Winter Park had 19 sales during the week of Tuesday, September 22 to Monday, September 28, including including 15 single family homes for sale with an average list price of $1,058,733.33, 1 townhouse for sale with a list price of $419,900, and 3 condos for sale with an average list price of $254,433. For anyone looking for a brand new home, there are 3 new construction homes for sale.