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Highland Park

Highland Park, IL is a picturesque community located on Chicago’s north shore, about 25 miles north of downtown, with a population of about 30,000 people. It is nestled along the beautiful shores of Lake Michigan. With its tree-lined streets, charming downtown area, and stunning historic architecture, Highland Park exudes a timeless elegance that captivates residents and visitors alike.

The community boasts a rich cultural scene, featuring The Art Center of Highland Park, which offers exhibits, classes and community events. Highland Park has a great variety of dining options that cater to every palate. Nature enthusiasts will appreciate the abundance of parks, nature preserves, and scenic trails that offer endless opportunities for outdoor recreation.

Highland Park is a place where modern amenities harmoniously blend with classic charm, creating an inviting and enchanting atmosphere for all who call it home.

Meg + Katie know you will love:

The special Fort Sheridan neighborhood, part of Highland Park and Highwood, with its nature trails, views of Lake Michigan and the ravines and the wonderful architecture combining single family homes, condos and townhomes.

Ravinia Festival! Ravinia Festival is North America’s oldest music festival, presenting a large variety of different events throughout the summer. These concerts run the gamut from Yo-Yo Ma to John Legend to the annual summer residency of the nation’s finest orchestra, the Chicago Symphony Orchestra. The 36-acre park is nestled in a gently wooded area that makes it an enchanting place to experience music. Guests can bring their own picnics or eat at one of the park restaurants.

The absolutely beautiful beaches! Nestled against Rosewood Beach’s wooded bluffs is a one-of-a-kind beachfront Interpretive Center and amenity buildings including concessions, restrooms, and guard building connected by a boardwalk that runs the length of the beach. Other beautiful beaches are also part of Highland Park’s excellent Park District.

Min. Price
Max. Price
Beds
Baths
2441 Woodbridge Lane Highland Park, IL 60035
$6,900,000
9 Beds 8 | 4 Baths 10,777 SqFt Listing No. 12331011 Property Type: House camera (48) Listing courtesy of Jameson Sotheby's International Realty
Details
959 Sheridan Road Highland Park, IL 60035
$5,750,000
5 Beds 7 | 1 Baths 7,800 SqFt Listing No. 12275847 Property Type: House camera (89) Listing courtesy of Berkshire Hathaway HomeServices Chicago
Details
147 Central Avenue Highland Park, IL 60035
$5,500,000
4 Beds 3 | 1 Baths 4,600 SqFt Listing No. 12214718 Property Type: House camera (61) Listing courtesy of Jameson Sotheby's International Realty
Details
2445 Woodbridge Lane Highland Park, IL 60035
$4,550,000
6 Beds 6 | 1 Baths 6,867 SqFt Listing No. 12202035 Property Type: House camera (34) Listing courtesy of Compass
Details
1950 Sheridan Road #404 Highland Park, IL 60035
$3,820,000
3 Beds 4 | 1 Baths 4,464 SqFt Listing No. 12051686 Property Type: Condo camera (7) Listing courtesy of Diplomat Realty, Inc.
Details
493 Hazel Avenue Highland Park, IL 60035
$2,999,000
6 Beds 6 | 1 Baths 7,640 SqFt Listing No. 12219350 Property Type: House camera (52) Listing courtesy of Compass Open House: Apr 27, 2025, 2:30 PM - 4:00 PM
Details
732 Bronson Lane Highland Park, IL 60035
$2,800,000
6 Beds 5 | 2 Baths 9,659 SqFt Listing No. 12314979 Property Type: House camera (46) Listing courtesy of RE/MAX Premier
Details
650 Walnut Street #301 Highland Park, IL 60035
$2,760,000
3 Beds 3 | 1 Baths 4,105 SqFt Listing No. 12089216 Property Type: Condo camera (5) Listing courtesy of Diplomat Realty, Inc.
Details
1789 Green Bay Road #B Highland Park, IL 60035
$2,725,000
3 Beds 2 | 1 Baths 4,317 SqFt Listing No. 12183205 Property Type: Condo camera (30) Listing courtesy of Compass
Details
2000 Half Day Road Highland Park, IL 60035
$2,600,000
4 Beds 4 Baths 4,800 SqFt Listing No. 12322514 Property Type: House camera (10) Listing courtesy of Coldwell Banker Realty
Details
2102 Grange Avenue Highland Park, IL 60035
$2,399,000
6 Beds 6 | 1 Baths 6,646 SqFt Listing No. 12010060 Property Type: House camera (34) Listing courtesy of @properties Christie's International Real Estate
Details
388 N DEERE PARK Drive E Highland Park, IL 60035
$2,300,000
5 Beds 7 | 1 Baths 14,000 SqFt Listing No. 12188236 Property Type: House camera (79) Listing courtesy of Core Realty & Investments, Inc
Details
 2441 Woodbridge Lane, Highland Park, IL 60035
camera (48)
price

$6,900,000

beds

9 9 Beds

baths

8 | 4 8 | 4 Baths

lot size

10,777 SqFt 10,777 SqFt

listing no.

