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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

1751 Clavey RD, Highland Park, IL 60035
Open Sun 12PM-2PM
28

$525,000

3 Beds 2.5 Baths 2,000 SqFt

1751 Clavey RD, Highland Park, IL 60035

Listed by Merle Feldstein of Berkshire Hathaway HomeServices Chicago

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1538 Oakwood AVE, Highland Park, IL 60035
Open Sat 11AM-1PM
34

$829,000

4 Beds 2 Baths 2,622 SqFt

1538 Oakwood AVE, Highland Park, IL 60035

Listed by Mirella Caputo of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1530 Oakwood AVE, Highland Park, IL 60035
Open Sat 11AM-1PM
39

$839,000

4 Beds 2.5 Baths 2,337 SqFt

1530 Oakwood AVE, Highland Park, IL 60035

Listed by Carolyn Cerf of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
701 Lincoln AVE W, Highland Park, IL 60035
Open 11/7 12PM-2PM
41

$2,500,000

6 Beds 6.5 Baths 5,072 SqFt

701 Lincoln AVE W, 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
361 N Deere Park DR E, Highland Park, IL 60035
New
49

$1,200,000

4 Beds 4 Baths 3,336 SqFt

361 N Deere Park DR E, Highland Park, IL 60035

Listed by Nancy Karp of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
41 Scott LOOP, Highland Park, IL 60035
New
49

$1,795,000

6 Beds 6.5 Baths 7,654 SqFt

41 Scott LOOP, Highland Park, IL 60035

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

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1745 Sundrop CIR, Highland Park, IL 60035
New
48

$1,599,500

5 Beds 6.5 Baths 5,339 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
798 Timber Hill RD, Highland Park, IL 60035
New
36

$1,075,000

5 Beds 3.5 Baths 4,048 SqFt

798 Timber Hill RD, Highland Park, IL 60035

Listed by Kathleen Menighan of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1470 Ridge RD, Highland Park, IL 60035
New
45

$850,000

4 Beds 2.5 Baths 2,415 SqFt

1470 Ridge RD, Highland Park, IL 60035

Listed by Anne Hardy of Berkshire Hathaway-Chicago

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

$589,000

3 Beds 2 Baths 1,708 SqFt

475 Burton AVE, Highland Park, IL 60035

Listed by Cory Albiani of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
2035 Kipling CT, Highland Park, IL 60035
New
29

$2,250,000

4 Beds 4.5 Baths 3,408 SqFt

2035 Kipling CT, Highland Park, IL 60035

Listed by Mila Friedman of Core Realty & Investments, Inc

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
240 Whistler RD #1E, Highland Park, IL 60035
New
42

$2,100,000

5 Beds 5.5 Baths 6,989 SqFt

240 Whistler RD #1E, Highland Park, IL 60035

Listed by Lyn Wise of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1520 Oakwood AVE, Highland Park, IL 60035
New
40

$1,650,000

6 Beds 5.5 Baths 5,628 SqFt

1520 Oakwood AVE, Highland Park, IL 60035

Listed by Jennifer Barcal of Redfin Corporation

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
3064 Greenwood AVE, Highland Park, IL 60035
New
12

$4,300

2 Beds 1.5 Baths 1,310 SqFt

3064 Greenwood AVE, Highland Park, IL 60035

Listed by Alan Meyerowitz of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1350 FERNDALE AVE, Highland Park, IL 60035
New
19

$3,000

3 Beds 1.5 Baths 1,491 SqFt

1350 FERNDALE AVE, Highland Park, IL 60035

Listed by Artur Barkan of KOMAR

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
211 Sumac RD, Highland Park, IL 60035
Active Under Contract
41

$525,000

3 Beds 2.5 Baths 1,619 SqFt

211 Sumac RD, Highland Park, IL 60035

Listed by Stephanie Weisman of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1120 Ridgewood DR, Highland Park, IL 60035
New
40

$1,350,000

4 Beds 3.5 Baths 2,300 SqFt

1120 Ridgewood DR, Highland Park, IL 60035

Listed by Karen Skurie of Baird & Warner

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
325 Oakland DR, Highland Park, IL 60035
Active Under Contract
34

$800,000

3 Beds 1.5 Baths 2,647 SqFt

325 Oakland DR, Highland Park, IL 60035

Listed by John Kiriakopoulos of Coldwell Banker Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
737 Orleans DR, Highland Park, IL 60035
New
26

$460,000

3 Beds 2.5 Baths 2,528 SqFt

737 Orleans 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
155 Whistler RD, Highland Park, IL 60035
Active
31

$649,000

2 Beds 2.5 Baths 1,768 SqFt

155 Whistler RD, Highland Park, IL 60035

Listed by Leslie Gleason of Coldwell Banker Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1220 Park AVE #126, Highland Park, IL 60035
Active
14

$324,900

2 Beds 2 Baths 1,288 SqFt

1220 Park AVE #126, Highland Park, IL 60035

Listed by Megan Bitz of Premier Realty Group, Inc.

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1454 Glencoe AVE, Highland Park, IL 60035
Active
27

$575,000

3 Beds 2.5 Baths 2,135 SqFt

1454 Glencoe AVE, Highland Park, IL 60035

Listed by Julie Busby of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
477 Elm PL, Highland Park, IL 60035
Active
29

$3,600

4 Beds 2 Baths 2,891 SqFt

477 Elm PL, Highland Park, IL 60035

Listed by Shari Saratovsky of Core Realty & Investments, Inc

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1251 Sherwood RD, Highland Park, IL 60035
Active
20

$3,400

4 Beds 2 Baths 2,752 SqFt

1251 Sherwood RD, Highland Park, IL 60035

Listed by Peggy Glickman 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 10/27/2026. 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: 10/27/2026.

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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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