Windermere

The rich small "town" very close to Orlando. The area is not much more than a lot of trees with large gated subdivisions that house many celebrities and rich families sending their kids to private school, and in the center of it all is a small ice cream shop that can "rip you off" because it is the only place to eat anything in the area and has wealthy costumers.

Usually taking a walk around these streets you see white and black Escalades, Lincoln Navigators that are driven by the wife of a rich man who is working during the day so they drive around windermere wearing sunglasses and hang out with other women that live similar lifestyles.

"That lady in the Escalade driving in Windermere is hot"

Friend: "Watch it that's Donald Trump's Wife"

Windermere by chachaboi December 17, 2011

Windermere

Windermere, FL is the rich small "town" very close to Orlando. The area is not much more than a lot of trees with large gated subdivisions that house many celebrities and rich families sending their kids to private school. Celebrity Sheehan Parvez lives here.

Sheehan's windermere mansion

Windermere by Parvezfit October 9, 2016

Windermere Primary School 

The most fucking jacked up primary school in Tasmania, robbed by their principal since 2020

Windermere Primary School is fucked, go to Montrose Bay High!

Windermere Primary School by Digi Al (ScooterWareSystems) May 6, 2025

Windemere Ranch Middle School 

a school where all cool kids meet because Gale Ranch as trash as hell.

That person goes to Windemere Ranch Middle School, he's a cool kid!

Windemere Ranch Middle School by simp annihilator March 2, 2022

Windemere 

A rather isolated area in the city of San Ramon, CA in the East Bay Area. A neighborhood of upper middle-class houses fill the area (like much of San Ramon), yet if you look closely enough a few low-income apartment complexes (also see affordable housing) are tucked away behind walls, and inbetween other, higher-income complexes. There is relatively nothing to do, nor are there any stores or restaraunts. Shopping or eating usually requires of a 10 minute drive either north or south on Bollinger Canyon. This also seems to be one of the few areas of San Ramon that cops do not completely infest, but they will still be more than happy to show up on your doorstep for a simple noise complaint. The newly-constructed library and community center attempt to provide some sort of entertainment for the residents of the Windemere area. However, any students or young adults resort to alcohol, weed, ectsasy, or other drugs to pass the time. A highschool is under construction and DVC (Diablo Valley College) is opening a campus nearby as well.

Rob moved to Windemere but was bored. Rob overdosed on crystal meth.

Windemere by Windemere Resident October 25, 2006

Windamere 

Distinctly out of place and unbelievable.

Dude: I went to the party at Eric's and saw this one chick do blow on a guys penis.

You: Windamere.

Windamere by The True Eric W. September 5, 2008

winterference 

When it snows so hard your WiFi, satellite TV or whatever else does not work.

Your WiFi is out again!
Winterference!

winterference by SuperBabyMethod October 31, 2013