- Tennis, Boat Ramp Pass Renewals On Hold
ATTENTION : Tennis keys and boat ramp pass renewals are currently on hold until December 1st. Keys and passes are typically up for renewal at the start of the new fiscal year on O...
Sep 16 - Join the Discussion: Constitutional Amendment 3
On November 3rd, Florida voters will decide whether to approve Amendment 3, which could reshape homestead exemptions statewide. Windermere Town Manager Robert Smith will host tw...
Sep 4 - Pedestrian Bridge Opens Ahead of New School Year
The Town of Windermere is pleased to announce portions of the Ward Trail and Pedestrian Bridge are now open, just in time for the start of the new school year! The project inclu...
Aug 6
Windermere news
Nothing new from Windermere in the news feeds lately, so here’s what’s happening next door.
From Town Hall, the schools and the library
2 notices in the past month, read every morning from Windermere’s own websites. Each one opens on the site that posted it.
- From the Director, November 2026
Spend a Season of Gratitude at Your Library November is a time for gratitude, reflection and new beginnings at the Orange County Library System. Last month we celebrated the grand opening of the highly anticipated Horizon West Branch. We welcomed the community for a day of all-ages entertainment, a…
Yesterday - Q&A with Artist Curtis Epperson, Intellectual Art for the Puzzled Mind
Local contemporary word mosaic artist, Curtis Epperson, transforms language into intricate visual art. His Intellectual Art for the Puzzled Mind is now on display at Orlando Public Library, giving customers an interactive experience that goes beyond the traditional confines of art. Rather than crea…
Oct 23 - Q+A with Author Craig Pittman
Craig Pittman is the author of seven books about Florida, including “Oh, Florida! How America’s Weirdest State Influences the Rest of the Country,” (2016) which became a New York Times bestseller, and “Cat Tale: The Wild, Weird Battle to Save the Florida Panther” (2020). His most recent book is Wel…
Oct 2
Next up: Freedom Orlando vs Windermere Prep
Tuesday, Nov 3 · Boys Junior Varsity Soccer. Streams on the NFHS Network.
Santa Fe Catholic Girls Varsity Volleyball vs. Windermere Prep
Windermere Football Schedule
Windermere Football Rankings
Windermere Prep Football Roster (2026-27)
Windermere Prep Girls Varsity Volleyball vs. Harmony
Windermere Softball Schedule
Windermere Prep Basketball Schedule
Windermere Prep Football Videos
Homes listed in Windermere
Listed in the past 60 days. Check each listing for the current price and availability.
Headlines from next door
Windermere’s own feed is quiet, so here’s news from the towns around it.
Game Teaser: Varsity Football Jones High School vs. Ocoee High School Highlights
Medical examiner rules downtown Orlando man’s death a homicide as police release few details
Cornerstone Charter Academy (Belle Isle, FL) Volleyball
For Magic Coach Sean Sweeney, Spacing is Everything
Quality Mold Solutions Expands Mold Assessment Services Across Greater Orlando, FL
50+ Best Things to do in Orlando this month: Events and More!
Spirit Christmas confirms four Florida stores opening this year (2026)
RLCA Girls Varsity Volleyball @ CCA
Oasis Christian Girls Varsity Volleyball @ CCA
From neighbors
The news that never makes the paper: what Windermere is posting.
Posts go to Town Square, where neighbors can reply.
No posts yet. Be the first to share what’s happening in Windermere.
Headlines come from the outlets that cover Windermere, found through Google News; stories with Windermere in the headline come first, and outlets or places that aren’t Windermere, FL are left out (1 this time). Articles belong to their publishers and aren’t independently verified; every story links to the publisher who wrote it. Topics are sorted automatically from each headline’s words. Notices, meetings and events come from the town, school district and library websites, read every morning and linked to the page that posted them. Game listings come from the NFHS Network.