The following are the Top 10 most expensive streets in Winston. The average price for homes on these streets range from $492,500 to $904,666.67.
Pool Road is the 1st most expensive street in Winston. It has land and single-family homes built from 1966 to 2008, ranging in price from $310,000 to $1,964,000.
Shell Road is the 2nd most expensive street in Winston. It has single-family homes built in 2017, with an average sale price of $750,000.
Cool Springs Road is the 3rd most expensive street in Winston. It has single-family homes built from 1985 to 2025, ranging in price from $625,000 to $831,225.
Post Road is the 4th most expensive street in Winston. It has single-family homes built in 2024, with an average sale price of $669,900.
Kraft Drive is the 5th most expensive street in Winston. It has single-family homes built from 1999 to 2008, ranging in price from $280,000 to $960,000.
Diamond Court is the 6th most expensive street in Winston. It has single-family homes built in 2001, with an average sale price of $595,000. It is home to the Grande Pointe at Fairplay subdivision.
Hannah Road is the 7th most expensive street in Winston. It has single-family homes built from 1982 to 2001, with an average sale price of $525,000.
Carroll Road is the 8th most expensive street in Winston. It has single-family homes and land ranging in price from $322,000 to $775,000. It is home to the Fairplay subdivision.
Downs Road is the 9th most expensive street in Winston. It has land and single-family homes built in 1986, with an average sale price of $494,000.
Watkins Mill Road is the 10th most expensive street in Winston. It has single-family homes and land built from 1946 to 2005, ranging in price from $110,000 to $875,000.