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Highland Park Homes For Sale

Step off the UP-North line, catch a whiff of lake air, and you’re officially house-hunting in Highland Park, IL.

Our feed pulls straight from MRED all day long, so you’ll see every fresh listing. Whether it’s a condo in Downtown (60035), a vintage gem in Ravinia, a brick colonial on a leafy West Highland Park street, or a lakefront estate where sunrise splashes right into the living room.

Each entry shows list price, days on market, square footage, year built, lot size, school assignment, taxes, and perks like mature oaks or a pool.

Fair Housing and MRED rules apply.

925 JUDSON AVE, Highland Park, IL 60035
Open Sun 11AM-1PM
38

$800,000

3 Beds 2.5 Baths 2,234 SqFt

925 JUDSON AVE, Highland Park, IL 60035

Listed by Aaron Masliansky of Dream Town Real Estate

1039 Deerfield PL #1039, Highland Park, IL 60035
Open Sat 1PM-3PM
28

$499,900

3 Beds 2 Baths 1,850 SqFt

1039 Deerfield PL #1039, Highland Park, IL 60035

Listed by Sohail Salahuddin of eXp Realty, LLC

32 Valley RD, Highland Park, IL 60035
Open Sat 1PM-3PM
42

$699,000

3 Beds 2.5 Baths 2,663 SqFt

32 Valley RD, Highland Park, IL 60035

Listed by Courtney Cook of @properties Christie's International Real Estate

1361 Cavell AVE, Highland Park, IL 60035
Open Sat 1PM-3PM
33

$899,000

5 Beds 3.5 Baths 2,807 SqFt

1361 Cavell AVE, Highland Park, IL 60035

Listed by Denise Nabat of @properties Christie's International Real Estate

1314 Saint Johns AVE, Highland Park, IL 60035
Open Sat 11AM-1PM
29

$599,000

2 Beds 1.5 Baths 1,401 SqFt

1314 Saint Johns AVE, Highland Park, IL 60035

Listed by Cory Albiani of @properties Christie's International Real Estate

1552 Mccraren RD, Highland Park, IL 60035
Open Sat 1PM-3PM
35

$465,000

4 Beds 2 Baths 1,400 SqFt

1552 Mccraren RD, Highland Park, IL 60035

Listed by Joe Tyler Gerber of Compass

1560 Oakwood AVE #205, Highland Park, IL 60035
Open Sat 11AM-1PM
24

$1,470,000

3 Beds 2.5 Baths 2,447 SqFt

1560 Oakwood AVE #205, Highland Park, IL 60035

Listed by Maxine Goldberg of Engel & Voelkers Chicago North Shore

215 Prospect AVE, Highland Park, IL 60035
Open 6/22 11AM-1PM
58

$1,875,000

6 Beds 6.5 Baths 5,000 SqFt

215 Prospect AVE, Highland Park, IL 60035

Listed by Maxine Goldberg of Engel & Voelkers Chicago North Shore

346 Roger Williams AVE, Highland Park, IL 60035
New
39

$979,000

4 Beds 3 Baths 3,041 SqFt

346 Roger Williams AVE, Highland Park, IL 60035

Listed by Teresa Licari of Teresa Licari, Broker

1775 Rosemary RD, Highland Park, IL 60035
New
30

$449,900

3 Beds 2 Baths 1,600 SqFt

1775 Rosemary RD, Highland Park, IL 60035

Listed by Yvonne Carns of Real People Realty

2020 St  Johns AVE #506, Highland Park, IL 60035
New
15

$225,000

1 Bed 1 Bath

2020 St Johns AVE #506, Highland Park, IL 60035

Listed by Noah Levy of Compass

2291 Hybernia DR, Highland Park, IL 60035
New
41

$1,795,000

6 Beds 5.5 Baths 4,731 SqFt

2291 Hybernia DR, Highland Park, IL 60035

Listed by Marla Fox of Compass

3141 CENTENNIAL CT, Highland Park, IL 60035
Active Under Contract
43

$689,900

4 Beds 2.5 Baths 3,762 SqFt

3141 CENTENNIAL CT, Highland Park, IL 60035

Listed by Andy Patel of Provident Realty, Inc.

