The following are the Top 10 most expensive streets in Sheboygan. The average price for homes on these streets range from $700,000 to $1,490,000.
Dennwood Dr is the 1st most expensive street in Sheboygan. It has single-family homes built in 1995, with an average sale price of $1,490,000.
Baronwood Way is the 2nd most expensive street in Sheboygan. It has land and single-family homes built from 2002 to 2003, ranging in price from $224,900 to $2,000,000.
Oak Tree Rd is the 3rd most expensive street in Sheboygan. It has single-family homes built from 1961 to 1969, with an average sale price of $909,900.
Bender Ct is the 4th most expensive street in Sheboygan. It has single-family homes built in 1998, with an average sale price of $900,000.
Blackstock Rd is the 5th most expensive street in Sheboygan. It has single-family homes built in 1991, with an average sale price of $865,000.
Birch Tree Rd is the 6th most expensive street in Sheboygan. It has single-family homes built from 1965 to 1969, ranging in price from $449,000 to $1,150,000.
Ridgemor Dr is the 7th most expensive street in Sheboygan. It has single-family homes built in 2014, with an average sale price of $720,000.
County Road Y - is the 8th most expensive street in Sheboygan. It has land with an average sale price of $706,090.
Business Dr is the 9th most expensive street in Sheboygan. It has land and townhouses built in 2025, with an average sale price of $700,000.
Playbird Rd is the 10th most expensive street in Sheboygan. It has land with an average sale price of $700,000.
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