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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

1645 Sherwood RD, Highland Park, IL 60035
Open 8/9 12PM-2PM
44

$765,000

4 Beds 2.5 Baths 3,861 SqFt

1645 Sherwood RD, Highland Park, IL 60035

Listed by Lynn Kosner of Baird & Warner

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
Highland Park, IL 60035
Open 8/9 11AM-1PM
25

$615,000

3 Beds 2 Baths 2,286 SqFt

Highland Park, IL 60035

Listed by Katie Hauser of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1491 Chantilly CT, Highland Park, IL 60035
Open 8/9 11AM-1PM
28

$550,000

3 Beds 2.5 Baths 2,528 SqFt

1491 Chantilly CT, Highland Park, IL 60035

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

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1269 Eastwood AVE, Highland Park, IL 60035
Open 8/9 1:30PM-3:30PM
40

$589,900

3 Beds 2 Baths 1,591 SqFt

1269 Eastwood AVE, Highland Park, IL 60035

Listed by Ljubica Lola Delic of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1353 Golf AVE, Highland Park, IL 60035
Open Sun 12PM-2PM
29

$595,000

2 Beds 2 Baths 1,744 SqFt

1353 Golf AVE, Highland Park, IL 60035

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

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1538 Oakwood AVE, Highland Park, IL 60035
Open 8/9 12PM-2PM
42

$873,500

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
282 Linden Park PL, Highland Park, IL 60035
Open 8/9 11AM-1PM
40

$2,999,999

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
552 Burton AVE, Highland Park, IL 60035
New
21

$575,000

4 Beds 2 Baths 1,818 SqFt

552 Burton AVE, Highland Park, IL 60035

Listed by Jeanine Shimer of Baird & Warner

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1770 Sunnyside AVE, Highland Park, IL 60035
New
69

$3,299,000

6 Beds 7.5 Baths 9,385 SqFt

1770 Sunnyside AVE, Highland Park, IL 60035

Listed by Jacqueline Lotzof of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1762 Linden AVE, Highland Park, IL 60035
New
30

$1,245,000

3 Beds 3 Baths 3,526 SqFt

1762 Linden AVE, Highland Park, IL 60035

Listed by Ellen Chukerman of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
950 Augusta WAY #115, Highland Park, IL 60035
New
16

$559,900

2 Beds 2 Baths 1,784 SqFt

950 Augusta WAY #115, 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
1002 Ridge RD, Highland Park, IL 60035
New
17

$547,000

3 Beds 2 Baths 1,777 SqFt

1002 Ridge RD, Highland Park, IL 60035

Listed by Mara Hitchmough of Compass

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

$350,000

3 Beds 1.5 Baths 1,140 SqFt

706 Broadview AVE, Highland Park, IL 60035

Listed by Matthew Doughty of Marketplace Homes

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1755 lake cook RD #220, Highland Park, IL 60035
New
22

$4,100

3 Beds 2 Baths 1,886 SqFt

1755 lake cook RD #220, Highland Park, IL 60035

Listed by Ethan Nagar of Keller Williams ONEChicago

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1660 2nd ST #4, Highland Park, IL 60035
New
13

$2,300

1 Bed 1 Bath 1,150 SqFt

1660 2nd ST #4, Highland Park, IL 60035

Listed by Gregg Handrich of Archpoint Property LLC

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

$1,095,000

3 Beds 2.5 Baths 2,301 SqFt

251 Central AVE, Highland Park, IL 60035

Listed by Ellen Chukerman of Compass

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

$1,995,000

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
23 Heritage DR, Highland Park, IL 60035
New
27

$1,395,000

4 Beds 3.5 Baths 2,330 SqFt

23 Heritage DR, Highland Park, IL 60035

Listed by Marla Fox of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
732 Hill ST, Highland Park, IL 60035
Active Under Contract
27

$699,000

3 Beds 2 Baths 2,324 SqFt

732 Hill ST, Highland Park, IL 60035

Listed by Alam Chunawala of Coldwell Banker Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
735 Baldwin RD, Highland Park, IL 60035
New
34

$11,000

4 Beds 4 Baths

735 Baldwin RD, Highland Park, IL 60035

Listed by Jacqueline Lotzof of Compass

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

$1,249,000

3 Beds 2.5 Baths 2,951 SqFt

723 Detamble AVE, Highland Park, IL 60035

Listed by Meredith Pierson of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
642 Gray AVE, Highland Park, IL 60035
New
33

$469,000

2 Beds 1 Baths 1,273 SqFt

642 Gray AVE, Highland Park, IL 60035

Listed by Alison Wertheimer of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
2708 Summit AVE, Highland Park, IL 60035
Active Under Contract
28

$575,000

4 Beds 2.5 Baths 3,500 SqFt

2708 Summit AVE, 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
1860 Eastwood AVE, Highland Park, IL 60035
Active Under Contract
65

$799,000

5 Beds 3 Baths 2,787 SqFt

1860 Eastwood AVE, Highland Park, IL 60035

Listed by Aaron Masliansky of Compass

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 08/10/2026. 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: 08/10/2026.

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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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