Main Content

Home » Communities » Highland Park

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
117 Belle Avenue Highland Park, IL 60035
$6,750,000
5 Beds 8 | 1 Baths 8,186 SqFt Listing No. 12455514 Property Type: House camera Virtual Tour camera (71) Listing courtesy of @properties Christie's International Real Estate
Details
2665 Bentley Road Highland Park, IL 60035
$4,650,000
5 Beds 6 | 2 Baths 9,437 SqFt Listing No. 12659749 Property Type: House camera (56) Listing courtesy of @properties Christie's International Real Estate
Details
22 Lakeview Terrace Highland Park, IL 60035
$4,500,000
4 Beds 5 | 1 Baths 5,500 SqFt Listing No. 12651795 Property Type: House camera (58) Listing courtesy of @properties Christie's International Real Estate
Details
2214 Churchill Lane Highland Park, IL 60035
$3,850,000
6 Beds 7 | 4 Baths 10,000 SqFt Listing No. 12678290 Property Type: House camera Virtual Tour camera (69) Listing courtesy of @properties Christie's International Real Estate
Details
34 Logan Loop Highland Park, IL 60035
$3,800,000
7 Beds 6 | 1 Baths 7,891 SqFt Listing No. 12662752 Property Type: House camera Virtual Tour camera (72) Listing courtesy of Jameson Sotheby's International Realty
Details
282 Linden Park Place Highland Park, IL 60035
$3,199,999
6 Beds 5 | 2 Baths 6,325 SqFt Listing No. 12604911 Property Type: House camera (40) Listing courtesy of Jameson Sotheby's Intl Realty Open House: Jun 21, 2026, 11:00 AM - 2:00 PM
Details
1551 Mill Trail Highland Park, IL 60035
$2,900,000
4 Beds 5 | 1 Baths 5,590 SqFt Listing No. 12559136 Property Type: House camera (25) Listing courtesy of @properties Christie's International Real Estate
Details
1630 Ridge Road Highland Park, IL 60035
$2,900,000
6 Beds 7 | 2 Baths 9,886 SqFt Listing No. 12638300 Property Type: House camera Virtual Tour camera (63) Listing courtesy of Baird & Warner
Details
1350 Glencoe Avenue Highland Park, IL 60035
$2,500,000
6 Beds 5 | 1 Baths 4,968 SqFt Listing No. 12633694 Property Type: House camera (15) Listing courtesy of @properties Christie's International Real Estate
Details
1356 Glencoe Avenue Highland Park, IL 60035
$2,500,000
6 Beds 5 | 1 Baths 4,968 SqFt Listing No. 12571624 Property Type: House camera (5) Listing courtesy of @properties Christie's International Real Estate
Details
990 Sheridan Road Highland Park, IL 60035
$2,300,000
5 Beds 4 | 1 Baths 4,575 SqFt Listing No. 12649611 Property Type: House camera Virtual Tour camera (39) Listing courtesy of Engel & Voelkers Chicago North Shore
Details
1499 Sheridan Road Highland Park, IL 60035
$2,280,000
6 Beds 4 | 2 Baths 6,908 SqFt Listing No. 12553390 Property Type: House camera (88) Listing courtesy of HomeSmart Connect LLC
Details
 117 Belle Avenue, Highland Park, IL 60035
Re-activated
camera VIRTUAL TOUR camera (71)
price

$6,750,000

beds

5 5 Beds

baths

8 | 1 8 | 1 Baths

lot size

8,186 SqFt 8,186 SqFt

listing no.

12455514 Listing No. 12455514

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (71)

Listing courtesy of @properties Christie's International Real Estate

 2665 Bentley Road, Highland Park, IL 60035
camera (56)
price

$4,650,000

beds

5 5 Beds

baths

6 | 2 6 | 2 Baths

lot size

9,437 SqFt 9,437 SqFt

listing no.

12659749 Listing No. 12659749

property type

House Property Type: House

gallery photos

camera (56)

Listing courtesy of @properties Christie's International Real Estate

 22 Lakeview Terrace, Highland Park, IL 60035
camera (58)
price

$4,500,000

beds

4 4 Beds

baths

5 | 1 5 | 1 Baths

lot size

5,500 SqFt 5,500 SqFt

listing no.

