Top 10 Most Expensive Streets in Winnetka, IL

Blackthorn Road is the 1st most expensive street in Winnetka. It has single-family homes built in 1913, with an average sale price of $5,157,000.

Church Road is the 2nd most expensive street in Winnetka. It has single-family homes built in 2023, with an average sale price of $4,919,900.

Sheridan Road is the 3rd most expensive street in Winnetka. It has single-family homes built from 1919 to 2021, ranging in price from $1,311,375 to $12,000,000. It is home to the East Winnetka subdivision.

Fox Lane is the 4th most expensive street in Winnetka. It has single-family homes built in 1926, with an average sale price of $4,625,000.

Lindenwood Drive is the 5th most expensive street in Winnetka. It has single-family homes built in 2012, with an average sale price of $4,450,000.

Kent Road is the 6th most expensive street in Winnetka. It has single-family homes built in 2005, with an average sale price of $4,300,000.

Starr Road is the 7th most expensive street in Winnetka. It has single-family homes built in 2014, with an average sale price of $4,125,000.

Meadow Lane is the 8th most expensive street in Winnetka. It has single-family homes built in 1931, with an average sale price of $4,000,000.

Mount Pleasant Road is the 9th most expensive street in Winnetka. It has single-family homes built from 1952 to 1961, ranging in price from $3,625,000 to $4,300,000.

Gordon Terrace is the 10th most expensive street in Winnetka. It has single-family homes built in 2017, with an average sale price of $3,900,000.