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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

822 Timber Hill RD, Highland Park, IL 60035
Open Sat 11AM-1PM
35

$850,000

5 Beds 2.5 Baths 2,624 SqFt

822 Timber Hill RD, 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
415 Clavey LN, Highland Park, IL 60035
Open Sat 1PM-3PM
25

$779,000

5 Beds 3 Baths 2,773 SqFt

415 Clavey LN, 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
3319 Western AVE, Highland Park, IL 60035
Open Sat 10AM-12PM
47

$630,000

3 Beds 2 Baths 1,620 SqFt

3319 Western AVE, Highland Park, IL 60035

Listed by Leslie McDonnell of RE/MAX Suburban

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
931 Fairview RD, Highland Park, IL 60035
Open Sat 10AM-11:30AM
39

$1,000,000

4 Beds 4 Baths 0.33 Acres Lot

931 Fairview RD, Highland Park, IL 60035

Listed by Stephanie Englund Siegel of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
271 Whistler RD, Highland Park, IL 60035
Open Sun 10AM-12PM
21

$750,000

2 Beds 2.5 Baths 1,692 SqFt

271 Whistler RD, 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
1530 Oakwood AVE, Highland Park, IL 60035
Open Sat 10:30AM-12:30PM
39

$875,000

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
333 Hazel AVE, Highland Park, IL 60035
Open Sat 11AM-1PM
31

$750,000

3 Beds 3.5 Baths 3,012 SqFt

333 Hazel AVE, Highland Park, IL 60035

Listed by Bruce Glazer of @properties Christie's International Real Estate

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1320 Deerfield PL, Highland Park, IL 60035
Open Sat 12PM-2PM
30

$639,000

3 Beds 2 Baths 1,700 SqFt

1320 Deerfield PL, Highland Park, IL 60035

Listed by Sermin Yalcin of Jakubco Development, Inc

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
358 Hastings AVE, Highland Park, IL 60035
Open Sun 11AM-2PM
22

$899,000

5 Beds 2.5 Baths 3,079 SqFt

358 Hastings AVE, Highland Park, IL 60035

Listed by Annette Blumberg of Baird & Warner

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1155 Saint Johns AVE #H, Highland Park, IL 60035
Open Sat 10AM-12PM
23

$2,200

2 Beds 1 Baths 900 SqFt

1155 Saint Johns AVE #H, Highland Park, IL 60035

Listed by Paula Avenaim of Coldwell Banker Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1745 Sundrop CIR, Highland Park, IL 60035
Open Sun 11AM-1PM
57

$1,675,000

6 Beds 7.5 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
1538 Oakwood AVE, Highland Park, IL 60035
Open Sat 10:30AM-12:30PM
42

$857,500

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 Sat 12AM-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
1155 Saint Johns AVE #D, Highland Park, IL 60035
New
6

$2,000

2 Beds 1 Baths 900 SqFt

1155 Saint Johns AVE #D, Highland Park, IL 60035

Listed by Paula Avenaim of Coldwell Banker Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1324 Fredrickson PL, Highland Park, IL 60035
New
53

$675,000

4 Beds 1.5 Baths 2,160 SqFt

1324 Fredrickson PL, Highland Park, IL 60035

Listed by Sadie Winter of RE/MAX Suburban

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
100 Green Bay RD, Highland Park, IL 60035
Active Under Contract
21

$649,000

4 Beds 2 Baths 2,193 SqFt

100 Green Bay RD, Highland Park, IL 60035

Listed by Ornit Mandell of Ornit Mandell

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1981 Linden AVE, Highland Park, IL 60035
New
31

$639,000

4 Beds 2 Baths 2,304 SqFt

1981 Linden AVE, Highland Park, IL 60035

Listed by Forrest Hudson of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1418 Waverly RD, Highland Park, IL 60035
Pending
78

$2,500,000

5 Beds 5.5 Baths 5,467 SqFt

1418 Waverly RD, Highland Park, IL 60035

Listed by Shannan Maxwell of eXp Realty

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

$599,000

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
1119 Deerfield PL, Highland Park, IL 60035
New
31

$399,900

2 Beds 2.5 Baths

1119 Deerfield PL, Highland Park, IL 60035

Listed by Debra Kaden of RE/MAX Top Performers

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1623 McGovern ST, Highland Park, IL 60035
New
15

$3,450

3 Beds 1.5 Baths

1623 McGovern ST, 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
1008 Bob O Link RD, Highland Park, IL 60035
New
58

$3,350,000

6 Beds 6.5 Baths 0.48 Acres Lot

1008 Bob O Link RD, Highland Park, IL 60035

Listed by Joshua Lipton of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1458 Linden AVE, Highland Park, IL 60035
New
14

$393,000

2 Beds 1 Baths 1,247 SqFt

1458 Linden AVE, Highland Park, IL 60035

Listed by Jorge Romero of Realty One Group Inc.

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1630 Ridge RD, Highland Park, IL 60035
New
46

$2,799,000

6 Beds 8 Baths 9,886 SqFt

1630 Ridge RD, Highland Park, IL 60035

Listed by Michael Shenfeld of Jameson Sotheby's Intl Realty

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 09/18/2026. 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: 09/18/2026.

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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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