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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

282 Linden Park PL, Highland Park, IL 60035
New
40

$3,499,000

6 Beds 6 Baths 6,325 SqFt

282 Linden Park PL, Highland Park, IL 60035

Listed by Linda Levin of Jameson Sotheby's Intl Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1000 Deerfield RD #304, Highland Park, IL 60035
New
29

$260,000

2 Beds 2 Baths 1,504 SqFt

1000 Deerfield RD #304, Highland Park, IL 60035

Listed by Diana Brown of DCB Realty Inc

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1181 Sherwood RD, Highland Park, IL 60035
New
21

$5,000

4 Beds 2 Baths 1,859 SqFt

1181 Sherwood RD, Highland Park, IL 60035

Listed by Emily Moore of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1755 Sunnyside AVE, Highland Park, IL 60035
New
60

$3,399,000

6 Beds 8 Baths 6,791 SqFt

1755 Sunnyside AVE, Highland Park, IL 60035

Listed by Janet Borden of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1672 Huntington LN, Highland Park, IL 60035
New
27

$1,350,000

4 Beds 3.5 Baths 3,216 SqFt

1672 Huntington LN, Highland Park, IL 60035

Listed by Ryan Cherney of Circle One Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
2086 Saint Johns AVE #306, Highland Park, IL 60035
New
24

$349,900

2 Beds 2 Baths 1,532 SqFt

2086 Saint Johns AVE #306, Highland Park, IL 60035

Listed by Yuriy Nydza of Core Realty & Investments Inc.

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
830 Deerfield RD, Highland Park, IL 60035
New
23

$839,900

6 Beds 3 Baths 2,834 SqFt

830 Deerfield RD, Highland Park, IL 60035

Listed by Assya Zinger Vareljan of Berkshire Hathaway HomeServices Chicago

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
695 Roger Williams AVE #301, Highland Park, IL 60035
New
21

$399,000

2 Beds 1 Baths 1,300 SqFt

695 Roger Williams AVE #301, Highland Park, IL 60035

Listed by Kim Kelley of Baird & Warner

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1155 N Saint Johns AVE #F, Highland Park, IL 60035
New
11

$1,650

1 Bed 1 Bath 500 SqFt

1155 N Saint Johns AVE #F, Highland Park, IL 60035

Listed by Afram Slephosh of SENW

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
384 Hastings AVE, Highland Park, IL 60035
New
24

$6,000

4 Beds 2.5 Baths 3,114 SqFt

384 Hastings AVE, Highland Park, IL 60035

Listed by Jacqueline Lotzof of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
601 Mulberry PL #5B, Highland Park, IL 60035
Active Under Contract
21

$945,000

3 Beds 2.5 Baths 2,793 SqFt

601 Mulberry PL #5B, Highland Park, IL 60035

Listed by Lynn Romanek-Holstein of Baird & Warner

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1908 Mccraren RD, Highland Park, IL 60035
Price Dropped by $5K
37

$674,900

4 Beds 3 Baths 2,680 SqFt

1908 Mccraren RD, Highland Park, IL 60035

Listed by Sharel Shindler of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
Highland Park, IL 60035
New
11

$2,000

2 Beds 2 Baths 950 SqFt

Highland Park, IL 60035

Listed by Erin Smith of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1119 Ridgewood DR, Highland Park, IL 60035
Active Under Contract
23

$725,000

3 Beds 1.5 Baths 1,740 SqFt

1119 Ridgewood DR, Highland Park, IL 60035

Listed by Mary Baubonis of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1345 Lincoln AVE S, Highland Park, IL 60035
Active
32

$4,450

4 Beds 2 Baths 2,006 SqFt

1345 Lincoln AVE S, Highland Park, IL 60035

Listed by Kian Nikanjam of RE/MAX American Dream

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
980 Half Day RD, Highland Park, IL 60035
Active
37

$899,900

4 Beds 3.5 Baths 3,000 SqFt

980 Half Day RD, Highland Park, IL 60035

Listed by Alan Berlow of Coldwell Banker Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
340 Flora PL, Highland Park, IL 60035
Active Under Contract
25

$825,000

4 Beds 3 Baths 2,671 SqFt

340 Flora PL, Highland Park, IL 60035

Listed by Lisa Schulkin of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
636 Homewood AVE, Highland Park, IL 60035
Active
8

$499,000

4 Beds 2 Baths

636 Homewood AVE, Highland Park, IL 60035

Listed by Andrew Shevelev of American Real Estate Services

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
778 Barberry RD, Highland Park, IL 60035
Active Under Contract
34

$695,000

4 Beds 2 Baths 2,546 SqFt

778 Barberry RD, Highland Park, IL 60035

Listed by Cynthia Windeler of Keller Williams Premiere Properties

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1320 Ferndale AVE, Highland Park, IL 60035
Active Under Contract
22

$649,999

4 Beds 3 Baths 1,586 SqFt

1320 Ferndale AVE, Highland Park, IL 60035

Listed by James Carey of Forest Bluff Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
3481 Bradley CT, Highland Park, IL 60035
Active
41

$2,750,000

7 Beds 6.5 Baths 10,097 SqFt

3481 Bradley CT, Highland Park, IL 60035

Listed by Colby Price of Jameson Sotheby's Intl Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
865 Laurel AVE, Highland Park, IL 60035
Active Under Contract
35

$989,000

3 Beds 2.5 Baths 3,101 SqFt

865 Laurel AVE, Highland Park, IL 60035

Listed by Tonie Adams of Coldwell Banker Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1760 Midland AVE, Highland Park, IL 60035
Active Under Contract
43

$649,900

3 Beds 2.5 Baths 0.26 Acres Lot

1760 Midland AVE, Highland Park, IL 60035

Listed by Keith Brand of Berkshire Hathaway HomeServices Chicago

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1643 Sylvester PL, Highland Park, IL 60035
Active Under Contract
49

$2,875,000

5 Beds 6.5 Baths 5,115 SqFt

1643 Sylvester PL, 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

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 03/31/2026. 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: 03/31/2026.

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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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