Top 10 Most Expensive Streets in West Loop

Fern Court is the 1st most expensive street in Chicago. It has single-family homes built in 1903, with an average sale price of $2,325,000.

Ainslie Avenue is the 2nd most expensive street in Chicago. It has single-family homes built in 2019, with an average sale price of $2,300,000.

Race Street is the 3rd most expensive street in Chicago. It has single-family homes built in 2020, with an average sale price of $2,210,000.

Wacker Drive is the 4th most expensive street in Chicago. It has condos built from 2020 to 2021, ranging in price from $930,000 to $6,537,000. It is home to the Vista Residences subdivision.

Benton Place is the 5th most expensive street in Chicago. It has condos and townhouses built in 2009, with an average sale price of $2,000,000.

Maud Avenue is the 6th most expensive street in Chicago. It has townhouses and single-family homes built from 1989 to 2024, ranging in price from $630,000 to $2,650,000. It is home to the 1920 N. Maud Ave. and Maud Court subdivisions.

Marion Court is the 7th most expensive street in Chicago. It has single-family homes built from 1999 to 2024, with an average sale price of $1,550,000.

Oak Street is the 8th most expensive street in Chicago. It has condos, townhouses, and single-family homes ranging in price from $435,000 to $5,250,000. It is home to the 30 W. Oak, Oak Club Condos, and Oak Street Terrace subdivisions.

Lill Street is the 9th most expensive street in Chicago. It has single-family homes built in 1929, with an average sale price of $1,510,000.

Walton Place is the 10th most expensive street in Chicago. It has condos, co-ops, and others built from 1920 to 1995, ranging in price from $218,000 to $5,200,000. It is home to the Palmolive Building Landmark, Walton Colonnade, 1701 W. Diversey, 232 E. Walton, 220 E. Walton, 190 E. Walton Pl., Walton Place, and The Residences At 900 subdivisions.