12651795 Listing No. 12651795

property type

House Property Type: House

gallery photos

camera (58)

Listing courtesy of @properties Christie's International Real Estate

 2214 Churchill Lane, Highland Park, IL 60035
New
camera VIRTUAL TOUR camera (69)
price

$3,850,000

beds

6 6 Beds

baths

7 | 4 7 | 4 Baths

lot size

10,000 SqFt 10,000 SqFt

listing no.

12678290 Listing No. 12678290

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (69)

Listing courtesy of @properties Christie's International Real Estate

 34 Logan Loop, Highland Park, IL 60035
camera VIRTUAL TOUR camera (72)
price

$3,800,000

beds

7 7 Beds

baths

6 | 1 6 | 1 Baths

lot size

7,891 SqFt 7,891 SqFt

listing no.

12662752 Listing No. 12662752

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (72)

Listing courtesy of Jameson Sotheby's International Realty

 282 Linden Park Place, Highland Park, IL 60035
camera (40)
price

$3,199,999

beds

6 6 Beds

baths

5 | 2 5 | 2 Baths

lot size

6,325 SqFt 6,325 SqFt

listing no.

12604911 Listing No. 12604911

property type

House Property Type: House

gallery photos

camera (40)

Listing courtesy of Jameson Sotheby's Intl Realty

Open House: Jun 21, 2026, 11:00 AM - 2:00 PM

 1551 Mill Trail, Highland Park, IL 60035
camera (25)
price

$2,900,000

beds

4 4 Beds

baths

5 | 1 5 | 1 Baths

lot size

5,590 SqFt 5,590 SqFt

listing no.

12559136 Listing No. 12559136

property type

House Property Type: House

gallery photos

camera (25)

Listing courtesy of @properties Christie's International Real Estate

 1630 Ridge Road, Highland Park, IL 60035
camera VIRTUAL TOUR camera (63)
price

$2,900,000

beds

6 6 Beds

baths

7 | 2 7 | 2 Baths

lot size

9,886 SqFt 9,886 SqFt

listing no.

12638300 Listing No. 12638300

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (63)

Listing courtesy of Baird & Warner

 1350 Glencoe Avenue, Highland Park, IL 60035
camera (15)
price

$2,500,000

beds

6 6 Beds

baths

5 | 1 5 | 1 Baths

lot size

4,968 SqFt 4,968 SqFt

listing no.

12633694 Listing No. 12633694

property type

House Property Type: House

gallery photos

camera (15)

Listing courtesy of @properties Christie's International Real Estate

 1356 Glencoe Avenue, Highland Park, IL 60035
Contingent
camera (5)
price

$2,500,000

beds

6 6 Beds

baths

5 | 1 5 | 1 Baths

lot size

4,968 SqFt 4,968 SqFt

listing no.

12571624 Listing No. 12571624

property type

House Property Type: House

gallery photos

camera (5)

Listing courtesy of @properties Christie's International Real Estate

 990 Sheridan Road, Highland Park, IL 60035
Contingent
camera VIRTUAL TOUR camera (39)
price

$2,300,000

beds

5 5 Beds

baths

4 | 1 4 | 1 Baths

lot size

4,575 SqFt 4,575 SqFt

listing no.

12649611 Listing No. 12649611

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (39)

Listing courtesy of Engel & Voelkers Chicago North Shore

 1499 Sheridan Road, Highland Park, IL 60035
camera (88)
price

$2,280,000

beds

6 6 Beds

baths

4 | 2 4 | 2 Baths

lot size

6,908 SqFt 6,908 SqFt

listing no.

12553390 Listing No. 12553390

property type

House Property Type: House

gallery photos

camera (88)

Listing courtesy of HomeSmart Connect LLC

© 2026 MRED LLC. All rights reserved.
Based on information submitted to the MLS GRID as of MRED LLC 2026. 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.


MRED DMCA Notice
NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.
MRED LLC data last updated at June 20, 2026, 9:17 AM CT
Real Estate IDX Powered by iHomefinder
Skip to content