$7,488 (+3.7%)

$38,152 + $56,620

$94,772

2019

$7,218 (+7.9%)

$37,974 + $56,355

$94,329

2018

$6,691 (+2.2%)

$41,880 + $48,774

$90,654

2017

$6,543 (+8.6%)

$41,880 + $48,774

$90,654

2016

$6,024 (+3.8%)

$41,638 + $48,493

$90,131

2015

$5,805 (+27.5%)

$39,640 + $42,910

$82,550

2013

$4,552 (+2.8%)

$31,610 + $27,576

$59,186

2012

$4,426 (+5.0%)

$41,205 + $19,518

$60,723

2011

$4,216 (+11.0%)

$41,841 + $49,701

$91,542

2010

$3,796 (−47.6%)

$62,468 + $57,577

$120,045

2008

$7,244 (+9.2%)

$66,202 + $61,018

$127,220

2007

$6,635

$63,839 + $58,839

$122,678

*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

Stories

Lot width

—

Lot depth

—

Lot size

7,553 Sq. Ft.

Year renovated

1987

Sq. Ft.

2,146

Year built

1951

Style

Single Family Residential

County

Lake County

APN

16-27-306-037

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 23, 2026.

Medium Density Residential District

This zoning district provides for medium 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

Property details

Around this home

Schools

K - 12
Preschool & daycare

Kipling Elementary School

Public K-5 • Assigned • 0.9mi

9/10

Alan B Shepard Middle School

Public 6-8 • Assigned • 1.6mi

8/10

Deerfield High School

Public 9-12 • Assigned • 1.9mi

10/10

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

2/10 Heat Factor

7 days above 98° expected this year, 14 days in 30 years

2/10 Wind Factor

1% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Highland Park, IL • 60035

Average low and high temperatures (°F)

30°

15°

38°

21°

53°

33°

59°

42°

64°

47°

78°

61°

83°

67°

80°

66°

75°

60°

65°

51°

50°

38°

36°

23°

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 3.3 hours in December, placing it below the U.S. average for solar exposure.

10.2 hrs

3.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$394,000 – $477,000

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New listings for sale in 60035

NEW 6 HRS AGO

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Finished lower level • Heated floors • Updated full bath

NEW 14 HRS AGO

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619 Glenview Ave #202, Highland Park, IL 60035

Additional storage • Newer roof • Remodeled lobby

$599,000

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New roof • New appliances • Granite countertops

OPEN SUN, 11AM TO 1PM

$310,000

2 beds2 baths1,100 sq ft

1220 Park Ave W #132, Highland Park, IL 60035

Hardwood floors • Laundry room • Abundant cabinets

$679,900

4 beds2.5 baths1,800 sq ft

227 Sumac Rd, Highland Park, IL 60035

Quiet cul-de-sac • Finished basement • New roof

$640,000

2 beds2 baths2,000 sq ft

940 Augusta Way #312, Highland Park, IL 60035

Top-floor luxury • Wooded views • Open layout

$799,000

4 beds3.5 baths3,675 sq ft

572 Vine Ave, Highland Park, IL 60035

Sunroom • Private patio • Walk-in closet

$429,000

3 beds2 baths2,049 sq ft

1534 Mcdaniels Ave Unit 3E, Highland Park, IL 60035

Maple cabinetry • Hardwood flooring • $652 HOA

EARLY ACCESSCOMPASS COMING SOON

$1,641,600

2 beds2 baths1,051 sq ft

844 Laurel Ave #303, Highland Park, IL 60035

Open concept space • Garage

Home values near 1027 Windsor Rd

Data from public records.

Address	Redfin Estimate
987 Windsor Road, Highland Park, IL 3 Beds \| 2 Baths \| 1500 Sq. Ft.	$465,990
1019 Windsor Road, Highland Park, IL 2 Beds \| 1 Baths \| 1116 Sq. Ft.	$428,682
1012 Windsor Road, Highland Park, IL 4 Beds \| 3 Baths \| 2895 Sq. Ft.	$739,638
990 Windsor Road, Highland Park, IL 2 Beds \| 1 Baths \| - Sq. Ft.	$367,959
1011 Windsor Road, Highland Park, IL 4 Beds \| 2 Baths \| 1990 Sq. Ft.	$515,695
1806 Winthrop Road, Highland Park, IL 4 Beds \| 3.5 Baths \| 2165 Sq. Ft.	$796,200
1820 Winthrop Road, Highland Park, IL 3 Beds \| 2 Baths \| 1500 Sq. Ft.	$477,968

Address	Redfin Estimate
979 Windsor Road, Highland Park, IL 5 Beds \| 4.5 Baths \| 3887 Sq. Ft.	$988,142
970 Windsor Road, Highland Park, IL 4 Beds \| 2 Baths \| - Sq. Ft.	$645,525
971 Windsor Road, Highland Park, IL 3 Beds \| 2 Baths \| 1373 Sq. Ft.	$516,974
965 Windsor Road, Highland Park, IL 3 Beds \| 1.5 Baths \| 1570 Sq. Ft.	$519,546
1812 Winthrop Road, Highland Park, IL 4 Beds \| 3 Baths \| 2406 Sq. Ft.	$743,225
1804 Winthrop Road, Highland Park, IL 3 Beds \| 2 Baths \| 1534 Sq. Ft.	$567,869
1850 Deerfield Road, Highland Park, IL 2 Beds \| 1 Baths \| 1211 Sq. Ft.	$339,810

Address	Redfin Estimate
993 Windsor Road, Highland Park, IL 2 Beds \| 1 Baths \| 1521 Sq. Ft.	$418,776
980 Windsor Road, Highland Park, IL 2 Beds \| 1 Baths \| 889 Sq. Ft.	$334,132
1033 Windsor Road, Highland Park, IL - Beds \| 2 Baths \| 1425 Sq. Ft.	$400,789
1003 Windsor Road, Highland Park, IL - Beds \| 1 Baths \| 1095 Sq. Ft.	$353,349
1792 Deerfield Road, Highland Park, IL 2 Beds \| 1 Baths \| 875 Sq. Ft.	$320,159
1818 Winthrop Road, Highland Park, IL 3 Beds \| 2 Baths \| - Sq. Ft.	$600,444
1860 Deerfield Road, Highland Park, IL 3 Beds \| 2 Baths \| 1254 Sq. Ft.	$400,205

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GreatSchools Ratings provided by GreatSchools.org.

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1027 Windsor Rd, Highland Park, IL 60035

About this home

Redfin Estimate

Earn from this home

Market trends in 60035, IL

Sale history for 1027 Windsor Rd

Tax history for 1027 Windsor Rd

Public record

Property details

Public facts

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 60035

Home values near 1027 Windsor Rd

More real estate resources

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