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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

767 Whiteoaks LN, Highland Park, IL 60035
Open Sun 12PM-2PM
40

$1,650,000

5 Beds 5.5 Baths 4,748 SqFt

767 Whiteoaks LN, Highland Park, IL 60035

Listed by Janet Borden of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
2843 Twin Oaks DR, Highland Park, IL 60035
Pending
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
165 Maple AVE, Highland Park, IL 60035
Pending
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
493 Hazel AVE, Highland Park, IL 60035
Active
52

$2,599,000

6 Beds 6.5 Baths 8,256 SqFt

493 Hazel AVE, Highland Park, IL 60035

Listed by Janet Borden of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
327 Marshman AVE, Highland Park, IL 60035
Open Sun 2PM-4PM
43

$1,450,000

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
211 Blackhawk RD, Highland Park, IL 60035
Open Sat 12PM-2PM
28

$675,000

3 Beds 3 Baths 2,680 SqFt

211 Blackhawk RD, Highland Park, IL 60035

Listed by Judy Greenberg of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
723 De Tamble AVE, Highland Park, IL 60035
Open Sun 1:30PM-3:30PM
31

$1,099,000

3 Beds 2.5 Baths 2,951 SqFt

723 De Tamble AVE, Highland Park, IL 60035

Listed by Meredith Pierson of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
211 Sumac RD, Highland Park, IL 60035
Open Sun 10:30AM-12PM
41

$549,000

3 Beds 2.5 Baths 1,619 SqFt

211 Sumac RD, Highland Park, IL 60035

Listed by Stephanie Weisman of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1454 Glencoe AVE, Highland Park, IL 60035
Open Sun 12PM-1:30PM
27

$599,000

3 Beds 2.5 Baths 2,135 SqFt

1454 Glencoe AVE, Highland Park, IL 60035

Listed by Julie Busby of Compass

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
475 Burton AVE, Highland Park, IL 60035
Open Sun 12PM-1:30PM
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
2383 Shady LN, Highland Park, IL 60035
Open Sun 1PM-3PM
32

$1,200,000

5 Beds 3.5 Baths 4,000 SqFt

2383 Shady LN, Highland Park, IL 60035

Listed by Elizabeth Bauler of Coldwell Banker Realty

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
271 Whistler RD, Highland Park, IL 60035
Open Sun 12PM-2PM
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
1119 Deerfield PL, Highland Park, IL 60035
Open Sun 1PM-3PM
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
1320 Deerfield PL, Highland Park, IL 60035
Open Sat 1PM-3PM
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
1250 Park AVE #430, Highland Park, IL 60035
Open Sat 12PM-2PM
22

$325,000

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
263 Barberry RD, Highland Park, IL 60035
Open Sun 12PM-2PM
28

$690,000

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
215 Prospect AVE, Highland Park, IL 60035
Open Sat 1PM-3PM
59

$1,599,000

6 Beds 6.5 Baths 5,000 SqFt

215 Prospect AVE, Highland Park, IL 60035

Listed by Keith Goad of Berkshire Hathaway HomeServices Chicago

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
815 Laurel AVE #106, Highland Park, IL 60035
New
35

$695,000

2 Beds 2 Baths 1,401 SqFt

815 Laurel AVE #106, Highland Park, IL 60035

Listed by Sean Hayden of Redfin Corporation

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1178 Wade ST, Highland Park, IL 60035
New
10

$495,000

3 Beds 1.5 Baths 1,203 SqFt

1178 Wade ST, Highland Park, IL 60035

Listed by Merle Kirsner-Styer of Engel & Voelkers Chicago North Shore

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
1230 Park AVE #210, Highland Park, IL 60035
New
20

$349,000

2 Beds 2 Baths 1,204 SqFt

1230 Park AVE #210, Highland Park, IL 60035

Listed by Jamie Roth of Engel & Voelkers Chicago North Shore

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
2305 Tennyson LN, Highland Park, IL 60035
New
65

$12,000

6 Beds 7 Baths 11,524 SqFt

2305 Tennyson LN, Highland Park, IL 60035

Listed by Amanda Stamelos of Coordinate Properties LLC

Midwest Real Estate Data (MRED) IDX
Midwest Real Estate Data (MRED) IDX
201 ASPEN LN, Highland Park, IL 60035
New
29

$994,000

5 Beds 5 Baths 4,065 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
555 Roger Williams AVE #407, Highland Park, IL 60035
New
11

$2,550

1 Bed 1 Bath 873 SqFt

555 Roger Williams AVE #407, Highland Park, IL 60035

Listed by Robert Klairmont of Twins Realty LLC

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 09/26/2026. 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: 09/26/2026.

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    © 2026 Arrow Home Advisors | LIC #471004095 | Compass - All rights reserved | Privacy Policy | DMCA Policy | Powered by Blok.

    Arrow Home Advisors 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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