Top 10 Most Expensive Streets in Western Springs, IL

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.

Pin Oak Drive is the 2nd most expensive street in Western Springs. It has single-family homes built in 2025, with an average sale price of $1,749,900.

Timber Trails (lot 59) Boulevard is the 3rd most expensive street in Western Springs. It has single-family homes built in 2025, with an average sale price of $1,700,000.

Burr Oak (lot 129) Drive is the 4th most expensive street in Western Springs. It has single-family homes built in 2025, with an average sale price of $1,650,000.

Grove Avenue is the 5th 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.

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.

Courtland Circle is the 7th most expensive street in Western Springs. It has single-family homes built in 1965, with an average sale price of $1,300,000.

Prospect Avenue is the 8th 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.

Grand Avenue is the 9th most expensive street in Western Springs. It has single-family homes built from 1891 to 2018, ranging in price from $425,000 to $3,120,000. It is home to the Old Town South, Forest Hills, Old Town, and Ridgewood subdivisions.

Red Oak Drive is the 10th most expensive street in Western Springs. It has single-family homes built from 2005 to 2007, ranging in price from $960,000 to $1,450,000. It is home to the Timber Trails subdivision.