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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

263 Barberry RD, Highland Park, IL 60035
Open Sat 1PM-3PM
28

$740,000

4 Beds 2 Baths 2,496 SqFt

263 Barberry RD, Highland Park, IL 60035

Listed by Joseph Ryan of Joseph D Ryan

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
475 Burton AVE, Highland Park, IL 60035
Open Sat 1PM-3PM
30

$625,000

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
1243 Ridge RD, Highland Park, IL 60035
Open Sat 1PM-3PM
33

$525,000

4 Beds 2 Baths 1,279 SqFt

1243 Ridge RD, Highland Park, IL 60035

Listed by Lynn Fairfield of RE/MAX Suburban

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
815 Barberry RD, Highland Park, IL 60035
Open Sun 1PM-3PM
36

$679,000

4 Beds 2.5 Baths 2,647 SqFt

815 Barberry RD, Highland Park, IL 60035

Listed by Cheryl Waldstein of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1557 Cavell AVE, Highland Park, IL 60035
Open Sun 12PM-2PM
35

$1,045,000

5 Beds 3.5 Baths 4,092 SqFt

1557 Cavell AVE, Highland Park, IL 60035

Listed by Nancy London of Baird & Warner

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1752 McCraren RD, Highland Park, IL 60035
Open Sun 12PM-1:30PM
31

$775,000

4 Beds 2.5 Baths 2,750 SqFt

1752 McCraren RD, Highland Park, IL 60035

Listed by Matt Laricy of Americorp, Ltd

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
1645 Sherwood RD, Highland Park, IL 60035
Open Sun 2PM-4PM
44

$750,000

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
2009 Skyelar CT, Highland Park, IL 60035
Open Sun 12PM-2PM
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
282 Linden Park PL, Highland Park, IL 60035
Open Sat 12PM-2PM
40

$2,699,900

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
2843 Twin Oaks DR, Highland Park, IL 60035
New
29

$775,000

4 Beds 3 Baths 2,971 SqFt

2843 Twin Oaks DR, Highland Park, IL 60035

Listed by Janet Borden of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1250 Park AVE #430, Highland Park, IL 60035
New
18

$335,000

2 Beds 2 Baths 1,204 SqFt

1250 Park AVE #430, Highland Park, IL 60035

Listed by Julie Carani Mangione of Coldwell Banker Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
165 Maple AVE, Highland Park, IL 60035
New
48

$2,200,000

4 Beds 3.5 Baths 4,322 SqFt

165 Maple AVE, Highland Park, IL 60035

Listed by Janet Borden of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
251 Oakland DR, Highland Park, IL 60035
New
43

$1,599,000

5 Beds 4.5 Baths 4,491 SqFt

251 Oakland DR, 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
315 N Deere Park DR, Highland Park, IL 60035
New
31

$1,450,000

5 Beds 5 Baths 5,118 SqFt

315 N Deere Park DR, Highland Park, IL 60035

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

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
890 Dryden LN, Highland Park, IL 60035
New
26

$995,000

4 Beds 2.5 Baths 3,511 SqFt

890 Dryden LN, 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
22 Lakeview TER, Highland Park, IL 60035
New
58

$4,150,000

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
1620 Ravine TER, Highland Park, IL 60035
New
45

$1,699,000

5 Beds 3.5 Baths 3,884 SqFt

1620 Ravine TER, Highland Park, IL 60035

Listed by Cheryl Waldstein of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
327 Marshman AVE, Highland Park, IL 60035
New
43

$1,599,000

4 Beds 3.5 Baths 4,254 SqFt

327 Marshman 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
1071 Deerfield PL, Highland Park, IL 60035
New
24

$368,000

2 Beds 2.5 Baths 1,548 SqFt

1071 Deerfield PL, Highland Park, IL 60035

Listed by Stephanie Absler-Orsi of RE/MAX Top Performers

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
2490 Green Bay RD #1, Highland Park, IL 60035
New
21

$3,000

3 Beds 2 Baths

2490 Green Bay RD #1, Highland Park, IL 60035

Listed by Jacqueline Lotzof of Compass

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

$1,750,000

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
1367 Lincoln AVE S, Highland Park, IL 60035
Active Under Contract
30

$975,000

3 Beds 4 Baths 3,618 SqFt

1367 Lincoln AVE S, 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

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 08/28/2026. 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: 08/28/2026.

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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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