Top 10 Most Expensive Streets in Western Springs, IL

The following are the Top 10 most expensive streets in Western Springs. The average price for homes on these streets range from $1,247,500 to $1,946,666.67.

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1. Juniper Court

Juniper Court is the 1st most expensive street in Western Springs. It has single-family homes built from 2024 to 2025, ranging in price from $1,900,000 to $2,000,000.

Average Price: $1,946,666.67
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2. Timber Trails Boulevard

Timber Trails Boulevard is the 2nd most expensive street in Western Springs. It has single-family homes built in 2023, with an average sale price of $1,850,000.

Average Price: $1,850,000
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3. Pin Oak Drive

Pin Oak Drive is the 3rd most expensive street in Western Springs. It has single-family homes built in 2025, with an average sale price of $1,749,900.

Average Price: $1,749,900
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4. Timber Trails (lot 59) Boulevard

Timber Trails (lot 59) Boulevard is the 4th most expensive street in Western Springs. It has single-family homes built in 2025, with an average sale price of $1,700,000.

Average Price: $1,700,000
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5. Burr Oak (lot 129) Drive

Burr Oak (lot 129) Drive is the 5th most expensive street in Western Springs. It has single-family homes built in 2025, with an average sale price of $1,650,000.

Average Price: $1,650,000
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6. Woodland Avenue

Woodland Avenue is the 6th most expensive street in Western Springs. It has single-family homes and multi-units built from 1925 to 2017, ranging in price from $410,000 to $2,290,000. It is home to the Forest Hills and Old Town subdivisions.

Average Price: $1,408,384.62
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7. Grove Avenue

Grove Avenue is the 7th most expensive street in Western Springs. It has single-family homes built from 1895 to 2006, ranging in price from $599,000 to $2,530,000. It is home to the Old Town subdivision.

Average Price: $1,388,375
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8. Courtland Circle

Courtland Circle is the 8th most expensive street in Western Springs. It has single-family homes built in 1965, with an average sale price of $1,300,000.

Average Price: $1,300,000
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9. Prospect Avenue

Prospect Avenue is the 9th most expensive street in Western Springs. It has single-family homes built from 1888 to 2003, ranging in price from $700,000 to $1,900,000. It is home to the Old Town subdivision.

Average Price: $1,300,000
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10. Burr Oak Drive

Burr Oak Drive is the 10th most expensive street in Western Springs. It has single-family homes built from 2016 to 2022, ranging in price from $900,000 to $1,595,000. It is home to the Timber Trails subdivision.

Average Price: $1,247,500
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