12331011 Listing No. 12331011

property type

House Property Type: House

gallery photos

camera (48)

Listing courtesy of Jameson Sotheby's International Realty

 959 Sheridan Road, Highland Park, IL 60035
Contingent
camera (89)
price

$5,750,000

beds

5 5 Beds

baths

7 | 1 7 | 1 Baths

lot size

7,800 SqFt 7,800 SqFt

listing no.

12275847 Listing No. 12275847

property type

House Property Type: House

gallery photos

camera (89)

Listing courtesy of Berkshire Hathaway HomeServices Chicago

 147 Central Avenue, Highland Park, IL 60035
camera (61)
price

$5,500,000

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

4,600 SqFt 4,600 SqFt

listing no.

12214718 Listing No. 12214718

property type

House Property Type: House

gallery photos

camera (61)

Listing courtesy of Jameson Sotheby's International Realty

 2445 Woodbridge Lane, Highland Park, IL 60035
camera (34)
price

$4,550,000

beds

6 6 Beds

baths

6 | 1 6 | 1 Baths

lot size

6,867 SqFt 6,867 SqFt

listing no.

12202035 Listing No. 12202035

property type

House Property Type: House

gallery photos

camera (34)

Listing courtesy of Compass

 1950 Sheridan Road #404, Highland Park, IL 60035
Contingent
camera (7)
price

$3,820,000

beds

3 3 Beds

baths

4 | 1 4 | 1 Baths

lot size

4,464 SqFt 4,464 SqFt

listing no.

12051686 Listing No. 12051686

property type

Condo Property Type: Condo

gallery photos

camera (7)

Listing courtesy of Diplomat Realty, Inc.

 493 Hazel Avenue, Highland Park, IL 60035
camera (52)
price

$2,999,000

beds

6 6 Beds

baths

6 | 1 6 | 1 Baths

lot size

7,640 SqFt 7,640 SqFt

listing no.

12219350 Listing No. 12219350

property type

House Property Type: House

gallery photos

camera (52)

Listing courtesy of Compass

Open House: Apr 27, 2025, 2:30 PM - 4:00 PM

 732 Bronson Lane, Highland Park, IL 60035
camera (46)
price

$2,800,000

beds

6 6 Beds

baths

5 | 2 5 | 2 Baths

lot size

9,659 SqFt 9,659 SqFt

listing no.

12314979 Listing No. 12314979

property type

House Property Type: House

gallery photos

camera (46)

Listing courtesy of RE/MAX Premier

 650 Walnut Street #301, Highland Park, IL 60035
camera (5)
price

$2,760,000

beds

3 3 Beds

baths

3 | 1 3 | 1 Baths

lot size

4,105 SqFt 4,105 SqFt

listing no.

12089216 Listing No. 12089216

property type

Condo Property Type: Condo

gallery photos

camera (5)

Listing courtesy of Diplomat Realty, Inc.

 1789 Green Bay Road #B, Highland Park, IL 60035
Price Change
camera (30)
price

$2,725,000

beds

3 3 Beds

baths

2 | 1 2 | 1 Baths

lot size

4,317 SqFt 4,317 SqFt

listing no.

12183205 Listing No. 12183205

property type

Condo Property Type: Condo

gallery photos

camera (30)

Listing courtesy of Compass

 2000 Half Day Road, Highland Park, IL 60035
Contingent
camera (10)
price

$2,600,000

beds

4 4 Beds

baths

4 4 Baths

lot size

4,800 SqFt 4,800 SqFt

listing no.

12322514 Listing No. 12322514

property type

House Property Type: House

gallery photos

camera (10)

Listing courtesy of Coldwell Banker Realty

 2102 Grange Avenue, Highland Park, IL 60035
camera (34)
price

$2,399,000

beds

6 6 Beds

baths

6 | 1 6 | 1 Baths

lot size

6,646 SqFt 6,646 SqFt

listing no.

12010060 Listing No. 12010060

property type

House Property Type: House

gallery photos

camera (34)

Listing courtesy of @properties Christie's International Real Estate

 388 N DEERE PARK Drive E, Highland Park, IL 60035
Contingent
camera (79)
price

$2,300,000

beds

5 5 Beds

baths

7 | 1 7 | 1 Baths

lot size

14,000 SqFt 14,000 SqFt

listing no.

12188236 Listing No. 12188236

property type

House Property Type: House

gallery photos

camera (79)

Listing courtesy of Core Realty & Investments, Inc

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Based on information submitted to the MLS GRID as of MRED LLC 2025. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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MRED LLC data last updated at April 25, 2025, 3:55 PM CT
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