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Highland Park

Located on Lake Michigan, Highland Park is a picturesque suburb offering beautiful lake vistas, bluffs, ravines, and accessibility to Chicago. The vibrant downtown district is a pedestrian and cyclist-friendly outdoor shopping area filled with unique boutiques and delicious restaurants. Renowned for art and culture, Highland Park is home to many music festivals.

View The Market Report

Available Homes in Highland Park

1745 Sundrop CIR, Highland Park, IL 60035
Open Tue 11AM-1:30PM
71

$1,850,000

6 Beds 7.5 Baths 9,400 SqFt

1745 Sundrop CIR, Highland Park, IL 60035

Listed by Rita Masini of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
34 Logan LOOP, Highland Park, IL 60035
New
55

$3,800,000

7 Beds 6.5 Baths 7,891 SqFt

34 Logan LOOP, Highland Park, IL 60035

Listed by Eileen Campbell of Jameson Sotheby's International Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1958 Mccraren RD, Highland Park, IL 60035
New
30

$839,000

4 Beds 3.5 Baths 3,006 SqFt

1958 Mccraren RD, Highland Park, IL 60035

Listed by Carly Jones of Engel & Voelkers Chicago North Shore

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
460 Hazel AVE, Highland Park, IL 60035
Active Under Contract
31

$795,000

4 Beds 3.5 Baths 2,904 SqFt

460 Hazel AVE, Highland Park, IL 60035

Listed by Janet Borden of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1618 McCraren RD, Highland Park, IL 60035
New
25

$639,000

4 Beds 2.5 Baths 3,091 SqFt

1618 McCraren RD, Highland Park, IL 60035

Listed by Susan Maman of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1227 Lynn TER, Highland Park, IL 60035
New
20

$549,900

4 Beds 3 Baths 2,768 SqFt

1227 Lynn TER, Highland Park, IL 60035

Listed by Christopher Lobrillo of Grandview Realty, LLC

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
550 Vine AVE #104, Highland Park, IL 60035
New
20

$2,200

2 Beds 2 Baths

550 Vine AVE #104, Highland Park, IL 60035

Listed by Julia Leon of KOMAR

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1575 Hawthorne LN, Highland Park, IL 60035
Active Under Contract
34

$1,250,000

5 Beds 3.5 Baths 3,008 SqFt

1575 Hawthorne LN, Highland Park, IL 60035

Listed by Ila Coretti of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
280 Aspen LN, Highland Park, IL 60035
New
39

$1,250,000

5 Beds 3.5 Baths 3,261 SqFt

280 Aspen LN, Highland Park, IL 60035

Listed by Beth Wexler of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
3107 Dato AVE, Highland Park, IL 60035
New
32

$725,000

3 Beds 2.5 Baths 1,877 SqFt

3107 Dato AVE, Highland Park, IL 60035

Listed by Valentyna Artamonova of KOMAR

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
895 Sumac RD, Highland Park, IL 60035
Active Under Contract
19

$595,000

3 Beds 2.5 Baths 1,728 SqFt

895 Sumac RD, Highland Park, IL 60035

Listed by Julia Alexander of Keller Williams North Shore West

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1490 Avignon CT, Highland Park, IL 60035
New
17

$539,000

3 Beds 2.5 Baths 1,890 SqFt

1490 Avignon CT, Highland Park, IL 60035

Listed by Janet Weinberg of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1324 Golf AVE, Highland Park, IL 60035
New
29

$525,000

3 Beds 2 Baths 1,700 SqFt

1324 Golf AVE, Highland Park, IL 60035

Listed by Ron Ehlers of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
2665 Bentley RD, Highland Park, IL 60035
New
56

$4,650,000

5 Beds 7 Baths 9,437 SqFt

2665 Bentley RD, Highland Park, IL 60035

Listed by Beth Wexler of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
260 Beech ST, Highland Park, IL 60035
New
76

$2,199,000

6 Beds 7 Baths 10,795 SqFt

260 Beech ST, Highland Park, IL 60035

Listed by Karen Biazar of North Clybourn Group, Inc.

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
2925 Parkside DR, Highland Park, IL 60035
New
36

$1,179,000

6 Beds 5.5 Baths 3,396 SqFt

2925 Parkside DR, Highland Park, IL 60035

Listed by Beth Wexler of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1055 Hillcrest AVE, Highland Park, IL 60035
New
23

$550,000

3 Beds 2 Baths 2,024 SqFt

1055 Hillcrest AVE, Highland Park, IL 60035

Listed by Jennifer Boudreau of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
937 Timber Hill RD, Highland Park, IL 60035
Active Under Contract
7

$850,000

5 Beds 3 Baths 2,807 SqFt

937 Timber Hill RD, Highland Park, IL 60035

Listed by Beth Wexler of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
2490 Green Bay RD, Highland Park, IL 60035
New
29

$749,000

5 Beds 3 Baths

2490 Green Bay RD, Highland Park, IL 60035

Listed by Jacqueline Lotzof of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1470 Saint Tropez CT, Highland Park, IL 60035
New
20

$469,000

3 Beds 2.5 Baths 2,528 SqFt

1470 Saint Tropez CT, Highland Park, IL 60035

Listed by Susan Zeller of Jennings Realty,Inc.

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
628 Calais CIR, Highland Park, IL 60035
New
25

$424,000

3 Beds 2.5 Baths 2,262 SqFt

628 Calais CIR, Highland Park, IL 60035

Listed by Debbie Glickman of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
3107 Dato AVE, Highland Park, IL 60035
New
53

$5,000

3 Beds 2.5 Baths 1,877 SqFt

3107 Dato AVE, Highland Park, IL 60035

Listed by Valentyna Artamonova of KOMAR

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
602 Vine AVE, Highland Park, IL 60035
New
30

$599,000

3 Beds 2.5 Baths 1,876 SqFt

602 Vine AVE, Highland Park, IL 60035

Listed by Erik Gimbel of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
916 Driscoll CT, Highland Park, IL 60035
Active
20

$3,850

2 Beds 2 Baths 1,751 SqFt

916 Driscoll CT, Highland Park, IL 60035

Listed by Sandra Amidei of RE/MAX Suburban

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity Program of Midwest Real Estate Data LLC. Real estate listings held by brokerage firms other than Blok are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokerage. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Digital Millennium Copyright Act – DMCA Notice Based on information submitted to the MLS GRID as of 06/01/2026. All data is obtained from various sources and may not have been verified by 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. IDX information is provided exclusively for consumers’ personal non-commercial use, it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, the data is deemed reliable but is not guaranteed by MLS GRID, the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability. Data last updated: 06/01/2026.

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    © 2026 The Matlin Group | LIC #475.158591 | Compass - All rights reserved | Privacy Policy | DMCA Policy | Powered by Blok.

    The Matlin Group is a real estate team affiliated with Compass, a licensed real estate broker and abides by all applicable Equal Housing Opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. No statement is made as to accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Some or all of the listings may not belong to the firm whose website is being visited. Nothing herein shall be construed as legal, accounting or other professional advice outside the realm of real estate brokerage.

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