94 total properties
View 55 S Deere Park Drive Highland Park, IL MLS# 12409049
$8,750,000
5

Beds

6.3

Baths

9,749

Sq.Ft.

55 S Deere Park Drive

Highland Park, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 117 Belle Avenue Highland Park, IL MLS# 12455514
  • Recently Listed with Virtual Tour
1 of 71
$6,750,000
5

Beds

8.1

Baths

8,186

Sq.Ft.

117 Belle Avenue

Highland Park, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 2441 Woodbridge Lane Highland Park, IL MLS# 12331011
$5,999,000
9

Beds

8.4

Baths

10,777

Sq.Ft.

2441 Woodbridge Lane

Highland Park, IL

MRED
Courtesy of JAMESON SOTHEBY'S INTERNATIONAL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2648-2666 Waukegan Avenue Highland Park, IL MLS# 12320966
$4,250,000
12,567

Sq.Ft.

2648-2666 Waukegan Avenue

Highland Park, IL

MRED
Courtesy of @PROPERTIES COMMERCIAL
View 34 Logan Loop Highland Park, IL MLS# 12482072
$3,800,000
7

Beds

6.2

Baths

7,891

Sq.Ft.

34 Logan Loop

Highland Park, IL

MRED
Courtesy of JAMESON SOTHEBY'S INTERNATIONAL REALTY
View 3556 WESTERN Avenue Highland Park, IL MLS# 12573181
  • Recently Listed
1 of 22
$3,500,000
15,260

Sq.Ft.

3556 WESTERN Avenue

Highland Park, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 1913-15 Sheridan Road Highland Park, IL MLS# 12553280
$3,250,000
8,750

Sq.Ft.

1913-15 Sheridan Road

Highland Park, IL

MRED
Courtesy of MILLENNIUM PROPERTIES RE, INC.
View 1630 Ridge Road Highland Park, IL MLS# 12552271
  • Recently Listed
1 of 61
$3,200,000
6

Beds

7.2

Baths

9,625

Sq.Ft.

1630 Ridge Road

Highland Park, IL

MRED
Courtesy of BAIRD & WARNER
View 480 Elm Place Highland Park, IL MLS# 12512041
$3,000,000
22,727

Sq.Ft.

480 Elm Place

Highland Park, IL

MRED
Courtesy of MILLENNIUM PROPERTIES RE, INC.
View 493 Hazel Avenue Highland Park, IL MLS# 12508727
$2,999,000
6

Beds

6.1

Baths

8,256

Sq.Ft.

493 Hazel Avenue

Highland Park, IL

MRED
Courtesy of COMPASS
View 650 Walnut Street # 301 Highland Park, IL MLS# 12089216
  • New Construction
1 of 5
$2,840,000
3

Beds

3.1

Baths

4,105

Sq.Ft.

650 Walnut Street # 301

Highland Park, IL

MRED
Courtesy of DIPLOMAT REALTY, INC.
View 1499 Sheridan Road Highland Park, IL MLS# 12553390
$2,480,000
6

Beds

4.2

Baths

6,908

Sq.Ft.

1499 Sheridan Road

Highland Park, IL

MRED
Courtesy of HOMESMART CONNECT LLC
View 1839 Shelley Court Highland Park, IL MLS# 12546592
  • New Construction with Virtual Tour
1 of 68
$2,299,000
6

Beds

6.1

Baths

4,289

Sq.Ft.

1839 Shelley Court

Highland Park, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 775 Stonegate Drive Highland Park, IL MLS# 12571028
  • Recently Listed with Virtual Tour
1 of 29
$1,950,000
3

Beds

4.1

Baths

4,750

Sq.Ft.

775 Stonegate Drive

Highland Park, IL

MRED
Courtesy of BAIRD & WARNER
View 215 Prospect Avenue Highland Park, IL MLS# 12518546
$1,875,000
6

Beds

6.1

Baths

5,000

Sq.Ft.

215 Prospect Avenue

Highland Park, IL

MRED
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
View 370 Briar Lane Highland Park, IL MLS# 12544394
$1,699,000
6

Beds

5.1

Baths

5,400

Sq.Ft.

370 Briar Lane

Highland Park, IL

MRED
Courtesy of COLDWELL BANKER REALTY
View 8 Heritage Drive Highland Park, IL MLS# 12381296
  • New Construction
1 of 23
$1,675,000
4

Beds

3.1

Baths

2,825

Sq.Ft.

8 Heritage Drive

Highland Park, IL

MRED
Courtesy of NEW ERA CHICAGO, LLC
View 203 Prospect Avenue Highland Park, IL MLS# 12538967
$1,650,000
4

Beds

3.1

Baths

3,330

Sq.Ft.

203 Prospect Avenue

Highland Park, IL

MRED
Courtesy of BAIRD & WARNER
View 326 Briar Lane Highland Park, IL MLS# 12558270
  • Virtual Tour
1 of 39
$1,635,000
6

Beds

5.1

Baths

5,400

Sq.Ft.

326 Briar Lane

Highland Park, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 417-429 Temple Avenue Highland Park, IL MLS# 11405854
$1,600,000
7,800

Sq.Ft.

417-429 Temple Avenue

Highland Park, IL

MRED
Courtesy of UNITED REAL ESTATE-CHICAGO

Information deemed reliable but not guaranteed.

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Data is updated as of 2/22/2026.