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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.

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Available Homes in Highland Park

1444 Deerfield PL, Highland Park, IL 60035
New
22

$359,000

3 Beds 2 Baths 1,228 SqFt

1444 Deerfield PL, Highland Park, IL 60035

Listed by Janet Borden of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1848 Balsam RD, Highland Park, IL 60035
New
51

$1,900,000

6 Beds 4.5 Baths 5,300 SqFt

1848 Balsam RD, Highland Park, IL 60035

Listed by Melissa Siegal 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
New
35

$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
1660 2nd ST #1, Highland Park, IL 60035
New
11

$1,900

1 Bed 1 Bath 860 SqFt

1660 2nd ST #1, Highland Park, IL 60035

Listed by Gregg Handrich of Archpoint Property LLC

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1448 Sheridan RD, Highland Park, IL 60035
New
41

$1,695,000

5 Beds 5.5 Baths 6,562 SqFt

1448 Sheridan RD, Highland Park, IL 60035

Listed by Margie Brooks of Baird & Warner

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

$1,250,000

5 Beds 5 Baths 6,360 SqFt

201 ASPEN LN, Highland Park, IL 60035

Listed by Gloria Matlin of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
310 Linden Park PL, Highland Park, IL 60035
New
38

$1,095,000

4 Beds 4.5 Baths 3,069 SqFt

310 Linden Park PL, Highland Park, IL 60035

Listed by Beth Alberts of Compass

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

$725,000

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
739 Concorde DR, Highland Park, IL 60035
New
40

$525,000

4 Beds 2.5 Baths 2,528 SqFt

739 Concorde DR, Highland Park, IL 60035

Listed by Brett Larson of Redfin Corporation

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1230 Park AVE W #236, Highland Park, IL 60035
New
21

$439,000

2 Beds 2 Baths

1230 Park AVE W #236, Highland Park, IL 60035

Listed by Stephanie Hofman of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
891 Central AVE #336, Highland Park, IL 60035
New
15

$169,000

2 Beds 2 Baths 1,089 SqFt

891 Central AVE #336, Highland Park, IL 60035

Listed by Janice Goldblatt of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
22 Lakeview TER, Highland Park, IL 60035
New
58

$4,400,000

4 Beds 5.5 Baths 5,500 SqFt

22 Lakeview TER, Highland Park, IL 60035

Listed by Ted Pickus of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
966 Wade ST, Highland Park, IL 60035
New
16

$4,399,000

6 Beds 5.5 Baths

966 Wade ST, Highland Park, IL 60035

Listed by William Goldberg of Fulton Grace Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
395 Cedar AVE, Highland Park, IL 60035
New
49

$1,695,000

5 Beds 6 Baths 5,074 SqFt

395 Cedar AVE, Highland Park, IL 60035

Listed by Brooke Bakalar Sloane of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
195 Lakeside PL, Highland Park, IL 60035
New
30

$1,399,000

4 Beds 2.5 Baths 3,000 SqFt

195 Lakeside PL, Highland Park, IL 60035

Listed by Jodi Taub of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1795 Northland AVE, Highland Park, IL 60035
New
24

$699,000

3 Beds 2 Baths 2,385 SqFt

1795 Northland AVE, Highland Park, IL 60035

Listed by Benjamin Lissner of Baird & Warner

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

$599,000

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
154 Leonard Wood South #213, Highland Park, IL 60035
New
17

$475,000

1 Bed 1 Bath 1,430 SqFt

154 Leonard Wood South #213, Highland Park, IL 60035

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

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1633 2nd ST #503, Highland Park, IL 60035
New
36

$675,000

3 Beds 2 Baths 2,063 SqFt

1633 2nd ST #503, Highland Park, IL 60035

Listed by Nicholas Manfredini of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1958 CASTLEWOOD RD, Highland Park, IL 60035
New
32

$539,000

3 Beds 2 Baths 2,751 SqFt

1958 CASTLEWOOD RD, Highland Park, IL 60035

Listed by Scott Rose of Baird & Warner

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
2009 Skyelar CT, Highland Park, IL 60035
New
33

$1,399,000

5 Beds 4.5 Baths 3,400 SqFt

2009 Skyelar CT, Highland Park, IL 60035

Listed by Janis Kirshner of Engel & Voelkers Chicago North Shore

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
839 Edgewood CT, Highland Park, IL 60035
Active Under Contract
26

$850,000

5 Beds 4.5 Baths 3,224 SqFt

839 Edgewood 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
348 Park AVE, Highland Park, IL 60035
Active Under Contract
34

$539,000

3 Beds 3.5 Baths 1,460 SqFt

348 Park AVE, Highland Park, IL 60035

Listed by Chris Veech of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1534 Mcdaniels AVE #3E, Highland Park, IL 60035
Active
20

$440,000

3 Beds 2 Baths 2,049 SqFt

1534 Mcdaniels AVE #3E, Highland Park, IL 60035

Listed by Noah Levy 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 07/20/2026. 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: 07/20/2026.

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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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