Welcome to Wintermere Harbor, Winter Garden, Florida 34787 Presenting Wintermere Harbor marquee. Wintermere Harbor is located in the Town of Winter Garden, which is in Orange County Fl.,  Winter Garden is known as "A charming little city with a juicy past". Located 14 miles from downtown Orlando. It should not be difficult to find the right property for you, many short sale and foreclosure opportunities. Lets get started today and find the real estate that you have been waiting for. Buying or selling your home in Wintermere Harbor I can assist you! Facing a foreclosure? Try a short sale! We can help! Call today for VIP service. Wintermere Harbor Community Quick Facts!  Neighborhood established in 1999 Gated community This community consist of 91 home sites As of 2010 HOA fee is $1,000 a... 11/24/2010