550 Vine AVE #205, Highland Park, IL 60035
New
10

$1,850

2 Beds 2 Baths 950 SqFt

550 Vine AVE #205, Highland Park, IL 60035

Listed by Ornit Mandell of Ornit Mandell

3760 Gilgare LN, Highland Park, IL 60035
New
65

$1,325,000

6 Beds 5 Baths 5,004 SqFt

3760 Gilgare LN, Highland Park, IL 60035

Listed by Donna Mancuso of Jameson Sotheby's International Realty

2086 Saint Johns AVE #306, Highland Park, IL 60035
New
17

$250,000

2 Beds 2 Baths 1,532 SqFt

2086 Saint Johns AVE #306, Highland Park, IL 60035

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

2305 Tennyson LN, Highland Park, IL 60035
New
55

$16,000

6 Beds 7 Baths 11,524 SqFt

2305 Tennyson LN, Highland Park, IL 60035

Listed by Kim Kelley of Baird & Warner

2021 Old Briar RD, Highland Park, IL 60035
New
41

$1,949,000

5 Beds 4.5 Baths 3,400 SqFt

2021 Old Briar RD, Highland Park, IL 60035

Listed by Mark Pieczka of Homeland Sales and Development

1850 Green Bay RD #319, Highland Park, IL 60035
New
1

$4,495

2 Beds 2 Baths 1,536 SqFt

1850 Green Bay RD #319, Highland Park, IL 60035

Listed by Danielle Sittloh of eXp Realty, LLC

350 N Deere Park DR W, Highland Park, IL 60035
New
42

$1,600,000

5 Beds 4.5 Baths 3,117 SqFt

350 N Deere Park DR W, Highland Park, IL 60035

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

110 Lakewood PL, Highland Park, IL 60035
Active Under Contract
48

$1,495,000

6 Beds 4.5 Baths 4,972 SqFt

110 Lakewood PL, Highland Park, IL 60035

Listed by William Platt of Jameson Sotheby's International Realty

575 County Line RD, Highland Park, IL 60035
Active Under Contract
28

$940,000

5 Beds 4 Baths 3,340 SqFt

575 County Line RD, Highland Park, IL 60035

Listed by Tony George of Real People Realty

2670 Priscilla AVE, Highland Park, IL 60035
New
66

$1,595,000

6 Beds 5.5 Baths 4,750 SqFt

2670 Priscilla AVE, Highland Park, IL 60035

Listed by Gennadiy Zlotnik of American Real Estate Services

870 Woodbine RD, Highland Park, IL 60035
Active Under Contract
51

$1,299,000

5 Beds 4 Baths 4,896 SqFt

870 Woodbine RD, Highland Park, IL 60035

Listed by Audra Casey of @properties Christie's International Real Estate

Highland Park Real Estate Market Insights

Understanding the local market is key before buying a home in Highland Park. 

Here are some recent statistics for our market:

  • Median Sale Price (All Homes): $850,000 (Redfin, April 2025).
  • Average Market Time: 18 days (MRED/ShowingTime, April 2025).
  • Year-Over-Year Median Sales Price Increase (Single Family Homes): +28.2% (MRED/ShowingTime, April 2025 vs April 2024)
  • Year-Over-Year Median Sales Price Increase (All Homes): +17.2% (Redfin, April 2025 vs April 2024).
  •  

These figures from April 2025 indicate a very active market with significant price appreciation over the past year.

The low average market time for single-family homes suggests that well-priced properties are selling quickly. Buyers should be prepared for a competitive environment and work closely with a local real estate professional to navigate current conditions.

Living in Highland Park: Community & Lifestyle

Think suburban calm with just enough buzz. Tree-lined streets roll down to the lake; Metra, Route 41, and the Edens keep Chicago commutes sane. NorthShore University HealthSystem, local schools, and downtown shops anchor jobs here, while plenty of residents reverse-commute to corporate HQs in Deerfield or the Loop. Good schools and a steady economy keep values firm.

The community is known for its beautiful tree-lined streets, stunning lakefront, and vibrant cultural scene. 

Highland Park residents enjoy excellent access to transportation, including the Metra commuter rail (UP-N line with multiple Highland Park stations), US Route 41 (Skokie Highway), and the Edens Expressway (I-94), making commutes to Chicago or other North Shore suburbs straightforward.

Highland Park Local Highlights & Attractions

Highland Park is rich with attractions and activities that enhance the quality of life for the locals. 

Here are a few of my favorite local highlights:

  • Ravinia Festival: North America’s oldest outdoor music festival, hosting world-class performers from classical to jazz and pop throughout the summer.

  • Chicago Botanic Garden: While technically in Glencoe, it’s immediately adjacent and a major draw, offering 385 acres of stunning gardens and natural areas.

  • Rosewood Beach: Renovated shoreline, gentle waves, summer kids’ camps.

  • Downtown Highland Park: Indie boutiques, a surprisingly good ramen spot, and a Friday farmers market that sells out of cider donuts by 10 a.m.

  • Heller Nature Center: Features nearly 100 acres of preserved land with hiking trails, educational programs, and opportunities to connect with nature.

  • Fort Sheridan: Stroll historic barracks turned homes, then drop to the bluff walk for lake views.

Art Center Highland Park: Ceramics class on Tuesday nights fills up fast—sign up early.

Highland Park Area School Information

Families moving to Highland Park will find excellent educational opportunities. The community is primarily served by North Shore School District 112 for elementary and middle school students, and Township High School District 113 for high school.

Elementary

  • Braeside Elementary School
  • Ravinia Elementary School

Middle Schools

  • Edgewood Middle School
  • Northwood Junior High School

High Schools

Highland Park High School, which is part of District 113 along with Deerfield High School, also highly acclaimed.

Understanding Highland Park Crime & Safety

Highland Park is widely regarded as a very safe community, contributing to its appeal for families and individuals alike. 

Current crime statistics for Highland Park:

Violent Crime Rate: Approximately 0.66 per 1,000 residents. This is significantly lower than the national median.

Property Crime Rate: Approximately 11.59 to 12 per 1,000 residents.

While the violent crime rate is low, NeighborhoodScout suggests this property crime rate indicates an above-average chance of being a victim of property crime compared to all US communities, though it’s not among the highest.

AreaVibes, using 2023 data released in September 2024, reports 1,167 property crimes per 100,000 people (or 11.67 per 1,000), which they state is 40.3% lower than the national average.

Highland Park Real Estate: Buyer FAQs

How high are property taxes in Highland Park?

Lake County’s effective rate can top 2 % of assessed value; the average bill on recent sales sits near $19,123. Always pull the exact bill before you bid.

Any unique property types to watch?

Yes. Architect-designed mid-century houses, lakefront estates, and historic Fort Sheridan rowhouses. Each brings its own maintenance quirks and, sometimes, preservation guidelines.

Is it tough to land a home near top-rated schools?

Very. Very competitive. Homes within the boundaries of highly-rated schools in North Shore School District 112 and Township High School District 113 often see strong demand and may sell quickly, sometimes with multiple offers.

What should I know about lakefront living?

Gorgeous views come with bluff-stability checks, shoreline upkeep, and potentially higher insurance. Bring in a lakefront-savvy inspector before you write the earnest-money check.

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