Top 10 Most Expensive Streets in Wilmette

Canterbury Court is the 1st most expensive street in Wilmette, with single family homes built from 1908 to 1968, and averaging $2,750,000. It is home to the East Wilmette subdivision.

Seminole Road is the 2nd most expensive street in Wilmette, with single family homes built from 1954 to 2013, and averaging $2,750,000. It is home to the Indian Hill Estates subdivision.

Michigan Avenue is the 3rd most expensive street in Wilmette, with single family homes built from 1908 to 2021, and ranging in price from $2,075,000 to $3,501,000. It is home to the East Wilmette subdivision.

Ashland Avenue is the 4th most expensive street in Wilmette, with single family homes built from 1912 to 2008, and ranging in price from $1,595,000 to $2,950,000. It is home to the Cage and East Wilmette subdivisions.

Grant Street is the 5th most expensive street in Wilmette, with single family homes built from 1951 to 2005, and averaging $2,200,000. It is home to the Indian Hill Estates and Kenilworth Gardens subdivisions.

Chestnut Avenue is the 6th most expensive street in Wilmette, with single family and condos/townhomes homes built from 1931 to 2020, and ranging in price from $767,500 to $3,675,000. It is home to the Cage, East Wilmette, and Kenilworth Gardens subdivisions.

Wilmette Circle is the 7th most expensive street in Wilmette, with single family homes built from 2015 to 2018, and averaging $2,050,000.

Princeton Place is the 8th most expensive street in Wilmette, with single family homes built from 1952 to 2005, and averaging $1,900,000. It is home to the Kenilworth Gardens subdivision.

Pawnee Road is the 9th most expensive street in Wilmette, with single family homes built from 1938 to 2008, and ranging in price from $1,400,000 to $2,600,000. It is home to the Indian Hill Estates subdivision.

Elmwood Avenue is the 10th most expensive street in Wilmette, with single family and condos/townhomes homes built from 1939 to 2025, and ranging in price from $660,000 to $3,502,500. It is home to the Cage, East Wilmette, Indian Hill Estates, Kenilworth Gardens, and Mckenzie subdivisions.