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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

3464 Old Mill RD, Highland Park, IL 60035
New
64

$1,575,000

5 Beds 5.5 Baths 5,819 SqFt

3464 Old Mill RD, Highland Park, IL 60035

Listed by Kelly Ipjian of Exit Strategy Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
555 Roger Williams AVE #305, Highland Park, IL 60035
New
11

$3,430

2 Beds 2 Baths 1,142 SqFt

555 Roger Williams AVE #305, Highland Park, IL 60035

Listed by Robert Klairmont of Twins Realty LLC

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1350 Glencoe AVE, Highland Park, IL 60035
New
15

$2,500,000

6 Beds 5.5 Baths 4,968 SqFt

1350 Glencoe AVE, 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
1356 Glencoe AVE, Highland Park, IL 60035
Active Under Contract
5

$2,500,000

6 Beds 5.5 Baths 4,968 SqFt

1356 Glencoe AVE, 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
1000 Deerfield RD #101, Highland Park, IL 60035
New
19

$349,000

3 Beds 2 Baths 1,593 SqFt

1000 Deerfield RD #101, Highland Park, IL 60035

Listed by Janet Borden of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
573 Chicago AVE #Rear, Highland Park, IL 60035
New
21

$1,600

1 Bed 1 Bath

573 Chicago AVE #Rear, Highland Park, IL 60035

Listed by Paul Fortman of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
986 Brittany RD, Highland Park, IL 60035
New
42

$1,995,000

5 Beds 4.5 Baths 6,630 SqFt

986 Brittany RD, Highland Park, IL 60035

Listed by Margie Brooks of Baird & Warner

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
2624 Roslyn CIR, Highland Park, IL 60035
Active Under Contract
28

$1,590,000

5 Beds 4.5 Baths 3,887 SqFt

2624 Roslyn CIR, Highland Park, IL 60035

Listed by Samantha Worth of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
705 Ridge RD, Highland Park, IL 60035
New
29

$1,125,000

4 Beds 2.5 Baths 2,590 SqFt

705 Ridge RD, Highland Park, IL 60035

Listed by Gary Grossman of Coldwell Banker Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
946 Burton AVE, Highland Park, IL 60035
New
21

$475,000

3 Beds 3 Baths 1,874 SqFt

946 Burton 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
241 Melba LN, Highland Park, IL 60035
Active Under Contract
61

$2,500,000

3 Beds 3.5 Baths 4,298 SqFt

241 Melba LN, Highland Park, IL 60035

Listed by Kelly Dunn Rynes of Berkshire Hathaway HomeServices Chicago

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
391 Bloom ST, Highland Park, IL 60035
Active Under Contract
33

$524,500

3 Beds 3.5 Baths 2,390 SqFt

391 Bloom ST, Highland Park, IL 60035

Listed by Vasileios Tsoukalas of Prime Real Estate Group, Inc.

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
424 Braeside RD #2N, Highland Park, IL 60035
Active Under Contract
14

$199,000

2 Beds 1 Baths 1,035 SqFt

424 Braeside RD #2N, Highland Park, IL 60035

Listed by Jamie Stronberg of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1630 Ridge RD, Highland Park, IL 60035
New
63

$2,900,000

6 Beds 8 Baths 9,886 SqFt

1630 Ridge RD, Highland Park, IL 60035

Listed by Dina Lissner of Baird & Warner

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1639 Thornwood LN, Highland Park, IL 60035
New
34

$1,299,000

4 Beds 4.5 Baths 4,376 SqFt

1639 Thornwood LN, Highland Park, IL 60035

Listed by Lauren Rabin of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
179 Pierce RD, Highland Park, IL 60035
Active Under Contract
35

$885,000

3 Beds 3.5 Baths 2,500 SqFt

179 Pierce RD, Highland Park, IL 60035

Listed by Emily Destefano of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1978 Green Bay RD, Highland Park, IL 60035
New
1

$2,300

2 Beds 1.5 Baths 1,200 SqFt

1978 Green Bay RD, Highland Park, IL 60035

Listed by Maxim Gorenyuk of Core Realty & Investments, Inc

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
985 Coventry LN, Highland Park, IL 60035
Active
50

$825,000

3 Beds 2.5 Baths 2,394 SqFt

985 Coventry LN, Highland Park, IL 60035

Listed by Marina Jacobson of Berkshire Hathaway HomeServices Chicago

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1433 GLENCOE AVE, Highland Park, IL 60035
Active
29

$749,000

3 Beds 2.5 Baths 1,812 SqFt

1433 GLENCOE 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
1825 Beverly PL, Highland Park, IL 60035
Active Under Contract
16

$399,000

2 Beds 1 Baths 1,706 SqFt

1825 Beverly PL, Highland Park, IL 60035

Listed by Noah Levy of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
2024 Saint Johns AVE #301, Highland Park, IL 60035
Active
19

$305,000

2 Beds 2 Baths 1,137 SqFt

2024 Saint Johns AVE #301, Highland Park, IL 60035

Listed by Beth Alberts of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
790 Pleasant AVE, Highland Park, IL 60035
Active Under Contract
32

$650,000

3 Beds 2 Baths 2,073 SqFt

790 Pleasant AVE, Highland Park, IL 60035

Listed by Matthew Messel of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
2648 Western AVE, Highland Park, IL 60035
Active
31

$595,000

5 Beds 3.5 Baths 1,300 SqFt

2648 Western AVE, Highland Park, IL 60035

Listed by Aaron Walsh 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
Active
76

$2,349,000

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

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 05/12/2026. 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: 05/12/2026.

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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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