Stories
Run Among the Lakes: Celebrating 25 Years
The Orlando Health / Town of Windermere Run Among the Lakes turned twenty-five this year, and the town marked the occasion the way Windermere marks most things that matter: together, on its own home ground, with neighbors showing up for one another and cheering at every turn.
3 Things Sellers Can Do Before the Appraiser Arrives
New appraisal rules begin November 2, 2026. Kari Fleck of The Real Estate Collection and Rene Taubensee of OnQ Home Loans share how Windermere sellers and buyers can prepare.
No Tricks, Just Treats from Your Library
Symphony storytimes, Halloween crafts, a fall plant clinic and book clubs: the Orange County Library System has a season full of treats for every age.
Walt Disney World Swan and Dolphin Becomes Largest Convention Hotel on US Eastern Seaboard
A new 100,000-square-foot event venue makes the Walt Disney World Swan and Dolphin the largest convention hotel on the US Eastern Seaboard.
An Extension of Home
Motor Volta brings Orange County its first luxury car condominium, and it started with a Windermere neighbor who ran out of room.
Seeds of Leadership: Yards After Contact
Windermere Police Chief David A. Ogden on resilience, SWAT School, and the yards you gain after life knocks you down.
Team USA, By Way of Windermere
Three Windermere riders earned spots on the fourteen-rider Team USA roster for the 2026 IWWF World Wakesurf Championships in Hangzhou, China.
Safe Passage: Bridging the Generations
Windermere’s new Ward Trail bridge opened days before school started. Town Consultant Engineer John Fitzgibbon and the team who made the ten-week deadline.
Cops and Bobbers: 6th Annual
Kids ages 3 to 17 fished alongside the Windermere Police Department at the 6th annual Cops and Bobbers on Saturday, September 19.
Rise Up: Constitution Day in Windermere
A free evening of patriotic ceremony, live music and aerial artistry beneath the oaks of historic downtown Windermere on September 17, 2026.
Beyond Bottled Water: Hurricane Prep Central Florida Homeowners Often Overlook
Kari Fleck of The Real Estate Collection and Q-ICE Builders share the hurricane prep steps Windermere homeowners often miss, from flood coverage to docks.
Discover the Value of Your Library Card
September is Library Card Sign-up Month. OCLS Director Steve Powell on everything a free library card unlocks, from streaming to Local Wanderer passes.
Sixty Years of Hope at Edgewood Children’s Ranch
It began in 1966 with two boys and a prayer. Sixty years later, Edgewood Children’s Ranch is still a home and a school where children find hope.
A Quarter Century Run Among the Lakes
The Orlando Health Town of Windermere Run Among the Lakes turned twenty-five, with an anniversary medal honoring a hometown hero and a place for everyone.
Two Culinary Icons, One Unforgettable Tasting Experience at the Swan and Dolphin Food & Wine Classic
For the first time, celebrity chefs Michael Mina and Todd English will lead a joint tasting at the Walt Disney World Swan and Dolphin Food & Wine Classic.
Seeds of Leadership: The Power of Hope
Windermere Police Chief David A. Ogden on why hope, more than strength, keeps people going through adversity.
Held in Bronze
How a lifelong resident and a Florida master sculptor gave Windermere three bronze landmarks made to be touched.