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Chicago Highlands

Homes for Sale in Chicago Highlands, Barrington IL

Established Homes, Lake Amenities, and a Distinctive Barrington Setting

Homes for sale in Chicago Highlands, Barrington IL offer buyers a distinctive alternative to newer planned developments. Chicago Highlands is an established single-family home community in Lake County, with homes dating from 1948 through 1989 and a broad range of home sizes. The subdivision is located north of Northwest Highway and west of Hart Road, providing convenient access to Barrington and the surrounding northwest suburbs.

The community is especially appealing to buyers who prefer established neighborhoods where homes can differ significantly in age, size, architecture, and updates. Chicago Highlands also features lake and waterfront elements, along with community amenities that include a pool and street lighting.

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Chicago Highlands
Market Report

Learn more about Chicago Highlands

Chicago Highlands has developed over several decades rather than being constructed all at once. That gives the neighborhood a more varied residential character, with homes ranging from approximately 1,152 to 4,629 square feet according to subdivision data. Buyers can encounter everything from more modest established residences to substantially larger properties, making individual home comparisons particularly important here.

Its location is another important consideration for buyers. Chicago Highlands sits north of Northwest Highway and west of Hart Road, keeping residents connected to Barrington-area shopping, dining, services, and recreation. The subdivision’s lake, waterfront setting, and community pool also distinguish it from Barrington neighborhoods that do not offer similar recreational features.

Homes in Chicago Highlands are served by Barrington Community Unit School District 220 according to current subdivision information, with Roslyn Road Elementary School, Barrington Middle School – Station Campus, and Barrington High School listed for the community. Buyers should always verify current attendance boundaries for a specific address directly with the school district.

Schools Serving Chicago Highlands

Chicago Highlands is served by several well-regarded school districts in the area.

Roslyn Road Elementary School

Elementary

K-5

Barrington Middle School - Station Campus

Middle

6-8

Barrington High School

High

9-12

Around The Area

Browse through the top rated businesses that Chicago Highlands has to offer!

FREQUENTLY ASKED QUESTIONS

Chicago Highlands is identified as a lake and waterfront community. The exact relationship to the water varies by property, so buyers specifically looking for waterfront frontage or water views should review each listing and parcel individually.

Yes. Current subdivision information lists a community pool among the amenities associated with Chicago Highlands. Buyers should confirm current access, rules, fees, and operating details when evaluating a particular property.

Homes in Chicago Highlands were built between 1948 and 1989, giving the neighborhood a much broader range of ages and architectural characteristics than a subdivision developed during a single construction period.

Reported home sizes range from approximately 1,152 to 4,629 square feet. That wide range means buyers should compare individual properties carefully rather than expecting a standard floor plan or home size throughout the subdivision.

Chicago Highlands is located north of Northwest Highway and west of Hart Road in Barrington. The subdivision is within Lake County.

Current subdivision information identifies Roslyn Road Elementary School, Barrington Middle School – Station Campus, and Barrington High School, all within Barrington Community Unit School District 220. School boundaries can change, so buyers should verify assignments for the exact home address.

Chicago Highlands has historically had relatively limited annual turnover. The cited subdivision data reports four sales in 2022, four in 2023, one in 2024, and two in 2025, which means buyers targeting this neighborhood may have fewer opportunities than in larger or higher-turnover communities.

Because the homes span several decades, buyers should evaluate the age and condition of major systems, renovations, lot characteristics, taxes, and any lake or community-related obligations. For waterfront properties in particular, confirming the property's actual water access and applicable rules is important before purchasing.

Newest Homes for Sale in Chicago Highlands

Recently Sold Homes in Chicago Highlands

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Explore Chicago Highlands Homes

Chicago Highlands offers a combination that can be difficult to replicate in newer Barrington developments: established homes, varied architecture, lake-oriented surroundings, and community recreation. Its decades-long development history means buyers can find considerable differences from one property to another, giving the neighborhood a more individual character.

For buyers prioritizing water access or views, the specific homesite deserves particular attention. Likewise, buyers interested in renovation potential may find the community's mix of older and updated homes worth exploring.

If this lifestyle fits your search, explore homes for sale in Chicago Highlands, Barrington IL and stay informed as new opportunities become available in this established lake-area community.

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