The following are the Top 10 most expensive streets in Winter Park. The average price for homes on these streets range from $3,550,000 to $9,700,000.
Isle Of Sicily is the 1st most expensive street in Winter Park. It has single-family homes built in 2014, with an average sale price of $9,700,000.
Via Tuscany is the 2nd most expensive street in Winter Park. It has single-family homes built from 1919 to 2012, ranging in price from $5,500,000 to $9,250,000.
Golfview Terrace Terrace is the 3rd most expensive street in Winter Park. It has single-family homes built in 2023, with an average sale price of $6,300,000.
Anchorage Court is the 4th most expensive street in Winter Park. It has single-family homes built in 2021, with an average sale price of $6,100,000.
Laurel Road is the 5th most expensive street in Winter Park. It has single-family homes built in 1994, with an average sale price of $4,500,000.
Trismen Terrace is the 6th most expensive street in Winter Park. It has single-family homes built from 1999 to 2022, with an average sale price of $4,250,000.
Via Palermo is the 7th most expensive street in Winter Park. It has single-family homes built in 2018, with an average sale price of $3,850,000.
Via Lugano is the 8th most expensive street in Winter Park. It has single-family homes built from 1990 to 2007, ranging in price from $3,800,000 to $3,850,000. It is home to the Lugano Terrace subdivision.
Alberta Drive is the 9th most expensive street in Winter Park. It has single-family homes built from 1982 to 1996, ranging in price from $2,750,000 to $4,400,000.
Via Del Mar is the 10th most expensive street in Winter Park. It has single-family homes built in 2020, with an average sale price of $3,550,000.
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